Paradise Vacation Properties
2100 Constitution Blvd.
Sarasota, 34231
Ph:941-366-4433
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Paradise Properties provides vacationers with premier beach & pool vacation homes & condos on Siesta Key, Longboat Key, Lido Key, Casey Key, as well as other areas of Sarasota. Our homes, condos are immaculate, and beautifully maintained, for your enjoyment. We are committed to making your vacation a memorable vacation of a lifetime. Click on our link to view our properties make a reservation.
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Sun n Sea Cottages & Apartments
4651 Gulf of Mexico Dr.
Longboat Key, 34228
Ph:941-383-5588
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If there is one place that embodies the romance, serenity and physical beauty of Longboat Key, it is Sun ‘n Sea Resort.
Taking full advantage of its natural surroundings, Sun ‘n Sea Resort invites you to escape the hustle and bustle - splash in the turquoise waters of the Gulf of Mexico, stroll along miles of unspoiled beaches or simply lounge in your beachfront cottage or apartment.
Under a canopy of half-century old Australian Pines and located directly on the Gulf of Mexico, our secluded, 2-1/2 acre boutique resort is unique on Longboat Key offering you a quiet setting to unwind. Enjoy daily, weekly or seasonal beachfront rentals on beautiful Longboat Key, Florida!
Tranquil Florida waters, calm island breezes, gently rolling surf of the Gulf of Mexico will put you into the vacation mode quickly. Intoxicated with refreshing sea air, your senses will be rejuvenated like never before at our beach resort.
Discover beachfront paradise... Discover Longboat Key relaxati
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3008 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-387-9119
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Contemporary, luxurious studios, one bedroom and two bedroom condominiums border the Gulf of Mexico. Each condo is beautifully decorated with a fully equipped kitchen, TV, DVD player and WIFI. On site facilities include 200 feet of beach, heated pool, tennis court, bicycles, shuffleboard and BBQ grills. Tiki huts and the best spot to watch a sunset!
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Rolling Waves Beach Cottage, Inc
6351 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-1323
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Nestled away in a lush tropical setting overlooking the blue waters of the Gulf of Mexico, old Florida hospitality awaits you. Rolling Waves is a quaint and classic getaway, where walks on the beach, boating, shelling, fishing are an everyday delight. Each cozy cottage is steps away from the white sand where a brick path meanders over the dune to an expansive shell strewn private beach. Each cottage is a separate house, "A Home Away From Home."
All have fully equipped kitchens, separate bedrooms and private outside sitting areas with picnic tables, BBQ's and umbrellas. The Rolling Waves beach cottages offers a unique setting where guests can experience a little of the past while enjoying all the sophisticated delights Longboat Key has to offer. Longboat Key is a pleasing mix of Florida vacation and residential lifestyles - from South Longboat's exclusive private clubs and posh resorts to North Longboat's more informal island atmosphere.
Come be a guest at the Rolling Waves Beach
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Turtle Crawl Inn of Longboat Key
4235 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-3788
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From the sounds of waves lapping against the shore, to the sweet smell of the Gulf of Mexico, Turtle Crawl Inn is a beach lover's paradise. With a wide variety of unit styles and floor plans to choose from, no longer does direct Gulf front mean sacrificing your entire vacation budget. Choose from one of our many room styles including accommodations at The Towers, The Gardens and The Villas.
Known for tasteful luxury, Longboat Key is a 12-mile stretch of shoreline that is rich in gorgeous beaches, wildlife, upscale amenities and championship golf. Ignored by spring breakers and devoid of garish attractions, this island is one of the quietest on the Gulf Coast - and all the more beloved for it.
Enjoy the following amenities during your stay at Turtle Crawl Inn:
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Beachfront
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Swimming pool
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Fully equipped kitchens or kitchenettes
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Barbeque area
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Shuffleboard court
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Laundry facilities
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Elevator
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Putting green
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Va
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2930 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-312-1747
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Beautiful small private resort on Longboat Key with spacious two bedroom villas and quaint one bedroom cottages. Our amenities include two heated pools, lush tropical gardens, BBQ gas grills, free Wi-Fi, large flat panel TV's, and private parking and sitting areas. Located within walking distance of shopping center and tennis courts.
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5851 Gulf of Mexico Drive
Longboat Key, 34228
Ph:866-867-3943
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Cabana Beach Club is a wonderful Florida resort located directly on the beach overlooking the turquoise, placid waters of the Gulf of Mexico. Enjoy warm, sunny days and tropical nights while staying in our one- or two-bedroom condominiums or efficiencies. Every unit features a fully equipped kitchen and patio for the most comfortable, casual stay.
Enjoy the relaxed pace of this intimate resort. Discover miles of white sand beaches, unlimited water sports on Longboat Key or simply take a dip in our large, heated swimming pool. No matter what your vacation pleasure, book with confidence using property rating standards.
Whatever you choose, you will love the comfortable accommodations and beautiful beach views. The attention to detail, from the cleanliness of your unit to the manicured grounds, will be evident the moment you arrive. The glorious sunrises, the romantic sunsets, the lush tropical flowers abloom everywhere - you will believe you have found paradise in the Cabana Bea
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4725 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-5044
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Sand Cay features 60 fully furnished individually owned two bedroom, two bath condominiums, each approximately 1,100 square feet, complete with full kitchen, living area, dining area and balcony or patio. Choose from garden/pool view, gulf view, or gulf front accommodations. Other amenities include white sandy beaches, shuffleboard, tennis, basketball, heated pool, free on-site laundry facilities, elevator service, wireless Internet in all units, barbecue area and beautiful sunsets.
Florida's major attractions are all within convenient driving distance, including Disney World, BuschGardens, Sea World and Universal Studios. Enjoy a wide variety of recreational activities including pier or deep sea fishing, boating & golfing. Treat yourself to the world class cuisine and exclusive shops and boutiques in elegant St. Armand’s Circle. Across the bay in Sarasota, you'll find rich cultural heritage alive with superb galleries and performing arts such as the Ringling Museum of Art a
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2813 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-1511
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Appropriately named Las Hermanas "The Sisters" for four little girls who played on the beach here just a few years ago. Two units are studio apartments and two units are one bedroom units. All have complete kitchens, full bath and breathtaking views of the Gulf of Mexico.
Las Hermanas is intended for longer stays so check with us on availability. You'll find it's just as quiet and peaceful at Las Hermanas as it was at the Starfish. Don't worry, our resident Heron and Egret "Harry and Izzy" will find you there too. They've already arranged a welcome for you!
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3155 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-0983
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IMAGINE! Sun kissed beaches, balmy breezes and fabulous sunsets all just a sandal step from your door. Enjoy a refreshing swim in the Emerald blue/green waters of the Gulf of Mexico or take a dip in our sparkling swimming pool. Longboat Key boasts some of the finest fishing worldwide. Take a group charter, private fishing trip or just toss a line out off our own sandy shores. The Diplomat stretches across 500 feet of white, sandy beach. Take a stroll for miles to the north or south or sit under one of our eight Tiki Huts for quiet relaxation. All units face the beach and have large picture windows for your viewing pleasure.
Amenities include
•Free WiFi
•Daily maid service
• Full kitchens
•Cable T.V.
•Laundry facilities on premises
•Large heated swimming pool
•Poolside/Beachside sundeck
If you choose to dine out or go shopping, Longboat Key has some of the finest restaurants on the West Coast of Florida! Enjoy shopping at the World renowned St. Armand
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5125 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2105
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Sea Grape Inn is an intimate resort condominium located on the Gulf of Mexico on Longboat Key, Florida. We offer daily, weekly, or monthly rentals in professionally decorated and fully furnished two or three bedroom condos.
Sea Grape Inn offers a carefree lifestyle. We provide our guests with a friendly, quiet, and private atmosphere. It will be our pleasure to welcome you.
Active vacationers will enjoy Longboat Key's eleven mile boulevard for cycling, jogging, rollerblading, or walking. Golf and tennis facilities and boat rentals are available nearby. Sea shell hunting, bird watching, fishing, swimming, and basking in the warm Florida sun are popular activities on our white sandy beaches and blue-green waters.
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Beach Castle Resort Condominium
5310 Gulf Of Mexico Drive
Longboat Key, 34228
Ph:941-383-2639
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The Beach Castle Resort
Since its construction in 1970, the Beach Castle Resort has been a perennial favorite of experienced international travelers looking for the ultimate Florida beach vacation getaway. Stretching from Sarasota Bay to the Gulf of Mexico, the Key West style resort captures a look back in time to the secluded and tropical Longboat Key of old Florida.
After being owned and operated as an award winning vacation retreat by the McCall family for thirty-five years, it was completely renovated and converted into a 21 unit condominium resort in 2005. Managed today by Sun Resorts International, the Beach Castle continues as the destination of choice for those wanting a quiet, well appointed and spacious vacation resort from which to partake of the variety of activities available. Situated at one of Longboat Key's narrowest points, the Beach Castle offers both a unique beach and bayfront vacation rental opportunity.The Beach Castle offers privacy, a laid back Island
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6051 Gulf of Mexcio Dr.
Longboat Key, 34288
Ph:941-383-5661
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Looking for a charming beach front vacation rental? We are located directly on the beaches of Longboat Key, an island off of Sarasota.
For over 56 years, Cannons by The Sea beach cottages, have been the number one choice for a tropical and private Florida vacation.
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5155 Gulf of Mexico Dr
Longboat Key, 34228
Ph:941-383-3187
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Casa Del Mar Beach Resort
4621 Gulf Of Mexico Drive
Longboat Key, 34228
Ph:941-383-5549
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The beachfront setting is unparalleled: ten miles of powder-white beaches are right outside your door. The warm waters of the Gulf await also... always a sparkling invitation. Flowers and tropical plants abound. A large beachside swimming pool is the heart of Casa del Mar Beach Resort... for sun and play and total relaxation. Hospitality and attentiveness distinguish our staff. And thoughtful accommodations, individually decorated, offer homelike comfort and views that will take your breath away!
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4425 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-6224
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La Playa is a small 21-unit resort property of privately-owned condominiums available exclusively for weekly rentals twelve-months per year.
Located on spectacular Longboat Key, a short drive from Sarasota on the wide sand beaches of the Gulf of Mexico, La Playa offers privacy and direct beach access not available in larger high-rises nearby.
La Playa has a reputation of being the best weekly-rentals available on the island. We are proud of our 95% return rate among guests who value a uniquely private and intimate vacation in their home-away-from-home. Enjoy our pool, white sand beach on warm Gulf waters, and special offerings like hammocks, outdoor grills, outdoor chess, bocce, our own SEA TURTLE NEST and all the wonderful attractions nearby. Accessible from Sarasota, Tampa, and St. Petersburg/Clearwater airports.
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5330 Gulf of Mexico Dr
Longboat Key, 34228
Ph:941-383-8818
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Cape Cod style cottages that run from the blue waters of the Gulf of Mexico to Sarasota Bay. Little Gull offers luxurious, fully furnished one, two, three and four bedroom cottages with four poster beds and wood burning fireplaces. Each cottage has a fully equipped kitchen, two televisions, DVD player, WIFI. You can enjoy the pool, fishing/boat dock, bicycles, BBQ grills and Tiki huts.
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2000 Gulf Drive
Bradenton Beach, 34217
Ph:941-778-1746
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Reminiscent of a bygone era, the Bungalow Beach Resort has much to offer those seeking Anna Maria Island's Premier Gulf Front Resort accommodations. Our gracious rejuvinated classic 1930's island style resort is nestled amongst the white sand dunes, sea oats and swaying coconut palms of Anna Maria Island. Escape to our private beach area. Relax upon lounge chairs with umbrellas provided for your comfort. Enjoy the Aqua blue surf and refreshing tropical breezes.
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2721 Gulf of Mexico Dr
Longboat Key, 34228
Ph:941-383-1083
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The Beachcomber on Longboat Key is a perfect place for anyone desiring a relaxing, tropical vacation and an escape from the real world.
•Short term rentals with a 7 night minimum stay
•1 or 2 Bedroom fully furnished condominiums
•Directly on the Beach on mid Longboat Key
•Large heated beach-front swimming pool
•Spacious sun deck and fabulous sunsets
•Wireless Internet in all our vacation rentals
•Located on Longboat Key in Sarasota, Florida
All vacation rental condos at the Longboat Beachcomber are individually owned and furnished according to the owners preferences. Interior photos and amenities for individual condos are available for viewing on the Rental Units page.
With downtown Sarasota only minutes away from the Beachcomber, you are never at a loss for things to do and see. The Ringling Museum, Selby Botanical Gardens, Mote Marine Aquarium, Spanish Point, Jungle Gardens, dozens of art galleries and antique shops, the opera, symphony, ballet and
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645 Cedars Court, Suite A
Longboat Key, 34228
Ph:941-383-4621
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Cedars Tennis Resort, a luxury vacation rental resort on Longboat Key, Florida, only a few miles away from Sarasota, Florida offers world-class facilities, magnificent beaches and tropical sunsets. Guests enjoy an unforgettable Florida Vacation in our spacious town homes perfect for families and couples. A junior Olympic swimming pool with Tiki bar, fitness center, fishing pier, bicycle and kayak rentals, provide activities to suit every mood.
The newly renovated clubhouse features a restaurant with full bar for a casual dining experience. Our acclaimed tennis program with some of the areas best HarTru tennis courts, USTA tournaments, kids tennis camp and pro shop attracts players from all over the world. For those wishing to venture out can cycle or stroll along beach pathways or explore our gorgeous landscaped grounds and walkways. Nature lovers enjoy kayaking through Sarasota bay. Boat rentals and fishing trips along the gulf coast can be arranged. