6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!
ALVAIABLE FOR IMMEDIATE MOVE IN with NO HOA APPROVAL. Florida charm at it's best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century home in the style of the Sarasota Scho
This is the Siesta Key gem on quiet street in the heart of charming Siesta Village, with its many restaurants, bars and shops. Just the quiet pleasure of winding your way around the village, to the f
Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for yo
AVAILABLE MAY and August 2024And MAY AND AUGUST 2025Beautiful house on Siesta Key with private pool (not heated) and generous space. 15 min walk to the beach!This charming 3-bedroom, 2-bathroom priva
SEASONAL: Siesta Key Village Cottage...Tropical Oasis awaits you! Just 2 minute stroll to Siesta beach or to Siesta Village! Beautiful 2 bedroom, 2 bath cottage that sleeps 6/8 with serene fenced yard
Open from December 15th to January 15th 2022. Rented from January 15th to March 31, 2023. Available all of April~ Extraordinary Key West style single family pool home is a 3 Bedroom 3.5 Bath positione
Welcome to your very own slice of Siesta Key paradise! This charming single-story Florida beach home offers the quintessential island experience, and it's now available for monthly rentals in beautifu
An Ascendia Property! Welcome to Just Breathe. This ultimate Siesta Key beach house getaway has all you need and more. Situated on a peaceful canal with a private pool and dock that offers plenty of s
An Ascendia Property! This spacious, fully-updated 3 bedroom/bathroom pool house is big enough for you, your friends, and your family...and it is ON A CANAL- you might be able to see dolphins and mana
An Ascendia Property! Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granite coun
Bayside highrise Building with underground parking, 2 - elevators, turnkey furnished, secured building, washer and dryer nicely appointed AVAILABLE OCTOBER THRU MAY, Two heated pools, lighted tennis
$6,500/mo
2 beds2 baths1,250 sq ft
1255 W Peppertree Dr Unit 201, Siesta Key, FL 34242
WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to the #1 rated beaches and the quai
Adorable home for rent on Siesta Key. Less than one mile walk to the beach! Open floorplan with tasteful modern furnishings and huge back porch with no rear neighbors all on a quiet little circle neig
AVAILABLE FOR 2025 SEASON!! Enjoy this beautiful 3-bedroom and 3-bathroom remodeled home on Siesta key, named the #1 Beach in the country! Brand new pool set to be completed fall 2023. We are LESS TH
An Ascendia Property! An ultimate water lover's dream home on Siesta Key (Sleeps 8) this property truly has it all. Kayak or paddle board right from your backyard. Fish from your private dock, and gri
An Ascendia Property! Spectacular is an understatement when describing this updated Siesta Key CANAL FRONT POOL HOME. Once you step inside you'll notice an open-airy floor plan, beautifully decorated
Available off-season May through October. Located on Palm Island on Siesta Key, this whimsical 3 bedroom, 3 bath bungalow will amaze and delight your senses! The attention to detail and quality of fin
**For Rent: Charming 3 Bedroom, 2 Bath Home in Siesta Key**Welcome to your slice of paradise! This spacious 3 bedroom, 2 bath home is located on the second floor, just blocks away from the stunning be
$3,500/mo
3 beds2 baths1,250 sq ft
617 Mangrove Point Rd Unit A, Siesta Key, FL 34242
AVAILABLE 2025 SEASON... 90 DAY MIN.AVAILABLE APR.-DEC. 2024...30 DAY MIN.Fabulous pool home located in one of Siesta Keys most sought after areas. Interior is nicely furnished. Take a late night swim
SIESTA KEY, Adorable 2/2 SFH with a private saltwater pool for the wonderful beach getaway. This house is located near by the award winning Siesta Key Beach(5 minutes away) and Siesta Village((two min
An Ascendia Property! This cheerful 3 bedroom, 2 bathroom island home begs you to relax, unwind, and take in the warm sunshine. From the moment you walk in the front door its tasteful decor and a cozy
An Ascendia Property! **AVAILABLE FOR WEEKLY RENTALS! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** It's all about the beach and the
An Ascendia Group Property! Nestled under a stunning Banyan tree this "original" Siesta Key cottage combines Old Florida charm with modern updates with TONS of character. Set amongst a lush private y
Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for
An Ascendia Property! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing! Picture this: you roll out of bed and grab your coffee, take two s
Want to be able to walk three blocks to Siesta Key beach? Vacation here and you can! This private 3 bedroom 2 1/2 bathroom pool home is warm and inviting and lushly landscaped. There is large screen
SHORT TERM RENTAL**Pets welcome with a $250 refundable pet fee and $300 Non-refundable Pet Deposit. Must notify us prior to booking***This FULLY REMODELED 1-BR, 1-BA COTTAGE accommodates up to THREE g
SHORT TERM RENTALWhether you are looking for an ADVENTURE-PACKED GETAWAY or a TRANQUIL DESTINATION...look no further! This home offers and amazing and unique location! Just down the street from the wo
Step into the charm of Siesta Key's history with this remarkable 2-bedroom, 2-bathroom rental property nestled on Beach Road. Being one of the few remaining original homes in the area, this residence
Yes!!! Available March 1st through March 31 2024 - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta KeyEnjoy panoramic views of the #1 beach in the USA, Siesta Key! This beau
$10,000/mo
2 beds2 baths1,337 sq ft
5740 Midnight Pass Rd Unit 303F, Siesta Key, FL 34242
Rented for 2025 season. Available April 2024 - December 31, 2024. Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovat
Gulf Front Unit in Gulf and Bay.... Available March 28,2024. Enjoy basking in theglow of gorgeous sunsets on Siesta Key in this 2-bedroom/2-bath condominium located in the well-known Gulf & Bay Club.
$3,650/mo
2 beds2 baths1,340 sq ft
5740 Midnight Pass Rd Unit 207F, Siesta Key, FL 34242
2025 WINTER RENTAL at the Premiere Club at Gulf and Bay. This 2 bed/2 bath unit has a vast, unincumbered view of the famous Siesta Beach! Gulf and Bay Club is a luxury community sitting on 32 acres of
$14,000/mo
2 beds2 baths1,340 sq ft
5740 Midnight Pass Rd, Siesta Key, FL 34242
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Based on information submitted to the MLS GRID as of Thu Apr 25 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.