-
- My Homes
- My Tours
- My Favorites
- My Searches
- Sign In
- Register
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
519 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$12,000
Condo
1305 SIESTA BAYSIDE DR #1305-B, Sarasota, FL 34242
Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey f...
Listed by GULF COAST REALTY & MANAGEMENT
$9,900
Condo
1365 SIESTA BAYSIDE DR #1365-C, Sarasota, FL 34242
Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms an...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1327 SIESTA BAYSIDE DR #1327-C, Sarasota, FL 34242
This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent b...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1344 SIESTA BAYSIDE DR #1344-D, Sarasota, FL 34242
This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious livi...
Listed by GULF COAST REALTY & MANAGEMENT
$7,200
Condo
1351 SIESTA BAYSIDE DR #1351-D, Sarasota, FL 34242
Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer...
Listed by GULF COAST REALTY & MANAGEMENT
$6,900
Condo
1204 SIESTA BAYSIDE DR #1204-D, Sarasota, FL 34242
This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedro...
Listed by GULF COAST REALTY & MANAGEMENT
$6,900
Condo
1230 SIESTA BAYSIDE DR #1230-D, Sarasota, FL 34242
This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed f...
Listed by GULF COAST REALTY & MANAGEMENT
$9,350
Condo
Sarasota, FL 34242
Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Clu...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1226 SIESTA BAYSIDE DR #1226-C, Sarasota, FL 34242
Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1241 SIESTA BAYSIDE DR #1241-A, Sarasota, FL 34242
Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dr...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1269 SIESTA BAYSIDE DR #1269-C, Sarasota, FL 34242
Deeded Walking Access Directly to the Beach! <br> <br>New on the rental program - Beautifully updated 2-bedroom near the...
Listed by GULF COAST REALTY & MANAGEMENT
$9,300
Condo
1272 SIESTA BAYSIDE DR #1272-C, Sarasota, FL 34242
Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute...
Listed by GULF COAST REALTY & MANAGEMENT
$7,000
Condo
1360 SIESTA BAYSIDE DR #1360-D, Sarasota, FL 34242
This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retre...
Listed by GULF COAST REALTY & MANAGEMENT
$6,900
Condo
1200 SIESTA BAYSIDE DR #1200-G, Sarasota, FL 34242
Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key ...
Listed by GULF COAST REALTY & MANAGEMENT
$7,500
Condo
8911 MIDNIGHT PASS RD #514, Sarasota, FL 34242
AVAILABLE APRIL 2025. BOOKED FEB/MAR 2025. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BE...
Listed by JENNETTE PROPERTIES INC
$10,000
Single Family Home
5516 AVENIDA DEL MARE, Sarasota, FL 34242
An Ascendia Group Property! **Listing reflects mid-season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak...
Listed by ASCENDIA REAL ESTATE
$4,999,500
Single Family Home
1172 HORIZON VIEW DR, Sarasota, FL 34242
Under contract-accepting backup offers. HURRICANE UPDATE - WATER NEVER REACHED THE HOME (INSIDE) - New and Improved Pric...
Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE
$750,000
Condo
1104 S MOONMIST CT #M-10, Sarasota, FL 34242
Absolutely beautiful Villa in condominium complex, Villas are stand-alone homes with their own private yard, there are v...
Listed by BEYCOME OF FLORIDA LLC
$599,000
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
$8,500
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.