Viewing 1-545 of 545
Listing Data Current as of: October 22, 2019 12:30 am
$295
2 2 1,000
VACATION RENTAL ONLY!! DAILY OR WEEKLY! 1/1 OFF SEASON $165.0 DAILY SEASON $255 DAILY 1/1 WITH BALCONY OFF SEASON $195.00 DAILY , SEASON $275 DAILY... - Read More
This Listing is Courtesy of: Sarabay Real Estate Inc
$499
3 2 800
WEEKLY AND DAILY VACATION RENTAL ONLY!! 1 BEDROOMS OFF SEASON $175.00 DAILY IN SEASON $360.00 DAILY. - 3 BEDROOMS OFF SEASON $285.00 DAILY IN SEASON ... - Read More
This Listing is Courtesy of: Sarabay Real Estate Inc
$575
0 0 2,579
Do business on the #1 beach in the USA! We have 1, 2, or 3 office spaces available ranging from $450 to $1680 per month. All rents are standard tr... - Read More
This Listing is Courtesy of: BECKMANN PROPERTIES
$650
2 2 980
Beautiful 2nd floor condo, screened-in balcony, gulf front on #1 rated Siesta Key Beach!! 180 degrees of beach and water views. Walk right out your ba... - Read More
This Listing is Courtesy of: 342 VACATION RENTALS
$999
3 3 800
VACATION RENTAL ONLY! DAILY AND WEEKLY RENTALS! OFF SEASON WEEKDAY $499.00 DAILY WEEKEND $539.00 DAILY SEASON $999.00 DAILY Resort style vacation... - Read More
This Listing is Courtesy of: Sarabay Real Estate Inc
$1,200
1 1 936
The vacation destination The Siesta Jewel can be described in one simple word, Perfect! This incredible property offers 2 Villas and 1 Single Family H... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$1,200
1 1 936
The vacation destination The Siesta Jewel can be described in one simple word, Perfect! This incredible property offers 2 Villas and 1 Single Family H... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$1,300
1 1 681
Perfect Location to the Siesta Beach. Walk across the street and you will be on the beach. Not available for season. Available May - Dec 2019. Tenants... - Read More
This Listing is Courtesy of: Stringer Management Inc
$1,400
2 2 1,029
SIESTA KEY! Water views from every room in this condo. Comfortable furnishing, washer and dryer in the condo. This community is gated and the building... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$1,500
2 1 1,050
Available May - Dec 2019 Great Location... Walk across the street to Siesta Beach. Condo is next to the pool with a door leading to the pool. This con... - Read More
This Listing is Courtesy of: Stringer Management Inc
$1,600
2 2 895
Available May 1, 2020, NEW NEW NEW!!! Kitchen cabinets & countertops, freshly painted interior, Tile throughout, new dishwasher and Master shower and ... - Read More
This Listing is Courtesy of: Good Life Realty LLC
$1,600
4 3 2,796
(not an annual rental, prices are per week!) Beautiful Siesta Key home away from home located on the Grand Canal's deep boating water and just a few b... - Read More
This Listing is Courtesy of: Quest Properties Inc
$1,650
2 2 1,271
BOOKED JANUARY, FEB, MARCH AND APRIL 2020. GREAT FALL RATES AVAILABLE. LIST PRICE REFLECTS SUMMER WEEKLY PRICE. Call agent for specific times and ra... - Read More
This Listing is Courtesy of: WATERSIDE REALTY LLC
$1,785
2 2 1,215
LOCATION...LOCATION....LOCATION This Condo has it!!!! 2 bedroom 2 bath Gulf Side unit open weeks still available Amazing complex close to shopping ... - Read More
This Listing is Courtesy of: FLORIDA 1 REALTY & MANAGEMENT SERVICES LLC
$1,799
1 1 120
Studio size Bedroom, small sized refrigerator, sink and microwave. Little eating area. Just steps to the pool. Modern style building.... - Read More
This Listing is Courtesy of: Sarabay Real Estate Inc
$1,800
2 1 900
SIESTA KEY! Crescent Beach on Siesta Key is a block from residence. Walk to beach, marina, restaurants, grocery, coffee shop, bank, bike rentals, jet... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$2,000
3 3 1,336
The vacation destination The Siesta Jewel can be described in one simple word, Perfect! This incredible property offers 2 villas and 1 single family h... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$2,000
1 1 751
SEASONAL RENTAL: Harbor Towers Yacht & Racquet Club on Siesta Key is Resort lifestyle Living. From the moment you enter the club you are relaxed b... - Read More
This Listing is Courtesy of: SUNSHINE MANAGED INVESTMENTS
$2,000
2 2 1,160
Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close to shopping, restaurants and ... - Read More
This Listing is Courtesy of: PARADISE PALMS REALTY GROUP
$2,000
1 1 598
GORGEOUS 1 BEDROOM/1 FULL BATH WITH PULL OUT SOFA ON THE SECOND FLOOR. 500 FEET (!) FROM 7/11, SHOPPING, CAPTAIN CURT'S, DAIQUIRI DECK, MULTIPLE BARS,... - Read More
This Listing is Courtesy of: BRIGHT REALTY
$2,000
3 3 1,700
Beautiful well maintained condo, over looking pool, close to beach... - Read More
This Listing is Courtesy of: SHIRLEY INTERNATIONAL REALTY
$2,100
2 2 1,257
Live in style on one of the highest ranked beaches in the USA! This is a for a long term rental starting April 24, 2018 through December 30, 2018. $2... - Read More
This Listing is Courtesy of: ROYLE REALTY GROUP
$2,100
2 2 1,240
BEAUTIFUL 2/2 unit located directly on the No. 1 beach in the USA - Siesta Key! Astonishing views overlooking the alabaster sand and crystal blue wate... - Read More
This Listing is Courtesy of: Amtrade Realty International
$2,190
2 2 700
Waterfront living on world-famous Siesta Key, home to America's #1 beach. One-year lease. Delight in panoramic water views... watch the parade of boat... - Read More
This Listing is Courtesy of: SHIRLEY INTERNATIONAL REALTY
$2,295
2 2 1,029
Property is available Now- December 31 (3 month minimum). Beautifully decorated 2 bedroom 2 bath condo located at The Pointe on Midnight Pass Road . L... - Read More
This Listing is Courtesy of: CASEY REALTY CORPORATION
$2,300
2 2 1,029
ANNUAL Furnished condo at THE POINTE for $2300 month!! REMODELED PENTHOUSE Unit with AMAZING VIEWS of the InterCoastal Waterway. You can see the Ocea... - Read More
This Listing is Courtesy of: CASEY REALTY CORPORATION
$2,400
2 2 957
SEASONAL: AVAILABLE Siesta Key Village Cottage...Tropical Oasis awaits you! Just 2 minute stroll to Siesta beach or to Siesta Village! Beautiful 2 bed... - Read More
This Listing is Courtesy of: Gulf Coast Rental Homes&Condos
$2,500
3 2 1,953
Siesta Key Home. Charming and spacious, 3 bedroom/2 bath single family home, open concept floor plan with large family room and a lovely brick wood-bu... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$2,500
2 2 1,725
SIESTA KEY! Wonderful family beach house. Walk to shell beach just minutes to the village and public beach. Nicely furnished. Updated kitchen. Al... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$2,600
2 2 1,300
UNIT B Second Floor - ANNUAL Rental $2,600/month or 6 months $3,000/month (6 month minimum). Turnkey/Furnished- Utilities included, Second Floor Condo... - Read More
This Listing is Courtesy of: TREND REALTY
$2,744
1 0 300
Modern style one Bedroom Suite, sleeps 4 persons. Full size kitchen with Refrigerator, Microwave and Range. Kitchen has eat in area. Sleeper sofa t... - Read More
This Listing is Courtesy of: Sarabay Real Estate Inc
$2,800
3 2 1,617
Paradise awaits in this recently updated canal front home on Siesta Key. This 3 bedroom 2 bathroom home features an open concept with tile floors, wo... - Read More
This Listing is Courtesy of: Ascendia Real Estate
$2,800
2 2 1,401
Enjoy quiet condo with Siesta Key Beach, the#1 beach in the world on one side and the inter-coastal waterway on the other side of your vacation stay h... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$2,895
