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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

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Over $5M

418 Properties Found. Page 22 of 28.

Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath condominium boasts a stylishly designed interior that is sure to impress. Experience tranquility in the master bedroom, which offers exquisite bedding and a sitting area with a stunning view of the azure waters. The ensuite master bath provides the perfect sanctuary for relaxation. The gourmet kitchen with stainless steel appliances is perfect for entertaining and the light and bright living room features exquisite seating and state-of-the-art digital components, including a 75-inch TV and DVR. Stay connected with dedicated desk space, a washer and dryer, and Wi-Fi. Large-screen smart TVs are also available for your added enjoyment. Take advantage of resort-style amenities including a gulf-side heated pool, har-tru tennis court, updated social room, state-of-the-art fitness area, and storage for kayaks, paddleboards, and bikes. Conveniently located to shopping, dining, St. Armand’s Circle, downtown Sarasota, and the Arts, this vacation rental has everything you need for a truly unforgettable stay. Don't miss out on this opportunity to live the life you've always imagined! Minimum 4 months stay!
#A4561428

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 14B

2 Beds

2 Baths

1,701 Sq.Ft.

$11,900

MLS#: A4561428

LONGBOAT KEY SOUTH...This is a 3 bedroom, 2 bathroom, end unit on the main floor which makes this unit light & bright with extra windows. The interior is decorated tastefully with warm neutral colors. Beautiful views of Sarasota Bay. Fully equipped kitchen which features stainless appliances, granite countertops and wood cabinets. There is a king size bed in the main bedroom and a queen bed in the second bedroom, third bedroom is used as a bonus room. Amenities include a water front heated pool, kayaks, bike storage, fitness room and assigned covered parking. This property is just minutes away from St. Armand's Circle, Downtown Sarasota, with plenty of restaurants and shopping. Bay Harbour is the perfect place for a relaxing vacation. Call now to book your reservation with these available dates, 11/15/24-12/31/24 at $10,500 & the month of January 2025 at $11,700 + tax & fees. LONGBOAT KEY, SARASOTA, LUXURY RENTALS.
#A4623916

LONGBOAT KEY

448 GULF OF MEXICO A-106

2 Beds

2 Baths

1,474 Sq.Ft.

$11,700

MLS#: A4623916

..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the turquoise blue waters of the Gulf of Mexico. Enjoy morning coffee from your balcony on the 7th floor. Gorgeous sunsets every evening. Start your day with a leisurely walk on the beautiful sand beach. Go for a swim in the warm Gulf waters. Take a refreshing dip in the pool. Ride a bike to nearby St. Armand Circle and experience world class shopping and restaurants. Charter a boat and go deep sea fishing. Imagine yourself basking in the warm Florida sun listening to the sounds of the sea without a care in the world.
#A4547447

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7B

2 Beds

2 Baths

1,470 Sq.Ft.

$11,500

MLS#: A4547447

Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat screen TV's, wireless internet and in-unit washer and dryer. Amenities abound at Beachplace including a junior-sized Olympic pool, kiddie pool, spa, tennis courts, grilling areas, clubhouse, and fitness center. Walkers or joggers will love the lush landscaping and extensive (1450 lineal feet) private beach. St. Armand's Circle's shops and restaurants is less than a 5 minute drive and downtown Sarasota with its arts and culture is less than a 15 minute drive. If you simply want to relax, beach umbrellas and chairs are laid out daily for your relaxation. Simply enjoy! No pets or smoking allowed.Booked Jan- Apr, 2026. Available June, August, September, October and December, 2026.
#A4161743

LONGBOAT KEY

1135 GULF OF MEXICO DRIVE 504

2 Beds

2 Baths

1,642 Sq.Ft.

$11,400

MLS#: A4161743

Unique 3 bedrooms and 3 bathrooms property in Longboat Key ready for immediate occupancy, all repairs are done. Bay Isles community has a lot to offer to prospective long term renters. Set in The Bayou behind 2 security gates. House was remodeled in the last couple of years. Fully furnished with contemporary decoration and furniture. Kitchen equipped with high end stainless steel appliances and and outside gas BBQ. Beautiful, heated, salt water lagoon style lap pool is ready for year around use and enjoyment. Tenants will have access to the amazing Bay Isles private beach club.
#A4607835

LONGBOAT KEY

3210 BAYOU SOUND

3 Beds

3 Baths

4,907 Sq.Ft.

$11,250

MLS#: A4607835

Available May-rest of 2025. Booked for Season 2026 February 1st to April 30th. Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on the southern end of Longboat Key, FL. Our unit is located in building nine, 4th floor, with a green belt area just to the north, the beach to the west, tennis courts to the East and few steps to the pool/library,rec and workout room. It is one of four premium buildings, directly on the Gulf of Mexico! This 2 bedroom/2 bath unit sleeps 4 in old-style Florida comfort. This well stocked condominium assures you a most leisurely and comfy vacation from it's roomy beds to its well appointed kitchen. This unit has cable and wifi internet. This is a 2 bedroom 2 bath condominium of which you will occupy alone. We are a management company here in Sarasota and can handle any issues that may arise. This beachfront condo is on the south end of Longboat Key, which is a lush gorgeous part of Sarasota with a lot of restaurants and shopping nearby. A car is recommended. There are (1) assigned parking spaces for this condo. This unit can only be booked by the month 1st thru 31st, although 2 week increments may be considered in off season by management (June thru October). If owner chooses to forfeit 2 weeks income and allow less than 30 days, the daily rate will increase. Please ask Precise Realty Corp for your personalized quote. 50% of Total Rental amount is due upon booking the reservation, and the balance due 90 days prior to the arrival date. There is a 12% Tax, Cleaning Fee of $250.00, and Beachplace Application Fee of $165.00. Please note that Beachplace allows construction/remodeling during off season, roughly May - December as is the policy at many condominiums in Florida. This is reflected in the rent. CANCELLATION: In the event the Tenant cancels the reservation, they are responsible for the entire amount of the rent and tax. If the Landlord is able to re-lease the premises for the entire time frame of the Guest License Agreement, they will refund Tenant’s money, minus 18% of the rental amount for processing fees.
#A4604480

LONGBOAT KEY

1045 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,392 Sq.Ft.

$11,250

MLS#: A4604480

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features an expansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove that accommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the serene garden views from your enclosed lanai from either the family room or the master suite. An additional outdoor deck from the front of the condo allows for outdoor lounging, sunbathing or dining while being able to experience some of the most amazing sunset views. This gulf to bay community is full of lush, mature landscaping and offers private beach access across the street. The amenities feature a junior Olympic-sized heated pool, four Har-tru tennis courts, fitness center, fishing pier, kayak storage, clubhouse with active social calendar, and more. Just minutes away from shopping, dining, and entertainment in world famous St. Armand's Circle and downtown Sarasota. NOW AVAILABLE
#T3550537

LONGBOAT KEY

739 BAYPORT WAY 739

2 Beds

2 Baths

1,876 Sq.Ft.

$11,000

MLS#: T3550537

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.
#A4480600

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!!
#A4548403

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!
#A4648139

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.
#A4621809

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.
#TB8408216

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!
#A4622055

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE PH2

3 Beds

2 Baths

1,736 Sq.Ft.

$10,500

MLS#: A4622055

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.
#T3529435

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.
#T3527649

LONGBOAT KEY

838 BAYPORT WAY 838

2 Beds

2 Baths

1,601 Sq.Ft.

$10,000

MLS#: T3527649

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