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582 Properties Available
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$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
$3,800
Condo
8911 MIDNIGHT PASS RD #514, Sarasota, FL 34242
AVAILABLE FOR SEASON 2026 $8,500/MONTH AND OFF-SEASON MONTHS 2025 AT $3,800/MONTH. UTILITIES INCLUDED. SIESTA KEY SPECTA...
Listed by JENNETTE PROPERTIES INC
$15,000
Single Family Home
5516 AVENIDA DEL MARE, Sarasota, FL 34242
Welcome to Surf's Up, a modern coastal beach inspired home, where you will enjoy and marvel at the crystal-clear waters ...
Listed by ASCENDIA REAL ESTATE
$6,554
Single Family Home
614 TREASURE BOAT WAY, Sarasota, FL 34242
AVAILABLE MAY-JUNE-JULY and August 2025 <br>Beautiful house on Siesta Key with private pool (not heated) and generous s...
Listed by LPT REALTY
$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
This charming beach palace is located in the gated community of Harbor Towers on Siesta Key! Located just minutes from t...
Listed by ASCENDIA REAL ESTATE
$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.
$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
$7,250
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
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