Viewing 1-564 of 564
Listing Data Current as of: January 19, 2020 3:00 pm
$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
$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
$1,500
2 1 1,000
Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just been freshly painted with a ... - Read More
This Listing is Courtesy of: GOOD LIFE REALTY LLC
$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
$1,575
2 1 630
Available January 1st. This apartment requires a minimum 6-month lease. The shopping, dining, and nightlife of Siesta Key Village is right outside you... - Read More
This Listing is Courtesy of: QUEST PROPERTIES INC
$1,600
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
$1,600
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
$1,650
2 2 1,271
BOOKED JANUARY THROUGH APRIL 2020. BOOKING FOR SUMMER NOW, DON'T WAIT! Fantastic ground floor unit at Crystal Sands! Step out your lanai directly t... - 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 1,080
Come home to peace and tranquility in this old-style Florida cottage on the water, on Siesta Key! This single family home is a little slice of paradis... - Read More
This Listing is Courtesy of: RENT SARASOTA
$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
2 3 1,700
Beautiful well maintained condo, over looking pool, close to beach... - Read More
This Listing is Courtesy of: SHIRLEY INTERNATIONAL REALTY
$2,000
1 1 820
WATER VIEW AMAZING spacious 1 /1 annual rental on Siesta Key! Direct gulf views to watch gorgeous sunsets and the dolphins play. Relax in the Siesta T... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$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
$2,295
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 1,240
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
$2,300
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 1,012
You will fall in love with this completely updated ground floor condo. This home is quaint and cozy and offers so many outstanding features: Custom t... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$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
2 2 1,271
LOCATION! LOCATION! LOCATION-! 55 Plus Community on beautiful Siesta Key Beach! Come and live the dream in this gorgeous condo just 200 steps from the... - 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
$2,744
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
$3,000
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
$3,000
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
$3,300
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
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
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
$3,500
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
$3,700
1 2 780
Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has... - 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
$3,800
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 1,360
Enjoy Florida Oceanfront Living on the famous island of Siesta Key with its pristine white beaches. This 2 bedroom, 1.5 bathroom town-home, can be you... - Read More
This Listing is Courtesy of: GULFCOAST HOLIDAY HOMES & R.E.
$3,900
2 2 1,092
Siesta Key Vacation Rental- Available Season 2020! Attention serious beach lovers.. paradise has been found at the shores of World-Famous Crescent Bea... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$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
$4,000
3 2 1,232
Whether you are looking for an ADVENTURE-PACKED GETAWAY or a TRANQUIL DESTINATION...look no further! The HIGHLY SOUGHT-AFTER island of Siesta Key will... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$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
A FEW WEEKS IN APRIL STILL AVAILABLE! BOOKING FOR SUMMER 2020 NOW - DON'T WAIT! GORGEOUS 2 BR, 2 BA GULF FRONT UNIT AT MIDNIGHT COVE, ONE OF THE MOST... - 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
$4,100
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
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
ANNUAL: AVAILABLE APRIL 1ST, 2020. Furnished 2B/2B 4th floor condo available for a long term lease. Located within the desirable Peppertree Bay commun... - 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
AVAILABLE MARCH 1, 2020 DUE TO CANCELLATION. 55+ COMMUNITY WITH BEACH ACCESS.THIS 4TH FLOOR END UNIT HAS EVERYTHING YOU NEED TO ENJOY YOURSELF. VIEWS ... - 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 1,670
Siesta Key town home available for lease June 2020. Modern furniture and decor. First level has family room, dining and kitchen combination with large... - Read More
This Listing is Courtesy of: AUDREY RAIN RENTALS, INC
$4,500
3 2 1,576
Location, Location, Location. This home has ALL THE FEELS. Located on a PRIME Siesta Key canal, with a 31-foot boat dock and LARGE backyard area, th... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$4,500
2 2 1,331
ENJOY THE BEAUTY AND SERENITY OF ISLAND LIFE with PANORAMIC VIEWS of the Gulf and the Bay! This two bedroom, two bath unit on the southernmost end of ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$4,500
3 3 1,919
Large waterfront home for rent. 5 bedrooms, multi level, stairs, boat dock with sailboat water! Garage and cul-de-sac... - Read More
This Listing is Courtesy of: PREMIER PLUS REALTY
$4,600
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
$4,800
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: PROPERTY FRAMEWORKS
$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: PROPERTY FRAMEWORKS
$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: BRIGHT REALTY
$4,800
2 2 1,316
NEW Seasonal tropical paradise! AVAILABLE NOW!!! Lovely pet friendly, 2 bedroom 2 bath with sleeper sofa sleeping 6 comfortably.Bike or walk to Siesta... - Read More
This Listing is Courtesy of: GULF COAST RENTAL HOMES&CONDOS
$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
$4,995
3 2 1,595
Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. Featuring 1.3 acres of prime waterfront property overlooking C... - Read More
This Listing is Courtesy of: RELAX REALTY GROUP INC
$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: PROPERTY FRAMEWORKS
$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
$5,200
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
$5,200
2 2 1,217
Available for the coveted months of February and March!!! Easy walking distance to SIESTA BEACH with a PRIVATE DEEDED BOAT DOCK and WATER VIEWS! Just ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$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 1,056
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
3 2 1,690
GORGEOUS Siesta Key home offers IDEAL LOCATION and SO MUCH CHARM. Conveniently located with access to the powdery-sand beaches AND village with shops,... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$5,500
2 2 1,338
Wow! This home is stunning and offers SPECTACULAR views of the Gulf of Mexico. Enjoy your updated kitchen with expanded Granite Countertops. You ma... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$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 1,250
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
$5,537
2 2 1,520
Warm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bathrooms, everyone has plenty of... - Read More
This Listing is Courtesy of: GLOBAL REAL ESTATE SERVICES IN
$5,700
2 2 1,282
Located in the Whispering Sands Towers, this popular sought after community has everything you need for a perfect Siesta Key beachfront vacation. This... - Read More
This Listing is Courtesy of: PROPERTY FRAMEWORKS
$5,750
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: PROPERTY FRAMEWORKS
$5,900
3 2 1,562
Beautifully furnished and well appointed 3 bedroom, 2 bath villa located in the sought after Whispering Sands Community on Siesta Key. This spacious V... - Read More
This Listing is Courtesy of: PROPERTY FRAMEWORKS
$5,900
2 2 1,271
Completely renovated, 2Br, 2Ba midrise condo in the popular, sought after Whispering Sands Community. Beautifully furnished and equipped with everythi... - Read More
This Listing is Courtesy of: PROPERTY FRAMEWORKS
$5,900
3 3 2,160
Annual turnkey furnished condo Do you want to live right on THE BEACH? This is not just any beach, but Crescent Beach on Siesta Key! Large 3-bedroom,... - Read More
This Listing is Courtesy of: RENT SARASOTA
$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
2 3 2,075
. Weekly rates $1900 to $3490. Weekly/Seasonal Rental Beautiful townhouse located on Siesta Key Features bonus room/den on the lower level with access... - Read More
This Listing is Courtesy of: SUNCOAST LUXURY PROPERTIES
