540 Properties Available In 34242
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$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
$6,000
Condo
8770 MIDNIGHT PASS RD #402B, Sarasota, FL 34242
Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location feat...
Listed by RE/MAX ALLIANCE GROUP
$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
$4,000
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
$445,000
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
$1,700,000
Single Family Home
7247 TURNSTONE RD, Sarasota, FL 34242
Under contract-accepting backup offers. New price! Renovate the existing structure or build a new home on this spectacul...
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
$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 for a 30-night minimum stay or longer and available ...
Listed by ASCENDIA REAL ESTATE
$4,800
Condo
5855 MIDNIGHT PASS RD #317, Sarasota, FL 34242
Available April 2025 and on or in between minimum 3 night stay!!!!!! A brand new remodeled condo at Harbor Towers Yacht ...
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
$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
$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
$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
$14,000
Single Family Home
211 ISLAND CIR, Sarasota, FL 34242
AVAILABLE April 2025 <br>Fabulous pool home located in one of Siesta Keys most sought after areas. Interior is nicely fu...
Listed by COLDWELL BANKER REALTY