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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

418

# of Listings

2

Avg # of Bedrooms

$787

Avg. $ / Sq.Ft.

$1,317,560

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

418 Properties Found. Page 23 of 28.

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 courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: July through December 2024 Please contact Agent for availability.

LONGBOAT KEY

741 BAYPORT WAY 741

2 Beds

2 Baths

1,426 Sq.Ft.

$10,000

MLS#: T3492089

BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in the
heart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccably
maintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for entertaining friends, relaxing with a morning coffee or your favorite beverage on a lushly landscaped private garden patio. Bordered by the Gulf of Mexico to the west with 1200 feet of private Gulf beach and Sarasota Bay to the east. Enjoy an active island lifestyle with 4 HarTru tennis courts, an enormous heated pool, a fishing pier, kayak facilities, Bocce court and nature trails. The spacious clubhouse, with fitness room and full kitchen, hosts a number of social activities. A short walk to the Gulf of Mexico for morning beachcombing or memorable sunsets. Minutes to grocery and other shops as well as the area's finest restaurants. Bayport Beach and Tennis Club is a special island property with remarkable beauty and fabulous amenities.

LONGBOAT KEY

832 BAYPORT WAY 832

2 Beds

2 Baths

1,601 Sq.Ft.

$10,000

MLS#: TB8335223

***NEW VACATION RENTAL LISTING** * Booked Dec1st-March 31st 2026. Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex located directly on Gulf of Mexico and it's powdery sandy beach and perfect sunset views. Guests will find a large gulf front pool, spa, community room for social gatherings, fire pit and BBQ grill. You are welcome to beach chairs along the private beach. Under-building assigned parking directly across from security coded entry lobby with elevator and mailboxes. Plenty of guest parking inside the welcome security gates. Full time maintenance crew keeps the grounds immaculate. Wake up to beach and water views from Living room, both bedrooms and terrace. The apartment has an fully appointed updated kitchen with plenty of storage and counter space. Renovations include freshly painted in 2023, new high impact windows and sliders, plantation shutters, tiled flooring, closet organizers, new living and dining room furniture, decor and linens. Utility room with Maytag washer and dryer. Sunset Beach is currently replacing all lobby and hallway flooring.

Just minutes to St Armand’s Circle or Lido Beach for shopping, fine dining or laying at the public beach with all your favorite people. Longboat is known for their waterfront golf, fine dining and luxury resorts. In fact, its 12 miles of white sand beaches have helped to make this a luxury Gulf Coast resort community. There are numerous Activities and Attractions in the Sarasota/Bradenton/Siesta area. -Just a few of the many treasures and cultural events are Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, fishing charters out of Marina Jack's, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, and the Van Wezel.

LONGBOAT KEY

2109 GULF OF MEXICO DRIVE 1203

2 Beds

2 Baths

1,631 Sq.Ft.

$10,000

MLS#: A4584050

Welcome To 825 Tarawitt Drive! This Beautifully Renovated Waterfront Home Features 3 Bedrooms & 3 Washrooms. Located In The Quiet Community of Sleepy Lagoon. An Open Concept Floor Plan With Gorgeous Bay Views, Perfect For Entertaining! 125 Ft of Canal Frontage. Direct Access To Sarasota Bay. A Jet Ski Lift, Docking For Up To 30 Ft Boat, Outdoor Shower, Above Ground Spa, Spacious Outdoor Area For Dining and Lounging. Renovated Throughout in 2022 With A New Roof, Windows and Doors. Only A Few Minute Walk To A Private Deeded Beach, Restaurants & Shops. Included With An Annual Lease, Gym Membership to Cedars Tennis, Pool and Club.

LONGBOAT KEY

825 TARAWITT DRIVE

3 Beds

2 Baths

1,882 Sq.Ft.

$10,000

MLS#: A4663797

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 to a private screened in patio with gulf view. Additionally there is a large private deck for sunbathing, relaxing or enjoying an outdoor BBQ! Bayport Beach and Tennis Club is directly across from the sandy beach of the Gulf of Mexico with 1200 feet of private beach. Amenities include (4) Har-tru tennis courts, one of the largest swimming pools on the island and a clubhouse with kitchen facilities for private parties and social functions, fitness center, a fishing pier on the bay, a kayak launch and nature paths all on 27 lushly landscaped acres. NOW AVAILABLE JULY - DECEMBER 2024

LONGBOAT KEY

720 BAYPORT WAY 720

2 Beds

2 Baths

1,400 Sq.Ft.

$10,000

MLS#: T3464450

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 did this on 27 beautiful acres. Bayport amenities include a junior Olympic size swimming pool, 4Har-Tru tennis courts, a private fishing pier, kayak launch and storage, bocce court, golf practice net, club house, library, piano, and a wonderful fitness center. On site management and full time landscape maintenance is also provided. . If you are looking for a resort lifestyle, with every imaginable amenity, and a fantastic location. AVAILABLE - DECEMBER 1ST, 2024

LONGBOAT KEY

805 BAYPORT WAY 805

2 Beds

2 Baths

1,600 Sq.Ft.