$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 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
$6,079
2 2 1,287
Welcome to this pristine 2 bedroom 2 bathroom home located in gorgeous Siesta Key! Just minutes from the beach, this vacation home offers unmatched vi... - Read More
This Listing is Courtesy of: GLOBAL REAL ESTATE SERVICES IN
$6,079
2 2 1,520
A stone's throw from the Siesta Key beaches lies this gorgeous 2 bedroom 2 bathroom condo! Perfectly furnished and very picturesque, this home is set ... - Read More
This Listing is Courtesy of: GLOBAL REAL ESTATE SERVICES IN
$6,400
2 2 1,498
This magnificent Gulf front vacation retreat sits on the 5th floor of Casarina, one of the most popular condos on Siesta Key. This is a stunning prope... - Read More
This Listing is Courtesy of: GULF COAST REALTY & MANAGEMENT
$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
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: PROPERTY FRAMEWORKS
$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: PROPERTY FRAMEWORKS
$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 1,663
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
$6,500
2 2 1,287
Welcome to the Beach! Prime Siesta Key location. 3 MONTH MINIMUM - Available DECEMBER 2020 - APRIL 2021 SEASON. This large, spacious 2 Bedroom/2 Bath ... - Read More
This Listing is Courtesy of: AUDREY RAIN RENTALS, INC
$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
$7,000
4 3 2,796
(not an annual rental) Beautiful Siesta Key home away from home located on the Grand Canal's deep boating water and just a few blocks to the powdery s... - Read More
This Listing is Courtesy of: Quest Properties Inc
$7,000
3 3 1,735
DREAMING OF LIVING THE RELAXED LIFESTYLE...mere blocks to the Village of Siesta Key and the beach, this completely updated 3 bedroom, 3 bath canal-fro... - Read More
This Listing is Courtesy of: ASCENDIA REAL ESTATE
$7,000
2 2 1,182
AVAILABLE FOR 2021 SEASON, Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across form the public beach, n... - Read More
This Listing is Courtesy of: STRINGER MANAGEMENT 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
$7,200
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: PROPERTY FRAMEWORKS
$7,500
3 6 2,722
Private home on lagoon. This 3 bedroom, 3 bathrooms has 2 master suites, office/den/4th Bedroom, large living room, large dining room, private pool lo... - Read More
This Listing is Courtesy of: PROPERTY FRAMEWORKS
$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
$8,000
3 2 1,808
This home has an incredible feel - vaulted ceiling in the main living area leads to the fully caged and screened outdoor living space complete with sp... - 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
$8,800
3 4 2,468
Extraordinary Key West style single family pool home is a 3 Bedroom 3.5 Bath positioned on the Grand Canal with 1 bridge to Roberts Bay. The modern, s... - Read More
This Listing is Courtesy of: PRECISE REALTY CORP
$9,000
3 3 2,206
Back on the market and available for rent now through December 2019 and April 2020 forward. Located on Palm Island on Siesta Key, this whimsical 3 bed... - 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
$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
$15,000
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
$16,900
4 6 5,067
Sensational Waterfront Home on North Siesta Key available turnkey furnished immediately. Brand new home with circular driveway plus courtyard and gra... - Read More
This Listing is Courtesy of: JENNETTE PROPERTIES INC
$17,500
4 5 4,257
South Beach Miami Style House right on Siesta Beach! Ultra luxurious rental available for annual or longer term seasonal rental. Just steps away fro... - 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
$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.
$74,900
3 3 2,255
Fractional Ownership. Fractional Ownership. Weeks 52 and 1. The world-famous island of Siesta Key is the relaxed, tropical setting for this 1/16th fra... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$89,000
3 3 1,920
Fractional Ownership. Fractional Ownership. 2020 Fractional ownership, weeks 10 & 11, plus one floating week. Enjoy spectacular vacations directly on ... - Read More
This Listing is Courtesy of: THE SARASOTA REAL ESTATE COMP.
$125,000
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.
