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
Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach
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$7,200/mo
1 bed1 bath959 sq ft
1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
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
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
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
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
SIESTA KEY DREAM VACATION RENTAL! Just across the street from Siesta Key beach, with a private deeded boat dock and water views! This lovely first floor, end unit condo has everything you need and che
Annual turnkey furnished Do you want to live right on THE BEACH? This is not just any beach, but Crescent Beach on Siesta Key! Large 3-bedroom, 3-bathroom end unit in a small condo complex in
ONE MONTH MINIMUM - Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across form the public beach, no obstructions to toes in the sand. 2 bedrooms, 2 baths.
Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that
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$7,600/mo
2 beds2 baths1,280 sq ft
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake vi
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$7,600/mo
2 beds1 bath959 sq ft
1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
Beautiful Key West-style three bedroom, two bath, turnkey furnished condo with its own garage in a lush, tropical resort setting. The townhouse, second/third floor condo, is meticulously maintained an
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$7,700/mo
3 beds2 baths1,495 sq ft
1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. Aft
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$7,700/mo
2 beds2 baths1,130 sq ft
1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
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
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
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
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
An Ascendia Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $11,500/month), (MAY - DEC - off season: $8,000/month). Available beginning N
An Ascendia Property! Introducing your dream beachfront getaway in Siesta Key, FL or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom condo offers the perfect blend
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$8,000/mo
2 beds2 baths1,361 sq ft
5760 Midnight Pass Rd Unit 208D, Siesta Key, 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
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
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
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 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
** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor
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
An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** This fabulous condo has been newly remodeled... we're talking
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$8,500/mo
2 beds2 baths894 sq ft
6310 Midnight Pass Rd Unit 505N, Sarasota, FL 34242
An Ascendia Property! **WEEKLY RENTALS! Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Your vacation starts here... with this delight
Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this metic
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$8,900/mo
3 beds2 baths1,645 sq ft
1275 Siesta Bayside Dr Unit 1275B, 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 bathroom pool home is warm and inviting and lushly landscaped. There is large screen
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
This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, h
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$9,300/mo
2 beds2 baths1,280 sq ft
1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access - 5 minute walk. Tile floors throughout and completely re-decorated and furnished with man
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$9,300/mo
3 beds2 baths1,280 sq ft
1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment y
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$9,300/mo
2 beds2 baths1,280 sq ft
1269 Siesta Bayside Dr Unit 1269C, Sarasota, FL 34242
Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking b
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$9,300/mo
2 beds2 baths1,130 sq ft
1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
Unwind in style and comfort in this expansive two-bedroom, two-bathroom vacation retreat, perfectly nestled in the prestigious Gulf and Bay - Bayside community on Siesta Key. This condominium is thoug
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$9,300/mo
2 beds2 baths1,280 sq ft
1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242
Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court
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$9,300/mo
2 beds2 baths1,280 sq ft
1226 Siesta Bayside Dr Unit 1226C, 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 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
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
Based on information submitted to the MLS GRID as of Tue May 14 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.