2 2 1,380
CONDO HAS BEEN LEASED FOR SEASON 2020....Large end unit condo with views of the Inter-coastal from every room! Condo is on the 3rd floor and features ... - Read More
This Listing is Courtesy of: CASEY REALTY CORPORATION
$3,000
3 4 2,757
Rarely does a Maintenance Rental Home in Somerset Cove become available. Your wait is over! A balcony to enjoy the morning cup of coffee while watchin... - Read More
This Listing is Courtesy of: BRIGHT REALTY
$3,000
2 2 1,012
Enjoy the view of the Gulf of Mexico and the beaches of Turtle Beach (Siesta Key) in tis stunning fully furnished 2 bedroom 2 bathroom condo. Unit inc... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$3,000
2 2 975
Lush landscaping and private beach area, Peppertree Bay is a vacationers paradise.  With access to both Gulf and Bay, guests can walk on the sugary... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$3,000
2 1 685
2 BEDROOM/1 FULL BATH WITH PULL OUT SOFA ON THE SECOND FLOOR. 1,000 FEET TO THE GULF OF MEXICO, SHOPPING, CAPTAIN CURT'S, DAIQUIRI DECK, MULTIPLE BARS... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$3,200
1 2 960
Moonmist Villa #3 is a very comfortable, well appointed, free standing villa located in Polynesian Gardens, a beautiful, Bay front location centrally ... - Read More
This Listing is Courtesy of: Ascendia Real Estate
$3,200
2 2 1,363
Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. This 2 bedroom 2 bathroom second floor with private balc... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$3,300
2 2 1,264
This property is booked for Jan/ Feb/March/April 2020. Beautiful Furnished Villa, Active Over 55 Community, Porcelain Tile & Berber Carpet, Walking D... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$3,400
1 1 532
Are you looking for a peaceful and enjoyable getaway on the beautiful island of Siesta Key?!?!? Look no further! Are you are looking to get away and e... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$3,500
3 3 1,718
SIESTA KEY POOL HOME! Updated and nicely furnished 3/3 on the canal available monthly. King size bed in the master bedroom. Very spacious, easy access... - Read More
This Listing is Courtesy of: Stringer Management Inc
$3,500
3 3 1,827
THIS PROPERTY IS EVERY BOATER’S DREAM! EASY WALKING DISTANCE TO SIESTA BEACH WITH ITS OWN DEEDED BOAT DOCK and BIG MARINA WATER VIEWS, this bright a... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$3,500
2 2 1,210
This charming villa allows you to enjoy all that beautiful Siesta Key has to offer. The white sands of Crescent Beach are just across the street. You ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$3,500
1 1 706
Are you ready to get away for some peace and quiet? Check out this quaint condo that is just waiting for you to call home while you vacation away fro... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$3,600
3 4 1,930
Stunning 3 bedroom, 3.5 bath single family home with over 1,900 sq. ft. of living space and gorgeous views from every angle! The breathtaking view of ... - Read More
This Listing is Courtesy of: RYNTAL
$3,700
1 2 780
Open December 2019. Booked for 2020 winter season. Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit.... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$3,700
2 3 1,368
Beautiful Townhouse located on the Gulf side of Siesta Key. Rated #1 Beach in the world for several years. This unit is nicely appointed and ready t... - Read More
This Listing is Courtesy of: MAPP REALTY & INVESTMENT CO
$3,700
2 2 1,120
Beautiful Updated Villa in Highly sought after Gulf Haven located on the #1 Beach in the US, Siesta Key. This villa has a cottage feel with the most ... - Read More
This Listing is Courtesy of: MAPP REALTY & INVESTMENT CO
$3,700
3 2 1,200
Fantastic home located in one of Siesta Keys most sought after areas. Interior very nicely furnished. Take a late night swim with your family in the p... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$3,800
1 1 600
Are you looking for a peaceful and enjoyable getaway on the beautiful island of Siesta Key?!?!? Look no further! Are you are looking to get away and e... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$3,800
2 1 766
Here it is....The best of everything for a short or long term stay right in the heart of Siesta Key Village. Accessibility to Siesta Key's white, pow... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$3,900
2 2 1,012
This 2 bedroom 2 bathroom at White Sands Village is just steps away from public beach access to #1 rated Siesta Key Beach. Condo has been 100% renova... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$3,990
4 3 2,896
Beautiful, spacious home away from home awaits for you. Water front house, right on the canal, only one bridge away from the ocean, it is located in a... - Read More
This Listing is Courtesy of: SHIRLEY INTERNATIONAL REALTY
$3,995
2 2 1,380
LARGE END UNIT Penthouse with AMAZING views from every room! Beautifully furnished and updated condo available for Season 2019/2020. Open floor plan, ... - Read More
This Listing is Courtesy of: CASEY REALTY CORPORATION
$4,000
2 2 1,182
Enjoy Siesta Key Beach in this open concept condo, turnkey furnished, renovated condo with architecturally designed kitchen. Beautifully updated, ful... - Read More
This Listing is Courtesy of: RE/MAX PLATINUM REALTY
$4,000
2 3 1,192
This beautiful 2 bedroom 2 bath condominium is located in popular Bay Oaks complex on #1 rated Siesta Key! Enjoy your two level condo complete with lo... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,000
2 1 889
Here it is...The best of everything for a short or long term stay right in the heart of Siesta Key Village. Accessibility to Siesta Key's white, po... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,000
3 4 2,691
Beautiful , tropical , gated community on Siesta Key . Only 18 town-homes surrounding a lovely lagoon and fountain . Heated pool , tennis courts and f... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$4,000
2 2 1,264
This spacious Siesta Key Condo is located in a small hide-away community that is walking distance to world famous sand beaches. Featuring two large be... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,000
1 1 662
Are you looking for a peaceful and enjoyable getaway on the beautiful island of Siesta Key?!?!? Look no further! Are you are looking to get away and e... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,000
2 2 1,160
This Condo evokes an atmosphere of staying at a private resort! A hidden oasis located on the South End of Siesta Key with nothing between you and the... - Read More
This Listing is Courtesy of: ROSEBAY INTERNATIONAL, INC
$4,000
2 2 1,182
SIESTA KEY FURNISHED VACATION RENTAL! Available for December, 2019 and APRIL, 2020! Brand new updated kitchen, tastefully furnished ground floor unit,... - Read More
This Listing is Courtesy of: Premier Sothebys Intl Realty
$4,000
2 2 1,214
FANTASTIC FALL RATES AVAILABLE! GORGEOUS 2 BR, 2 BA GULF FRONT UNIT AT MIDNIGHT COVE, ONE OF THE MOST POPULAR VACATION DESTINATIONS ON SIESTA KEY. THI... - Read More
This Listing is Courtesy of: Waterside Realty LLC
$4,000
2 2 1,183
PET FRIENDLY WITH OWNER APPROVAL! Great location on the south end of Siesta Key, minutes to Turtle Beach and Siesta Village! This is a wonderful spot ... - Read More
This Listing is Courtesy of: Premier Sothebys Intl Realty
$4,000
1 1 690
Beautiful Siesta Key condominium! Enjoy an island condo set amidst beautiful palm Palm trees and live oaks. Completely remodeled, this condo, with it... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,000