$259,000
2 2 981
Auction date -- begins on 01/19/2020 and ends on 01/21/2020. Being sold on Auction com. Rarely available 2 story, 2 bedroom 1.5 bathroom home is now a... - Read More
This Listing is Courtesy of: HOOK & LADDER REALTY INC
$262,350
0 0 0
Come see this Siesta key lot and begin the plans for your future home! This lot is situated between 2 newly built homes, is level and allows access fr... - Read More
This Listing is Courtesy of: STATEWIDE PREMIER PROPERTIES
$269,000
1 1 797
Excellent value for this sunny & bright one bedroom furnished retreat right across the street from the world famous Siesta Key beach! Nice investment ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$275,000
2 2 1,056
Short Sale. SHORT SALE. Price is not approved by the bank. Waterfront condominium in Siesta Key. It is in need of renovations, but has good bones. Con... - Read More
This Listing is Courtesy of: INVESTMENT FLORIDA REALTY LLC
$290,000
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
$294,900
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
$299,900
2 2 1,012
Location, Location, Location. Investor's Dream! Attractive Income Potential with a 2-week rental policy. Rent it yourself or use the on-site rental pr... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$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
$329,900
2 2 1,101
Indulge yourself in this lush waterfront resort on world-famous Siesta Key, Florida… home to America's #1 beach! This exceptional tropical island s... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$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
$345,000
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
$345,000
2 2 980
Beautiful, turnkey furnished, not a single thing to-do, top floor 2BR/2BA unit ~ 300 yards south of Capt. Curts! Updated kitchen with wood cabinets, g... - Read More
This Listing is Courtesy of: ANDREWS & ASSOCIATES REALTY
$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 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
$349,999
1 1 751
Gulf of Mexico view and the lowest price in Harbor Towers! Welcome to this nicely renovated condo with a Gulf of Mexico view. Renovations include a be... - Read More
This Listing is Courtesy of: SARASOTA PREMIER PROPERTIES
$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 2 1,012
This is living in PARADISE !!! ~~ ADORABLE TURNKEY FURNISHED ~~2 bedroom/ 2 bath condo located right across the street from the worlds most beautiful ... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$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
$354,900
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
$355,000
2 2 1,012
TURNKEY Furnished w/ Seasonal Rentals already confirmed! PRIVATE FINANCING available. Boat Docks are separate, first come, first serve basis. Ground F... - Read More
This Listing is Courtesy of: TREND REALTY
$369,000
2 2 1,036
Motivated Seller.........This 1100 sq ft. turnkey furnished villa is located just south of the south bridge on Siesta Key close to the beach, restaur... - Read More
This Listing is Courtesy of: WEST COAST REAL ESTATE
$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
$370,000
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
$375,000
1 2 600
World Renowned SIESTA KEY BEACH offers a wonderful family get-a-way!! Just can't take those cold winters anymore...looking for a great buy and a fabu... - Read More
This Listing is Courtesy of: HUNT BROTHERS REALTY, INC.
$379,000
2 2 1,123
3rd Floor Dophin Building-Views of the canal and Gulf! Immaculate Corner unit-2 bedroom 2 bath in Siesta Harbor! New Hurricane/Impact Windows, New Hu... - Read More
This Listing is Courtesy of: JUDITH GUZZI & ASSOCIATES LLC
$385,000
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
$386,000
2 2 1,056
One or more photo(s) has been virtually staged. Buyer financing fell through so this sparkling bright unit has become available again! If you are look... - Read More
This Listing is Courtesy of: EXIT KING REALTY
$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
$397,000
2 2 1,257
Motivated Seller! Brand New $5,000 AC 12/30/2019! Not only is this 2 bedroom, 2 bathroom bay view condo being Sold Turnkey Furnished, it also has $11,... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$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 1 891
An extremely rare property in the heart of Siesta Key Village and the worlds #1 beach. Enjoy this open, light and bright 2 bedroom 1 bath condo and th... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$399,900
2 2 1,510
Welcome to Fisherman's Haven! This 2BR/2BA condo is one of the LOWEST priced units located on the beach side of Siesta Key. Building has only 36 units... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$399,900
2 2 975
PARADISE ON SIESTA KEY! Here is your best-priced opportunity to own a great vacation condo on Siesta Beach! You will love this furnished, turnkey, 2 ... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$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
$405,900
