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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
414
# of Listings
2
Avg # of Bedrooms
$791
Avg. $ / Sq.Ft.
$1,312,840
Med. List Price

Browse Long Boat Key Real Estate Listings

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140 Properties Found. Page 2 of 10.

Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful décor throughout. As you walk the stone path to the front door, you will find beautifully manicured landscaping in every direction. This home has many luxury details including a gourmet kitchen which, is equipped with all WOLF appliances, SUBZERO refrigerator, wet bar, wine cooler, Spanish porcelain tile floors, quartz countertops, 10' ceilings, custom PGT high impact doors and windows providing plenty of natural lighting and protection from the elements. The ground level bonus room features a wet bar, which includes a refrigerator, ice maker, dishwasher, sink/garbage disposal acting as second kitchen for the guest suite. In addition you will find a custom-built queen murphy bed, a 65” Smart TV, and four comfortable chairs that overlook the stunning pool deck where you will find you and your family spending a lot of time relaxing and making memories. As you make your way to the second level, either by the elevator or the stairs, you are welcomed by an open and airy floor plan. To the right of the staircase is the main large living room that boasts a large plush “L” shape sofa, a cozy swivel day chair, and a 65” Smart TV. Next to the living room is the immaculate dining room, which brings a beautiful coastal element. The dining table can accommodate up to six comfortably. The living room and dining room share a beautiful balcony with views of the pool and all the lush landscaping surrounding this home. There is outdoor seating that can accommodate up to four comfortably. Adjacent to the dining room, you will find the state-of-the-art kitchen where you can prepare all your favorite meals. As you make your way down the hall from you will find the first two bedrooms. The first bedroom has been designed for the kid at heart, and includes three queen-size beds, a 55” Smart TV, and attached private bath. Next door you will find the second bedroom. This room boasts a queen-size bed, a 55” Smart TV, a private bathroom, and balcony. As you head to the top floor, you will find the master suite, which boasts a king-size bed, a 65" Smart TV, and a private deck with seating for two overlooking the pool. This master bathroom is truly one of a kind and includes two separate vanities, an enormous soaking tub, and a walk-in shower! Rinse off in the outdoor shower before heading into the house! This home has everything you and your family will need to make memories that last a lifetime! Enjoy the provided beach and pool essentials, which include beach chairs, a beach wagon, beach floats, and pool floats. This property is available to rent monthly only. Pool and spa heat available for an additional fee. Furry friends welcome. Small dogs only. No cats. *Taxes and fees not included
#A4554366

LONGBOAT KEY

6925 LONGBOAT DRIVE S

3 Beds

3 Baths

2,230 Sq.Ft.

$30,000

MLS#: A4554366

This EXQUISITE 3 bedroom - 3 ½ bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a dramatic living space. The entire condo has been renovated incorporating the latest in design, trends and materials. A few of the highlights are: custom “barn doors”, custom kitchen cabinetry with floor to ceiling pantry space, state of the art appliances and a quartz countertop, a wine fridge and custom bar space, new recessed lighting and spectacular light fixtures, master suite complete with custom closets, king size bed and a breathtaking bathroom, a guest bedroom with an en suite bath. All of this with outstanding, breathtaking views of the Gulf, Bay and Golf Course. You won’t find another unit like this on LONGBOAT KEY. Schedule an appointment to visit today. LUXURY, GULF OF MEXICO, SARASOTA RENTALS, LONGBOAT KEY.
#A4504509

LONGBOAT KEY

455 LONGBOAT CLUB ROAD PH1

3 Beds

3 Baths

2,780 Sq.Ft.

$25,000

MLS#: A4504509

Welcome Serenity Oasis, your paradise at The Residences at the St.?Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat. The expansive living room is thoughtfully furnished with a plush sectional, creating the perfect place to unwind after a day of feeding stingrays at Under The Sea or soaking up the Florida sunshine by the residence pool or the pristine Gulf-front beach. The chef’s kitchen is a dream come true, outfitted with top-of-the-line appliances, sleek cabinetry, and a spacious island with three barstools—ideal for casual bites or entertaining in style. Step outside to your private patio, an inviting space for morning coffee, or evening cocktails. With a built-in outdoor grill and outdoor seating, it's perfect for gatherings with family and friends. The luxurious primary suite offers a king-size bed, a smart TV, and direct access to the patio. The attached primary bathroom is a spa-like sanctuary, featuring a dual vanity, indulgent soaking tub, expansive walk-in shower, and a high-end Toto toilet for ultimate comfort. The second bathroom is equally refined, offering a spacious walk-in shower and elegant vanity, providing a seamless experience for guests. This residence has everything you need—and more—to truly relax, unwind, and enjoy a life of luxury in one of Longboat Key’s most prestigious addresses. Immerse yourself in unparalleled relaxation and luxury at The St. Regis Longboat Key Resort, where every detail has been thoughtfully curated to deliver an extraordinary experience. Nestled among soaring palms and lush tropical landscaping, the resort's centerpiece—known as “The Pools”—offers a serene escape with a variety of sparkling swimming pools, plush loungers, and private cabanas designed for ultimate comfort and seclusion. Just moments from your doorstep, the private beach invites you to unwind with attentive service and uninterrupted views of the Gulf of Mexico. Additional world-class amenities include the indulgent St. Regis Spa, a state-of-the-art Fitness Center, and an engaging Children’s Club—ensuring that every member of your party experiences the very best of coastal luxury. The residences enjoy their own private area, thoughtfully separated from the resort for added exclusivity. Here, a serene pool and spa overlook the breathtaking Gulf of Mexico, offering a peaceful retreat just steps from your door. The outdoor space features grills and seating areas—perfect for hosting gatherings with friends and loved ones. Stay active in the state-of-the-art fitness center, fully equipped with everything you need for an energizing workout. You'll also find convenient touches like a resident-only coffee station and more, designed to elevate your everyday living experience. Please Note: Upon arrival, guests must check in at the concierge desk in order to access their unit. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.  While on property, please note that all spa treatments and dining experiences must be paid for at the time of service. Charging services to the unit is not permitted.
#A4651194

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 315

1 Beds

2 Baths

1,600 Sq.Ft.

$25,000

MLS#: A4651194

The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero appliances, a six-burner gas cooktop, double ovens, and a panel-ready side-by-side refrigerator/freezer. The owner's suite includes a spacious walk-in closet with custom cabinetry, a frameless walk-in shower, and a private water closet. A semi-private elevator with keyless entry provides direct access from the private garage. Residents enjoy access to The St. Regis Resort's legendary Butler and Concierge services, a private clubhouse, resident-only pool and spa, a state-of-the-art fitness center, and beachside cabanas. Just steps away, the resort offers a private Gulf-front beach, multiple pools with cabanas, a family-friendly waterway, an exclusive saltwater lagoon with Aldabra tortoises, and a world-class oceanfront spa. Experience the pinnacle of coastal elegance at The Residences at The St. Regis Longboat Key.
#A4644494

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 313

2 Beds

2 Baths

2,800 Sq.Ft.

$18,000

MLS#: A4644494

Available for season 2026 This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into the crystal clear deep end. Plenty of new stone pool deck on the offered lounge chairs to bask in the Florida sun. Welcome to peaceful Buttonwood Harbour, composed of 50 homes in one of Longboat Key's oldest and sought-after communities. Situated in the middle of Longboat Key, it is walking distance for most, to Publix, the Shoppes of Bay Isles, Tennis, post office, and CVS. Full of friendly neighbors and a favorite place for nature lovers. Boaters and fisherman will be happy with accessibility to the BHA boat ramp for launching and ability to dock your boat at the house during your stay, even utilize the kayak storage if you decide to rent them. No bridges from Buttonwood Harbour out to Sarasota Bay's open waters. Enjoy the day at Bayfront Park, 1.4 miles from the house. Amenities found at Bayfront Park include a 1,350 square foot indoor Recreation Center, a playground, a basketball court, shuffleboard courts, a multi-purpose open field, 3 dedicated pickleball courts, a tennis court, picnic tables, restrooms, and parking for a Town public beach access located across the street. The Bayfront Park Recreation Center is a public recreation facility run by the Town of Longboat Key. You will also find a dog park for your fur babies.
#A4655401

LONGBOAT KEY

613 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,888 Sq.Ft.

$17,500

MLS#: A4655401

Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost 2500 Sq. Ft. of Interior Living, The Home Offers 4 Bedrooms, 3 Full Washrooms, 2 Balconies and Exquisite Finishes Throughout. Tropical and Lush Landscaping With Gorgeous Canal & Bay Views. An Outdoor Kitchen & Seating Area With A Sparkling Pool Overlooking The Canal. Bright Open Concept Floor Plan Features A Gourmet Kitchen including Large Island and High End Appliances. Located just three lots from the Canal Opening to the Intracoastal Waterway, this property provides quick and easy access to Sarasota Bay, the Intracoastal and the Gulf of Mexico. Close To Restaurants, Shops, Parks and only minutes From St. Armands Circle, Lido Beach, Anna Maria Island, Bradenton Beach and Downtown Sarasota.
#A4660191

LONGBOAT KEY

830 TARAWITT DRIVE

4 Beds

3 Baths

3,420 Sq.Ft.

$17,000

MLS#: A4660191

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including a heated beachfront pool, fitness center, guest suites, sauna, and private event space. One-of-a-kind. One Winter to remember. Available January through March of 2026.
#A4661151

LONGBOAT KEY

601 LONGBOAT CLUB ROAD 404S

2 Beds

2 Baths

1,560 Sq.Ft.

$16,500

MLS#: A4661151

Booked March through Sep 3rd 2025. 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 floorplan, 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.

$15,750

MLS#: A4468386

Special offer! Get $2000 (total) off for leases of 4+ months. Amazing Gulf front location in Longboat Key (LBK), Florida This two bedroom, 2 1/2 Bath condo (plus pull-out couch) is completely renovated and remodeled. All brand-new furnishings, appliances, counters, cabinets, cookware, linens, etc. This ninth-floor unit at the luxurious Promenade offers the best of everything. Panoramic views of the Gulf and the Bay. Every room has a Gulf View. 2 assigned indoor parking spots included. The Promenade is one of the Premier condominiums on LBK, offering gated entry, covered, and assigned parking, concierge services, on-site maintenance team, gorgeous, heated pool and Jacuzzi, fitness center, Sauna, tennis courts, art room, gas grills and clubhouse. Wake up to gorgeous views and enjoy your morning coffee on the spacious and private balcony. Walk out to the pristine beach, where the loungers and umbrellas are set up for you. Savor sunset cocktails under one of the many beach tiki huts. Take advantage of the luscious landscape and gas grills. The Promenade is 1 mile from Saint Armand Circle. Condo rules: no pets, three-month minimum rental term. Association must approve all applicants. Available beginning January 10, 2024. If an exclusive beachfront paradise is in your plans, this will exceed your expectations!
#A4632615

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 906

2 Beds

2 Baths

2,135 Sq.Ft.

$15,500

MLS#: A4632615

New on site 1 day ago
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.

$15,000

MLS#: A4663629

LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key community of the Players Club. Enjoy views of the Gulf of Mexico, lush grounds and sparkling sandy beaches from the expansive terrace of this light and bright, corner unit, turnkey furnished condo. The property has three bedrooms, three bathrooms, living room/dining room combination with floor to ceiling sliding glass doors to enjoy the breathtaking waters of the Gulf of Mexico, brand new wood tile flooring and fresh paint throughout. The large kitchen has solid stone counters, wood cabinets, offers plenty of space for cooking/food preparing and a closet pantry. The primary bedroom has a king sized bed, amazing views of the Gulf of Mexico and walk out access to a private terrace, a walk in custom closet and an on suite bathroom with a garden tub, stall shower and double sinks. The first guest bedroom has a view of the Gulf of Mexico, a king sized bed, a custom walk in closet and on suite bathroom with a walk in shower. The second guest bedroom has two queen sized beds and a custom walk in closet. The guest bathroom has a stall shower. The condo has a laundry closet with full sized washer and dryer. Two parking spaces come with the rental of which one is covered and one is in the garage. The Player Club is abound with amenities which include 24 hour guard gated entry, private beach access with cabanas, putting green, heated salt water community pool and hydro therapy spa, BBQ grills, fire pits, 4 Har-Tru tennis courts, fitness center and a large clubhouse with a rooftop deck. No pets allowed. Three month minimum rentals due to the Association. CALL TODAY. This is not one to miss and will not last long!! THE KITCHEN IS BEING REMODELED SUMMER 2025 SO NEW PICTURES TO COME.
#A4609098

LONGBOAT KEY

1465 GULF OF MEXICO DRIVE 504

3 Beds

3 Baths

2,262 Sq.Ft.

$15,000

MLS#: A4609098

Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a gourmet kitchen featuring quartz countertops, a breakfast bar, custom glass front cabinets, a glass front refrigerator and custom light fixtures. The flooring is luxury vinyl throughout, the main living area has a wet bar, electric fireplace, flat screen TV and lots of comfortable seating. The primary bedroom has a king bed, wall-mounted flat screen TV, built-in vanity and two walk-in closets, and the primary bath has a spacious shower with built-in seating and dual sinks. The guest bedroom and bath can be closed off for privacy and have a queen bed, wall-mounted flat screen TV and gorgeous water views! The Promenade is an upscale community with recently updated amenities, they have two areas to grill, a wonderful pool and spa, fitness, tennis and private beach access. The property is just five minutes to Publix, CVS and St Armands Circle.
#A4658115

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 1005

2 Beds

2 Baths

2,350 Sq.Ft.

$15,000

MLS#: A4658115

Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home features four bedrooms, a spacious bonus room, and a dedicated office, providing plenty of space for both relaxation and productivity. The private heated pool and spa create a resort-style retreat in your own backyard, surrounded by lush, meticulously maintained landscaping. Inside, the gourmet kitchen boasts modern appliances, ample counter space, and an open layout ideal for entertaining. Sunlit living areas with high-end finishes enhance the home’s beauty and warmth. A boater’s paradise, this home includes an 11,000 lb boat lift for effortless access to Sarasota Bay and the Gulf of Mexico. Located just minutes from pristine beaches, championship golf courses, and the upscale shopping and dining of St. Armands Circle, this home offers the perfect blend of luxury and convenience. NO storm damage! Available for an annual rental. Contact us today to schedule a private showing! NO storm damage!
#A4643954

LONGBOAT KEY

531 BIRDIE LANE

4 Beds

3 Baths

4,460 Sq.Ft.

$14,000

MLS#: A4643954

DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale kitchen, and tranquil living area. The primary King suite features an elegant walk-in shower and double vanity, along with a guest closet that will provide everything you need for a peaceful night’s sleep. A spacious queen guest bedroom next to the second bathroom, and a cozy third bedroom designed around a queen bed with a twin bunk perfect for additional guests. This unit in a hard to find 8-unit complex with breathtaking Gulf views, a private beach access located on the North end gives you the best of what the Key has to offer, privacy, amazing restaurants throughout Longboat, relaxing beach walks, unforgettable sunsets, a short stroll to many nearby restaurants and is centrally located; only 8 miles north from the renowned St. Armond’s Circle known for its outstanding restaurants and shopping scene, and 8 miles south of Anna Maria Island, known for its good eats, live music and fun atmosphere. Call for rates and availability.
#A4609144

LONGBOAT KEY

5611 GULF OF MEXICO DRIVE 1

3 Beds

2 Baths

1,675 Sq.Ft.

$14,000

MLS#: A4609144

Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the stylish seating, dining! The master suite offers wonderful Gulf views and access to the open patio, a king bed, flat screen TV, and walk-in closet. The master bath has dual sinks, soaking tub and an oversize shower. The guest bedroom offers two twin beds, flat screen TV, and views of the lushly landscaped grounds and views of the bay. In unit washer and dryer. This is one of the most sought-after buildings on Longboat Key, this well managed community was recently renovated with elegantly redecorated lobby and corridors, along with two social rooms, the Sunrise and Sunset rooms. There are Men's and Women's workout rooms, four Har-Tru tennis courts, two outdoor gazebos with gas grills and seating, a gorgeous gulf side heated resort style pool and spa, all surrounded by meticulously maintained grounds. Take the walkway to the sparkling sands of the private beach where there are plenty of chairs and chaises to relax and restore! The community offers 24/7 security and concierge services, and on-site management. Wake up, and fall asleep to, the sound of the waves gently lapping the shore. Welcome to Paradise!
#A4604126

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 405

2 Beds

2 Baths

1,788 Sq.Ft.

$14,000

MLS#: A4604126

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