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
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
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
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 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
Available June 1 - November 12 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-
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
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 June 1 - December 1.2 BR - 2 BA - 4 Person Max - Small Garden - Pond View - 2nd Floor Walk Up.This property is a 30 night minimum.This 2 bedroom, 2 full bath is a walk up on the gulf side an
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$2,800/mo
2 beds2 baths975 sq ft
1042 W Peppertree Ln Unit 119B, Sarasota, FL 34242
An Ascendia Property! **WEEKLY STAYS AVAILABLE! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Take some time to get away from it all
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.
Uncover contemporary luxury in this tastefully renovated 2BR/2BA vacation rental condo. Ideal for unwinding and reviving, this meticulously designed haven provides all the essentials for an unforgetta
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$3,500/mo
2 beds2 baths975 sq ft
1166 W Peppertree Dr Unit 112D, Sarasota, FL 34242
Welcome to our stunning vacation rental condo in Siesta Key, Florida! This magnificent 3 bedroom, 2 and a half bath condo offers the perfect tropical escape. With its prime location on the 8th floor 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
Beautiful single family home One block to Shell Beach!! This quaint ranch with lucious vegitation on a quiet street is fenced in for extra privacy. 3 bedrooms and 2.5 baths, outdoor shower, bright liv
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
An Ascendia Property! Who would want nothing but blue skies above your head and sand beneath your feet? Come escape to this Siesta Key beach retreat - GROUND FLOOR condo (sleeps 2). Picture this: Afte
**BOOKED JANUARY THROUGH MARCH 2025** INCREDIBLE SOUTHWESTERN GULF VIEWS OVERLOOKING WORLD FAMOUS SIESTA KEY BEACH! ** This rarely available 3-bedroom unit located in the E building which is one of th
Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a shortwalk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a
**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
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
1 bedroom, 1 bathroom condo in Sarasota. Amenities included: wheelchair accessible, balcony, central air, central heat, yard, and 3 minute walk to the beach. Utilities included: electricity, heat, int
Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance a
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$5,000/mo
3 beds2 baths1,495 sq ft
1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed re
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$9,500/mo
3 beds2 baths1,835 sq ft
1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242
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
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
This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnk
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$6,900/mo
2 beds1 bath959 sq ft
1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside.Perched on the second story, this residence offers unparallel
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$8,000/mo
3 beds3 baths1,835 sq ft
1366 Siesta Bayside Dr Unit 1366F, Sarasota, FL 34242
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
Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key just offshore of Sarasota, Florida. Private access to Crescent Beach on the Gulf
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$6,900/mo
1 bed1 bath845 sq ft
1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
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.