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
$409,900
2 2 1,264
Location, Location, Location! This immaculate two-bedroom, two-bath villa with attached garage is located right in Siesta Key village -- steps from th... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$410,000
2 2 1,314
One or more photo(s) has been virtually staged. Your house at the BEACH...only better! Worry-free living, this wonderful 2 bedroom, 2 bath, 1 car Gar... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$416,000
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
$416,000
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
$419,000
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
$425,000
2 2 883
An extremely rare property in the heart of Siesta Key Village and the worlds #1 beach. Enjoy this open, light and bright 2 bedroom 2 bath condo and th... - Read More
This Listing is Courtesy of: FINE PROPERTIES
$425,000
2 2 1,100
This lovely furnished condominium unit offers two bedrooms and one and a half bathrooms with an expanded living area. Open the sliders and you will b... - Read More
This Listing is Courtesy of: EXCEPTIONS REALTY
$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
$425,000
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
$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
$429,000
1 1 708
Welcome to Casa Mar where the dream of barefoot living in a vacation paradise is at your fingertips. This enchanting one-bedroom residence was complet... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$429,000
2 2 1,211
Wonderful Gulf Views beyond the waterfall. This 2 bedroom 2 bath is in perfect condition, new flooring, new kitchen, new bathrooms, new furnishings. Y... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$435,000
2 2 860
Lovely first floor condo with a short walk to deeded access to the sugar sand of Crescent Beach! This unit features comes furnished and features til... - Read More
This Listing is Courtesy of: EXCEPTIONS REALTY
$439,000
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
$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
$440,000
2 2 1,224
WHAT A VIEW! Welcome to Siesta Town Houses on Siesta Key! By far, the least expensive direct FULL GULF VIEW CONDO on all of Siesta! This townhouse con... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$445,000
1 1 637
Directly facing Siesta Key Beach ...the # 1 beach in the US. Not ready to be here full time but want to get into the market? This is a snowbird's drea... - Read More
This Listing is Courtesy of: STERLING REALTY
$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
$449,000
2 2 860
Very popular Siesta Key bayside complex with Deeded Beach Access and boat dock availability. Wonderful rental potential as it allows one week minimum... - Read More
This Listing is Courtesy of: SUNSET REALTY
$450,000
2 2 1,257
Beautifully renovated and quality furnished unit with fabulous water views of the intracoastal and pool now available in the desirable center of the S... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$450,000
2 2 1,200
Welcome to Sandy Cove, located on the barrier island of Siesta Key, made famous for it’s pure quartz sugar sand. Designed by famed modernist archite... - Read More
This Listing is Courtesy of: SARABAY REAL ESTATE INC
$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
$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
$459,900
2 2 1,093
MILLION DOLLAR VIEW OF THE BAY from this sunny SIESTA KEY condo! Some of the many upgrades include Quartz counter tops requiring no maintenance, luxur... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$459,900
4 2 2,200
Short Sale. Short Sale. Third Party Approval Required. Exceptional Value opportunity to live within blocks of the #1 beach in Florida. Located within ... - Read More
This Listing is Courtesy of: SUN REALTY
$459,900
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
$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 REAL ESTATE CORP OF SIESTA KEY
$460,000
2 2 1,290
The Anchorage, A well run Condo Complex with weekly rentals, low Condo fees, strong financials an a superior on-site management team. This 2 bedroom ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$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 SECOND LEAST EXPENSIVE PRICE PER SQUARE... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$465,000
2 2 1,010
Pristine beautifully updated 2-bedroom 2-bath condo with extended living room in desirable ground floor location with walkout to lawn and view of boat... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$468,000
2 2 1,012
Just in time for season and located in one of Siesta Keys most popular resort communities. This ground floor unit has been updated with a newer kitche... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$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
$477,000
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 3 988
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
$479,000
2 2 1,401
