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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

494

# of Listings

2

Avg # of Bedrooms

$951

Avg. $ / Sq.Ft.

$1,701,329

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

494 Properties Found. Page 29 of 33.

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 sparkling blue waters of the Gulf of Mexico from rear balcony with access from master bedroom and living room. Master bedroom includes king size bed, a jetted tub, walk in shower, & dual sinks. Guest bedroom with two twin beds & a King Bed in the 3rd bedroom. Kitchen includes stainless steel appliances & granite countertops. Side balcony access is from dining room and kitchen with a golf course view! Enjoy the amenities of this luxury condo resort, which includes a fitness center, a tennis court, private beach access, heated pool/spa, a gazebo with complimentary grills, 24 concierge/security, and within a golf course community. Rent includes water, sewer, basic cable, and internet. Electric will be a shared expense. Call now for more details!

LONGBOAT KEY

455 LONGBOAT CLUB ROAD 401

3 Beds

3 Baths

3,400 Sq.Ft.

$10,000

MLS#: A4431350

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

AVAILABLE FEBRUARY, MARCH 2025!!!" short stories'...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

AVAILABLE 2025 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the sugary beach of Longboat Key with lounge chairs and umbrellas provided. Wrap around balcony with partial Gulf of Mexico and Longboat Key Club golf views. Washer/dryer in the unit, pool, fitness center and tennis courts plus. 24 hr. Concierge and garage parking. Recently painted, new flooring in bedrooms and kitchen. Short distance to St. Armands circle with upscale shopping and restaurants or drive to downtown and enjoy symphony, opera, ballet, live theater and a variety of restaurants to suit most palates.

LONGBOAT KEY

775 LONGBOAT CLUB ROAD 405

2 Beds

2 Baths

1,602 Sq.Ft.

$9,000

MLS#: A4486249

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 umbrellas are provided for guests. Enjoy an active lifestyle at Bayport. Community features include 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: JUNE - DECEMBER 2024

LONGBOAT KEY

830 BAYPORT WAY 830

2 Beds

2 Baths

1,600 Sq.Ft.

$9,000

MLS#: T3497009

#A4650297

LONGBOAT KEY

3605 FAIR OAKS PLACE

4 Beds

3 Baths

4,448 Sq.Ft.

$9,000

MLS#: A4650297

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 gardens. Bayport is bordered by the Gulf of Mexico to the west with 1200 feet of private Gulf beach with deeded access, and Sarasota Bay to the east. Enjoy an active island lifestyle with 4 HarTru tennis courts (best on the Key), a Jr Olympic sized pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The clubhouse, with fitness center and full kitchen, hosts a number of social activities. A 2-minute walk to the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: May through November 2024 at "Off Season Rates" Please contact Agent for availability.

LONGBOAT KEY

833 BAYPORT WAY 833

2 Beds

2 Baths

1,600 Sq.Ft.

$9,000

MLS#: T3492099

#A4620764

LONGBOAT KEY

4825 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,604 Sq.Ft.

$8,500

MLS#: A4620764

OPEN FOR 2026 SEASON. Live your Florida Dream in this 2 bed/2 bath condo on beautiful Longboat Key! Just steps away from the soft sandy beaches and sparkling waters of the Gulf of Mexico, this unit is one of the closest to the beach of all the Seaplace condos, directly across from the large resort style pool and the beach. Relax on the lanai, have a cocktail, and watch one of our spectacular Longboat Key sunsets! The open and spacious floor plan allows for gathering and entertaining, breakfast on the deck, or just hanging out. The serene master bedroom with peek-a-boo view of the Gulf is large enough to accommodate the built-in desk and work station, plus the king sized bed with plenty of room to move about and also features a large master bath with tons of closet space. The guest bedroom is cozy, has built-in closet and drawers and is conveniently located just across from the guest bath. Seaplace is a very desirable south Longboat destination; you'll be surrounded by the privacy and comfort of Longboat Key yet still be so close to shopping and dining on St. Armand's Circle, the culture and nightlife of downtown Sarasota, and everything else our beautiful area has to offer. Play tennis on the Har-Tru courts! Swim in your choice of two community pools! Walk our beautiful beaches! A covered assigned parking spot and storage closet are included. AVAILABLE 4/15/2025 THROUGH NOVEMBER AT $3500.PER MONTH OR AS ANNUAL AT $3200 + UTILITIES. High season rate is $7,000 per month.

LONGBOAT KEY

2045 GULF OF MEXICO 313

2 Beds

2 Baths

1,265 Sq.Ft.

$8,000

MLS#: A4505580

Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and sliding glass doors, new laminate flooring and carpet, new kitchen appliances, three flat screen TVs with HD boxes and HD Extreme channel lineup, king size Master bed and guest bedroom provides two double beds, in unit washer and dryer for convenience. One assigned parking space and guest parking available for second car. Wi-Fi and cable package are provided. Heated swimming pool, tennis court and boat dock located conveniently across the street on the bayside of the complex. Only 1/2 mile to Publix shopping and dining center and approximately 5 miles from fabulous St. Armand's Circle. Sorry no pets permitted (no exceptions). No smoking permitted. 13% sales and tourism taxes apply for any rental less than 6 months. Property is available Apr 2025-Dec 2025 and Apr 2026 and after.

LONGBOAT KEY

3235 GULF OF MEXICO DRIVE A302

2 Beds

2 Baths

1,420 Sq.Ft.

$8,000

MLS#: A4208788

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