$9,500 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
744 Bayport Way Unit 744, Longboat Key, FL 34228
744 Bayport Way Unit 744, Longboat Key, FL 34228
89
2-Bedroom Homes for Rent in ZIP Code 34228
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$9,500 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
517 Bayport Way Unit 517, Longboat Key, FL 34228
517 Bayport Way Unit 517, Longboat Key, FL 34228 -
$10,500 per month
- 2 Beds
- 2 Baths
- 1,531 Sq Ft
- Condo for Rent
724 Bayport Way Unit 724, Longboat Key, FL 34228
724 Bayport Way Unit 724, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
832 Bayport Way Unit 832, Longboat Key, FL 34228
832 Bayport Way Unit 832, Longboat Key, FL 34228 -
$11,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
739 Bayport Way Unit 739, Longboat Key, FL 34228
739 Bayport Way Unit 739, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
- Condo for Rent
523 Bayport Way Unit 523, Longboat Key, FL 34228
523 Bayport Way Unit 523, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
838 Bayport Way Unit 838, Longboat Key, FL 34228
838 Bayport Way Unit 838, Longboat Key, FL 34228 -
$6,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
817 Bayport Way Unit 817, Longboat Key, FL 34228
817 Bayport Way Unit 817, Longboat Key, FL 34228 -
$9,000 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
830 Bayport Way Unit 830, Longboat Key, FL 34228
830 Bayport Way Unit 830, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,426 Sq Ft
- Condo for Rent
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, Longboat Key, FL 34228 -
$9,000 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
833 Bayport Way Unit 833, Longboat Key, FL 34228
833 Bayport Way Unit 833, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, Longboat Key, FL 34228 -
$6,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
706 Bayport Way Unit 706, Longboat Key, FL 34228
706 Bayport Way Unit 706, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
522 Bayport Way Unit 522, Longboat Key, FL 34228
522 Bayport Way Unit 522, Longboat Key, FL 34228 -
$9,500 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, Longboat Key, FL 34228 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
720 Bayport Way Unit 720, Longboat Key, FL 34228
720 Bayport Way Unit 720, Longboat Key, FL 34228 -
$4,900 per month
- 2 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
561 Tarawitt Dr, Longboat Key, FL 34228
561 Tarawitt Dr, Longboat Key, FL 34228Bring 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
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$4,500 per month
- 2 Beds
- 2 Baths
- 1,445 Sq Ft
- Condo for Rent
Unlisted Address
Unlisted AddressTake a 60 second stroll across the street to the Beach from this Beautiful Renovated unit with an onsite heated pool. Enjoy Peek-a-views of the gulf beach right from the Living Room Sofa, or Private Wrap Around Balcony. There's truly Nothing else like it on the island. Located just 2 blocks from Publix with beach access across the street. Just bring your personal belongings as everything is right
Monique Holston-Greene COLDWELL BANKER REALTY
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$3,000 per month
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Condo for Rent
4340 Falmouth Dr Unit 201, Longboat Key, FL 34228
4340 Falmouth Dr Unit 201, Longboat Key, FL 342282 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico - Three to seven-month rental beginning June 1st.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
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$7,500 per month
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
- Condo for Rent
1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next
Andy Moore GULF COAST REALTY & MANAGEMENT
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$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,590 Sq Ft
- Townhouse for Rent
1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
1912 Harbourside Dr Unit 603, Longboat Key, FL 34228Turnkey Townhouse on Longboat Key – Resort-Style Living! Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy. Enjoy private beach access to the stunning Gulf of Mexico, take a dip
Victoria Campbell LPT REALTY LLC
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$5,000 per month
- 2 Beds
- 2.5 Baths
- 1,590 Sq Ft
- Condo for Rent
1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228Turnkey Townhouse on Longboat Key – Resort-Style Living!Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy.Enjoy private beach access to the stunning Gulf of Mexico, take
Victoria Campbell LPT REALTY LLC
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$15,000 per month
- 2 Beds
- 2.5 Baths
- 2,135 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$3,250 per month
- 2 Beds
- 2 Baths
- 1,154 Sq Ft
- Condo for Rent
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228This fully renovated apartment is a sunlit, open-concept retreat with nearly every detail refreshed in 2024. The kitchen boasts custom cabinetry, quartz countertops, and a Frigidaire Gallery appliances. The second room with two beds is perfect for guests. Flooring in light wood runs throughout, and hurricane-impact floor and windows offer peace of mind. The community offers 800 feet of bayfront,
Romina Benesch Benesch Brokers, LLC
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$2,495 per month
- 2 Beds
- 2 Baths
- 1,007 Sq Ft
- Condo for Rent
3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228GULF to BAY ACCESS! Beach Harbour Club Welcomes you home to Island living. New to the rental market is this second floor condo featuring 2 bedrooms, 2 bathrooms, dining room / family room combination and a full size washer / dryer located in the utility room. Beach Harbour Club is centrally located in the middle of Long Boat Key and this condo is a turn key fully furnished ANNUAL rental. There is