# 1 rated Siesta Key Island retreat located in beautiful Excelsior Beach to Bay Resort Complex. Private end unit being sold turnkey furnished, featur... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$483,000
1 1 816
What could be better than a vacation on the beach? Owning this Siesta Key condo at The Palm Bay Club, vacation for you and then income for the rest o... - Read More
This Listing is Courtesy of: TREND REALTY
$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
$495,000
2 2 1,380
PRICE REDUCTION for QUICK SALE!!! Buy before year-end. If you seek INCREDIBLE VIEWS, look no further. Surrounded by water on 3 sides, enjoy the pano... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$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 1,204
This location is supreme with just a short walk across the street to the white crystal sand of #1 Beach in America - Siesta Key Beach!! This condo is... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$499,000
2 2 959
Key West style newly renovated 2BR/2BA condo with garage on ground floor. This beautiful unit has brand new state-of-the-art waterproof light gray pl... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$499,000
2 2 1,460
Completely updated from floor to ceiling, this Peppertree bay side end unit condo includes hurricane impact windows and raised ceilings throughout! Li... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$499,000
3 2 1,382
Beautifully updated! This rare 3 Bed/2 Bath freestanding VILLA with 1-car GARAGE and full sized W/D connection in the GULF FRONT property of Whisperin... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$499,000
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
$499,999
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
$504,900
2 2 1,267
*MOTIVATED SELLER**STUNNING "FULL GULF VIEWS" END/CORNER UNIT**FIVE EXTRA WINDOWS/EXTRA SLIDING GLASS DOOR* LIGHT AND BRIGHT* 4th FLOOR* ESTATE SALE* ... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$509,000
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
$510,000
2 2 1,200
Bayside Highrise with Western Exposure, Gulf Horizon Views, Bright and Light Unit. Elevator Access with Underground Parking for one car. Full Size Wa... - Read More
This Listing is Courtesy of: WATERSIDE REALTY LLC
$510,000
2 2 1,287
Welcome to one of only a handful of WEEKLY RENTAL condos on Siesta Key...The Anchorage! This unit has been almost completely updated with new kitchen ... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$514,000
3 2 1,466
Totally renovated and best priced waterfront 3 bedroom single family home on Siesta Key. Walk to the World famous #1 beach in the USA from your canopi... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$520,000
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
$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
$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
$535,000
2 2 1,331
ENJOY THE BEAUTY AND SERENITY OF ISLAND LIFE with PANORAMIC VIEWS of the Gulf and the Bay! This two bedroom, two bath unit on the southernmost end of ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$539,000
2 2 1,029
PRICE REDUCED FOR FAST SALE. It's all about the VIEWS in this fabulous 1279 square foot unit!!! If you seek incomparable views look no further - wa... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$539,000
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
$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
Welcome to the ONLY Crescent Royale listing on the market! This condo has everything that you've been searching for & more: walk to the village, excel... - Read More
This Listing is Courtesy of: COLDWELL BANKER RES R E
$545,000
2 2 1,343
BIG MARINA WATER VIEWS and PRIVATE DEEDED BOAT DOCK with 13k LIFT just across the street from world famous SIESTA PUBLIC BEACH!!! All on one floor, t... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$545,000
2 2 1,447
A tropical paradise awaits at Boca Siesta, where this spacious, two bedroom split-floor plan exceeds expectation with captivating water views. Bright ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$545,000
2 2 1,380
Amazing views from this 2 bedroom, 2 bath corner unit. The southern most point of Siesta Key with both Intracoastal and Gulf views. Newer kitchen, har... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$549,000
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
$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
$549,000
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
$549,000
2 2 1,282
Fantastic sunsets await from this spacious and updated two bedroom, two bath condo facing West overlooking Siesta Key Beach. You can be on the sugar s... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$550,000
3 2 1,997
A classic, lovingly cared for single family home in a great location on Siesta Key! Imagine living just minutes away from the crystal quartz sands of... - Read More
This Listing is Courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY
$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
$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
$575,000
2 2 1,180
