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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 27 of 34.

Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floor plan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous countertops and wonderful warm beachy flooring, this home has it all. Sit outside on the upper deck with a view of the refreshing pool during breezy afternoons or the covered deck downstairs which offers shade while not sunning. Ping pong and bocce ball complete the picture for hours of fun. The dining table sits (6) with (4) breakfast bar seats nearby. Two bedrooms have (1) Queen and (1) twin each, one quest bedroom has a Queen and the master has a King bed, all with large screen televisions.
#A4468386

LONGBOAT KEY

501 CHANNEL LANE

4 Beds

3 Baths

4,876 Sq.Ft.

$13,000

MLS#: A4468386

Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views. Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features elegant cabinetry and modern appliances, providing a perfect environment for culinary enthusiasts. The open layout seamlessly connects the kitchen to the living area, which boasts natural light flowing through large sliding glass doors, leading directly to an outdoor patio. This space is perfectly suited for entertaining or simply enjoying the surrounding mature landscaping. The interior boasts high-quality finishes, including sophisticated flooring and ambient lighting, which creates a welcoming atmosphere throughout. The living room serves as a focal point for relaxation, with ample space for social gatherings or quiet evenings. This property features spacious bedrooms, each designed with comfort in mind. The primary suite offers a serene escape with large windows that frame views of lush greenery, enhancing the overall tranquility of the home. The bathroom is designed with modern fixtures, providing a spa-like experience at home. Residents will benefit from a range of resort-style amenities, including well-maintained outdoor spaces, ideal for leisure activities or quiet reflection. Ample space for recreation ensures that every resident can enjoy an active lifestyle while embracing the natural beauty that Longboat Key offers. Experience the lifestyle you deserve at 806 Bayport Way, where elegance, comfort, and nature harmoniously intertwine. Schedule your private showing today to explore this exquisite property further.
#TB8436077

LONGBOAT KEY

806 BAYPORT WAY 806

2 Beds

2 Baths

1,570 Sq.Ft.

$13,000

MLS#: TB8436077

ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort. The living area is characterized by an open layout that seamlessly connects to the kitchen, promoting an inviting atmosphere for gatherings. Large windows allow natural light to flood the space, enhancing its airy feel. The living room features elegant architectural details and is well-suited for both intimate and larger gatherings. The kitchen is a standout feature of the property, equipped with quartz countertops that offer a sleek and durable workspace. The cabinetry is crafted from wood, providing ample storage and a classic touch to the contemporary design. Stainless steel appliances ensure that this kitchen is both functional and stylish, making meal preparation a pleasure. The bedroom area is designed with comfort in mind, featuring spacious layouts and tasteful fixtures. It serves as a serene escape from the day, complete with quality finishes and thoughtful touches. Each bedroom presents opportunities for personalized decor while maintaining a cohesive aesthetic throughout the property. Outdoor areas are no less impressive, offering opportunities for enjoyment of the beautiful Florida weather amidst a backdrop of lushly mature tropical landscaping that contributes to its welcoming ambiance. The resort amenities feature a private beach, junior Olympic-sized heated pool, four Har-tru tennis courts, fitness center, fishing pier, kayak storage and a clubhouse with an active social calendar. In summary, 609 Bayport Way is not just a home; it is a lifestyle choice, perfectly positioned for easy beach access and designed to meet modern living needs. Come discover the comfort and convenience this property has to offer, and envision your new life in this coastal gem. NOW AVAILABLE !
#TB8435893

LONGBOAT KEY

609 BAYPORT WAY 609

2 Beds

2 Baths

1,570 Sq.Ft.

$13,000

MLS#: TB8435893

SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the perfect Winter getaway. One visit to this 3BD+Den/2.5BA golf course detached home will have you wanting more! It has been updated in all the newest tones, is fresh, and combined with natural lighting, is so inviting. Pavered drive and lush landscaping and walkway lead you into the foyer entry. The combined living/ dining area is warm and inviting with vaulted ceilings, tile flooring and new comfortable furnishings. The kitchen is designed for entertaining or just relaxing with a marvelous view of the 2nd green. The den is a cozy retreat for TV or for catching up on work or emails in the dinette area. The private and spacious master suite offers ensuite bath and has a seating area to relax and enjoy the views! The second bedroom features queen accommodations and the third bedroom offers twins. All have their own private entrance for a relaxing stay. Additional charges for pool heater use. This marvelous turnkey residence comes complete with gated security, Wifi, inside laundry, 2 car garage, private and community pool and easy access to shopping, dining and cultural arts from St. Armands Circle to downtown Sarasota. Booked Jan 5th - April 5th, 2026.
#A4151865

LONGBOAT KEY

2319 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,532 Sq.Ft.

$12,500

MLS#: A4151865

Price reduced
Available for 2026 and 2027 Season!! Welcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. This 10th-floor residence offers a rare opportunity to experience refined coastal living with panoramic, unobstructed views of the Gulf of Mexico. From the moment you step inside, you are greeted by a light-filled interior that opens seamlessly to two private balconies, each offering a front-row seat to breathtaking sunsets, gentle sea breezes, and the soothing sound of waves meeting the shore. Offered fully furnished, this home is designed for both style and comfort, making it the perfect seasonal escape or extended retreat. The residence features a spacious and thoughtfully designed floor plan that emphasizes relaxation and entertaining. The living and dining spaces flow effortlessly toward the water, creating a serene atmosphere for hosting guests or enjoying quiet evenings by the Gulf. The well-equipped kitchen, comfortable bedrooms, and elegant furnishings reflect a refined coastal aesthetic, allowing you to settle in with ease from the very first day. Life at The Privateer is defined by its unparalleled amenities and direct beachfront setting. Residents enjoy a heated beachfront pool and jacuzzi overlooking the Gulf, a fully equipped fitness center, tennis courts, and beautifully maintained grounds. Outdoor grilling areas, shaded dining spaces, and gathering lounges provide endless opportunities for entertaining or enjoying the company of neighbors. For days spent on the sand, beach chairs and umbrellas are thoughtfully provided, ensuring every day feels like a private resort experience. Located on the southern end of Longboat Key, The Privateer combines the peace and privacy of a gated beachfront community with convenient access to world-class dining, shopping, and cultural attractions in nearby St. Armands Circle and downtown Sarasota. Available seasonally beginning October 15, 2025, with owners open to discussing longer lease terms, this residence is the perfect opportunity to experience the best of Longboat Key living—where luxury, comfort, and the beauty of the Gulf of Mexico meet. 3D walkthrough available!!
#A4666443

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 1001

2 Beds

2 Baths

1,409 Sq.Ft.

$12,000

MLS#: A4666443

Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your perfect vacation retreat, located directly on the Gulf of Mexico, this lovely condo has all you need. The updated kitchen has a center Island with breakfast bar, farm-style sink, and stainless steel appliances. The dining area can accomodate six, there is a wet bar with beverage chiller for convenience. The living room offers comfortable seating, a flat screen TV and amazing water views! The primary bedroom has a king bed, amazing views, a flat screen TV, and a walk-in closet. The primary bath offers dual sinks and a walk-in shower. The guest bedroom has a Queen bed and Flat screen TV. You will love this wonderful location, with shopping and dining close by, and Historic St. Armands Circle is just a short drive away. Welcome to Paradise! (All rates are plus taxes and fees, available Janaury through April 2026
#A4608766

LONGBOAT KEY

4325 GULF OF MEXICO DRIVE 408

2 Beds

2 Baths

1,411 Sq.Ft.

$12,000

MLS#: A4608766

Presenting a stunning penthouse unit now available for lease! This top-floor, corner residence offers magnificent, panoramic views of the Gulf of Mexico, the Longboat Key Club golf course, and the Intracoastal Waterway. Upon entering, you are welcomed by abundant natural light pouring in through floor-to-ceiling sliding glass doors, which are equipped with electric roller shades. The unit also features a large, wraparound balcony, perfect for entertaining family and friends. The primary bedroom includes electric roller shades for convenience. The primary bathroom is elevated with double vanities, updated lighting fixtures, a quartz countertop, and a walk-in shower. The updated guest bathroom features a quartz counter, a shower/bathtub combination, and provides access to the guest bedroom. A private parking space under the building is also included. The building is ideally located near the clubhouse, which offers exceptional amenities including a junior Olympic-size pool, spa, kiddie pool, fitness area, saunas, grilling area, and a variety of social activities and shaded areas. The community further enhances your lifestyle with private beach access, complete with beach chairs and umbrellas, Pickleball and tennis courts, EV charging stations, and dedicated bike storage. This location provides easy access to St. Armand's Circle shopping, restaurants, and everything Sarasota has to offer.
#A4672242

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 601

2 Beds

2 Baths

1,412 Sq.Ft.

$12,000

MLS#: A4672242

Price reduced
ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay. Tastefully decorated with flowing neutral tones. This corner unit offers views from every room with Floor-To-Ceiling windows and remote control window treatments. There are many amenities in this beautifully maintained building. They include Climate Controlled Bicycle Room and Kayak Storage, Gulf Front Heated Pool, Har-Tru Tennis Courts, Fitness Room, Social Room and Conference Room all for your use. Walking distance to Publix Market and minutes to St Armand's Circle and Downtown Sarasota for boutique shopping, Fine and Casual Dining and our renowned Theater District. Don't hesitate to make this your next vacation spot. This property is available beginning 12/04/2025. Building requires a 3 months minimum rental. LUXURY VACATION RENTAL, LONGBOAT KEY, GULF OF MEXICO, SARASOTA VACATION RENTAL.
#A4663629

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 11F

2 Beds

2 Baths

1,658 Sq.Ft.

$12,000

MLS#: A4663629

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.

$11,950

MLS#: A4561428

..."' 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.

$11,769

MLS#: A4547447

Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Booked January, May, October, and Dec 2026 through February 2027, Must be a one month minimum stay during seasonal months and 2 week minimum stay out of season. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was thought out from kitchen to bathrooms. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for the gourmet chef in you all. Outdoor living could be your everyday enjoyment while sipping wine by your private heated pool and on cool nights curl up at the fire pit. Sit back and relax with many seating areas and full outdoor dining table in this cozy beach themed oasis in Country Club Shores. Quiet sought out neighborhood on south end of Longboat Key with beach access between LBK Club and Beach Place. It is fully equipped with everything you will need to feel at home while enjoying the sights and comforts that Longboat Key has to offer. 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.
#A4561269

LONGBOAT KEY

500 SCHOONER LANE

2 Beds

2 Baths

2,616 Sq.Ft.

$11,550

MLS#: A4561269

Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush fairways. Inside, hurricane-rated doors provide peace of mind during storm season. This rare combination of water, golf, and security makes 2254 Harbour Court Dr a truly exceptional Florida retreat.
#A4667429

LONGBOAT KEY

2254 HARBOUR COURT DRIVE

3 Beds

3 Baths

3,677 Sq.Ft.

$11,500

MLS#: A4667429

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

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