Homes for Rent in Longboat Key, FL with 2-Bedrooms

/81
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 390-2885

806 Bayport Way Unit 806, Longboat Key, FL 34228
Explore Longboat Key
/20
$9,328

Total Monthly Price
- 2 Beds
- 2 Baths
- Condo for Rent
1109 Gulf of Mexico Dr Unit SI ID1386020P, Longboat Key, FL 34228

The advertised rate of $9,328/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(941) 299-7106

1109 Gulf of Mexico Dr Unit SI ID1386020P, Longboat Key, FL 34228
/87
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 732-8949

817 Bayport Way Unit 817, Longboat Key, FL 34228
/20
$10,100 Per Month
- 2 Beds
- 2 Baths
- 1,393 Sq Ft
- Condo for Rent
4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

Property Id: 2484818Available December 1st, 2026! THE OCEAN IS YOUR BACKYARD! Minutes away from world-class golfing, boating, tennis, dining, and shopping. This exclusive, private, and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest Beaches. We offer a fully stocked outdoor shed with beach chairs,

(941) 207-7562

4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
/62
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 389-0618

741 Bayport Way Unit 741, Longboat Key, FL 34228
/16
$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228

Property Id: 2517125This beachfront retreat offers breathtaking panoramic views from its Gulf-front and east-facing balconies, encompassing Lido and Siesta Keys, Longboat Key, and the Sarasota skyline. Inside, a sunlit living room with large windows, a dining area with ocean views, and an updated kitchen with stainless steel appliances and an in-unit washer/dryer provide comfortable

(629) 207-6561

601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
/52
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-7270

833 Bayport Way Unit 833, Longboat Key, FL 34228
/58
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 239-2327

829 Bayport Way Unit 829 B, 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 -

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 957-2964

5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
/56
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-0065

522 Bayport Way Unit 522, 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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 877-5510

2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
/72
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 393-0590

739 Bayport Way Unit 739, Longboat Key, FL 34228
/66
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-3341

832 Bayport Way Unit 832, Longboat Key, FL 34228
/48
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-4978

830 Bayport Way Unit 830, Longboat Key, FL 34228
/79
$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,

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 214-7905

609 Bayport Way Unit 609, Longboat Key, FL 34228
/60
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-8014

805 Bayport Way Unit 805, Longboat Key, FL 34228
/68
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 206-3379

720 Bayport Way Unit 720, Longboat Key, FL 34228
/74
$12,000 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

Lily Behrends

RE/MAX ALLIANCE GROUP

(941) 299-8853

603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228
/57
$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,

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 273-0449

519 Bayport Way Unit 519, Longboat Key, FL 34228
/54
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 325-0092

517 Bayport Way Unit 517, Longboat Key, FL 34228
/40
$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

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 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 279-2178

615 Dream Island Place Unit 201, Longboat Key, FL 34228
/61
$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 2027. 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

Irma Scherer

COMPASS FLORIDA LLC

(941) 401-1756

601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
/64
$11,500 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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 415-6156

724 Bayport Way Unit 724, Longboat Key, FL 34228
/17
$3,600 Per Month
- 2 Beds
- 2 Baths
- 1,015 Sq Ft
- House for Rent
420 Firehouse Ct Unit 10, Longboat Key, FL 34228

Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,

Gregory Koss WAGNER REALTY

420 Firehouse Ct Unit 10, Longboat Key, FL 34228
/44
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Seaside Serenity: Luxurious Gulf-Front Retreat on Southern Longboat Key
2425 Gulf of Mexico Dr, Longboat Key, FL 34228

Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath

2425 Gulf of Mexico Dr, Longboat Key, FL 34228
/40
$4,800 Per Month
- 2 Beds
- 2.5 Baths
- 1,755 Sq Ft
- House for Rent
616 Lyons Ln, Longboat Key, FL 34228

Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a

Steve Barthelemy ROOST REALTY INC.

616 Lyons Ln, Longboat Key, FL 34228
/26
$3,500 Per Month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Condo for Rent
4330 Falmouth Dr, Longboat Key, FL 34228

Longboat Key Beach and Bay Access.2 Bedroom 2 Bathroom First Floor condo in a gated community with tons of amenities.✅ Deepwater channel with docks and slips available up to 34' (on waitlist)✅ Amazing water views & breezes✅ Private deeded beach access (private building on beach with showers + bathrooms, benches and tables!)✅ 4 Pools, clubhouse, gym, sauna,

4330 Falmouth Dr, Longboat Key, FL 34228
/35
$7,100 Per Month
- 2 Beds
- 2 Baths
- 1,612 Sq Ft
- Condo for Rent
3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228

AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai

Brenda Cozy COLDWELL BANKER REALTY

3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228
/27
$5,200 Per Month
- 2 Beds
- 2 Baths
- 1,370 Sq Ft
- Amazing 2BR Condo in Longboat Key
807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, Longboat Key, FL 34228

Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress.Step inside to find a well-appointed kitchen featuring:- Electric range and stove top-

807 Bayport Way Unit LABS 807 Bayport Way - 58540307889, Longboat Key, FL 34228
/55
$7,000 Per Month
- 2 Beds
- 2 Baths
- 1,133 Sq Ft
- Condo for Rent
3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

Andy Moore GULF COAST REALTY & MANAGEMENT

3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
/77
$6,950 Per Month
- 2 Beds
- 2 Baths
- 2,369 Sq Ft
- Luxury Furnished Longboat Key Retreat with Private Beach Club Access & Golf Course Views Remodele...
2013 Harbour Links Dr, Longboat Key, FL 34228

Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered fully furnished and ready for immediate enjoyment, this home is perfectly positioned on a quiet cul-de-sac with extra guest parking, combining privacy, luxury, and

2013 Harbour Links Dr, Longboat Key, FL 34228
/40
$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Condo for Rent
4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze will be drawn to the turquoise waters of the Gulf of Mexico and the serene beach frontage. This lovely home offers 2 beds & 2 baths, plus a bonus office space with a twin Murphy bed! The kitchen and the baths have been updated, the primary bedroom offers a King bed, walk

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
/54
$6,500 Per Month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Seasonal/short term 2/2 condo rental with full water view on Longboat Key.
3240 Gulf of Mexico Dr, Longboat Key, FL 34228

Seasonal / Short-Term Rental on Longboat KeyVacation in one of the nation’s most celebrated coastal destinations, where a leading national travel magazine ranked Longboat Key among the Top 5 Best Islands in the United States. Experience the beauty firsthand while enjoying breathtaking water views from nearly every room of this stunning condominium at Portobello. This beautifully renovated and

3240 Gulf of Mexico Dr, Longboat Key, FL 34228
/44
$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
/37
$9,000 Per Month
- 2 Beds
- 2 Baths
- 1,602 Sq Ft
- Condo for Rent
775 Longboat Club Rd Unit 405, Longboat Key, FL 34228

AVAILABLE 2026 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the sugary beach of Longboat Key with lounge chairs and umbrellas provided. Wrap around balcony with partial Gulf of Mexico and Longboat Key Club golf views. Washer/dryer in the unit, pool, fitness

Brenda Cozy COLDWELL BANKER REALTY

775 Longboat Club Rd Unit 405, Longboat Key, FL 34228
/60
$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

Andy Moore GULF COAST REALTY & MANAGEMENT

535 Forest Way, Longboat Key, FL 34228
/58
$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,561 Sq Ft
- Condo for Rent
5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

Available starting July 15, 2026! 60 Day Minimum Lease. Fully remodeled and impeccably furnished with Gulf views on Longboat Key, this top-floor 2-bedroom, 2-bath residence offers breathtaking views of the beach and Gulf of Mexico. The clear Caribbean-blue waters and white sand beaches are perfectly complemented by the beautifully redesigned interior and thoughtfully updated floor plan. The

Scott Nold TNG PROPERTY MANAGEMENT

5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/32
$6,500 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.

John Schafer, V COLDWELL BANKER REALTY

3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
/51
$11,000 Per Month
- 2 Beds
- 2 Baths
- 1,642 Sq Ft
- Condo for Rent
1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHPLACE is one of Longboat Key's most popular vacation rental resorts on the Island. The condo views from this unit look onto the Gulf of Mexico and the well manicured grounds of the community. Relax on the lanai and take in the beautiful gulf views at sunset. The

Margaret Young JENNETTE PROPERTIES, INC.

1125 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
/47
$4,800 Per Month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

VACATION RENTAL!!! AVAILABLE JAN - MARCH 2026! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your

Diann Thelen GULF COAST RENTAL HOMES&CONDOS

3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 3

Florida Manatee County Longboat Key

Rental Home Trends in Longboat Key, FL

There are currently 100 homes available for rent in Longboat Key, FL. The median rent is $7,200 per month, with single-family homes renting at $10,500, townhouses at $8,500 and condos at $7,000.

Rental Home Trends

Number of 2 Bedroom Homes for Rent

100

Median 2 Bedroom Condo Rent

$6,500

Median 2 Bedroom Townhouse Rent

$13,000

How to Rent a Home

Rentals in Longboat Key

Homes for Rent by Bedrooms in Longboat Key

Rentals by Price in Longboat Key

Longboat Key Rentals under $3,000

More About Living in Longboat Key

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