$10,000

MLS#: T3492091

#A4660175

LONGBOAT KEY

6979 LONGBOAT DRIVE S

3 Beds

2 Baths

1,869 Sq.Ft.

$10,000

MLS#: A4660175

GORGEOUS LONG 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 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 fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Please contact Agent for availability. NOW AVAILABLE STARTING 8/1/2024

LONGBOAT KEY

522 BAYPORT WAY 522

2 Beds

2 Baths

1,426 Sq.Ft.

$10,000

MLS#: T3488628

short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both bedrooms. Open concept. Just a short drive to the shops and restaurants of St. Armand Circle. Enjoy great live theater, ballet, opera and symphony as well as a variety of restaurants and shopping in downtown Sarasota.

LONGBOAT KEY

2105 GULF OF MEXICO DRIVE 3404

2 Beds

2 Baths

1,461 Sq.Ft.

$9,721

MLS#: A4597848

THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites. Stunning direct Gulf front 3 bedroom condo on the quaint island of Longboat Key on Florida's tranquil Gulf Coast. Sunny days and uncompromising beauty awaits you. Experience the island lifestyle of relaxation and escape. Warm ocean breezes flow through the unit and the peaceful sound of the ocean is calming and soothing. Pristine turquoise water and beautiful beach. Take a refreshing dip in the pool. Enjoy magnificent color filled sunsets every evening. Take a leisurely stroll on the beach. Sun filled rooms, amazing views. Dine alfresco on the balcony and enjoy breathtaking views of the Gulf of Mexico. Located close to stylish downtown Sarasota and St. Armand Circle you will enjoy a vast array of culture, entertainment and distinctive boutique shopping. It is a remarkable destination for your getaway paradise vacation.

LONGBOAT KEY

4325 GULF OF MEXICO DRIVE 507

3 Beds

2 Baths

1,336 Sq.Ft.

$9,587

MLS#: A4537061

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 feet of pristine private beach for your exclusive use. Complimentary beach chairs and umbrellas are provided for guests. Enjoy an active lifestyle at Bayport as the Community includes a junior sized heated Olympic swimming pool, 4 har-tru tennis courts for the Tennis enthusiasts, a fitness center, fishing pier, kayak storage, nature trails and a clubhouse perfect for gathering. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum.
NOW AVAILABLE: September - December 2023. Please contact Agent for availability.

LONGBOAT KEY

744 BAYPORT WAY 744

2 Beds

2 Baths

1,600 Sq.Ft.

$9,500

MLS#: T3415401

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, bike trails, and a private fishing pier on the bay side surrounded by mangroves. Turnkey furnished on the upper level of a quiet end unit, including two full bedrooms - one with a king bed and the other with two twin beds. You can see the Gulf from the entrance and the guest bedroom. Each bedroom has its own bathroom; the guest bath has a shower and the master bath has double sinks and a bathtub. The kitchen has granite countertops and there is a separate tiled dining area with a glass table, that seats up to six. There is also seating in the kitchen at a granite counter. The living room has comfortable, large couch with an entertainment unit. The condo has a lanai overlooking lovely tropical gardens. In unit washer/dryer. Nearby is a convenient grocery store, great restaurants, museums, galleries, marinas and shops at St. Armand’s Circle. One covered parking space is provided, with plenty of guest parking spaces.

LONGBOAT KEY

519 BAYPORT WAY 519

2 Beds

2 Baths

1,600 Sq.Ft.

$9,500

MLS#: T3488580

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 and fishing pier on the bay. The grounds of this community resemble the botanical gardens. Just walk across the street to the Gulf of Mexico pristine Longboat Key Beach. Please contact Agent for availability. NOW AVAILABLE AT FROM AUGUST 1ST - DECEMBER 31ST, 2024 .

LONGBOAT KEY

517 BAYPORT WAY 517

2 Beds

2 Baths

1,414 Sq.Ft.

$9,500

MLS#: T3337994

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 month April - October. $6,000November, $5,900December, $8,000 January, $10,000 February, $11,000 March $13,000

LONGBOAT KEY

5621 GULF OF MEXICO DRIVE 102

2 Beds

2 Baths

1,350 Sq.Ft.

$9,500

MLS#: A4631757

RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush golf courses, and the serene beauty of the rest of Sarasota.This exclusive community redefines luxury with exceptional, personable service and top-tier front desk and building staff, ensuring peace of mind and a lifestyle of ease. This is coastal living at its finest—a rare gem that won’t be available for long. With this prime location and unparalleled scenery, this is coastal living at its finest—don’t miss your chance to call this exclusive retreat your new home.

LONGBOAT KEY

435 L AMBIANCE DRIVE H402

2 Beds

2 Baths

3,436 Sq.Ft.

$9,000

MLS#: A4649461

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