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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

413

# of Listings

2

Avg # of Bedrooms

$792

Avg. $ / Sq.Ft.

$1,320,352

Med. List Price

Browse Long Boat Key Real Estate Listings

Under $250,000

$250,000 - $500,000

140 Properties Found. Page 4 of 10.

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 Large primary bedroom has a King bed and bathroom with a walk-in shower with his/her sinks and a separate seating area. A privacy door has been added from the Master bedroom to the en-suite bathroom. The unit comes with a large utility closet for ample storage and a stackable washer and dryer in the kitchen. Guest Bedroom has 2 twin beds and an adjoining bathroom.
Amenities include a 24 hour manned guard gate, private beach access, Wi-Fi, lighted tennis courts, pickleball, heated pool and hot tub, two state of the art fitness centers, and BBQ gas grills by the pool. This condo comes with 2 parking spaces - one inside the building close to the elevator and the other outside. Minutes to St. Armand's Circle for first class shopping and dining. Off-season guests pay the monthly electric bill. Sorry, no pets or smoking permitted.

LONGBOAT KEY

1125 GULF OF MEXICO DRIVE 403

2 Beds

2 Baths

1,642 Sq.Ft.

$11,000

MLS#: A4480600

LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathrooms, living room/dining room combination, sitting area off the living room, separate sitting room at the front entrance, three lanais with ocean views and a laundry closet with full sized washer and dryer. The primary bedroom has a king sized bed, on suite bathroom with double sinks and a stall shower, and walk in closet and a ocean view lanai with lounge chairs and table for enjoying the view. The guest bedroom has two twin beds and ocean views from two large windows. Guest bathroom has a stall shower. Front entry is set up as a sitting area with a queen sized murphy bed. The Player Club is abound with amenities. The amenities include a gated entry, beach access, putting green, heated community pool with spa, BBQ grills, tennis, clubhouse, fitness center and large meeting room. No pets allowed. Three month minimum rentals only due to the Association. CALL TODAY. This is not one to miss!!

LONGBOAT KEY

1485 GULF OF MEXICO DRIVE 109

2 Beds

2 Baths

2,332 Sq.Ft.

$11,000

MLS#: A4548403

Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood cabinetry, topped with quartz counters, breakfast bar, massive butlers pantry, breakfast bar and an eat in space and stainless steel appliances. The flooring is all solid surface, either tile or wood so no carpeting. The main bedroom has his and her closets, ensuite bathroom with dual sinks, soaker tub, water closet and walk in shower. The screened in lanai has two levels and plenty of space for entertaining, and an outdoor kitchen. Just outside the gate is the Bay Isles Beach Club with beach access on the Gulf, BBQ grills and covered outdoor dining, and volleyball court. This amazing villa is available during high season (December thru April) at $10,995 per month, or off season (rest of the year) at $5,000 + tax. Call today to sign up for your time in paradise!

LONGBOAT KEY

2339 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,922 Sq.Ft.

$10,995

MLS#: A4648139

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 you'll be walking on the fine sandy beach. Go for a swim in the heated pool or the invigorating Gulf waters. Close to St. Armand Circle and Downtown Sarasota. Enjoy the best that Longboat Key offers.

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7F

2 Beds

2 Baths

1,513 Sq.Ft.

$10,500

MLS#: A4621809

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 small alcove that accommodates a desk. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers 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. 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.

LONGBOAT KEY

724 BAYPORT WAY 724

2 Beds

2 Baths

1,600 Sq.Ft.

$10,500

MLS#: TB8408216

**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease JANUARY and FEBRUARY 2026 with the option to include APRIL 2026** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly on the beach, offering you breathtaking full views of the shimmering turquoise waters, sparkling sand, and those iconic Florida sunsets. This is the perfect opportunity to immerse yourself in the serenity of beachfront living during the best time of year. Imagine waking up each morning to the calming sound of waves and enjoying your morning coffee on the balcony as the sun rises over the Gulf. Step inside and be welcomed by the calm coastal colors and casual elegance that make this condo the ideal beach retreat. The community of Arbomar offers amenities that ensure your stay is as relaxing as possible. Take a dip in the heated community pool, stay active in the fitness room, or gather with friends in the community kitchen and lounge. Additional conveniences include climate-controlled storage lockers, a kayak rack, beach chair storage, and laundry rooms on each floor. With all-new Miami Dade certified high-impact windows, including turtle-tinted beachside windows to protect our local sea turtles, you can enjoy the view and feel secure. This spectacular Penthouse condo fresh on the market emphasizes the exclusivity and appeal of spending winter in a beachfront condo, encouraging potential renters to secure their spot for the popular January to March/April 2026 period as soon as possible!

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE PH2

3 Beds

2 Baths

1,736 Sq.Ft.

$10,500

MLS#: A4622055

***NEW VACATION RENTAL LISTING** Rented for Season 2025 February through April 20th.* Booked Dec1st-March 31st. 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

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 . Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers 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. 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. Please call for availability.

LONGBOAT KEY

523 BAYPORT WAY 523

2 Beds

2 Baths

1,724 Sq.Ft.

$10,000

MLS#: T3529435

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 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.

LONGBOAT KEY

838 BAYPORT WAY 838

2 Beds

2 Baths

1,601 Sq.Ft.

$10,000

MLS#: T3527649

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

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

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