143

Homes for Rent in ZIP Code 34228

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  • /64

    $8,000 per month

    • 3 Beds
    • 3 Baths
    • 2,487 Sq Ft
    • House for Rent

    2377 Harbour Oaks Dr, Longboat Key, FL 34228

    AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 336-7031

    2377 Harbour Oaks Dr, Longboat Key, FL 34228
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    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Condo for Rent

    724 Bayport Way Unit 724, Longboat Key, FL 34228

    STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 415-6156

    724 Bayport Way Unit 724, 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-3341

    832 Bayport Way Unit 832, Longboat Key, FL 34228
  • /22

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Condo for Rent

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

    AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 957-2964

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
  • /50

    $10,500 per month

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228

    Available January - April 15 Call for rates and availability. Prefer three month lease. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and you'll be walking on the

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 584-4726

    2425 Gulf of Mexico Dr Unit 7F, 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 393-0590

    739 Bayport Way Unit 739, Longboat Key, FL 34228
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    $14,000 per month

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

    DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 394-0592

    5611 Gulf of Mexico Dr Unit 1, 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 732-8949

    817 Bayport Way Unit 817, Longboat Key, FL 34228
  • /11

    $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 guest spaces.

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    Tracy Srodes

    FINE PROPERTIES

    (941) 335-6064

    600 Sutton Place Unit 201, Longboat Key, FL 34228
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    $6,000 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-4978

    830 Bayport Way Unit 830, Longboat Key, FL 34228
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    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft
    • Condo for Rent

    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $5,500 a month

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 207-6603

    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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    $6,000 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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    $6,000 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-8515

    741 Bayport Way Unit 741, Longboat Key, FL 34228
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    $6,000 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

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    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

    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,

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 273-0449

    519 Bayport Way Unit 519, 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 Club

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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
    • 1,260 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-0065

    522 Bayport Way Unit 522, 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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    $6,000 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 206-3379

    720 Bayport Way Unit 720, Longboat Key, FL 34228
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    $4,000 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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 294-6846

    744 Bayport Way Unit 744, Longboat Key, FL 34228
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    $6,000 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 center

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 325-0092

    517 Bayport Way Unit 517, Longboat Key, FL 34228
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    $15,000 per month

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Condo for Rent

    603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228

    LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private

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    Lily Behrends

    RE/MAX ALLIANCE GROUP

    (941) 299-8853

    603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228
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    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Condo for Rent

    601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228

    Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2026. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course

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    Irma Scherer

    COMPASS FLORIDA LLC

    (941) 401-1756

    601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
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    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 2,943 Sq Ft
    • Condo for Rent

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228

    Experience Gulf-front living at its finest on the pristine shores of Longboat Key. This exceptional 4-bedroom, 4-bathroom coastal retreat spans nearly 3,000 sq. ft. and sits on over half an acre of direct beachfront property. Thoughtfully furnished with a mix of modern and timeless design, this two-story residence offers stunning water views from almost every room. ( Available FEB 11, 1 Month

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    Curtis Andrews

    BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    (941) 294-4305

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228
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    $9,000 per month

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

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228

    Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 239-2327

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
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    $10,500 per month

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Condo for Rent

    615 Dream Island Place Unit 201, Longboat Key, FL 34228

    available January 15 through February and March 2027. And January-March 2027 due to cancellation. BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 279-2178

    615 Dream Island Place Unit 201, Longboat Key, FL 34228
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    $7,750 per month

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Available Dec 20- April .Steps to the Sand – 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat KeyEnjoy the best of beachfront living at 5611 Gulf of Mexico Drive, Unit 105 — a beautifully appointed three-bedroom, three-bath condo located in a boutique community directly on the beach. You’re just steps away from the soft sand and turquoise waters of the Gulf of Mexico.This

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    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 207-4034

    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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    $13,000 per month

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

    806 Bayport Way Unit 806, Longboat Key, FL 34228

    Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views.Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 390-2885

