$9,500 per month
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, Longboat Key, FL 34228
$10,000 per month
720 Bayport Way Unit 720, Longboat Key, FL 34228
720 Bayport Way Unit 720, Longboat Key, FL 34228
$9,500 per month
744 Bayport Way Unit 744, Longboat Key, FL 34228
744 Bayport Way Unit 744, Longboat Key, FL 34228
$8,000 per month
4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
$9,500 per month
517 Bayport Way Unit 517, Longboat Key, FL 34228
517 Bayport Way Unit 517, Longboat Key, FL 34228
$10,000 per month
832 Bayport Way Unit 832, Longboat Key, FL 34228
832 Bayport Way Unit 832, Longboat Key, FL 34228
$10,500 per month
739 Bayport Way Unit 739, Longboat Key, FL 34228
739 Bayport Way Unit 739, Longboat Key, FL 34228
$10,000 per month
523 Bayport Way Unit 523, Longboat Key, FL 34228
523 Bayport Way Unit 523, Longboat Key, FL 34228
$10,000 per month
838 Bayport Way Unit 838, Longboat Key, FL 34228
838 Bayport Way Unit 838, Longboat Key, FL 34228
$6,000 per month
817 Bayport Way Unit 817, Longboat Key, FL 34228
817 Bayport Way Unit 817, Longboat Key, FL 34228
$3,200 per month
600 Sutton Place Unit 201, Longboat Key, FL 34228
600 Sutton Place Unit 201, Longboat Key, FL 34228
$9,000 per month
830 Bayport Way Unit 830, Longboat Key, FL 34228
830 Bayport Way Unit 830, Longboat Key, FL 34228
$10,000 per month
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, Longboat Key, FL 34228
$9,000 per month
833 Bayport Way Unit 833, Longboat Key, FL 34228
833 Bayport Way Unit 833, Longboat Key, FL 34228
$10,000 per month
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, Longboat Key, FL 34228
$13,500 per month
716 Bayport Way Unit 716, Longboat Key, FL 34228
716 Bayport Way Unit 716, Longboat Key, FL 34228
$6,000 per month
706 Bayport Way Unit 706, Longboat Key, FL 34228
706 Bayport Way Unit 706, Longboat Key, FL 34228
$10,000 per month
522 Bayport Way Unit 522, Longboat Key, FL 34228
522 Bayport Way Unit 522, Longboat Key, FL 34228
$4,900 per month
561 Tarawitt Dr, Longboat Key, FL 34228
Bring your boat and walk to the beach from this beautiful 2 bedroom/2 bath home that sits on a canal to the intercoastal. There is a dock and plenty of seawall with 2 whips on this double lot home for other water toys as well. The home has just had a kitchen renovation with brand new cabinets and appliances. With 1800 square feet inside, there is room to spread out. The back of the property has
$6,500 per month
1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
"SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY, NOW AVAILABLE FOR SEASON 2026 and OFF-SEASON MONTHS 2025! Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a light, bright and open feeling with the
Chrissie Cummings JENNETTE PROPERTIES INC
$3,400 per month
4340 Falmouth Dr Unit 201, Longboat Key, FL 34228
2 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico - Three to seven-month rental beginning May 15th.Beautiful corner unit condo with an abundance of windows located between Sarasota Bay and across the street from the deeded Gulf of Mexico beach. The gated community complex has every amenity imaginable - four pools, tennis court, shuffleboard, kayak launch, and golf putting range. When
$9,000 per month
435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush
Jose Hugo Martinez KW COASTAL LIVING III
$6,000 per month
1945 Gulf of Mexico Dr Unit 215, Longboat Key, FL 34228
Welcome to Seaplace! Currently available starting May 2025!Here you can relax and enjoy all Sarasota has to offer all within steps to the beach and pool. The 1265 sq.ft newly remodeled condo has a Gulf view from the screened lanai and bedroom. The kitchen is all brand new and ready for you. The primary bedroom has a brand new king bed with new shower and vanity as well as a walk-in
$8,000 per month
3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$13,500 per month
1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
Welcome to your beachfront retreat on spectacular Longboat Key, Florida. The owners spared no expense to design and equip their home with the best of everything. This is the first time they've ever offered it for lease; it is available as early as August 1, 2025 thru December (3,4 or 5 month occupancy) and also available for the 4 months of January to April. This is 1600 sq ft of beautiful
Sharon Whalen COLDWELL BANKER REALTY
$10,995 per month
2339 Harbour Oaks Dr, Longboat Key, FL 34228
Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood
Henry Rossi RENT SARASOTA
$9,500 per month
691 Russell St, Longboat Key, FL 34228
LONGBOAT KEY...This impeccable 3 bedroom, 2 bath home has been totally renovated. Open floor plan with oak plank flooring, updated recess lighting and hurricane windows and doors. Gorgeous kitchen with oversized quartz island, state of the art Kitchen Aid appliances. Immerse yourself in the backyard which features an 8' deep heated salt water pool, paver patio, high end artificial turf and fresh
Teresa Ribaudo JENNETTE PROPERTIES INC
$14,000 per month
3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Like NEW, this beautifully designed three bedroom luxury residence has just completed a major updating remodeling with all new designer furniture and furnishings, new custom
Patrice Ivan WAGNER REALTY
$3,800 per month
450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228
For Rent! Furnished Annual! Step into this beautiful 2 bedroom 2 bathroom condo with pool & water view on Longboat Key. This unit offers the perfect island living from the open floor plan to the scenic view with bay breeze to the supreme location, only 2 miles from St Armand/Lido Key and just 5 miles to Downtown Sarasota. You will never run out of options for both fun and tranquil days! The
Benjamin Dietrich ANCHOR DOWN REAL ESTATE
$18,000 per month
1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero
Melissa Gissinger MICHAEL SAUNDERS & COMPANY
$14,000 per month
531 Birdie Ln, Longboat Key, FL 34228
Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home
Karie Gorgone WAGNER REALTY
$3,500 per month
3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community's private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$32,000 per month
1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natural light and incredible views of the surrounding landscape and Sarasota Bay. The lavish living space opens up onto a stunning balcony that overlooks Sarasota Bay and the St. Regis grounds and includes a gas grill. The stylish living area includes high-end furniture with a
Larry Starr SVN COMMERCIAL ADVISORY GROUP
$4,200 per month
840 Bayport Way Unit 840, Longboat Key, FL 34228
This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The
Shirley Cuddy REALTY SERVICES INC
$8,000 per month
569 Rountree Dr, Longboat Key, FL 34228
Fabulous turnkey rental open for off-season. This European-styled home will surpass all your needs – whether you’re remodeling, relocating or simply need vacation time! Featuring three bedrooms, three ensuite baths, this 2-story home, boasts two lanai’s with seating, outdoor kitchen, a roof-top sun deck and sparkling heated lap pool. Upon entering the home, you’ll enjoy the bottom floor expanse
Diann Thelen GULF COAST RENTAL HOMES&CONDOS
$4,900 per month
3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
This property has one of the finest stretch of beach on Longboat Key. Over 400 feet with lounge chairs, water, umbrellas beach side. Heated Swimming Pool. Unit is fully renovated and beautifully decorated. Heated Swimming pool with plenty of lounge chairs, club house, barbecue and close proximity to Shopping and the Bay Front Park. No Pets, No Smoking. Cleaning Fee at the end of the Lease
Len Scavron LEN SCAVRON
$7,000 per month
1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL
$5,000 per month
842 Bayport Way Unit 842, Longboat Key, FL 34228
AVAILABLE APRIL 1ST 2025. 6 MONTH STAY $5000 PER MONTH - NO TAX/ PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay - 3 month minimum - rental rate is $5,000 plus tax. Property may also be rented annually at $5,000 per month - no tax, includes all electricity, shorter terms $75.00 for electric. ***** 1,200 ft. of private beach (with
Shirley Cuddy REALTY SERVICES INC
$4,000 per month
3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community
nicoletta buonaccordo ALTIS REALTY
$2,500 per month
3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
Welcome to Beach Harbor Club, a hidden gem on Longboat Key that offers the best of both worlds—spanning from the Gulf of Mexico to Sarasota Bay! This charming one-bedroom, one-bath condo is perfect for seasonal getaways or as an investment property. Located just a 1-minute walk to both the beach and bay, it’s your gateway to coastal living at its finest.Highlights of the Community:Private
Andrey markov ANMARK REALTY LLC
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