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Longboat Key, FL Homes for Rent

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  • /60

    $9,500 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    744 Bayport Way Unit 744, Longboat Key, FL 34228

    Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes fully furnished and equipped with flat screen TV's, cable and WiFi. This residence features a spacious screened lanai with garden views in addition to an outdoor sun deck with loungers for basking in the sun. Bayport sits on 27 lushly landscaped acres and has 1200

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 294-6846

    744 Bayport Way Unit 744, Longboat Key, FL 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

    Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 325-0092

    517 Bayport Way Unit 517, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    832 Bayport Way Unit 832, Longboat Key, FL 34228

    BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for entertaining

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-3341

    832 Bayport Way Unit 832, Longboat Key, FL 34228
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    $11,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    739 Bayport Way Unit 739, Longboat Key, FL 34228

    This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the serene garden

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 393-0590

    739 Bayport Way Unit 739, Longboat Key, FL 34228
  • /72

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Condo for Rent

    523 Bayport Way Unit 523, Longboat Key, FL 34228

    Delightfully Welcoming! This remodeled and tastefully decorated 2 bedroom, 2 bathroom furnished condominium has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that is designed for relaxing with a book or quite contemplation .

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 269-8927

    523 Bayport Way Unit 523, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    838 Bayport Way Unit 838, Longboat Key, FL 34228

    GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 352-9696

    838 Bayport Way Unit 838, Longboat Key, FL 34228
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    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    817 Bayport Way Unit 817, Longboat Key, FL 34228

    STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 732-8949

    817 Bayport Way Unit 817, Longboat Key, FL 34228
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    $3,200 per month

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft
    • Condo for Rent

    600 Sutton Place Unit 201, Longboat Key, FL 34228

    Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 335-6064

    600 Sutton Place Unit 201, Longboat Key, FL 34228
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    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    830 Bayport Way Unit 830, Longboat Key, FL 34228

    Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-4978

    830 Bayport Way Unit 830, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • Condo for Rent

    741 Bayport Way Unit 741, Longboat Key, FL 34228

    ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-8515

    741 Bayport Way Unit 741, Longboat Key, FL 34228
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    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    833 Bayport Way Unit 833, Longboat Key, FL 34228

    WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-7270

    833 Bayport Way Unit 833, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    805 Bayport Way Unit 805, Longboat Key, FL 34228

    Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-8014

    805 Bayport Way Unit 805, Longboat Key, FL 34228
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    $13,500 per month

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • Condo for Rent

    716 Bayport Way Unit 716, Longboat Key, FL 34228

    GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 206-0566

    716 Bayport Way Unit 716, Longboat Key, FL 34228
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    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    706 Bayport Way Unit 706, Longboat Key, FL 34228

    This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with views of the pond, fountain and lush tropical landscaping. A stackable washer/dryer in closet for your convenience. Lanai enclosed with tropical views. Bayport Beach and Tennis Club is bordered by the

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 274-3620

    706 Bayport Way Unit 706, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    522 Bayport Way Unit 522, Longboat Key, FL 34228

    GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is beautifully appointed. This residence offers a wonderful retreat as a annual. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-0065

    522 Bayport Way Unit 522, Longboat Key, FL 34228
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    $9,500 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    519 Bayport Way Unit 519, Longboat Key, FL 34228

    Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 273-0449

    519 Bayport Way Unit 519, Longboat Key, FL 34228
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    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    720 Bayport Way Unit 720, Longboat Key, FL 34228

    Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 206-3379

    720 Bayport Way Unit 720, Longboat Key, FL 34228
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    $5,000 per month

    • 2 Beds
    • 2 Baths
    • House for Rent

    6960 Poinsetta Ave, Longboat Key, FL 34228

    Property Id: 1955330Experience island living in this newly remodeled 2 bed, 2 bath home just steps from the beach. Bright, open, and thoughtfully designed, it features upscale finishes, a chef's kitchen, spa-inspired bathrooms, and coastal-chic décor throughout. Relax on the private patio surrounded by tropical landscaping or stroll to local restaurants, boutique shops, and nearby Pilates

    6960 Poinsetta Ave, Longboat Key, FL 34228
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    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft
    • Condo for Rent

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

    This 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

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
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    $4,900 per month

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    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

    561 Tarawitt Dr, Longboat Key, FL 34228
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    $2,475 per month

    • 1 Bed
    • 1 Bath
    • 532 Sq Ft
    • Condo for Rent

    2850 Gulf of Mexico Dr Unit 10, Longboat Key, FL 34228

    Annual Rental. Rarely available ANNUAL RENTAL on Longboat Key. This charming 1 bedroom condo has been fully furnished for your convenience. Located on the second floor, you will enjoy gorgeous sunsets and Gulf Views from the screened in lanai. Longboat Key is one of the most beautiful beaches in Florida and access is located just across the street. The condo complex is located just barely North

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    2850 Gulf of Mexico Dr Unit 10, Longboat Key, FL 34228
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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

    2 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

    4340 Falmouth Dr Unit 201, Longboat Key, FL 34228
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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

    GULF 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

    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
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    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
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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

    Furnished 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

    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /13

    $4,450 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    640 Broadway St, Longboat Key, FL 34228

    Hurricane rebuild completed in 2025. Discover tranquility and comfort at our serene 3-bedroom, 2-bath home, nestled among lush tropical foliage on a peaceful corner lot in Longboat Key. Inside, experience a welcoming open floor plan with a brand-new living room, modern kitchen, and clean-cut updated bathrooms. Master bedroom features wet bar with mini fridge & windowed ensuite bath. The backyard

    Keith Gordon GETMOREOFFERS

    640 Broadway St, Longboat Key, FL 34228
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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

    Welcome 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

    535 Forest Way, Longboat Key, FL 34228
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    $3,450 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    Unlisted Address

    Merging classic elegance with modern luxury featuring high vaulted ceilings, a state-of-the-art kitchen, high-speed internet, and a cutting-edge reverse osmosis water system. Enjoy the convenience of an in-closet washer/dryer and UV air filtration for pristine air quality. Perfect for romantic getaways or peaceful solitude, with boat parking & public launch nearby. The property offers a furnished

    Keith Gordon GETMOREOFFERS

    Unlisted Address
  • /18

    $7,850 per month

    • 2 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • House for Rent

    701 Broadway St, Longboat Key, FL 34228

    Newly 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

    701 Broadway St, Longboat Key, FL 34228
  • /57

    $10,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,490 Sq Ft
    • Condo for Rent

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228

    Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where sweeping bay views set the stage for an exceptional lifestyle. This furnished residence captures the charm of a single-family home with its private courtyard entrance while offering all the benefits of resort-style community living. This comfortable three-bedroom retreat features a

    Maureen Plichta STRINGER MANAGEMENT INC

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
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    $25,000 per month

    • 1 Bed
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228

    Welcome Serenity Oasis, your paradise at The Residences at the St.?Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat.The expansive living room is

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
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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

    SEASONAL: 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

    4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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    $45,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,961 Sq Ft
    • Condo for Rent

    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator access, a

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /35

    $8,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft
    • Condo for Rent

    3010 Grand Bay Blvd Unit 445, Longboat Key, FL 34228

    Welcome to Grand Bay on Longboat Key! Your private elevator will take you directly to your unique double-door entry. Once you are inside you are greeted with panoramic water views from all angles of your exclusive wrap-around balcony. This luxury condo is turnkey furnished with tasteful updates throughout. There are two spacious bedrooms and a third that was converted into a den with a pull-out

    Alex Roth ROSEBAY INTERNATIONAL REALTY, INC

    3010 Grand Bay Blvd Unit 445, Longboat Key, FL 34228
  • /46

    $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

    RARELY 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

    2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
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    $9,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,713 Sq Ft
    • House for Rent

    3605 Fair Oaks Place, Longboat Key, FL 34228

    Exceptional Rental Opportunity in Queens HarbourIntroducing a remarkable opportunity to rent a stunning 4-bedroom corner lot residence in the highly sought-after Queens Harbour community, located behind the gates of the Longboat Key Club. This property features a brand new roof and offers the perfect setting for those looking to embrace the Florida lifestyle.The home is filled with abundant

    Danielle Gladding COLDWELL BANKER REALTY

    3605 Fair Oaks Place, Longboat Key, FL 34228
  • /85

    $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

    "SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 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 natural

    Chrissie Cummings JENNETTE PROPERTIES INC

    1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
  • /27

    $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

    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

    435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
  • /45

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    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

    3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
  • /51

    $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

    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

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

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Why Live in Longboat Key

Longboat Key, situated 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. The island, approximately 10 miles long and half a mile wide, features Gulf of Mexico Drive lined with dense mangroves and palm trees, leading to various waterfront communities. Residents enjoy easy beach access, whether from the main road or gated communities. Housing options include single-family homes and condos, ranging from island-inspired ranch-style houses to Spanish Revival mansions and luxury condos with contemporary amenities. Longboat Key features public facilities like Bayfront Park, which offers an indoor recreation facility, outdoor playground, dog park, and kayak launch. Tennis enthusiasts can play at the Longboat Tennis Center, while golfers have access to two semi-private courses at the Longboat Key Club, which also includes a marina, fitness center, and dining options. Although there are no schools on the Key, students attend Anna Maria Elementary, a highly rated school located 7 miles north. Dining options include waterfront restaurants like Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents have a Publix on the island. Longboat Key is quieter at night, with entertainment options available 5 miles away in Sarasota.

Frequently Asked Questions

What are the most popular neighborhoods in Longboat Key, FL for renters?
The most popular neighborhoods in Longboat Key, FL for renters are El Conquistador, Oneco, Glenn Lakes, South Bradenton and Indian Beach-Sapphire Shores.
What are the most popular zip codes in Longboat Key, FL for renters?
The most popular zip codes in Longboat Key, FL for renters include 34211, 34236, 34231, 34238 and 34210.
How to Rent a Home