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
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
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
SHORT TERM RENTALThis 2 bedroom condo offers bay views, is an end unit, has a light and bright interior and is just steps from the Bayfront pool! There is a sleeper sofa in the living room to accommod
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
1/51
$10,000/mo
2 beds2 baths1,337 sq ft
5740 Midnight Pass Rd Unit 303F, Siesta Key, 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
$9,900/mo
2 beds2 baths1,280 sq ft
1365 Siesta Bayside Dr Unit 1365C, 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
$9,500/mo
2 beds2 baths1,280 sq ft
1339 Siesta Bayside Dr Unit 1339C, 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
$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
$9,300/mo
2 beds2 baths1,280 sq ft
1327 Siesta Bayside Dr Unit 1327C, 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
$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
$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
$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
$9,300/mo
2 beds2 baths1,280 sq ft
1226 Siesta Bayside Dr Unit 1226C, 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
**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
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
$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
$8,500/mo
2 beds2 baths894 sq ft
6310 Midnight Pass Rd Unit 505N, 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
$8,200/mo
2 beds2 baths1,280 sq ft
1343 Siesta Bayside Dr Unit 1343C, 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
$8,100/mo
2 beds2 baths1,420 sq ft
1373 Siesta Bayside Dr Unit 1373C, Sarasota, 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
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,
$8,000/mo
2 beds2 baths1,280 sq ft
1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242
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
$8,000/mo
2 beds2 baths1,361 sq ft
5760 Midnight Pass Rd Unit 208D, Siesta Key, 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
Fully furnished and interior designed 2 Bedroom / 2 Bath unit. No expense spared. A total of 1700 sq ft of indoor / outdoor living. This unit measures 1152 air conditioned space with 9 ft ceilings
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
$7,700/mo
2 beds2 baths1,130 sq ft
1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
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
$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
$7,600/mo
2 beds1 bath959 sq ft
1313 Siesta Bayside Dr Unit 1313D, 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
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.
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
$7,400/mo
2 beds2 baths1,280 sq ft
1338 Siesta Bayside Dr Unit 1338C, 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
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.
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
$7,200/mo
2 beds2 baths959 sq ft
1374 Siesta Bayside Dr Unit 1374D, 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
$7,000/mo
2 beds1 bath959 sq ft
1360 Siesta Bayside Dr Unit 1360D, 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
$6,900/mo
2 beds1 bath959 sq ft
1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242
This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax
$6,900/mo
2 beds2 baths959 sq ft
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
An Ascendia Group Property! Welcome to our enchanting 2-bedroom, 2-bathroom private villa located in the tropical paradise of Polynesian Gardens on Siesta Key! This recently updated, tastefully decora
Based on information submitted to the MLS GRID as of Mon Apr 29 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.