Available 8/15/23-11/15/23 and 1/15/24-4/15/24. Owner prefers long term tenant. Rates Change During the Year$4,500.00 September, October, November$8,000.00 January, February, March, AprilWelcome to Se
Available for Winter Season 2024.Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gul
10th Floor Impeccable Siesta Key Condo with Stunning Ocean View!Enjoy your island retreat in this luxurious & impeccably designed 2-bedroom, 3-bathroom condo that is located on the 10th floor of Siest
Available June 1 - November 1. 2 BR - 2 BR - 4 Person Max6018 is a Gulf-side High-rise unit, located approximately 50 yards away from Crescent Beach. Fans located in both bedrooms, kitchen and the lan
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$6,000/mo
2 beds2 baths1,180 sq ft
6018 W Peppertree Way Unit 203, Siesta Key, FL 34242
An Ascendia Group Property! Knock, knock, welcome to paradise! Enjoy your own hidden gem located in the charming waterfront community, Sandy Cove IV. When you enter this elegant condo, you will notice
Annual UNfurnished Live on the WATER ON SIESTA KEY!!! Siesta Towers is a luxury 11 story, 65 unit condominium that is oceanfront Siesta Key with panoramic views of the Gulf of Mexico. This
LEASED 2025 SEASON. Available APR. 2024-DEC. 2024 . 55+ COMMUNITY!! Very cute 2 bedroom 2 bath villa with washer/dryer and 1 car garage. Great amenities with shuffleboard, grills, pool and sugary san
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$5,200/mo
2 beds2 baths1,264 sq ft
115 Whispering Sands Cir Unit V37, Sarasota, FL 34242
Available June 1 - December 12 BR - 2 BA - 4 Person Max - High Rise - Beach ViewThis property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175
LEASED 2025 SEASON! AVAILABLE May 2024-Dec. 2024. Over 55 community. 60 day min. Beautiful 2 bedroom, 2 bath condo in Whispering Sands on Siesta Key. Ground floor corner turnkey unit which includes wi
Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bat
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
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
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
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
Available September 1 - December 1Stylish 2 bedroom/2 bathroom condo in the Peppertree Bay community in Siesta Key Sarasota, FL. Enjoy pond views from this fourth floor high-rise retreat. Modern ameni
Current Availability: After 4/5/2025 Beautiful ground floor 2 bedroom and 2 bathroom condo gulf front on #1 rated Siesta Key Beach!! Walk down our private beach path from our screened in lanai to the
An Ascendia Property! The Keylime Retreat is our newest addition to our vacation property portfolio! You will be charmed by how vibrant and quaint this midcentury ground floor condo is... from the lim
AVAILABLE 2025 SEASON & MAY - DEC. 2024 Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai.
Available June 1 - October 12 BR - 2 BA - 6 Person Max - High-rise - Landscape View This property is a 30 night minimum. Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 fu
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$5,000/mo
2 beds2 baths1,105 sq ft
1080 W Peppertree Ln Unit 403A, Sarasota, FL 34242
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
AVAILABLE FOR 2025 SEASON. Explore the charm of WHITE SANDS VILLAGE, conveniently located just opposite Siesta Key Beach Access. Revel in the updated 2-bedroom, 2-bathroom 2nd floor condo, tucked away
**BOOKED UNTIL THE END OF MARCH 2024 ** BEACHFRONT! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dinin
Siesta Key Spectacular Furnished Two bedroom rental located in Bay Tree Club. Available short term from May- December 2024. ( Not available during winter). This stunning brand-new luxury remodel will
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$4,500/mo
2 beds2 baths1,200 sq ft
8625 Midnight Pass Rd Unit B304, Sarasota, FL 34242
LUXURY SIESTA KEY CONDO LIVING ..A beautiful Turnkey 2 bedroom/2 bathroom Penthouse Condominium Plus Den/Office overlooking Sarasota Bay and the Intracoastal Waterway. A king size bed is in the master
DIRECT GULF VIEW/SIESTA KEY/SARASOTAClose to local conveniences! This lovely 2-bedroom, 2.5-bathroom condominium is perfectly situated only steps away from the famous Siesta Key Beach and convenient d
Welcome to your Gulf & Bay Club Bayside sanctuary in the heart of Siesta Key, FL! This second-story bay front condo offers a blissful retreat with breathtaking views of the azure waters. With two bedr
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$8,100/mo
2 beds2 baths1,420 sq ft
1373 Siesta Bayside Dr Unit 1373C, Sarasota, FL 34242
Available June 1 - December 1.Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you
Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allo
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$7,200/mo
2 beds2 baths959 sq ft
1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay,
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$8,000/mo
2 beds2 baths1,280 sq ft
1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242
Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park yo
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$9,900/mo
2 beds2 baths1,280 sq ft
1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
Available June 1 - December 1.2 BR - 2 BA - 6 Person Max - Mid-rise - Gulf View and City View This property is a 30 night minimum. This stunning, updated 2 bedroom, 2 bath is located in a bay-side mid
This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The
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$7,000/mo
2 beds1 bath959 sq ft
1360 Siesta Bayside Dr Unit 1360D, Sarasota, FL 34242
Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully de
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$8,500/mo
2 beds2 baths1,280 sq ft
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can
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$9,300/mo
2 beds2 baths959 sq ft
1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
Available June 1 - December 12 BR- 2 BA - 6 Person Max - High-rise - Greenbelt View 1255 - 402 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay. This could very well be
Welcome to your coastal retreat at Gulf & Bay Club Bayside in Siesta Key, Florida! Nestled on the second level, this 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and breathtaking view
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$8,200/mo
2 beds2 baths1,280 sq ft
1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242
Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes wel
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$7,400/mo
2 beds2 baths1,280 sq ft
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
Welcome to your elevated sanctuary in paradise - a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-conc
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$9,500/mo
2 beds2 baths1,280 sq ft
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
2 BR - 2 BA - 6 Person Max - High-rise - Pool View This property is a 30 night minimum. This updated, bright and airy 2 bedroom, 2 bath is located on the bay-side and is approximately 75 yards from th
Based on information submitted to the MLS GRID as of Sun May 12 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.