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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
507
# of Listings
2
Avg # of Bedrooms
$867
Avg. $ / Sq.Ft.
$1,539,132
Med. List Price

Browse Long Boat Key Real Estate Listings

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507 Properties Found. Page 29 of 34.

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
#T3492091

LONGBOAT KEY

805 BAYPORT WAY 805

2 Beds

2 Baths

1,600 Sq.Ft.

$10,000

MLS#: T3492091

LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle and Downtown Sarasota. The SEAPLACE community features include half mile of beach front, two large swimming pools,two spas, three Har-Tru Tennis courts, clubhouse, fitness center, barbecue grills, and a one mile walking trail.
#A4565848

LONGBOAT KEY

1925 GULF OF MEXICO DRIVE 309

3 Beds

3 Baths

3,134 Sq.Ft.

$10,000

MLS#: A4565848

Available beginning June 1st, 2026. Welcome to beachfront paradise on Longboat Key! This outstanding location offers a rare opportunity to enjoy coastal living with breathtaking views of the shoreline. Nestled along the pristine shores of Longboat Key, this three-bedroom, three-bathroom home invites you to experience the ultimate beachfront lifestyle. Relax under the sun, unwind to the sound of waves just steps from your door, sip your morning coffee with panoramic ocean views, and take in unforgettable sunsets — all from your own slice of paradise. Located directly on the beach, this property offers a true coastal tropical oasis. You're just minutes from Publix for all your grocery needs, and only 1.5 miles from the Longboat Key Bayfront Park, where you can enjoy pickleball, tennis, shuffleboard, basketball, a playground, swings, and scenic walking paths. Looking for shopping and dining? St. Armands Circle is just a 5-mile drive away, offering a celebrated selection of restaurants and boutiques. The 2026 summer and fall are available! Rates are: $10,000 for June, $10,000 for July, $10,000 for August, $8,000 for September, $8,000 for October, $10,000 for November, and $10,000 for December. Taxes apply. Call today to reserve!
#A4667245

LONGBOAT KEY

2823 GULF OF MEXICO DRIVE

3 Beds

3 Baths

3,166 Sq.Ft.

$10,000

MLS#: A4667245

Welcome to your new Beach House Sanctuary!! Completely renovated Island home located 4 houses off Tarawitt point on a large 90x125ft lot! Coveted lifestyle and location on a deep water canal in the heart of Longboat Key! This waterfront home has 125ft of seawall docking for a boat up to 30 ft. plus a jet ski lift and room for other water toys. Catch bait and start fishing in less than 30 minutes! Intracoastal waterway 50 yards from the point of the canal. Direct access to Sarasota Bay with no bridges! This meticulously maintained home has three bedrooms, two full baths and one half bath plus a one car garage. Open floor plan with spectacular views of Sarasota Bay. Large master bedroom includes a seating area, tv, a large walk-in-closet and a bath with a double vanity and a large walk-in shower. The kitchen and living room open onto a porch with Bay views. The residence was renovated in 2022 and has a new roof and new windows and doors. Other upgrades include granite countertops and new appliances, updated bathrooms, new flooring, freshly painted interior and exterior plus a hot tub. Deeded beach access is directly across Tarawitt Dr for enjoying the beautiful beach and warm Gulf waters on the shores of Longboat Key. The location is walking distance to Harry's Restaurant, Euphemia Haye, The Lazy Lobster, and biking distance to The Shore or Mar Vista. Plus it's an easy drive to Anna Maria, St. Armands Circle and Sarasota.
#A4663797

LONGBOAT KEY

825 TARAWITT DRIVE

3 Beds

2 Baths

1,882 Sq.Ft.

$10,000

MLS#: A4663797

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!!
#A4548403

LONGBOAT KEY

1485 GULF OF MEXICO DRIVE 109

2 Beds

2 Baths

2,332 Sq.Ft.

$10,000

MLS#: A4548403

Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room includes bunk beds for family fun. Accommodating up to 9 guests, the property is just a short stroll to pristine Whitney Beach and nearby fishing docks, with top local restaurants and cafes — like Mar Vista, Shore, Whitney’s, and more — only minutes away. A local owner ensures attentive service to make your stay unforgettable. $10,000 off season/$14,000 season. Leased July 2025, August 2025, March 2026, April 2026
#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
#T3488628

LONGBOAT KEY

522 BAYPORT WAY 522

2 Beds

2 Baths

1,426 Sq.Ft.