Come and enjoy tranquil Intercoastal direct water views from this 2nd floor unit in the highly desirable and rarely available Peppertree Bay community... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$575,000
2 2 1,101
INVESTOR ALERT!!!BAY FRONT Turn Key BOHEMIAN CHIC Penthouse unit with gulf views. GREAT RENTAL WITH INCOME of $49,750.00 for 2019 WITH PLENTY OF DATES... - Read More
This Listing is Courtesy of: COURTYARD MODERN
$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
$575,000
2 2 1,425
Imagine waking up to brilliant sunlight streaming into your master bedroom suite and seeing the stunning Siesta Key inter-coastal water way. Completel... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$575,000
2 2 1,357
Come and enjoy the quiet, relaxed lifestyle at Turtle Bay at the beautiful south end of Siesta Key. View the tranquil sunrises over the Intracoastal W... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$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
$587,969
2 2 1,435
"This gorgeous two-bedroom, two-bath unit has a split floor plan that facilitates privacy between both master suits. The unit also has an open floor p... - Read More
This Listing is Courtesy of: KELLER WILLIAMS CLASSIC GROUP
$595,000
2 2 1,160
Begin your day with coffee and sunrise on your lanai; end your day in your beach chair, a glass of wine and sunset. Everything you could want from a ... - Read More
This Listing is Courtesy of: KELLER WILLIAMS ON THE WATER
$599,000
2 2 1,343
YOUR ISLAND PARADISE AWAITS!! Just across the street from Siesta public beach, this 2 bedroom, 2 bath unit has been beautifully renovated to include ... - Read More
This Listing is Courtesy of: KEY SOLUTIONS REAL ESTATE GRP
$599,000
2 2 1,234
Siesta Key bungalow built 1965 and remodeled 2006. Very quiet street just 4 blocks to the village and Out of Door Academy. Half a mile to the closest ... - Read More
This Listing is Courtesy of: MEDWAY REALTY
$599,000
2 2 1,204
The crystal white sands of Siesta Beach are calling you! Our House on the Beach is the perfect sanctuary for enjoying what has been named the No. 1 be... - Read More
This Listing is Courtesy of: SUNCOAST LUXURY PROPERTIES
$599,000
2 2 1,150
The dream of barefoot living is attainable in this nicely renovated, two-bedroom residence within Siesta Dunes, a premier resort community centered on... - 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 2 1,498
Here is your perfect piece of paradise and an excellent value at Casarina. Come and see for yourself how this residence is poised to enjoy the beautif... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$599,500
3 2 1,762
The absolute best site & house on the street! At the end of the cul de sac with ample space between houses you can't get privacy like this. This class... - Read More
This Listing is Courtesy of: RE/MAX ALLIANCE GROUP
$599,500
2 2 1,180
Open and spacious living with magnificent views of the intracoastal waterway. Views from all living areas including a Florida room with lots of privac... - Read More
This Listing is Courtesy of: RE/MAX TROPICAL SANDS
$599,900
2 2 1,086
Great opportunity to own on Siesta Key. This 2 bedroom, 2 bath condo has been beautifully updated with just about everything. Great rental income! Con... - Read More
This Listing is Courtesy of: HORIZON REALTY INTERNATIONAL
$600,000
3 3 1,868
The perfect home and the best value in Siesta Key. Walk to the Village or to the beach. In the heart of Palm Island and you will love it. This one sto... - Read More
This Listing is Courtesy of: INVESTUS REALTY LLC
$619,000
2 2 1,043
Enjoy beachside bliss at Palm Bay Club, a tropical resort spanning from the beach to the bay on Siesta Key. This two-bedroom residence is the perfect ... - Read More
This Listing is Courtesy of: MICHAEL SAUNDERS & COMPANY
$639,000
2 2 1,285
Excellent opportunity to own a Beachfront Condo! This 2 bedroom/2 bath turnkey furnished condo is directly on the World Famous Siesta Key Beach! Offer... - Read More
This Listing is Courtesy of: BRIGHT REALTY
$639,900
0 0 0
Build your waterfront dream home on desirable north Siesta Key! Boaters will love this sailboat water location with easy access to Sarasota Bay and th... - Read More
This Listing is Courtesy of: Premier Sothebys Intl Realty
$645,000
2 2 1,100
Paradise Awaits! This two bedroom two bathroom Gulf Front condo does not disappoint and is offered turnkey-furnished. With 1100 sgft of living area, t... - Read More
This Listing is Courtesy of: PREFERRED SHORE
$649,000
2 2 1,212
Tucked away in Horizons West, a warm and inviting complex on Siesta Key. This two bedroom, two bath, updated, bright, open and airy beach cottage vill... - Read More
This Listing is Courtesy of: PREMIER SOTHEBYS INTL REALTY
$649,900
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
$649,900
3 3 1,720
Here it is…the TRIFECTA IN FLORIDA LIVING…picturesque views of the DEEP WATER CANAL, HEATED OLYMPIC SIZE POOL AND WALKING DISTANCE TO WARM SANDS O... - Read More
This Listing is Courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE