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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
447
# of Listings
2
Avg # of Bedrooms
$850
Avg. $ / Sq.Ft.
$1,483,859
Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

447 Properties Found. Page 30 of 30.

2025 WINTER RENTAL- Available Oct 1, 2025- May 24, 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so you can bring your boat! The home was newly renovated with space and comfort in mind. The Master has a king size bed and a great view of the canal! The screened in porch overlooks the intercoastal with all its wildlife. Try out Sarasota and stay on the beach! St. Armand’s circle is nearby with world class shopping/dining and entertainment. Cleaning fee/resort taxes not included. Good background and credit check a must. NO PETS. NON SMOKING UNIT. Available long term (6 months) for $5,000/monthly. Vacation rental rates: October-November: $4,500; December -April: $6,500; and May: $4,500. 3-month minimum stay during peak season (December through April).
#O6342792

LONGBOAT KEY

4420 EXETER DRIVE 208

2 Beds

2 Baths

1,376 Sq.Ft.

$4,500

MLS#: O6342792

Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club on the serene and convenient south end of Longboat Key. This meticulously maintained 2,400-square-foot end-unit residence boasts breathtaking views of Sarasota Bay. Ideally just steps from Dry Dock Marina and Restaurant, and a short drive to Publix, shopping, dining, St. Armands Circle and downtown Sarasota. The thoughtfully designed condominium features an open floor plan and large patio with water views, ideal for savoring morning sunrises and entertaining. There is also a private front patio with natural gas grill hookup. The unit also includes an oversized two-car garage with ample storage. As a resident of Tangerine Bay Club, you’ll enjoy resort-style living with private access to the Bay Isles Beach Club for just $250 annually, a 25-meter freeform heated pool with a lap lane, a heated spa, regulation-size tennis and pickleball courts, and a newly renovated clubhouse with a fitness center. The community offers many social activities, including happy hours, pickleball tournaments, and curated outings to local cultural events. Water lovers will delight in the recently updated boat dock, two kayak launches, a fishing pier, and prime fishing opportunities on Sarasota Bay, while scenic nature trails connect the bay to the Quick Point Nature Preserve for peaceful experiences. Water/sewer/trash included. Furnishings are optional.
#A4664639

LONGBOAT KEY

350 GULF OF MEXICO DRIVE 211

3 Beds

2 Baths

2,844 Sq.Ft.

$4,250

MLS#: A4664639

This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The beautiful upgrades to the kitchen and baths go hand in hand with the elegant decor of this property. Fully furnished and fully equipped and ready for your arrival, covered parking for one vehicle and guest parking is available as well. The clubhouse has a full kitchen facility and is large enough for meetings, private parties, and social functions, The exercise room is well equipped with machines and free weights. Classes in water Aerobics are held several times a week during the winter at a nominal cost, Available May to December at OFF Season rate of $4,200 per month plus 13% tourist tax. The property is a NO smoking/NO pet unit.
#A4641984

LONGBOAT KEY

840 BAYPORT WAY 840

2 Beds

2 Baths

1,640 Sq.Ft.

$4,200

MLS#: A4641984

BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. Available immediately. September & October $4,000 a month. November & December $5,000 a month. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home. Distinguishing features include the true craftmanship of custom solid core doors, chic beach themed door and cabinet knobs, custom designed laundry closet housing a Full-sized front load Samsung washer & dryer, self-close solid kitchen cabinets with a bonus spice rack cabinet, pull out shelves in the pantry and below the sink, ceramic floor tiling through-out including a curb less shower entry located in the primary suite’s “ensuite bathroom. The pièce de résistance is the Cambria Quartz (lifetime warranty) kitchen countertop chosen for the beach inspired aqua accents that showcase both a breakfast bar and a dual temperature wine/beer refrigerator for added pleasure. The second bedroom is cleverly designed to serve as both an office and a guest space, complete with a comfortable “guest chest” Murphy bed cabinet. For peace of mind while away, the villa is equipped with the latest Wi-Fi enabled keyless smart lock entry system, as well as a smart remote thermostat to monitor and manage remotely. Worry free living with a New A/C (2022), Water Heater (2024) and recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). Located directly across the street, with 3 beach access points (one private deeded) is the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded sandy beaches that attract visitors from all over the world. A low-density residence and a nature lover’s delight: from captivating bird watching to the frolicking dolphins and manatees of Longboat Key. Windward Bay's unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (first come first served), barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This wonderful condominium exemplifies “Florida Gulf to Bay Living” at its finest. Windward Bay: "A Special Place and A Gem of a Community."
#A4664273

LONGBOAT KEY

4760 GULF OF MEXICO DR. VILLA 7

2 Beds

2 Baths

931 Sq.Ft.

$4,000

MLS#: A4664273

1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community's private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with neighbors in the expansive clubhouse, and get your daily work out in the fitness center! This turnkey unit boasts beautiful bay views, floods of natural light, a spacious walk-in closet, and a covered parking space. Ideally located in the middle of the key, with easy access to Publix, the chic St Armands Circle, Downtown Sarasota, and the charming Anna Maria Island. Your dream getaway awaits! Some amenities are still closed/damaged from the 2024 hurricanes.
#A4643358

LONGBOAT KEY

3810 GULF OF MEXICO DRIVE F304

1 Beds

1 Baths

811 Sq.Ft.

$4,000

MLS#: A4643358

Steps from the Sand – Luxury Beach Condo with Pool Access! Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits! Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community kayaks. Socialize in the spacious clubhouse, or get energized in the fitness center. Perfectly located in the heart of the island, you’re just minutes from Publix, the charming boutiques and cafes of St. Armand's Circle, the vibrant culture of Downtown Sarasota, and the laid-back vibes of Anna Maria Island. Note: Some amenities are still recovering from the 2024 hurricanes, but the sun, surf, and island magic are waiting for you! Rent your dream beach getaway today – paradise is calling!
#S5119903

LONGBOAT KEY

3806 GULF OF MEXICO DRIVE C305

2 Beds

2 Baths

1,031 Sq.Ft.

$4,000

MLS#: S5119903

2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with neighbors in the expansive clubhouse, or get your daily work out in the fitness center! This turnkey unit offers floods of natural light, updated finishes, and a covered parking spot. First floor units have their own private patios. Ideally located in the middle of the key, with easy access to Publix, the chic St Armands Circle, Downtown Sarasota, and the charming Anna Maria Island. Your dream getaway awaits! ***Some of the amenities are still damaged/closed from the 2024 hurricanes***Seasonal rental price is $6,800 per month.***
#A4662043

LONGBOAT KEY

3802 GULF OF MEXICO DRIVE A107

2 Beds

2 Baths

1,085 Sq.Ft.

$3,900

MLS#: A4662043

Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces. Boat docks are also available for lease at a low rental fee based upon availability. Available 6/1/2025 Rental fee based on Season. Oct - Dec = $3,500/mo. Jan - April-=$4,500/mo. May - Sept =$3,000/mo. Annual Rental= $3,500/mo.
#A4602885

LONGBOAT KEY

600 SUTTON PLACE 201

1 Beds

1 Baths

836 Sq.Ft.

$3,200

MLS#: A4602885

LONGBOAT KEY...Lovely 2 bedroom 2 bath penthouse located on the top floor in Building B directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile and marble. Split floor plan, master suite with a king size bed and the guest room can be used as an office, den or bedroom with its king size murphy bed and a private en-suite bath. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush landscaping, large heated pool, clubhouse, marina, fishing pier, kayak and bike storage, fitness center, all for your enjoyment and covered parking. OWNER PREFERS AN ANNUAL RENTAL AT $3000 A MONTH. A SEASONAL WILL ALSO BE CONSIDERED AT $5000 A MONTH + TAX & FEES. PLEASE NOTE, UTILITIES ARE NOT INCLUDED IN AN ANNUAL RENTAL. SARASOTA, VACATION RENTALS, LUXURY, GULF OF MEXICO, LONGBOAT KEY VACATION, LONGBOAT KEY ANNUAL RENTAL.
#A4663366

LONGBOAT KEY

3804 GULF OF MEXICO DRIVE B-402

2 Beds

2 Baths

1,290 Sq.Ft.

$3,000

MLS#: A4663366

2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with neighbors in the expansive clubhouse, or get your daily work out in the fitness center! This turnkey unit offers floods of natural light, tons of closet space, and a covered parking spot. Ideally located in the middle of the key, with easy access to Publix, the chic St Armands Circle, Downtown Sarasota, and the charming Anna Maria Island. Your dream getaway awaits! ***Some of the amenities are still damaged/closed from the 2024 hurricanes*** Rent price is $3,000 for annual and $4,500 for seasonal.
#A4630493

LONGBOAT KEY

3806 GULF OF MEXICO DRIVE C202

2 Beds

2 Baths

1,062 Sq.Ft.

$3,000

MLS#: A4630493

Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or entertaining. The Florida room is fully enclosed, and windows and sliding glass door have screens to welcome in those lovely Gulf breezes. The kitchen is well appointed and fully furnished with everything you may need to cook and enjoy meals at home and there is also a utility room with a washer and dryer for your convenience. The primary bedroom is comfortably furnished with a queen bed and en-suite bathroom. The second bedroom is currently empty and the owner will happily furnish it to meet your needs - either as a second bedroom or a den. Sutton Place offers private Gulf beach access complete with a pavilion, picnic tables, restrooms and showers. Additional amenities in the community include 2 heated pools, one of which sits on the Sarasota Bay, barbecue areas for al-fresco dining, bicycle storage, kayak storage and launch and fishing dock. Boat docks are also available for lease at a low rental fee based upon availability. The community is only 1/2 mile from Bayfront Park of Longboat Key, where you can utilize the park's 3 pickleball courts, tennis courts, basketball court, shuffleboard courts and more! Located just a short drive from St. Armand's Circle with wonderful shopping and dining venues or head North to visit the beaches of Bradenton, Coquina, Holmes and Anna Maria Island. This turnkey furnished condo is available for a 4 month minimum rental period or 3 month minimum through the end of 2025. Rental rates vary based on the season and are as follows: January-April: $4,300/mo. May-September: $2,800/mo. October-December: $2,000/mo. Annual rental: $3,000/mo.
#A4660890

LONGBOAT KEY

534 SUTTON PLACE

2 Beds

2 Baths

1,278 Sq.Ft.

$3,000

MLS#: A4660890

GULF to BAY ACCESS! Beach Harbour Club Welcomes you home to Island living. New to the rental market is this second floor condo featuring 2 bedrooms, 2 bathrooms, dining room / family room combination and a full size washer / dryer located in the utility room. Beach Harbour Club is centrally located in the middle of Long Boat Key and this condo is a turn key fully furnished ANNUAL rental. There is a community pool for you to enjoy after a day at the beach across the street that has a private area for the residents of Beach Harbour Club to enjoy. You may also like to enjoy a BBQ and Tiki hut in the evening overlooking the bay and eating on the picnic tables enjoying the evening breeze. There are so many things to do on the Island, travel South to St. Armond's circle for some shopping and lunch at one of many restaurants there or go North to the beaches of Bradenton, Coquina, Holmes and of course Anna Maria Island. Contact us today and explore island living without breaking the bank. You will love the the private beach access for a spectacular sunset anytime you want to dig your toes in the sand and wash the stresses of the day away! call us today you will be happy you did.
#A4656110

LONGBOAT KEY

3810 GULF OF MEXICO DRIVE F206

2 Beds

2 Baths

1,007 Sq.Ft.

$2,495

MLS#: A4656110

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