$10,000

MLS#: T3488628

New on site 3 days ago
Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024 storms, this turnkey coastal residence offers unmatched peace of mind and contemporary luxury. The light-filled, open-concept interior features vaulted ceilings, a gourmet kitchen with new stainless-steel appliances and quartz countertops, and two beautifully appointed spa bathrooms with premium fixtures and rainfall showers. The primary suite indulges with a king bed, wet bar, mini-fridge, and a windowed en-suite bath, while the second bedroom provides a comfortable queen bed. A dedicated home office is your third bedroom, with its full-size Murphy bed/desk. The private tropical backyard serves as a tranquil oasis, complete with a serene lily-pad pond, fire pit, and mature landscaping. Delivered fully furnished with beautiful coastal décor and equipped with high-speed fiber internet, the home is ideal for immediate personal enjoyment, remote work, or proven vacation-rental income. Grandfathered Village zoning permits short-term rentals. Enjoy an unparalleled lifestyle just a short walk from Whitney Beach, historic fishing docks, bay kayak launches, and waterfront dining. Longboat Key Club, St. Armands Circle, and downtown Sarasota’s world-class amenities are only minutes away. Rarely available: authentic historic significance, a total top-to-bottom 2025 rebuild, and the quintessential Village address. Move-in ready
#A4673491

LONGBOAT KEY

640 BROADWAY STREET

3 Beds

2 Baths

1,500 Sq.Ft.

$9,800

MLS#: A4673491

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.
#A4537061

LONGBOAT KEY

4325 GULF OF MEXICO DRIVE 507

3 Beds

2 Baths

1,336 Sq.Ft.

$9,587

MLS#: A4537061

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.
#T3488580

LONGBOAT KEY

519 BAYPORT WAY 519

2 Beds

2 Baths

1,600 Sq.Ft.

$9,500

MLS#: T3488580

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.
#T3415401

LONGBOAT KEY

744 BAYPORT WAY 744

2 Beds

2 Baths

1,600 Sq.Ft.

$9,500

MLS#: T3415401

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
#A4631757

LONGBOAT KEY

5621 GULF OF MEXICO DRIVE 102

2 Beds

2 Baths

1,350 Sq.Ft.

$9,500

MLS#: A4631757

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 .
#T3337994

LONGBOAT KEY

517 BAYPORT WAY 517

2 Beds

2 Baths

1,414 Sq.Ft.

$9,500

MLS#: T3337994

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 engineered flooring, upgraded lighting and fresh paint. Enjoy cooking meals and entertaining friends and family at the large kitchen island with quartz countertops and backsplash, new solid wood, soft close cabinets and all new stainless -steel appliances. Spectacular morning views and amazing colorful sunset views await as you step into this lovely well stocked, turnkey furnished condo. Master bedroom boasts a king size bed and 40" TV with walk-in closets, en-suite master bathroom with double sinks, walk -in shower and access to the patio for heavenly gulf breezes and views. Second bedroom features a queen size bed and TV; the third flex room offers a queen bed for additional sleeping quarters for guests. Washer/dryer are located inside the unit in the laundry closet. Enjoy hours of entertainment watching wildlife including dolphins, manatees, turtles, birds and boaters from this perfect spot. Outdoor amenities include beachside private heated pool and hot tub. This lovely community showcases mature trees and well-maintained tropical lush landscaping. Other amenities include a gym, sauna, craft room, large social room with catering kitchen, bicycle and Kayak storage. This property is available from December - April.
#A4666130

LONGBOAT KEY

5757 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,711 Sq.Ft.

$9,000

MLS#: A4666130

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 parking space. This newly renovated condo is on the second of three floors, and is complete with two elevators for your convenience. Renters will find our newly rebuilt outdoor pool area, our private beach access with beach chairs, as well as our sunset views from under the tiki huts, as a slice of paradise! Our 1941 sq.ft. condo has all of the modern amenities one would ?nd in this upscale, modern enclave. High-end appliances for the chef, spacious living room for the family, and three private bedrooms and two full bathrooms. In addition, wash your suits and towels in the Bosch washer and dryer, enjoy a tall glass of water from the reverse osmosis water system, create a cozy atmosphere by closing the custom-made plantation shutters. In addition, the built-in cabinetry will provide you plenty of storage space! Within walking distance of well renowned St. Armands Circle for all your dining and shopping needs. No pets allowed, as per Association rules. Utilities included (Electricity, Water, Basic Cable, Wi-Fi, Garbage service. Available starting January 1, 2026, for January, February, March, and April (3 month minimum please) Monthly rate of $9,000!
#A4667355

LONGBOAT KEY

100 SANDS POINT ROAD 223

2 Beds

2 Baths

1,941 Sq.Ft.

$9,000

MLS#: A4667355

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