$2,900 per month
1215 S Portofino Dr, Siesta Key, FL 34242
AVAILABLE NOW! Enjoy the island living in this cute and cozy 2 bedroom, 2 bathroom condo with canal views! Nestled in the heart of Siesta Key, this 55+ Community has it all! The unit is newly painted and adorned with coastal flair, a king size bed in the master bedroom and a queen size in the guest bedroom, vinyl flooring and a screened in lanai. One of the best features of this unit is the water
$4,000 per month
5600 Beach Way Dr Unit 310, Sarasota, FL 34242
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. Spacious 2 bedrooms, 2 baths. King bed, queen bed and a full bed. Granite counters counters with stainless steal appliances and a lanai over looking the heated pool. There are also 2 grill areas for cooking out. Island
Robin De Busk STRINGER MANAGEMENT INC
$4,000 per month
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
3rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000 Underground parking (1) space. Your own private washer and dryer inside unit. Tennis and pickle ball courts. Private Beach with Chairs. 2 heated pools, fitness room, clubhouses, fishing pier. Location is great.
Lisa Beach WATERSIDE REALTY LLC
$3,000 per month
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
**Beachfront Bliss in Siesta Key? Modern 2 Bed, 2 Bath Condo** Discover this Gulf Front community retreat minutes walk to the heart of Siesta Key Village and #1 sand beach, with this stunning updated open floor plan 2-bedroom, 2-bathroom 2nd level resort living. Move in ready! Nestled along the pristine shores, this unit offers a wonderful blend of modern comfort and coastal charm. Step inside
Adam Sabari LPT REALTY, LLC
$6,900 per month
1269 Dockside Place Unit 115, Sarasota, FL 34242
THE BEST OF THE BEACH AND THE BAY!! Great canal front first floor condo with large deck! Best of both worlds - across the street from Siesta Beach and a gated bayside community open to the intracoastal. Large kitchen with granite countertops, open to living/dining room. Bonus Florida room with plantation shuttered sliders that recess for an open air concept. Two bedroom, each with it’s own bath.
Susan Brooks COLDWELL BANKER SUNSTAR REALTY
$4,995 per month
5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream.
Pamala Casey CASEY REALTY CORPORATION
$7,350 per month
524 Beach Rd Unit A, Sarasota, FL 34242
Welcome to YOUR little piece of Paradise: Oceanfront Oasis!! This charming ground floor unit boasts a view of the gulf as you wander down the private path to world-renowned Siesta Key Beach. This home offers two bedrooms & two baths featuring a split floorplan. This unit is only a 10 minute walk from Siesta Village! The 20 ft long screened lanai offers a tranquil view, with room for cocktails or
Robert Bevington SHOWTIME REALTY
$17,000 per month
6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
Beachfront Bliss at Casa Mar – Siesta KeyDiscover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach.Why You’ll Love This Condo:Prime Beachfront Location – Step right onto the powdery white sands of Crescent BeachClassic Coastal Charm
Robert Bevington SHOWTIME REALTY
$3,950 per month
4708 Ocean Blvd Unit E2, Sarasota, FL 34242
ENJOY INCREDIBLE SUNSETS AND BREATHTAKING VIEWS OF BIG PASS AND DOWNTOWN FROM TWO LARGE BALCONIES, ONE ENCLOSED AND ONE OPEN-AIR! UNIT INCLUDES DESIGNER KITCHEN WITH GRANITE COUNTERS, UPDATED BATHROOM, MARBLE FLOORING, NEW GE PROFILE APPLIANCES, REFRIGERATOR, RANGE, MICROWAVE, AND DISHWASHER. LARGE 2 CAR GARAGE WITH STORAGE CABINETS. CLOSE PROXIMITY TO RESTAURANTS AND SHOPS OF SIESTA VILLAGE.
