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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
496
# of Listings
2
Avg # of Bedrooms
$950
Avg. $ / Sq.Ft.
$1,695,880
Med. List Price

Browse Long Boat Key Real Estate Listings

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496 Properties Found. Page 27 of 34.

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

Welcome to Beachfront Paradise! This stunning waterfront second-floor, 2-bedroom, 2.5 bath two-story condo is located in the exclusive community of Seaplace in Longboat Key. The location is everything! This condo is located just 4 miles from St. Armand’s Circle, where you can find various restaurants and boutique shopping. The community of Seaplace is a popular Gulfside community on the Southern end of Longboat Key, where you will enjoy one of the quietest areas to be, but with a lot of amenities to relish in. A large community pool overlooks the private beach, a clubhouse with a lovely living space with views of the ocean, a community playground, a state-of-the-art fitness center, and a private beach that offers chaise lounges for you to soak up that Florida sunshine all day long. Upon entering the condo, you will find tons of natural light in the corridor to the condo. The condo has an open-concept floor plan and is two levels. On the first level, you will find the main living space, with unobstructed views of the Gulf of Mexico. The living room has a plush couch overlooking the blue crystal waters. The gourmet kitchen has everything you need and more. There are gorgeous countertops with a matching backsplash, all stainless-steel appliances, and a breakfast table that can accommodate up to two. Adjacent, you will find the chic dining table with custom padding to the walls and seating for six; no details were missed. When you are not using the Smart TV above the wet bar, it can be hidden with a custom-built in. There is an office behind the beautiful wood sliding barn doors, that has a queen-size murphy bed behind the desk. There is also a half bath on the first floor. You cannot miss the grand floating staircase leading to the second floor, which has underneath lighting. The second floor is where you will find the bedrooms. The primary bedroom is magnificent! It has ocean views from the queen-size bed, custom closets, and fantastic masonry work behind the bedframe. Attached is the primary bathroom that was spa-inspired. There is a large dual vanity with a beautiful mirror, a large jacuzzi tub, and a walk-in shower with two showerheads. Down the hall, you will find the second bedroom, which has a queen-size bed, plenty of closet space, and an attached bathroom. The bathroom has an updated vanity with a walk-in shower with two showerheads. This condo is truly one-of-a-kind. Come, and see why people return year after year. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.
#A4550652

LONGBOAT KEY

2089 GULF OF MEXICO DRIVE G1-204

2 Beds

2 Baths

1,214 Sq.Ft.

$12,369

MLS#: A4550652

LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Like NEW, this beautifully designed three bedroom luxury residence has just completed a major updating remodeling with all new designer furniture and furnishings, new custom kitchen and bathrooms. Floor to ceiling glass with panoramic views from every room in the house. MOVE-In and enjoy the Luxury lifestyle and amenities that abound at Grand Bay. GRAND BAY is a 24-hour-manned, GATED community where residents can enjoy two heated swimming pools, hot tub spa, fitness center, tennis, private garage, large clubhouse, many on site activities, and a private beach club access to the world famous beach on the Gulf of Mexico. Close to St. Armand's Circle, Downtown Sarasota, and Ana Maria Island. OPEN FOR 2026 SEASON RESERVATION for a THREE MONTH or longer stay. There is a 30 day tenant application process with the Grand Bay COA. NO PETS/No Smoking. Additional charges 13% sales/resort tax to be paid by tenants. Rates for December through April $12,000 month. Off Season Rates May and November $6500 monthly. Three month minimum stay.
#A4645666

LONGBOAT KEY

3060 GRAND BAY BOULEVARD 172

3 Beds

3 Baths

2,935 Sq.Ft.

$12,000

MLS#: A4645666

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.

$12,000

MLS#: A4561428

LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle and Downtown Sarasota. The SEAPLACE community features include half mile of beach front, two large swimming pools,two spas, three Har-Tru Tennis courts, clubhouse, fitness center, barbecue grills, and a one mile walking trail.
#A4565848

LONGBOAT KEY

1925 GULF OF MEXICO DRIVE 309

3 Beds

3 Baths

3,134 Sq.Ft.

$12,000

MLS#: A4565848

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

Available February 2025. Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $6,950 a month April - October. $6,000November, $5,900December, $8,000 January, $12,000 February, $12,000 March $14,000
#A4593076

LONGBOAT KEY

5621 GULF OF MEXICO DRIVE 103

3 Beds

2 Baths

1,731 Sq.Ft.

$11,900

MLS#: A4593076

SEASONAL; NOW AVAILABLE Jan - Mar 2026!!! Call now, won't last! From floor to ceiling – you’ll just love the magnificent views from every room plus the 85 inch TV in this direct Gulf front residence. Perched on the seventh floor of Sea Gate, this Southern Longboat community offers gorgeous sand beaches, great location and amazing sunsets! This two bedroom, two bath condominium is beautifully renovated with professionally designed interior. Sip your morning coffee on the balcony with new glass railings as you plan your daily adventures. The light and bright living room features exquisite leather recliners and fabric sofas, one of which is a sleeper for an extra guest. Thoughtfully planned, you'll enjoy state of the art digital components including 85-inch TV and DVR while relaxing.Entertaining is a delight in the gourmet kitchen with stainless appliances. Escape to the tranquil master bedroom retreat with exquisite bedding overlooking azure waters with 65 inch smart TV, sitting area and ensuite master bath. For added comfort during your stay there’s a dedicated desk, stacked washer and dryer, built-in closet systems, wifi and 65' large smart tv in guest suite. Parking is conveniently located at the building's front door. Live the life you’ve always imagined with resort-style amenities that include Gulf-side heated pool, har-tru tennis court, updated social room, state of the art fitness area and kayak, paddle board & bike storage. Conveniently located to shopping, dining, St. Armand’s Circle and downtown Sarasota and the Arts. No pets or smoking permitted. This property did not sustain any hurricane damages. Ready for guest!
#A4215382

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7C

2 Beds

2 Baths

1,701 Sq.Ft.

$11,900

MLS#: A4215382

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

LONGBOAT KEY

448 GULF OF MEXICO A-106

2 Beds

2 Baths

1,474 Sq.Ft.

$11,700

MLS#: A4623916

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

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 7B

2 Beds

2 Baths

1,470 Sq.Ft.

$11,500

MLS#: A4547447

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

LONGBOAT KEY

1135 GULF OF MEXICO DRIVE 504

2 Beds

2 Baths

1,642 Sq.Ft.

$11,400

MLS#: A4161743

Available May-rest of 2025. 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. Damage deposit: $600.00
#A4604480

LONGBOAT KEY

1045 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,392 Sq.Ft.

$11,250

MLS#: A4604480

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

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