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
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
Discover the epitome of luxury living in this stunning, custom-designed Italian villa, nestled in the serene Tortoise Estates. This exquisite four-bedroom, three-bathroom residence offers direct deede
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
1/65
$16,000/mo
3 beds3 baths1,620 sq ft
5238 Winding Way, Sarasota, FL 34242
Parking • A/C • Dishwasher
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MOVE-IN READY. PERFECT LOCATION AND TOP SCHOOL DISTRICT AT PALMER RANCH! RENT INCLUDES WATER/SEWER/TRASH/HOA INCLUDED! GATED COMMUNITY! WATER VIEW! NO FRONT AND NO REAR NEIGHBOURS! LEGACY TRAIL ON THE
An Ascendia Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $18,000/month), (MAY - DEC - off season: $15,000/month). Available beginning
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! 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
This cute 3-bedroom, 1 bathroom has been updated, freshly painted and is just waiting for it's new occupants. Located in a private cul-de-sac with no deed restrictions, this home is perfect for someon
Open April 2025 and 2024 off-season months July 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 de
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
Luxurious 3 Bedroom with Flex Room 2.5 Bath townhouse/condo near Palmer Ranch in the gated community of Stonehaven. It is located close to I- 75 (Exit 205) off Clark and Honore. It has a beautiful wat
An Ascendia Group Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $8,600/month), (MAY - DEC - off season: $4,500/month). Available beginn
An Ascendia Property! **Listing reflects peak season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $8,500/month), (MAY - DEC - off season: $5,500/month). The rental rate in th
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
Discover the epitome of Sarasota living in this centrally located gem! Nestled in a prime location, just minutes from Downtown Sarasota and a short drive to the sandy shores of Lido Beach, this home o
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
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
6 MONTH LEASE AVAILABLE NOW. ADDITIONALLY, ACCEPTING WINTER HOME 2025 RESERVATIONS starting October 2024 thru 2025. Amazing upscale FURNISHED TURNKEY 3 bedroom, 3.5 bathroom house in a downtown Saraso
Amazing POOL Home near Siesta Key Beach - available for MONTH-TO-MONTH Rentals, SEASONAL RENTALS, or ANNUAL RENTAL!Looking for the absolute PERFECT turnkey beach vacation location WITH YOUR OWN PRIVAT
A RARE & EXPANSIVE WATERFRONT SARASOTA PROPERTY ~ ANNUAL RESIDENTIAL RENTAL ~ UNFURNISHED ~ 1.6 ACRES ~ CENTRAL LOCATION ~ PRIVATE ~ RV & BOAT PARKING ~ NO HOA ~ SEE PHOTOS & VIRTUAL TOUR FOR A DETAI
Available now! Rented for the 2025 winter season. This 3 bedroom + den pool home with high ceilings and open concept floor plan lends itself to family gatherings and entertaining. You will love the mo
6 MONTH LEASE AVAILABLE NOW. ADDITIONALLY, ACCEPTING WINTER HOME 2025 RESERVATIONS starting October 2024 thru 2025. Amazing upscale FURNISHED 3 bedroom, 3.5 bathroom house in a downtown Sarasota PRIME
Designer furnished, cozy, stylish Vintage Florida home on Phillippi Creek. See an abundance of wildlife, including birds, dolphins and manatees right at your waterfront deck! Kayak and Paddleboard to
SARASOTA for POOL HOME FOR LEASE ready for you to move-in and RELAX. This Lovely FURNISHED HOME is located in a residential neighborhood on Philippi Creek that includes the use of a COMMUNITY PARK AND
This is a two bedroom one bath home located near Siesta Beach in the Phillippi Crest neighborhood. The home features a large carport and ceramic tile through the open floor plan. The home is located i
Enjoy the Florida sunshine in this 3rd FLOOR Unit- walk-up in the Serenade on Palmer Ranch apt. complex. It is currently furnished but open to renting it Unfurnished as well. Move in date preferred 6/
Come visit this quiet OASIS in Phillippi Gardens. This home has been beautifully updated and is nestled back into a private neighborhood that is minutes from the world famous SIESTA KEY BEACHES. This
Welcome to Edgewater Bungalow! This stunning 3-bedroom, 2-bathroom single-level home is just 4 miles from the world-renowned Siesta Key Beach and 5 miles from Downtown Sarasota! Siesta Key, in gorgeou
Looking for the perfect rental property? Look no further than this remodeled Waterfront canal front 3 bed 3 1/2 bathhome with bay access! Situated in a large fenced lot, this stunning luxurious home b
NEAR DOWNTOWN SARASOTA. 1 of 4 Units. Very private entrance. 1 Bedroom/Kitchen/Bath Combo. Light and Bright Decor. Nice updated kitchen with plenty of counter space and cabinets. Granite counter tops
Experience the best of Sarasota living in our fully renovated 3-bedroom, 2-bathroom home, just 10 minutes from the stunning Siesta Key beach. This annual rental offers modern comforts and easy access
Property Available nowRent does not include furniture Rent does not include utilities Come relax at your own private oasis in a prime location close to top-notch restaurants, shopping, and America's #
Beautifully updated 3 bedroom, 2 bath Sarasota home - 4 miles from award winning Siesta Key Beach and close to active downtown Sarasota. Enjoy the spacious living space, multiple sitting areas with pa
Completely remodeled retro-chic masterpiece ready for move-in now. Brand new floors, cabinets, HVAC, refrigerator, gas oven, gas tankless water heater. You have to see it to believe it. Private off-st
Based on information submitted to the MLS GRID as of Mon May 20 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.