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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
493
# of Listings
2
Avg # of Bedrooms
$948
Avg. $ / Sq.Ft.
$1,697,946
Med. List Price

Browse Long Boat Key Real Estate Listings

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493 Properties Found. Page 26 of 33.

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

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.

$17,850

MLS#: A4468386

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

Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. 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.

$17,000

MLS#: A4561269

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

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

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

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

GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge in the heart of Longboat Key. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, fitness center, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with 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 away from shopping, dining and entertainment in St.Armand' Circle and downtown Sarasota. Please contact Agent for availability
#T3488652

LONGBOAT KEY

716 BAYPORT WAY 716

3 Beds

2 Baths

2,504 Sq.Ft.

$13,500

MLS#: T3488652

Welcome to your beachfront retreat on spectacular Longboat Key, Florida. The owners spared no expense to design and equip their home with the best of everything. This is the first time they've ever offered it for lease; it is available as early as August 1, 2025 thru December (3,4 or 5 month occupancy) and also available for the 4 months of January to April. This is 1600 sq ft of beautiful open concept living has beautiful water views from every room and comfortable living zones for TV, dining, music, reading and a spectacular bar area ideal for entertaining your friends and family. The balcony overlooks the blue waters of the Gulf of Mexico and is a perfect place for morning coffee or a late night supper. The primary bedroom is equipped with king size bed, large walk in closet and delivers a lovely Gulf view or total privacy depending on your mood. The elegant private bath has 2 sinks, lots of storage, a walk in shower, private toilet and bidet. Guest bedroom has spacious closet and queen size bed. There is a full-size laundry just outside the guest bedroom and full bath with shower. The Promenade is well known as a jewel among beachfront communities. With outstanding amenities (pool, jacuzzi, tennis, fitness, entertaining space, library, BBQ area and of course beach access) you'll appreciate the underground parking available for you and your guests. The property is just 5 minutes from a full service Publix store, drug store, restaurants and other services. Add 5 more minutes to visit St Armand's Circle and 5 minutes more to downtown Sarasota. Reach out to the listing agent for more details and the rental application, rules and regs as well as in-person or virtual tour of the property. (Virtual tour with 24 hour notice please.)
#A4647642

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 505

2 Beds

2 Baths

1,784 Sq.Ft.

$13,500

MLS#: A4647642

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

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