Curt Cogan COGAN REALTY LLC
$9,000 per month
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
Gulf Views!!Siesta Key!This 2/2 condo is close to restaurants and outdoor recreation! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The
Jane Hunter JENNETTE PROPERTIES INC
$9,500 per month
1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with
Andy Moore GULF COAST REALTY & MANAGEMENT
$10,500 per month
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
Available April 2025 this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite countertops, and an amazing amount of cabinet space. Bathrooms are
Robert Bevington SHOWTIME REALTY
$3,600 per month
4660 Ocean Blvd Unit G1, Sarasota, FL 34242
Escape to your sunlit sanctuary on Siesta Key! This beautifully designed 2-bedroom, 2-bathroom ground-floor condo is nestled in the desirable waterfront community of Sea Village. The bright, open kitchen invites culinary creativity, while the spacious living area offers plenty of room for relaxation or hosting guests. Each bedroom is a cozy retreat, complete with custom closets for a touch of
Beth Dilley ASCENDIA REAL ESTATE
$8,000 per month
1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,500 per month
1215 S Portofino Dr Unit 308, Sarasota, FL 34242
BEAUTIFUL WATERFRONT SIESTA HARBOR! VIEWS OF THE CANAL! WALK TO ALL, BEACH ACCESS ACROSS THE STREET! PRIVATE BEAUTIFULLLY FURNISHED END UNIT IN SIESTA HARBOR for rent April 1, 2025!! Turn-Key Furnished with a Canal View! Immaculate, move in ready, Impact Windows, enclosed lanai with gorgeous well-appointed furniture and furnishings included! Highly Sought after beautifully remodeled Corner End
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$10,500 per month
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
SHORT TERM RENTAL This 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 accommodate 2 as well. This condo has been beautifully updated and is one of the larger Palm Bay condos boasting 1270 square feet! Spacious open kitchen with driftwood cabinets, stunning quartz
Robert Bevington SHOWTIME REALTY
$6,000 per month
1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
Enjoy one of the best views on Siesta Key ~ unobstructed WATER VIEWS of the Bay/Intercoastal from your private large covered lanai with all new impact glass doors, and have coffee on your own private brick patio with water views that leads right out to the dock. This seasonal rental is available MAY 1, 2025, but this unit does have a 3 month minimum stay. This spacious unit is one of Siesta Key's
Tony Andrews ANDREWS & ASSOCIATES REALTY
$6,000 per month
1280 Dolphin Bay Way Unit 504, 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 bedroom with a large walk in closet with built ins and a en suite bathroom. Second bedroom offers a queen size bed along with a walk in closet and en suite bathroom. There is a fabulous enclosed
Jane Hunter JENNETTE PROPERTIES INC
$6,500 per month
446 Canal Rd Unit 5, Sarasota, FL 34242
You will be charmed by how vibrant and quaint this midcentury ground floor condo is... from the lime green exterior, to the pink hibiscus bushes blooming around the turquoise pool, which is nestled behind the privacy of a fence and garden surrounding the property! THE BEST PART ABOUT THIS UNIT... the Keylime Retreat is a 5 minute walk to the pure white sands of Siesta Beach, and an 8 minute walk
Beth Dilley ASCENDIA REAL ESTATE
$6,995 per month
1249 Dockside Place Unit 110, Sarasota, FL 34242
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 checks all the boxes. Two bedrooms, two baths, open floor plan with includes a spacious living and dining area and overlooks the Marina. The primary bedroom offers a King bed, flat screen TV, walk-in
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL
$2,750 per month
5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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 serenely at the rear of the picturesque 7-acre community surrounded by lush tropical foliage and gardens. Indulge in the community amenities, including a heated pool, an active clubhouse, and
Michael Sorensen STRINGER MANAGEMENT INC
$8,500 per month
1364 Siesta Bayside Dr Unit 1364C, 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 designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,000 per month
1382 Siesta Bayside Dr Unit 1382C, 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, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept
Andy Moore GULF COAST REALTY & MANAGEMENT
$5,700 per month
1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,100 per month
1373 Siesta Bayside Dr Unit 1373C, 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 bedrooms and two bathrooms, this meticulously designed residence seamlessly blends coastal elegance with modern comfort.Step into a sunlit living space adorned with coastal-inspired décor,
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,600 per month
1313 Siesta Bayside Dr Unit 1313D, 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 view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,700 per month
1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
This two bedroom, two bath ground floor unit is steps from the pool and short distance to the beach. Enjoy all of the amenities that Gulf and Bay Club Bayside has to offer, two swimming pools, 2 pickle-ball courts, tennis, workout room, fishing dock and walking path. Washer and Dryer and one car garage sets us apart from other Siesta Key condos and makes it feel more like a home away from home.
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,200 per month
1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242
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 views of the bay and boat slip.As you step into this meticulously designed space, you'll immediately be drawn to the open-concept living area bathed in natural light. The coastal vibes are
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,300 per month
1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242
Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views.As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area,
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,400 per month
1338 Siesta Bayside Dr Unit 1338C, 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 welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,500 per month
1339 Siesta Bayside Dr Unit 1339C, 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-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large
Andy Moore GULF COAST REALTY & MANAGEMENT
$2,900 per month
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
AVAILABLE NOW! Enjoy the island living in this cute and cozy 2 bedroom, 2 bathroom condo with canal views! Nestled in the heart of Siesta Key, this 55+ Community has it all! The unit is newly painted and adorned with coastal flair, a king size bed in the master bedroom and a queen size in the guest bedroom, vinyl flooring and a screened in lanai. One of the best features of this unit is the water
Deserea Hardy ROSSI & COMPANY INC
$7,600 per month
1340 Siesta Bayside Dr Unit 1340C, 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 will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,700 per month
1260 Siesta Bayside Dr Unit 1260A, 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. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the
Andy Moore GULF COAST REALTY & MANAGEMENT
$4,500 per month
1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242
Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,200 per month
1374 Siesta Bayside Dr Unit 1374D, 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, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,900 per month
1230 Siesta Bayside Dr Unit 1230D, 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 in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,900 per month
1365 Siesta Bayside Dr Unit 1365C, 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 your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,300 per month
1344 Siesta Bayside Dr Unit 1344D, 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 be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,300 per month
1327 Siesta Bayside Dr Unit 1327C, 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, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM
Andy Moore GULF COAST REALTY & MANAGEMENT
Showing Results 1 - 40, Page 1 of 2
Copyright © 2025 CoStar Group
