Fully Furnished Condos for Rent in Longboat Key, FL

/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
Explore Longboat Key
/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) 207-8515

741 Bayport Way Unit 741, 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
/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
/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 Club

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
- 1,260 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
/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
/60
$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

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 294-6846

744 Bayport Way Unit 744, 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
/74
$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

Lily Behrends

RE/MAX ALLIANCE GROUP

(941) 299-8853

603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228
/65
$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
/50
$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

Curtis Andrews

BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

(941) 294-4305

4473 Gulf of Mexico Dr, 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
/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
/30
$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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 207-4034

5611 Gulf of Mexico Dr Unit 5, 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
/64
$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

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

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 -

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

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
/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 guest spaces.

Tracy Srodes

FINE PROPERTIES

(941) 335-6064

600 Sutton Place Unit 201, 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
/48
$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

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 207-6603

5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
/31
$6,750 per month
- 2 Beds
- 2 Baths
- 1,341 Sq Ft
- Condo for Rent
914 Spanish Dr S Unit 76, Longboat Key, FL 34228

Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the sought-after community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bath residence features all brand-new furnishings and is ideally situated just steps from the marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

914 Spanish Dr S Unit 76, Longboat Key, FL 34228
/58
$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
/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
/20
$2,995 per month
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Condo for Rent
3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228

BAYSIDE CONDO WITH FULL BAY VIEWS – AVAILABLE FOR ANNUAL RENTAL Experience the best of Longboat Key living in this beautifully furnished 2-bedroom, 2-bath second-floor condo (with elevator access) located in the desirable Longboat Arms community. This turnkey residence offers stunning, unobstructed bay views and a well-designed open floor plan. The kitchen flows seamlessly into the dining and

Heidi Thompson STRINGER MANAGEMENT INC

3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
/45
$9,000 per month
- 2 Beds
- 2.5 Baths
- 1,569 Sq Ft
- Condo for Rent
1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

Welcome to The Player’s Club on Longboat Key, a guard-gated Gulf-front community offering the ultimate blend of privacy, comfort, and coastal luxury. This fully furnished 2-bedroom, 2.5-bath residence located in building #1 is available for rent with a 3-month minimum per HOA guidelines and features direct Gulf views from the private balcony, perfect for enjoying breathtaking sunsets. Situated

Rinat Sikdar COLDWELL BANKER REALTY

1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
/20
$7,000 per month
- 2 Beds
- 2 Baths
- 1,896 Sq Ft
- Condo for Rent
2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

Absolutely stunning waterfront turnkey furnished rental property on Longboat Key. This unit features beautiful sunsets daily from your private balcony and there is a shared seating area facing east if you prefer sunrises. This spacious 2/2 split floor plan has been fully renovated and is tastefully furnished. The property boasts amenities such as a beachfront pool, workout room, tennis court, and

Christian Higgins ANDRE LECLAIR PROPERTIES LLC

2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
/65
$78,000 per month
- 4 Beds
- 4.5 Baths
- 5,334 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228

There are moments in life that stop you mid-thought. Moments so immersive that words struggle to keep up with what you’re feeling. This penthouse is one of those moments. Offered to the public for the first time, this four-bedroom residence sits high above the Gulf of Mexico, where light, water, and horizon become part of everyday life. A private elevator opens directly into the home, setting the

Inbal August DOUGLAS ELLIMAN

1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
/83
$20,000 per month
- 1 Bed
- 1.5 Baths
- 1,721 Sq Ft
- Condo for Rent
1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully

Jaime Barcelo GULF COAST REALTY & MANAGEMENT

1581 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
/31
$10,000 per month
- 2 Beds
- 2.5 Baths
- 1,957 Sq Ft
- Condo for Rent
1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits right on the beach at Longboat Key, one of the Gulf Coasts Premier Living Areas! This home is located right in the heart of the Players Club, one of Longboat Keys most luxurious communities with all the amenities to make your stay great!! The condo is located on the 3rd Floor with

Brad Wilson M&M PROPERTY MANAGEMENT GROUP

1445 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/40
$10,000 per month
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
- Condo for Rent
1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228

Available for 2027 Season. 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

Jenna Genovese KELLER WILLIAMS ON THE WATER S

1000 Longboat Club Rd Unit 1001, Longboat Key, FL 34228
/28
$5,000 per month
- 2 Beds
- 2 Baths
- 1,168 Sq Ft
- Condo for Rent
4420 Exeter Dr Unit 208, Longboat Key, FL 34228

Must read entirely. 2026 RENTAL- Not Available until Nov 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

Armando Gonzalez AG REALTY SERVICES LLC

4420 Exeter Dr Unit 208, Longboat Key, FL 34228
/47
$3,000 per month
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
- Condo for Rent
534 Sutton Place, Longboat Key, FL 34228

Available for annual lease starting 5/1/2026! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or entertaining. The Florida room is fully enclosed,

Tanner Frey KELLER WILLIAMS ON THE WATER S

534 Sutton Place, Longboat Key, FL 34228
/25
$11,000 per month
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
- Condo for Rent
1000 Longboat Club Rd, Longboat Key, FL 34228

Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront

Jenna Genovese KELLER WILLIAMS ON THE WATER S

1000 Longboat Club Rd, Longboat Key, FL 34228
/39
$5,500 per month
- 2 Beds
- 2 Baths
- 1,401 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by

Maureen Plichta STRINGER MANAGEMENT INC

3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 2

Florida Manatee County Longboat Key

How to Rent a Home

Condos for Rent by Price in Longboat Key

Longboat Key Condos for Rent under $3,000

Rentals in Longboat Key

Rentals by Number of Bedrooms in Longboat Key

More About Living in Longboat Key

Condos by Amenity in Longboat Key

Condos for Rent in Nearby Neighborhoods

Condos for Rent in Nearby Cities

Condos for Rent in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage