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353 Properties Available
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- Price-High To Low
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- Newest Listings
- Beds (Most)
- Baths (Most)
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$26,319
Condo
915 SEASIDE DR #512, Sarasota, FL 34242
Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach...
Listed by GULF COAST REALTY & MANAGEMENT
$25,048
Single Family Home
1140 SEASIDE DR #101, Sarasota, FL 34242
Serenity at its finest! If luxury is calling, come indulge at the Beach House Residences for your ultimate beach vacatio...
Listed by GULF COAST REALTY & MANAGEMENT
$3,900
Condo
1257 S PORTOFINO DR #38ALBA, Sarasota, FL 34242
DECEMBER SPECIAL *** $3,900! Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled wi...
Listed by SIGNATURE REALTY ASSOCIATES
$5,400
Condo
5760 MIDNIGHT PASS ROAD #208D, Sarasota, FL 34242
An Ascendia Property! **Listing reflects off season rate. Available beginning June 1, 2024, for a 30-night minimum stay ...
Listed by ASCENDIA REAL ESTATE
$2,800
Condo
5855 MIDNIGHT PASS RD #317, Sarasota, FL 34242
Now avaialbe starting October 2024 - December 2024 Or in between minimum 3 night stay. A brand new remodeled condo at Ha...
Listed by CENTURY 21 BEGGINS ENTERPRISES
$12,000
Condo
1660 SUMMERHOUSE LN #301, Sarasota, FL 34242
LOCATION, LOCATION, LOCATION!!! Stunning large luxury condo located in the sought after community of Summer Cove on Sies...
Listed by JENNETTE PROPERTIES INC
$6,200
Condo
6300 MIDNIGHT PASS RD #603, Sarasota, FL 34242
Siesta Key voted Number 1 Beach is the USA... Come and enjoy this gorgeous direct beach front condo with full views up a...
Listed by JENNETTE PROPERTIES, INC.
$5,000
Condo
6157 MIDNIGHT PASS RD #D32, Sarasota, FL 34242
Variable rent based on season
Listed by INTEGRITY INVESTMENTS REALTY
$6,500
Condo
1350 N PORTOFINO DR #303TAR, Sarasota, FL 34242
Gorgeous Canal View Condo at Siesta Harbor on Siesta Key available January 1, 2025 through March 31, 2025! Incredible V...
Listed by JUDITH GUZZI & ASSOCIATES LLC
$3,960,000
Townhouse
360 CANAL RD, Sarasota, FL 34242
Siesta Key village duplex, each unit with 3 beds and two baths and 2 car garage. Gorgeous backyard oasis with paver dec...
Listed by RE/MAX ALLIANCE GROUP
$6,500
Condo
1250 N PORTOFINO DR #102MAR, Sarasota, FL 34242
Available January to May 1, 2025! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Har...
Listed by JUDITH GUZZI & ASSOCIATES LLC
$5,500
Condo
5750 MIDNIGHT PASS RD #504, Sarasota, FL 34242
**BOOKED JANUARY THROUGH MARCH 2025** INCREDIBLE SOUTHWESTERN GULF VIEWS OVERLOOKING WORLD FAMOUS SIESTA KEY BEACH! ** T...
Listed by NEXTHOME EXCELLENCE
$7,200
Condo
4660 OCEAN BLVD #B2, Sarasota, FL 34242
Siesta Key turnkey furnished rental available November 1st through December 19th, 2024. Owner occupied December 20 - Mar...
Listed by JENNETTE PROPERTIES, INC.
$30,000
Single Family Home
95 SANDY HOOK RD, Sarasota, FL 34242
6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" <br>Available NOW!!!...
Listed by COURTYARD MODERN
$5,500
Condo
5911 MIDNIGHT PASS RD #405, Sarasota, FL 34242
One or more photo(s) has been virtually staged. Welcome to Hola Siesta! This gorgeous fourth floor 2-bedroom, 2-bath con...
Listed by GULF COAST REALTY & MANAGEMENT
$8,500
Condo
5770 MIDNIGHT PASS RD #605, Sarasota, FL 34242
** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY...
Listed by NEXTHOME EXCELLENCE
$7,500
Condo
460 BEACH RD #A1, Sarasota, FL 34242
Available OCT- DEC. 2024 and APR. 2025. Direct beach front condo on Siesta Key beach. This unit has it all for that Flor...
Listed by COLDWELL BANKER REALTY
$6,500
Single Family Home
115 WHISPERING SANDS CIR #V-37, Sarasota, FL 34242
LEASED 2025 SEASON. Available APR. 2024-DEC. 2024 . 55+ COMMUNITY!! Very cute 2 bedroom 2 bath villa with washer/dryer ...
Listed by COLDWELL BANKER REALTY
$6,500
Condo
1250 N PORTOFINO DR #M301, Sarasota, FL 34242
Immaculate End Unit in the Marlin building, Ready for you to Enjoy through December 2024 and April 2025 through year-end...
Listed by JUDITH GUZZI & ASSOCIATES LLC
$7,500
Condo
5600 BEACH WAY DR #310, Sarasota, FL 34242
ONE MONTH MINIMUM - Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across f...
Listed by STRINGER MANAGEMENT INC
$10,710
Single Family Home
5024 COMMONWEALTH DR, Sarasota, FL 34242
Open from December 15th to January 15th 2022. Rented from January 15th to March 31, 2023. Available all of April~ Extrao...
Listed by PRECISE REALTY CORP
$7,000
Condo
1255 PEPPERTREE #201, Sarasota, FL 34242
Bayside highrise Building with underground parking, elevator, turnkey furnished, secured building, washer and dryer ni...
Listed by WATERSIDE REALTY LLC
$8,000
Condo
6415 MIDNIGHT PASS RD #602, Sarasota, FL 34242
***AVAILABLE December, 2025 through April, 2026*** one MONTH MIN***Welcome to the Beach! Prime Siesta Key location. This...
Listed by AUDREY RAIN RENTALS, INC
$4,900
Single Family Home
114 AVENIDA VENECCIA, Sarasota, FL 34242
SEASONAL: Siesta Key Village Cottage...Tropical Oasis awaits you! Just 2 minute stroll to Siesta beach or to Siesta Vill...
Listed by Gulf Coast Rental Homes&Condos