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429 Properties Available
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- Newest Listings
- Beds (Most)
- Baths (Most)
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- Square Feet (Biggest)
$669,000
Condo
1046 W PEPPERTREE LN #115B, Sarasota, FL 34242
Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lak...
Listed by WATERSIDE REALTY LLC
$6,500
Condo
1350 N PORTOFINO DR #108TAR, Sarasota, FL 34242
Gorgeous Canal View Condo now available on Siesta Key for the month of April 2024 for $5,400. Rent for the remainder of...
Listed by JUDITH GUZZI & ASSOCIATES LLC
$4,200
Condo
5855 MIDNIGHT PASS RD #426, Sarasota, FL 34242
An Ascendia Property! **Listing reflects discounted rate due to building construction. Available beginning June 1, 2024,...
Listed by ASCENDIA REAL ESTATE
$1,185,000
Condo
6480 MIDNIGHT PASS RD #506, Sarasota, FL 34242
Stop Dreaming—Start Living Your Siesta Key Beachfront Reality! <br>Now is the time to bring those offers and make your d...
Listed by SHOWTIME REALTY
$1,075,000
Condo
6480 MIDNIGHT PASS RD #311, Sarasota, FL 34242
Seize the Opportunity – Siesta Breakers #311 Beachfront Retreat <br> <br>Owners say: Bring your offers! The 2024 Special...
Listed by SHOWTIME REALTY
$8,000
Condo
9122 MIDNIGHT PASS RD #34, Sarasota, FL 34242
Open for April and beyond! Rent 3 months for $8000 per month, 6 months for $7000 per month or a year for $6500! Rarely a...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$10,000
Condo
915 SEASIDE DR #312, Weeks 32-33, Sarasota, FL 34242
Fractional Ownership. Introducing the ultimate beach ownership at The Residences on Siesta Key Beach, Hyatt Vacation Cl...
Listed by THE SARASOTA REAL ESTATE COMP.
$835,000
Single Family Home
6300 MIDNIGHT PASS RD #20, Sarasota, FL 34242
Under contract-accepting backup offers. Reduced VILLA in Crystal Sands is the best Gulf-front community where the fine p...
Listed by COLDWELL BANKER SUNSTAR REALTY
$7,850
Condo
Sarasota, FL 34242
FULLY FURNISHED AND INTERIOR DESIGNED 2 BEDROOM / 2 BATH UNIT now available! No expense has been spared in this stunning...
Listed by LPT REALTY
$7,500
Condo
116 VISTA HERMOSA CIR #210C, Sarasota, FL 34242
An Ascendia Property!**Listing reflects monthly rate. Unit can be rented on a 2-Week minimum basis - call us today for p...
Listed by ASCENDIA REAL ESTATE
$6,000
Condo
5600 BEACH WAY DR #109, Sarasota, FL 34242
An Ascendia Property! **MONTHLY PRICE HAD A $1,000 REDUCTION FOR THE 2025 WINTER SEASON!! Available for January, Februar...
Listed by ASCENDIA REAL ESTATE
$9,000
Single Family Home
5557 SHADOW LAWN DR, Sarasota, FL 34242
Want to be able to walk three blocks to Siesta Key beach? Vacation here and you can! This private 3 bedroom 2 1/2 bath...
Listed by RENT SARASOTA
$14,999
Condo
9008 MIDNIGHT PASS RD #4, Sarasota, FL 34242
THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has m...
Listed by WATERSIDE REALTY LLC
$4,500
Condo
8770 MIDNIGHT PASS RD #302B, Sarasota, FL 34242
Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. ...
Listed by RE/MAX ALLIANCE GROUP
$4,500
Condo
8770 MIDNIGHT PASS RD #402B, Sarasota, FL 34242
Look no further than Siesta Key's "Island Reef" for your seasonal getaway. The stunning Gulf to Bay location features th...
Listed by RE/MAX ALLIANCE GROUP
$925,000
Condo
5780 MIDNIGHT PASS RD #402B, Sarasota, FL 34242
Unquestionally Gulf & Bay is the finest beachfront complex on Siesta Key. With its 800 feet of frontage on luxurious Si...
Listed by COLDWELL BANKER REALTY
$4,000
Condo
4900 OCEAN BLVD #401, Sarasota, FL 34242
**Listing reflects off season rate. Monthly rental rates as follows: (JANUARY-APRIL - peak season: $10,000/month), (MAY ...
Listed by ASCENDIA REAL ESTATE
$8,500
Single Family Home
657 CALLE DE PERU, Sarasota, FL 34242
An Ascendia Property! **Listing reflects peak season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak seas...
Listed by ASCENDIA REAL ESTATE
$9,000
Single Family Home
345 AVENIDA LEONA, Sarasota, FL 34242
An Ascendia Group Property! FEBRUARY 2025 IS NOW AVAILABLE! Please note offseason rate is $9,000/month, $18,000 for Feb...
Listed by ASCENDIA REAL ESTATE
$465,000
Condo
9011 MIDNIGHT PASS RD #228, Sarasota, FL 34242
If you love water views, this is your place! Imagine enjoying the sunrise over Little Sarasota Bay every morning from yo...
Listed by MICHAEL SAUNDERS & COMPANY
$1,895,000
Single Family Home
7247 TURNSTONE RD, Sarasota, FL 34242
Renovate the existing structure or build a new home on this spectacular property, located on a private canopied lane on ...
Listed by PREMIER SOTHEBYS INTL REALTY
$12,000
Condo
20 WHISPERING SANDS DR #903, Sarasota, FL 34242
Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$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