    806 Bayport Way Unit 806, Longboat Key, FL 34228
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    $13,000 per month

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

    609 Bayport Way Unit 609, Longboat Key, FL 34228

    ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 214-7905

    609 Bayport Way Unit 609, Longboat Key, FL 34228
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    $7,000 per month

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft
    • Condo for Rent

    737 Bayport Way Unit D, Longboat Key, FL 34228

    BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two

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    Marianne LeBar

    ROSEBAY INTERNATIONAL REALTY, INC

    (941) 946-6594

    737 Bayport Way Unit D, 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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    $5,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228

    Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights*Direct

    Donna Channey WAGNER REALTY

    1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228
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    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 1,825 Sq Ft
    • Condo for Rent

    575 Sanctuary Dr Unit A504, Longboat Key, FL 34228

    Welcome to The Sanctuary on Longboat Key, where beachfront living meets effortless comfort. Available as either a 4-month short-term rental for $25,000/month or a 1-year lease at $10,000/month, this southwest corner penthouse offers a rare opportunity to wake up to sweeping Gulf views and end every day with unforgettable sunset skies. From the moment you step through the double-door foyer,

    Ryan Heers COLDWELL BANKER REALTY

    575 Sanctuary Dr Unit A504, Longboat Key, FL 34228
  • /35

    $2,700 per month

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Condo for Rent

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

    FURNISHED CONDO ON THE BEACH ! AVAILABLE MAY 1ST! SORRY JAN 1- MARCH 2027 IS NOT AVAILABLE . May - November are AVAILABLE MONTHS. This wonderful Condo 2 bed/2 bath and den is now available. Beach Place is one of the most sought out places on Longboat Key. Located mid-island, this association has a FANTASTIC beach, large heated pool, spa and his/hers fitness areas, EV charging station, tennis,

    Annabelle Newland STOCKTON REALTY ADVISORS LLC

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
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    $25,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Condo for Rent

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental now available for this coming 2027 winter and spring season! Rare opportunity for a 3 bedroom 3 1⁄2 bath + den Longboat Key direct beachfront rental for the height of season 2027! This 2940 +/- sq ft unit is situated on the south side of this building which offers stunning 180 degree beach views along with

    Carol Aviles MICHAEL SAUNDERS & COMPANY

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft
    • Condo for Rent

    4410 Exeter Dr Unit 204, Longboat Key, FL 34228

    **AVAILABLE ONLY MAY-OCTOBER 2026* *NOT AVAILABLE FOR 2027 SEASON** **THREE MONTH MINIMUM** LUXURY LONGBOAT LIVING AT IT’S FINEST! RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER LONGBOAT HARBOUR COMMUNITY ON LONGBOAT KEY. This gorgeous 2nd floor condo comes turnkey furnished and located a short distance from St. Armand’s circle. When you walk in you will be blow away by the light,

    Brigette Marcus NEXTHOME EXCELLENCE

    4410 Exeter Dr Unit 204, Longboat Key, FL 34228
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    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228

    2 bed, 2 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 the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
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    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft
    • Condo for Rent

    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228

    Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease.

    Janette Schafer COLDWELL BANKER REALTY

    3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
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    $2,500 per month

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

    3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    1-bed, 1-bath seasonal or annual 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 the community’s private beach access 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

    3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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    $3,250 per month

    • 2 Beds
    • 2 Baths
    • 1,427 Sq Ft
    • House for Rent

    676 El Centro, Longboat Key, FL 34228

    Experience the best of island living at this luxurious, completely remodeled Longboat Key villa retreat. Renovated from top to bottom, this stunning 2-bedroom, 2-bath residence blends modern elegance with relaxed coastal charm just steps from the Gulf beach. Inside, you’ll find a bright, open layout with high-end finishes throughout. The home features two luxurious full bathrooms, thoughtfully

    Moe Mossa SAVVY AVENUE, LLC

    676 El Centro, Longboat Key, FL 34228

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