2 2 883
A rare gem located in the heart of Siesta Key Village, this 2nd floor unit is light, bright, and spacious. It is mere steps away from the amazing en... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,000
2 2 1,092
This lovely two bedroom, two bathroom condo is a ground floor unit with a screened lanai.   Its perfect location allows close access to the beach, ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$4,100
2 2 929
Top floor 2/2 unit with magnificent views of the Intracoastal Waterway. This 55+ community is equipped with boat slips for a nominal annual fee. Live ... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,200
3 2 1,335
BEACHFRONT! Enjoy spectacular sunsets and stunning views of the Gulf of Mexico from this 5th floor 3 bedroom/2 bath luxury condo. Full Gulf views fr... - Read More
This Listing is Courtesy of: NEXTHOME EXCELLENCE
$4,200
2 2 929
This 55+ community is ideal for your winter vacation. Enjoy your morning coffee from the lanai over looking the intercostal. Amenities include direc... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,200
2 2 929
This 2 bedroom, 2 bath condo is conveniently located on the ground floor next to the club house and features new appliances, granite counter tops and ... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,200
2 2 1,163
SEASONAL: This 2/2 spacious Siesta Key condo is perfect for your next vacation! Light, tropical and comfortable; your Eastward facing 4th floor condo ... - Read More
This Listing is Courtesy of: GULF COAST RENTAL HOMES&CONDOS
$4,200
2 2 980
Park the car and drop your key; you won't need it! Just past a natural privacy barrier, generated by dunes and seagrass, the powdery sands of Siesta K... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,200
2 2 991
55+ COMMUNITY WITH BEACH ACCESS.THIS 4TH FLOOR END UNIT HAS EVERYTHING YOU NEED TO ENJOY YOURSELF. VIEWS OF THE CANAL AND POOL AREA. IF YOUR LOOKING F... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT INC
$4,300
2 2 929
You will love this updated 3rd floor turnkey furnished unit with gorgeous Intracoastal and Harbor views. Siesta Harbor is surrounded by the Intracoast... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,400
2 2 1,030
You will love this corner unit with gorgeous Intracoastal and harbor views. King Bed in Master and Full size in Guest bedroom. Siesta Harbor is surrou... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$4,500
2 2 1,182
Ground floor condo located directly across from entrance to the Siesta Key Public Beach. Lanai overlooks garden and heated pool. New carport at the ... - Read More
This Listing is Courtesy of: SUNSET REALTY
$4,500
2 2 1,670
Available for 2019. Leased for 2020 season. Siesta Key townhome available for lease. Modern furniture and decor. First level has family room, dining a... - Read More
This Listing is Courtesy of: AUDREY RAIN RENTALS, INC
$4,500
2 2 1,290
Located Southside on Siesta Key. Views of the Stickney Point Bridge and the canal from this 2 bedroom / 2 bathroom vacation condo. Enjoy balconies f... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,600
2 2 1,200
This beautiful two bedroom, two bathroom condo is an upstairs unit with a screened lanai.   Its perfect location allows close access to the beach, ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$4,800
2 2 1,300
This tastefully decorated 2 bedroom 2 bathroom villa in Polynesian Gardens features a private carport, large flat panel TV in the living room, interio... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$4,800
3 2 1,737
This condo is located at Harbour Towne and Yacht Club on Siesta Key. It over looks the canal to the intercostal water way. You can walk to Siesta Ke... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$4,800
3 2 1,720
Available May thru December! Fantastic vacation home in Siesta Village just a few blocks to beach. Fully equipped with heated pool, lanai, beach equip... - Read More
This Listing is Courtesy of: KELLER WILLIAMS CLASSIC GROUP
$4,900
2 2 1,204
Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home and a view of the... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$4,980
2 2 1,187
NOT AVAILABLE FEBRUARY OR MARCH. Price varies depending on length of stay and time of year. The Terrace is located just at the foot of Siesta Key Vill... - Read More
This Listing is Courtesy of: M&M PROPERTY MANAGEMENT GROUP
$5,000
2 2 1,210
JUST BECAME AVAILABLE FOR MARCH, 2019. Escape the cold on beautiful Siesta Key, Florida. 2 bedroom 2 bath villa at Provincial Gardens. Spend your wi... - Read More
This Listing is Courtesy of: Key Solutions Real Estate Grp
$5,000
2 2 1,271
Fresh on the seasonal market is this beautiful 2 bedroom 2 bathroom condo in the Whispering Sands community on Siesta Key. This is a first floor unit ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$5,000
3 2 1,979
Are you ready to leave the SNOW and SHOVELING behind? Tired of the COLD winters? Looking for a GREAT ESCAPE during the winter months? Look no furt... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$5,000
2 2 1,282
Beautiful ground unit facing lush tropical tress and the Gulf of Mexico. The fully furnished 2 bedroom 2 bathroom condo also includes a covered lanai ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$5,200
2 2 1,105
Seasonal. Fabulous Siesta Key Peppertree condo! This unit has been updated and lovingly cared for, featuring beautiful granite counter tops, furniture... - Read More
This Listing is Courtesy of: GULF COAST REALTY & MANAGEMENT
$5,495
2 2 1,287
3 month min for 2019 / 2020 SEASON Welcome to the Beach! Prime Siesta Key location. OWNER WOULD LIKE 3 MONTH MINIMUM 2019/2020 SEASON. This large, spa... - Read More
This Listing is Courtesy of: AUDREY RAIN RENTALS, INC
$5,500
2 2 1,100
Enjoy this 2 bedroom 2 bathroom house, less than a two minute walk to all the shopping and dining options in Siesta Key Village and less than 5 minute... - Read More
This Listing is Courtesy of: Ascendia Real Estate
$5,500
2 2 1,200
Available January 2020! Welcome to beautiful Peppertree Bay and the white quartz sands of Siesta Key Beach! Peppertree Bay sits on Siesta Key Beach w... - Read More
This Listing is Courtesy of: COLDWELL BANKER RESIDENTIAL REAL ESTATE
$5,500
2 2 1,056
This amazing penthouse with gulf views and been totally remodeled! Everything in the property is brand new, from the towels, to the housewares and th... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$5,500
2 2 1,357
Turnkey furnished Vacation Rental available at Turtle Bay on Siesta Key. This two bedroom, two bath condo is perfectly situated on the Southern end of... - Read More
This Listing is Courtesy of: GULF COAST REALTY & MANAGEMENT
$5,500
2 2 1,148
*** NOW AVAILABLE FOR 2020 SEASON *** This must see 2 bedroom 2 bath villa is located just feet away from the beach. A hidden jewel on Siesta Key, Pro... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$5,500
2 2 1,163
Fabulous Beach to Bay condo on Siesta Key. Peppertree Bay offers all of the amenities a vacationer and their family wish to have for their beach geta... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$5,500
2 2 1,250
Bayside highrise Building with underground parking, 2 - elevators, turnkey furnished, secured building, washer and dryer nicely appointed AVAILABLE ... - Read More
This Listing is Courtesy of: WATERSIDE REALTY LLC
$6,000
4 4 2,089
This single family home located on a canal in Siesta Key Village is actually a duplex with 2 bedrooms and 2 bathrooms per unit. Rates shown are for ea... - Read More
This Listing is Courtesy of: Ascendia Real Estate
$6,000
3 3 1,865
This vacation rental is nestled on the charming waters of Heron Lagoon, only 1 mile from Turtle Beach on Siesta Key. Main floor Master Bedroom with en... - Read More
This Listing is Courtesy of: 342 VACATION RENTALS
$6,000
4 6 2,875
Stunning doesn’t begin to do this home justice! You won’t want to leave! Grab your family, grab your friends, this house is the PERFECT place to... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,000
3 2 1,512
Close your eyes and picture the perfect vacation beach house. Now open your eyes and look at the photos of this home which is walking or biking dista... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,000
3 2 2,332
This gorgeous Mediterranean-style home has great curb appeal and is situated on deep boating grand canal. Large screened lanai, solar-heated pool, Flo... - Read More
This Listing is Courtesy of: Rossi & Company Inc
$6,000
2 2 980
Beautiful ground floor 2 bedroom and 2 bathroom condo gulf front on #1 rated Siesta Key Beach!! Enjoy one bedroom with a queen bed and the second bedr... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,000
2 2 1,435
Enjoy the phenomenal Gulf front panorama from this lovely 2nd floor remodeled condo in model condition. The wide open views of the Bay, Gulf and Big ... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,000
3 3 2,041
This 3 bed / 2.5 bath vacation rental is a beautiful tri-level townhouse in one of the greatest locations on Siesta Key. The #1 beach in America with... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,000
2 3 2,075
Weekly/Seasonal Rental Beautiful townhouse located on Siesta Key. Rates are weekly $1600 to $3045. Features bonus room/den on the lower level with ac... - Read More
This Listing is Courtesy of: SUNCOAST LUXURY PROPERTIES
$6,000
2 2 1,180
discount rates for off season, Gulf side, 2nd floor unit,refurbished, overlooks the Gulf side Pool with a view of the Gulf of Mexico with Sunsets incl... - Read More
This Listing is Courtesy of: Waterside Realty LLC
$6,250
3 3 1,658
Breathtaking three bedrooms, three-bath home located right on the Grand Canal. This home has been thoroughly updated. The exterior and interior of the... - Read More
This Listing is Courtesy of: KELLER WILLIAMS CLASSIC GROUP
$6,500
2 2 1,335
This 2/2 Gulf & Bay ground floor unit allows you beach and pool access just outside your lanai door. This is the ultimate in casual Florida living; yo... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$6,500
3 2 1,562
AVAILABLE FOR 2020 SEASON! Everything is brand new and GORGEOUS! One of the few free-standing villas in sought after Whispering Sands on Siesta Key.... - Read More
This Listing is Courtesy of: SUNNYSRQ PROPERTIES
$6,500
3 3 1,854
This beautiful single family home, constructed in 2017, features a heated saltwater pool with privacy fencing and keyless entry. Custom Amish furnish... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,500
1 1 698
This gorgeous 1 bedroom 1 bathroom fully furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjo... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$6,500
2 2 1,424
Flip flops, bathing suit, and sunscreen are AN ABSOLUTE MUST. This beautiful home is positioned in the CORE OF THE ISLAND, on a quiet cul-de-sac in t... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,500
3 2 1,690
Great seasonal rental home located in the heart of the Village on Siesta Key. Turn key furnished, this home offers an inviting, spacious, and serene v... - Read More
This Listing is Courtesy of: WAGNER REALTY
$6,500
3 2 1,663
Newly remodeled single-family home, with an open floor plan, 3 bedrooms, 2 bathrooms, sleeps 8, just entered the vacation rental market on Siesta Key!... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$6,500
3 2 1,757
Incredible beachfront condo now available for 2020 season! Outstanding Gulf views and resort amenities! This is the perfect location for a beach vacat... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$6,800
2 2 1,562
Enjoy the beautiful sunset from this 5th floor condo. This 2 bedroom 2 bath condo has been freshly painted and all new furniture. The condo is locat... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$6,848
2 2 1,287
Choose to experience the magic of Siesta Key on your next trip to Florida. Close to the beach, this vacation home is the best place to stay if you wan... - Read More
This Listing is Courtesy of: GLOBAL REAL ESTATE SERVICES IN
$6,995
4 3 2,392
Available January 1st, 2020. Fully furnished, rental for seasonal or annual term. Lovely pool home with canal water frontage located in Siesta Key's p... - Read More
This Listing is Courtesy of: QUEST PROPERTIES INC
$7,000
2 2 1,282
Enjoy this great view of the gulf from this 2 bedroom, 2 bath condo on the 8th floor. Condo has been remodel with granite kitchen counter tops, built... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$7,000
3 2 1,510
Siesta Key vacation in style on one of the beautiful canals a short distance away from the #1 Beach in the USA. Experience all Siesta Key has to offe... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$7,059
2 2 1,287
Forget about all your worries when you stay at this gorgeous penthouse located in Siesta Key. A perfect 2 bedrooms and 2 bathrooms leaves the right am... - Read More
This Listing is Courtesy of: GLOBAL REAL ESTATE SERVICES IN
$7,200
3 3 1,750
SEASONAL/SHORT TERM SIESTA KEY BEACH FRONT CONDO! Vacation in a condo that feels like a house! No neighbors, above or to either side of you. This 3 be... - Read More
This Listing is Courtesy of: RENT SARASOTA
$7,500
3 2 1,332
Dockside Delight. Just walk out your back door and jump into your boat for a great day of fishing or sunset cruise. Beautifully updated throughout, 72... - Read More
This Listing is Courtesy of: SARABAY REAL ESTATE INC
$7,800
4 4 2,905
Spectacular Siesta Key 4 Bedroom/2.5 Bath pool home on the Grand Canal. From the moment you pull into the circular drive you are captivated by the ama... - Read More
This Listing is Courtesy of: WAGNER REALTY
$8,200
3 2 1,714
Villa Lago is a fantastic waterfront villa with a heated pooll located 1/2 mile to Siesta Key Village. It is unquestionably one of the most colorful ... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$8,500
4 4 2,506
Looking for a water view? Look no further. This 4 bedroom 3 bathroom is located on the Grand Canal in the popular neighborhood of Siesta Isles. Thi... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$8,500
3 4 2,689
You deserve the best home Siesta Key has to offer……don’t you? The location of this sensational home makes it a popular place to live and relax.... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$8,500
3 3 2,080
Here is your opportunity to spend seasons in this nicely updated home on Siesta Key. Very well appointed throughout. Screened lanai with heated pool l... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$8,500
4 4 3,183
Beautiful and unique contemporary single family home on Siesta Key available for rent. This custom built, two story, unfurnished four bedroom plus a d... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$10,000
4 3 2,460
Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you a... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES, INC.
$11,000
4 3 3,395
AVAILABLE Immediately! SANDY HOOK Private Beach Private Beach Private Beach Private Beach Private Beach Private Beach Private Beach Private Private Be... - Read More
This Listing is Courtesy of: COURTYARD MODERN
$11,000
5 4 3,952
Fabulous large home decorated to perfection just over 400 steps from SIESTA Public Beach, one the of the best beaches in the world. House is large an... - Read More
This Listing is Courtesy of: Jennette Properties Inc
$12,000
5 5 6,326
Absolutely Stunning British West Indies Style Home located on the Grand Canal on Siesta Key. Siesta Key Beach has been voted #1 Beach in the world and... - Read More
This Listing is Courtesy of: MAPP REALTY & INVESTMENT CO
$13,000
4 3 3,134
SIESTA KEY DREAM HOME on the Grand Canal with only one bridge to the SARASOTA BAY. This stunning home is surrounded by scenic water views, tropical pl... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$20,000
5 5 7,351
Amazing Siesta Key Seasonal Rental Available December 2018 through April 2019! This bay front home captures the essence of island living. Lush tropi... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$70,000
2 3 1,750
Fractional Ownership. Winter Fractional Ownership; with 1/16th shares of ownership. Your dream of a new luxury home on Siesta Key Beach can now be a r... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$74,000
2 3 1,920
Fractional Ownership. 2020 Fractional ownership, weeks 16-17, plus one floating week.Plus access to the property 365 days a year through the Daily Use... - Read More
This Listing is Courtesy of: THE SARASOTA REAL ESTATE COMP.
$99,000
0 0 0
Reduced to sell! Smooth raw vegan organic gluten-free food production: an adorable retail shop and local wholesale operations on beautiful Siesta Key ... - Read More
This Listing is Courtesy of: FLORIDA BUY AND SELL, LLC
$140,000
4 4 2,625
Fractional Ownership. Summer Fractional Ownership, weeks 26-27, plus one float week. Guaranteed Gulf front unit. 4 bedroom. Enjoy an enviable lifestyl... - Read More
This Listing is Courtesy of: THE SARASOTA REAL ESTATE COMP.
$160,000
4 4 2,625
Fractional Ownership. 2020 Occupancy! Winter Fractional, weeks 12-13, plus 1 floating week. An enviable lifestyle on America's top rated beach! Your d... - Read More
This Listing is Courtesy of: THE SARASOTA REAL ESTATE COMP.
$259,999
1 1 681
Sold Turnkey. This charming 1 bedroom 1 bath is just walking distance to beautiful Siesta Key. The condo has been recently updated and has great renta... - Read More
This Listing is Courtesy of: SARASOTA LAND AND HOMES LLC
$274,000
1 1 797
Located directly across the street from America’s #1 beach, this is a fantastic opportunity to purchase a turnkey furnished, 1 bed 1 bath, second fl... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$277,400
1 1 906
BEAUTIFUL 1 BEDROOM, GULF VIEW 2ND FLOOR CONDO WITH ELEVATOR, COMPLETELY FURNISHED! Bring your suitcase and toothbrush and move right in. From the mo... - Read More
This Listing is Courtesy of: GULF SHORES REALTY
$289,900
1 2 780
First Floor! Easy in and out! Walk out your back door and the pool, clubhouse, shuffleboard is right there! Unusually Available Spacious One Bedroom ... - Read More
This Listing is Courtesy of: JUDITH GUZZI & ASSOCIATES LLC
$299,900
1 1 706
Have you dreamed of living on Siesta Key? Well pack your sunscreen, flip flops, paddle board, kayak and towels because you will want to move in right... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$300,000
2 2 981
Short Sale. Short Sale third party approval needed. Sandy Cove condominium is just short distance from Siesta Village and the beach. Take a walk or ... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$300,000
1 1 716
This super cute, light and bright turnkey FURNISHED condo is ready for immediate occupancy or rental. RENTALS IN PLACE FOR JAN. 2020 AT $3,000 and F... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$309,900
1 1 657
Beautiful First floor, One bedroom One bath move in ready, turn key furnished Siesta Key Condo with Bay to Beach access. Updated eat in kitchen with g... - Read More
This Listing is Courtesy of: CLUB REALTY
$315,000
1 1 778
Large 1/1 on the bay. See the great views and experience the quiet neighborhood at the end of Siesta Key.... - Read More
This Listing is Courtesy of: LALANDE PROPERTIES
$319,900
1 1 800
Beautiful beach property in Paradise ..This lovely condo has been completely redone and is just beautiful. The Sea breeze as you walk out your front ... - Read More
This Listing is Courtesy of: WHITE SANDS REALTY GROUP
$329,500
1 1 751
What a joy to walk in and see this completely updated condo with the most desirable southeast view over the pool and intracoastal. A screened in porch... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$335,000
2 2 1,101
Smack dab in the middle of paradise! This luxurious updated 2 bedroom 2 bath condominium is on Sarasota Bay and just steps away from Siesta Key, the "... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$339,000
1 1 778
The Pointe on Siesta Key is the best-kept secret with a private gated entrance at the south tip of Siesta Key on a 5-acre peninsula surrounded by wate... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$339,500
2 2 1,101
Great "Price Reduction" on this Top floor unit at Bay Oaks on Siesta Key. Unit has East and West views of Intercoastal and Gulf of Mexico. Watch the... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$345,900
2 2 929
***GULF ACCESS CONDO*** Come check out this beautiful 2 bedroom, 2 bathroom condo located in the wonderful community of Siesta Harbor I. This unit is ... - Read More
This Listing is Courtesy of: ANYTIME REALTY LLC
$349,900
1 1 392
This is a beautiful studio unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property with... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$349,900
2 2 929
Another Original! Family owned bought directly from builder! Sailfish Building 2 bedroom 2 bath great view, Although its original kitchen, very clean ... - Read More
This Listing is Courtesy of: JUDITH GUZZI & ASSOCIATES LLC
$350,000
2 2 1,260
A private, secluded pied-a-terre on south Siesta Key is ideal for personal use, as an investment property (2 week minimum, 26 times per year), or as t... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$350,000
2 3 1,192
INVESTOR ALERT! This is a great one week, fifty-two times a year, rental property in Bay Oaks. The condo is being sold turn-key furnished and rentals... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$350,000
1 1 693
IMAGINE, the convenience of everything your heart desires in one location. Beachaven condominium complex is located on world famous Siesta Key and at ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$355,000
2 2 980
Gorgeous Turnkey Furnished 2 Bedroom 2 Bath Top Floor Condo with Spectacular Views now available in sought after Vista Hermosa! What a Fantastic Plac... - Read More
This Listing is Courtesy of: WAGNER REALTY
$355,000
2 2 1,012
TURNKEY Furnished w/ Seasonal Rentals already confirmed! SELLER FINANCING available. Boat Docks are separate, first come, first serve basis. Ground Fl... - Read More
This Listing is Courtesy of: TREND REALTY
$357,000
2 2 1,101
Spectacular first floor condo (no steps or elevator to deal with here. Just walk in). Great rental history - 2018 gross income $29,670, 2017 gross inc... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$359,000
1 1 446
Excellent resort investment property with long term history. Popular one bedroom unit which is rarely available. The Beach Club at Siesta Key is locat... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$364,000
2 2 1,183
Reduced Price!!! Located on the quiet, serene southern end of Siesta Key, a short walk to Turtle Beach, and one of the best restaurants in Sarasota, O... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$365,000
2 1 690
FULL BAY VIEWS FROM THIS 1ST FLOOR UNIT. YOU CAN’T GET ANY CLOSER TO THE BAY THAN THIS. Sit on your screened in Lanai and watch the boats go by and... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$367,900
2 2 1,012
Tropical Canal Front Gem on Siesta Key! White Sands Village is conveniently located across the street from Siesta Key Beach, one of the top rated beac... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$369,900
2 2 1,012
Stunning Remodel at White Sands Village! Lovely corner unit in quiet location with screened private entrance and custom front door. Top to bottom reno... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$369,900
2 2 929
Unusually Available! Fabulous Siesta Harbor First Floor No Steps! Unobstructed view of the canal and the main intercoastal waterway! Walk outside your... - Read More
This Listing is Courtesy of: JUDITH GUZZI & ASSOCIATES LLC
$378,900
2 2 1,036
Reduced Heated Pool. Nice Club House. Expanded and Remodeled Kitchen, newer Windows Tile Floors throughout. Great Vacation rental opportunity : ... - Read More
This Listing is Courtesy of: WEST COAST REAL ESTATE
$380,000
2 3 1,446
AS PROMISED! Siesta Key's Crescent Beach is just a block away from this townhome. End unit with one car garage in a small 12-unit complex. New air ... - Read More
This Listing is Courtesy of: CASEY REALTY CORPORATION
$382,500
2 2 1,196
Nestled on a quiet tree lined street you will find this wonderful complex of only 14 condos named Paradise Cove. Besides the tropical setting you will... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$389,000
0 0 0
Siesta Key! Build the home of your dreams on this 12,320 sq. ft. cleared lot located just across the street from the beautiful Gulf of Mexico. Propert... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$389,000
1 1 567
Imagine owning your own vacation get-a-way on the #1 Beach in America, then imagine if you could make money year around when you are not using it. Wel... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$389,000
1 1 667
A Gulf Side rental in one of Siesta Key's most desirable locations. Growing in popularity due to its easy access on and off the island, this Crescent ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$395,000
2 2 1,282
Make your dreams come true and enjoy this delightful ground floor condo located directly across from the Siesta Key Public Beach area. Some of the kit... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$395,000
2 2 1,257
One of the largest 2 bedroom, 2 bathroom units. Awesome views of the inter-coastal and marina. Laundry in the home with a large pantry. Second bedr... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$395,000
2 2 1,251
You absolutely cannot miss this on the water beauty! Tucked down at the end of Siesta Key just past Turtle Beach is the home that you have been lookin... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$397,000
2 2 1,056
One or more photo(s) has been virtually staged. If you are looking for deep water boating then you've found it at this popular Yacht and Racquet club.... - Read More
This Listing is Courtesy of: EXIT KING REALTY
$398,000
2 2 1,276
Welcome to Paradise Cove, a hidden gem on Siesta Key where everyday feels like a vacation. While the beaches are only moments away, this two-bedroom c... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$399,000
2 2 883
VRBO & Airbnb Money Machine... An extremely rare property in the heart of Siesta Key Village and the worlds #1 beach. Enjoy this open, light and brig... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$399,900
1 1 816
This cozy, fully furnished, one bedroom retreat at the gated community of Crescent Royale is ideally located just across the road from the worlds #1 w... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$399,900
2 1 753
La Siesta is located steps away from Siesta Key public beach. This 3rd floor 2 bedroom 1 bath move in ready unit has been well maintained by the curre... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$400,000
4 3 2,092
DON’T MISS THIS OPPORTUNITY! For the first time, this quintessential 1957 Mid-Century Modern Home is offered by the original owner with most of its... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$405,000
3 3 2,027
SHORT SALE! Come see this once beautiful home that could be gorgeous once again!Bank approved price $405,000 Needs fixing up but for the right person ... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$405,900
1 1 572
Enjoy easy living and carefree days on Siesta Key! This modern bungalow is steps away from the private, deep, white sand beach of Aloha Kai and the on... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$410,000
2 2 1,510
Water, water, everywhere! Located Gulf front on Siesta Key's Turtle Beach at the tranquil south end of Siesta Key, Fisherman’s Haven enjoys the Gulf... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$415,000
2 2 900
UNBELIEVABLE LOCATION right in the Siesta Key Village and this GROUND FLOOR condo is a short walk to a Siesta Key public beach access! This TURNKEY FU... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$415,000
1 1 728
Welcome home to this turnkey cozy beach cottage located on Siesta Key Beach! This spacious 1 bedroom allows the gardens views and pavered patio to car... - Read More
This Listing is Courtesy of: LESLIE WELLS REALTY, INC.
$420,000
2 2 860
Abalone light color scheme. 2018 Complete remodeled 2 bedroom 1.5 bath unit with canal view. Remodel features: Kitchen, cabinets, stainless steel appl... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$425,000
1 1 728
Located on Siesta Key beach. This remarkable 1 bedroom /1 bathroom unit is an amazing investment opportunity. Offering weekly rentals at Jamaica Royal... - Read More
This Listing is Courtesy of: ALIGN RIGHT REALTY LLC
$425,000
0 0 0
One of the last buildable vacant parcels on the north end of Siesta Key. This lot is in an area of multi million $$ homes with a fantastic location j... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$429,000
1 1 802
Fantastic investment opportunity at Aloha Kai and SURPRISE, it has a second bedroom or den! The property is currently being rented as a 1 bedroom, as... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$429,000
2 2 1,115
Dramatic Reduction! Priced to Sell! Directly on the Bay in this Gulf to Bay Siesta Key Resort!. Full water view of the Intercoastal from your second... - Read More
This Listing is Courtesy of: DOCKSIDE GROUP
$429,900
2 2 1,232
Located on the soft, sugary quartz sands of Siesta Key is this modestly priced condominium. Tastefully decorated, this unit boasts recent updates in ... - Read More
This Listing is Courtesy of: GULF SHORES REALTY
$435,000
2 2 1,381
Opportunity knocks! Do yourself a favor and check out this lowest priced Villa in Polynesian Gardens! Don't miss out on your chance to own a Piece of ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$435,000
1 1 672
Fantastic 1 bedroom, 1 bathroom villa at Aloha Kai. This waterfront complex is complete with heated Olympic sized pool, shuffleboard courts, club hous... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$439,000
2 2 1,303
The dream of barefoot living is easily attainable at Island Reef on Siesta Key. From this spacious two-bedroom residence, enjoy views of tropical gard... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$439,000
2 2 700
This is a two bedroom, two bath unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$445,000
2 2 1,327
This villa has three bedrooms, two baths, garage, and a large outdoor patio and is an easy walk to Whispering Sands 800 feet of the Siesta Beach. This... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$448,500
2 2 944
One of the cutest condo units on the market that is only steps away to our beautiful soft beach sand and closely located to the south Siesta Key villa... - Read More
This Listing is Courtesy of: SARABAY REAL ESTATE INC
$448,500
2 2 944
One of the cutest condo units on the market that is only steps away to our beautiful soft beach sand and closely located to the south Siesta Key villa... - Read More
This Listing is Courtesy of: SARABAY REAL ESTATE INC
$448,900
2 2 889
REDUCED FOR QUICK SALE! Bring All Offers! PRIVATE VILLA ON FAMOUS CRESCENT BEACH SIESTA KEY! Lowest priced free standing villa beach side just steps... - Read More
This Listing is Courtesy of: DOCKSIDE GROUP
$449,000
0 0 1,550
***SIESTA KEY***Coveted North End of Siesta Key***ZONED FOR SHORT TERM RENTALS***Located in Bay Isle – one of the most Exclusive neighborhoods on Si... - Read More
This Listing is Courtesy of: AMY ROBINSON REAL ESTATE LLC
$449,000
2 2 800
This is a two bedroom, two bath unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$449,900
2 2 1,510
Welcome to Fisherman's Haven! This mid rise condominium is comprised of only 36 units and is tucked away on the quiet south end of Siesta Key on Turtl... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$450,000
1 2 872
Epitomizing the essence of island living, this one-bedroom condominium is poised to enjoy all the tropical amenities of Siesta Key, home to what has b... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$454,500
2 2 944
One of the cutest condo units on the market that is only steps away to our beautiful soft beach sand and closely located to the south Siesta Key villa... - Read More
This Listing is Courtesy of: SARABAY REAL ESTATE INC
$459,000
2 2 1,201
Absolute Paradise at its Best is featured in this beautiful newly re-modeled turn-key furnished 2BR/2BA free-standing villa with a private attached ca... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$459,000
2 2 744
This is a two bedroom, two bath unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$459,000
2 2 759
This is a two bedroom, two bath unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$459,000
2 2 800
This is a two bedroom, two bath unit perfect for the seasonal visitor that wants a Siesta Key getaway and income. Excellent resort investment property... - Read More
This Listing is Courtesy of: SVN COMMERCIAL ADVISORY GROUP
$460,000
2 2 1,306
Must see! This bright sunny turnkey furnished condo has cathedral ceilings over looking the lush tropical gardens at Excelsior. This property offers ... - Read More
This Listing is Courtesy of: EXCELSIOR R E CP OF SIESTA KEY
$465,000
2 2 1,360
WOW! Welcome to Siesta Town Houses- a 20-unit condo complex only about 1/3 mile to the Siesta Key Village. THE LEAST EXPENSIVE PRICE PER SQUARE FOOT F... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$469,000
2 2 1,303
Located at the peaceful, quiet end of Siesta Key within steps to Sarasota Bay and the Gulf of Mexico is the community of Island Reef. Boat docks, tenn... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$469,000
2 2 1,000
Palm Bay Club is a popular Gulf to Bay community located in the heart of Siesta Key. This 1st floor unit overlooks a beautiful landscaped courtyard a... - Read More
This Listing is Courtesy of: HORIZON REALTY INTERNATIONAL
$469,900
2 2 1,467
Charming free standing 2/2 villa which backs up to the heated community pool. Private path to the pool. SE exposure in the back of the villa. Extra l... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$469,900
2 2 1,469
Just reduced! An amazing condo in a tropical paradise on Siesta Key. Turnkey furnished with wonderful views of the tropical gardens at Excelsior! Th... - Read More
This Listing is Courtesy of: EXCELSIOR R E CP OF SIESTA KEY
$474,000
2 2 975
Gulf side 1st floor garden unit; 2 full bedrooms and 2 full baths (there are 2 steps from the parking area to the walkway of the front door), What a... - Read More
This Listing is Courtesy of: WATERSIDE REALTY LLC
$474,900
3 2 1,277
Sea Club II is a unique condominium and cottage resort on beautiful Siesta Key, Florida. Located across from Sarasota on the Intracoastal Waterway, it... - Read More
This Listing is Courtesy of: CAPOZELLA REAL ESTATE
$474,900
1 1 851
Grand panoramic views of the beach and waters of the Gulf of Mexico! Here you can have it all! Boat slips are available on a first come first serve b... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$475,000
1 2 872
Located at the best beach in America—this one bedroom, one and a half bath unit on the Gulf side of the Palm Bay Club packs a lot of punch! The kitc... - Read More
This Listing is Courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$475,000
2 2 1,200
Pet friendly gulf access condo right in Siesta village! This 2nd floor corner unit has 2 screened balconies with views of the tropical foliage, pond a... - Read More
This Listing is Courtesy of: KELLER WILLIAMS CLASSIC GROUP
$475,000
3 3 2,095
Great New Price! Towering ceilings greet you when entering the foyer opening to the spacious living room with a wood burning fireplace. The dining roo... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$475,000
2 2 1,510
Water Everywhere!! Located on the South End of Siesta Key Fishermans Haven is situated on the Gulf of Mexico & Blind Pass! Steps to Turtle Beach or ... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$479,000
2 2 1,352
Directly across from the Siesta Key Public Beach makes this 2 bedroom / 2 Bath Condo (Sleeps 4-6) a great Vacation Rental or Income Property. Currentl... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$479,000
2 3 1,192
Stunning intracoastal waterfront property. Just watch the watercraft and dolphins from one of your two private balconies overlooking the Bay. This rem... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$479,950
2 2 1,012
Back On The Market. RENTAL HISTORY: 2017, $41374.00 / 2018, $43854.00 / Updated 2019 / 2020 rentals $51,678.34. This condo has been completely updated... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$484,900
3 3 1,924
Must see, three bed, three bath home on Siesta Key. The high ceilings give the large rooms even more of a spacious feel. This property has extra windo... - Read More
This Listing is Courtesy of: KELLER WILLIAMS CLASSIC GROUP
$489,900
2 2 1,352
A premier location directly across the street from world famous Siesta Key Beach. The spacious, well-designed floor plan offers privacy with its split... - Read More
This Listing is Courtesy of: REALTY EXECUTIVES SOLUTIONS
$493,500
2 3 988
Welcome to this cozy beach town home located less than 2 minutes walking distance from beautiful Siesta Beach. All new tile and wood floors and granit... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$495,000
2 2 1,182
Siesta Key at it's Finest, Located Directly Across the Street from the #1 Beach in the World. No Car Needed, Walk directly to the Pavilion and into ... - Read More
This Listing is Courtesy of: MEDWAY REALTY
$495,000
1 1 858
Gulf View, Private Beach and fantastic rental income make this spacious 1 Bedroom / 1 Bath condo very appealing to investors as well as individuals wa... - Read More
This Listing is Courtesy of: CUNNINGHAM PROP MGMT CORP
$499,000
2 2 1,352
Our House at the Beach can be YOUR House at the Beach! You'll be living the Idyllic Island Lifestyle as you stroll across the street to the #1 Beach i... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$499,000
2 2 1,077
Soft white powdery sand and the crystal blue waters of the Gulf of Mexico are nearly at your doorstep in this 2-bedroom 2-bathroom condominium at Suns... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$499,000
2 2 1,357
Come and enjoy the open Bay views and beautiful sunrises at Turtle Bay. This wonderful complex at the south end of Siesta Key has a private deeded bea... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$509,800
2 2 1,267
**LOWERED $85,000 *ESTATE SALE* BEACHFRONT* 4th FLOOR* END/CORNER UNIT** PANORAMIC FULL GULF VIEWS*-**LEAST EXPENSIVE** 2 BED/2 BATH "FULL GULF VIEW... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$510,000
2 2 959
Key West style newly renovated 2BR/2BA condo with garage on ground floor. This beautiful turn-key furnished unit has brand new state-of-the-art water... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$510,000
2 2 1,280
This is your opportunity to own in sought-after Gulf & Bay Club Bayside, a charming community with DEEDED beach access. Located in the heart of the is... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$515,000
2 2 1,469
Located in Excelsior in the heart of Siesta Key, this 2 bed 2 bath condo is the pinnacle of beach to bay Florida living. With private deeded beach acc... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$515,000
2 2 1,043
Welcome to the Beautiful Palm Bay Club on Siesta Key! Highly Desirable, Gulf Side, First Floor 2 Bedroom, 2 Bath Unit. Laundry Facility and Under Cove... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$519,000
2 2 1,481
Within a short distance to the Intracoastal and the community's fishing pier, this beautiful "Blue Heron" 2/2 villa benefits from the majestic breezes... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$519,000
2 2 1,447
Attention all mariners. This boating community has it all. Gorgeous views of the Bay and beach access. Club house faces Bay. Relax in the pool and w... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$520,000
3 2 2,000
Looking to own a piece of paradise? Here's a great investment with solid tenants in place. At the south end of Siesta just past Turtle Beach on the wa... - Read More
This Listing is Courtesy of: GOOD LIFE REALTY LLC
$520,000
0 0 2,000
Looking to own a piece of paradise? Here's a great investment with solid tenants in place. At the south end of Siesta just past Turtle Beach on the w... - Read More
This Listing is Courtesy of: GOOD LIFE REALTY LLC
$522,000
3 2 1,382
Immaculate, beautifully UPDATED, 3 BED/2 BATH free standing VILLA with 1-car GARAGE and full sized Washer & Dryer connection in the highly desirable G... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$525,000
0 0 0
This beautiful treed lot is waiting for you to build your dream home on it. You will love the fact that this lot is only one block away from Siesta Ke... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$525,000
0 0 0
A special and rare 1 acre Lot (42,719 sq ft) on Siesta Key's quiet south half. Correct address will be assigned by county when permits are issued to b... - Read More
This Listing is Courtesy of: Michael Saunders & Company
$529,000
2 2 1,380
RARELY AVAILABLE LARGE CORNER UNIT PRICED TO SELL! If you seek INCREDIBLE VIEWS, look no further. Surrounded by water on three sides, enjoy the panor... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$534,000
0 0 0
This building lot is located close to the beach with boating access across the street, direct to the Intracoastal Waterway and you can apply to permit... - Read More
This Listing is Courtesy of: Premier Sothebys Intl Realty
$534,000
3 2 2,240
Charming vintage Siesta Key beach house with creative, artistic whimsy. Close to the beach with boating access across the street, direct to the Intra... - Read More
This Listing is Courtesy of: Premier Sothebys Intl Realty
$535,000
2 2 1,280
Looking for family-friendly resort living with lush, tropical landscaping, great amenities and priceless, DEEDED, walking access to Siesta Key Public ... - Read More
This Listing is Courtesy of: ARGUS REALTY GROUP INC
$535,000
2 2 1,077
Tropical, laidback, and filled with island flair, this two-bedroom condominium at Sunset Royale is enviably situated alongside the world-renowned sand... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$535,000
2 2 1,447
Siesta Key Living at its best! You will be drawn directly to the spectacular views of the newly dredged boat basin with walkways through lush tropical... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$539,000
2 2 1,217
Easy walking distance to SIESTA BEACH with a PRIVATE DEEDED BOAT DOCK and WATER VIEWS! Just across the street from Siesta public beach, this 2 bedroom... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$539,900
2 2 1,122
The ONLY Crescent Royale listing on the market currently, this has all that you've been searching for and more: location {across from the #1 beach in ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$549,000
2 2 1,421
Enjoy the tranquil setting within this resort-style Gulf-to-Bay community, Island Reef on Siesta Key, only steps away from the water. Gulf and island ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$549,000
3 2 1,566
Live the island life on beautiful Siesta Key and enjoy the finest of coastal living in this rarely available magnificent three bedroom, two bath condo... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$549,900
3 2 1,317
RARELY AVAILABLE free standing VILLA with 2 CAR GARAGE located within steps to 800 FEET OF PRIVATE BEACH FRONT! This highly desirable detached villa ... - Read More
This Listing is Courtesy of: EXIT KING REALTY
$549,900
2 2 1,068
Horizons West Villa with immediate rental opportunity! This 2-bedroom, 2-bath free standing villa is located in Horizons West Bayside. Located on a ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$550,000
4 2 1,777
Fabulous opportunity to live on Siesta Key. Move right in and enjoy this one-level home located just a mile and a half from the world-class whitesand ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$559,000
2 2 1,589
Great location only a 3 Minute walk to World Famous #1 Siesta Beach. 2 bedroom / 2 bath home in desirable Siesta Isles. Home is partially renovated wi... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$559,000
2 2 1,204
This 2 bedroom/2 bath condo is a MUST SEE for Florida Gulf Coast lovers located directly across the street from the #1 Beach in the Unites States! Bo... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$559,000
3 3 1,593
Wonderful resort style community. This newly remodeled condo is available for year-round living, snow birds or vacation rentals. Three bedrooms, 3 bat... - Read More
This Listing is Courtesy of: Michael Saunders & Company
$565,000
2 2 1,204
Just steps from your door awaits the award winning, powdery white sands of the #1 Beach in America, world-renowned Siesta Key Beach! Whether you are ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$574,000
2 2 1,163
Full Bay View! Make all your dreams come true by owning a condo at Peppertree on Siesta Key! This 2 bedroom 2 bathroom is spacious and has been update... - Read More
This Listing is Courtesy of: PEPPERTREE BAY REALTY INC
$575,000
0 0 0
4966 Ocean Blvd is a 22,462 sf lot available for sale for $575,000. This lot can be purchased together with 4972 Ocean Blvd for a combined price of $1... - Read More
This Listing is Courtesy of: SKY INTERNATIONAL REALTY
$575,000
0 1 631
STUDIO - Highly desirable end unit that is direct Gulf front. One of the best income producing complexes on Siesta key. Full gulf views of one of the ... - Read More
This Listing is Courtesy of: Waterside Realty LLC
$575,000
2 2 1,357
Come in and enjoy the tranquil Intracoastal water views from your 2 bedroom, 2 bath Bayside condo at the south end of beautiful Siesta Key. This unit ... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$575,000
2 2 1,034
Palm Island - Paradise on Siesta Key. Excellent 2nd home or investment property. A cute beach house a short stroll to famous Siesta Beach. This house ... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$579,000
2 2 1,335
Escape to Siesta Key, an island that moves to the beat of a steal drum, recognized as the home of what has been named the No. 1 beach in the nation, a... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$584,000
2 2 1,200
Price Improvement.. Gulfside Highrise 6th floor with landscape, lake and horizon gulf-views. Seeing is believing! Corner Unit and ready for immediate... - Read More
This Listing is Courtesy of: WATERSIDE REALTY LLC
$589,000
2 2 1,338
Delight in Gulf of Mexico views from Island Reef, a very special, well-kept secret on the South end of Siesta Key and one of the few true Gulf-to-Bay ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$589,000
2 2 1,282
This 2 BD/ 2 BA first floor condo gives you direct access from your lanai to the pool and onto the private crystal sand beach on the Gulf of Mexico. W... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$589,500
3 2 1,404
Located on Siesta Key, famous for the BEST BEACH in the U.S., this 5th floor, spacious corner unit condo in beautiful Harbor Towers is a MUST-SEE! Thi... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$598,900
2 2 1,181
Relax, reset, and reward yourself with this lovely two-bedroom beachfront condominium just steps from what has been recognized as the No. 1 beach in t... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$599,000
4 4 2,085
Tenant occupied- Minimum 24 hours notice required to show. Showings between 10am-2pm. See appraisal attached. North Siesta Key turnkey income gener... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$599,000
2 2 1,435
SIESTA KEY - SIESTA TOWERS - Full GULF VIEWS, The Perfect Siesta Key location, close to Siesta Key Beach, close to Siesta Key Village and an easy on /... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$599,000
2 2 1,234
Siesta Key bungalow built 1965 and remodeled 2006. Open floor plan cute and tidy well kept otherwise. Street to Street lot with room for a pool. Short... - Read More
This Listing is Courtesy of: KONA REALTY
$599,000
2 2 1,422
Palm Island retreat! This charming 1950's Florida cottage is the perfect getaway from the hustle and bustle of a busy life and will take you back to a... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$599,000
2 2 1,128
A rarely available villa located in Crystal Sands, a beach front community on the powdery white sands of Siesta Beach; the perfect beach retreat. This... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$599,000
2 1 624
Key West style home located on a canal on Siesta Key. Located in an enclave of lush tropical landscaping! Home has been re-piped, new kitchen sink, fa... - Read More
This Listing is Courtesy of: HARRY ROBBINS ASSOC INC