Edward Whitaker PERLA'S PROPERTIES, LLC
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$6,000 per month
- 2 Beds
- 2 Baths
- 1,336 Sq Ft
- Condo for Rent
4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228Furnished beachfront vacation rental! This spacious (1336 sq ft + balcony) condo is a luxurious living space that offers breathtaking panoramic views of the beach, sunset, and Gulf of Mexico. It is located in a smaller building, on an uncrowded segment of beach that can often be enjoyed in complete solitude. The unit was recently upgraded with a new washer/dryer, luxury vinyl flooring in the
Daniel Goldman COMPASS FLORIDA LLC
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$6,900 per month
- 2 Beds
- 2.5 Baths
- 1,440 Sq Ft
- House for Rent
535 Forest Way, Longboat Key, FL 34228
535 Forest Way, Longboat Key, FL 34228Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this chic, playful, and stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island’s most sought-after communities—offering a unique blend of tropical charm, resort-style amenities, and a peaceful coastal atmosphere.Step into
Andy Moore GULF COAST REALTY & MANAGEMENT
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$7,850 per month
- 2 Beds
- 2 Baths
- 2,331 Sq Ft
- House for Rent
701 Broadway St, Longboat Key, FL 34228
701 Broadway St, Longboat Key, FL 34228Newly remodeled bungalow blocks from Whitney Beach & a block from bay. Historic home was once a post office in the 1920's. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! Sleep tight in a quiet neighborhood that allows zero public parking. Very serene, private
Keith Gordon GETMOREOFFERS
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$7,800 per month
- 2 Beds
- 2 Baths
- 1,393 Sq Ft
- Condo for Rent
4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228SEASONAL: Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, in unit washer/dryer, large walk-in closets and covered parking. The Master suite
Diann Thelen GULF COAST RENTAL HOMES&CONDOS
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$7,500 per month
- 2 Beds
- 2 Baths
- 1,235 Sq Ft
- Condo for Rent
2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228RARELY AVAILABLE! This absolutely gorgeous fully furnished 2BR/2BA Condo at Islander Club – Just steps from the Beach!Start living the island lifestyle in this beautifully updated, furnished 2-bedroom, 2-bath condo at the Islander Club on South Longboat Key! This turnkey rental is ready for immediate enjoyment—just bring your suitcase.Enjoy a bright, open layout with floor-to-ceiling hurricane
Michele Conn FINE PROPERTIES
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$6,500 per month
- 2 Beds
- 2 Baths
- 928 Sq Ft
- Condo for Rent
1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228"SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 2026. AVAILABLE NOV 2025 AT $3,500, DEC 2025 AT $5,000 & JAN 2026 AT $6,500. 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
Chrissie Cummings JENNETTE PROPERTIES INC
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$9,000 per month
- 2 Beds
- 2.5 Baths
- 2,385 Sq Ft
- Condo for Rent
435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
435 L Ambiance Dr Unit H402, Longboat Key, FL 34228RARELY 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
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$7,000 per month
- 2 Beds
- 2 Baths
- 1,133 Sq Ft
- Condo for Rent
3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 342282-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
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$13,500 per month
- 2 Beds
- 2 Baths
- 1,598 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228Welcome 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
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$3,400 per month
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
- Condo for Rent
450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228
450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228Live Where Others Vacation – Annual Furnished Lease on Longboat Key!Step into island living at its finest in this fully furnished 2 bed / 2 bath condo, available for annual lease only in the prestigious Longboat Harbour community. Enjoy serene water views, tropical breezes, and resort-style amenities—all just minutes from St. Armands Circle, Lido Key Beach, and Downtown
Benjamin Dietrich ANCHOR DOWN REAL ESTATE
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$18,000 per month
- 2 Beds
- 2.5 Baths
- 2,143 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228The 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
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$4,200 per month
- 2 Beds
- 2 Baths
- 1,640 Sq Ft
- Condo for Rent
840 Bayport Way Unit 840, Longboat Key, FL 34228
840 Bayport Way Unit 840, Longboat Key, FL 34228This 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
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$7,000 per month
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
- Condo for Rent
1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
1930 Harbourside Dr Unit 134, Longboat Key, FL 34228GORGEOUS 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 REALTY
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$5,000 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
842 Bayport Way Unit 842, Longboat Key, FL 34228
842 Bayport Way Unit 842, Longboat Key, FL 34228AVAILABLE 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
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$4,000 per month
- 2 Beds
- 2 Baths
- 1,031 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228Steps 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
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