Longboat Key, FL Condos for Rent

/54
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 325-0092

517 Bayport Way Unit 517, Longboat Key, FL 34228
Explore Longboat Key
/43
$8,000 per month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
603 Longboat Club Rd Unit 304N, Longboat Key, FL 34228

A rare chance to enjoy direct Gulf-front living in a fully furnished, updated seasonal rental. Available January through March 2026, this premium condo combines the ease of condo living with the comfort of spacious interiors.Wake up to sunrise views over the golf course from the bedrooms and close the day with sunset views over the Gulf from the living spaces. Primary bedroom features

Irma Scherer

COMPASS FLORIDA LLC

(941) 390-3474

603 Longboat Club Rd Unit 304N, Longboat Key, FL 34228
/34
$7,500 per month
- 3 Beds
- 2.5 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

Marianne LeBar

ROSEBAY INTERNATIONAL REALTY, INC

(941) 946-6594

737 Bayport Way Unit D, Longboat Key, FL 34228
/28
$15,500 per month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including

Irma Scherer

COMPASS FLORIDA LLC

(941) 206-3611

601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228
/64
$10,500 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
/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 entertaining

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-3341

832 Bayport Way Unit 832, Longboat Key, FL 34228
/22
$9,500 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 MARCH 2025 - APRIL 10 $7,000 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. $6,950 a

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 541-2236

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

No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. 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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 584-4726

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
/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 .

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 269-8927

523 Bayport Way Unit 523, Longboat Key, FL 34228
/71
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 352-9696

838 Bayport Way Unit 838, Longboat Key, FL 34228
/39
$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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 394-0592

5611 Gulf of Mexico Dr Unit 1, 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
/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

Tracy Srodes

FINE PROPERTIES

(941) 335-6064

600 Sutton Place Unit 201, Longboat Key, FL 34228
/48
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-4978

830 Bayport Way Unit 830, Longboat Key, FL 34228
/48
$9,000 per month
- 3 Beds
- 2 Baths
- 1,731 Sq Ft
- Condo for Rent
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

Cal 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. $6,950 a month

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 207-6603

5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
/62
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-8515

741 Bayport Way Unit 741, Longboat Key, FL 34228
/52
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-7270

833 Bayport Way Unit 833, Longboat Key, FL 34228
/60
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-8014

805 Bayport Way Unit 805, Longboat Key, FL 34228
/75
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 206-0566

716 Bayport Way Unit 716, Longboat Key, FL 34228
/56
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 274-3620

706 Bayport Way Unit 706, Longboat Key, FL 34228
/56
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-0065

522 Bayport Way Unit 522, Longboat Key, FL 34228
/57
$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,

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 273-0449

519 Bayport Way Unit 519, Longboat Key, FL 34228
/68
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 206-3379

720 Bayport Way Unit 720, Longboat Key, FL 34228
/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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 294-6846

744 Bayport Way Unit 744, Longboat Key, FL 34228
/11
$20,000 per month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
601 Longboat Club Rd, Longboat Key, FL 34228

Welcome to your serene escape in Longboat Key, Florida! This charming property offers an ideal location for those seeking a beachside lifestyle while still being close to essential amenities.Key property features include spacious bedrooms and bathrooms, providing ample space for relaxation and comfort. With several delightful restaurants nearby, you can easily enjoy the local cuisine.

601 Longboat Club Rd, Longboat Key, FL 34228
/16
$9,000 per month
- 2 Beds
- 2 Baths
- 1,941 Sq Ft
- Condo for Rent
100 Sands Point Rd Unit 223, Longboat Key, FL 34228

Location! Location! Location for Winter 2026 Rental Season!Gulf-front condominium complex “Sands Point” sits on the southernmost tip of Longboat Key. This location allows you to save time in traffic. Nestled adjacent to the iconic Longboat Key Resort, this Mid-Century modern 77-unit complex boosts impeccable views, gorgeous landscaping, a full-time maintenance crew and your own covered

Diane Smith KELLER WILLIAMS ON THE WATER S

100 Sands Point Rd Unit 223, Longboat Key, FL 34228
/15
$4,500 per month
- 2 Beds
- 2 Baths
- 1,392 Sq Ft
- Condo for Rent
1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

Property Id: 2070073This is a rare Gulf-front contemporary penthouse available for sale at Beachplace on Longboat Key. It offers amazing views of the Gulf of Mexico from most rooms and has two balconies. Located on the southern end of Longboat Key, Beachplace is close to the water, providing a great waterfront lifestyle. The penthouse is beautifully renovated with the largest balcony for

1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
/71
$9,000 per month
- 2 Beds
- 2 Baths
- 1,561 Sq Ft
- Condo for Rent
5757 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

Beautiful completely remodeled 2-bedroom, 2-bathroom Tropical Oasis on Longboat Key. Relax and enjoy the Florida lifestyle at its best with stunning gulf views from this gorgeous second floor retreat. Just steps to the beautiful white sand and warm gulf waters. Upgrades include new open floor plan with spacious rooms decorated in a soothing coastal color palette. Heightened ceilings, hardwood

Roxanne Klopp JENNETTE PROPERTIES, INC.

5757 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
/28
$8,000 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
/38
$12,500 per month
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
- Condo for Rent
1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228

Welcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. This 10th-floor residence offers a rare opportunity to experience refined coastal living with panoramic, unobstructed views of the Gulf of Mexico. From the moment you step inside, you are greeted by a light-filled interior that opens seamlessly to two private balconies, each offering a front-row seat to

Jenna Genovese KELLER WILLIAMS ON THE WATER S

1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
/13
$3,000 per month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228

LONGBOAT KEY...Lovely 2 bedroom 2 bath condo directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile. Split floor plan, master suite with a king size bed and the guest room has bunk beds with one single bed and one full size bed. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush

Teresa Ribaudo JENNETTE PROPERTIES INC

3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228
/52
$3,800 per month
- 2 Beds
- 2 Baths
- 1,168 Sq Ft
- Condo for Rent
4400 Exeter Dr Unit 201, Longboat Key, FL 34228

Ready for immediate occupeny, min six month. Waterfront Luxury Awaits You! Enter a breathtaking, furnished end-unit paradise where stunning water views greet you from every room in this immaculate 2-bedroom, 2-bathroom residence. Updated with neutral tiles and recessed lighting, this home offers the perfect blend of modern luxury and coastal charm. The primary suite is a true retreat, featuring

Malihe Karimi MICHAEL SAUNDERS & COMPANY

4400 Exeter Dr Unit 201, Longboat Key, FL 34228
/67
$4,000 per month
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Condo for Rent
4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

JAW-DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two-bedroom and two-bathroom condominium. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the

Debby McCaig COLDWELL BANKER REALTY

4800 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
/34
$3,000 per month
- 2 Beds
- 2 Baths
- 976 Sq Ft
- Condo for Rent
3802 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

2-bed, 2-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 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

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3802 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
/57
$23,500 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 immediate 2026 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 2026! 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
/57
$4,250 per month
- 3 Beds
- 2.5 Baths
- 2,394 Sq Ft
- Condo for Rent
350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club on the serene and convenient south end of Longboat Key. This meticulously maintained 2,400-square-foot end-unit residence boasts breathtaking views of Sarasota Bay. Ideally just steps from Dry Dock Marina and Restaurant, and a short drive to Publix, shopping, dining, St. Armands

Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
/28
$4,500 per month
- 2 Beds
- 2 Baths
- 1,168 Sq Ft
- Condo for Rent
4420 Exeter Dr Unit 208, Longboat Key, FL 34228

2025 WINTER RENTAL- Available Oct 1, 2025- May 24, 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so you

Armando Gonzalez AG REALTY SERVICES LLC

4420 Exeter Dr Unit 208, Longboat Key, FL 34228
/34
$15,000 per month
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228

ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

Teresa Ribaudo JENNETTE PROPERTIES INC

2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
/36
$4,500 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
842 Bayport Way Unit 842, Longboat Key, FL 34228

Welcome to your island sanctuary. This corner condo is comfortably furnished and well appointed for carefree enjoyment. A spacious dining and living area opens out to a screened lanai and large outdoor patio overlooking landscaped grounds. There is a gas grill for al fresco meals and a patio gate out to the grounds. The primary bedroom has a king bed, ensuite bath, large walk-in closet, and an

Rosemarie McKee COLDWELL BANKER REALTY

842 Bayport Way Unit 842, Longboat Key, FL 34228

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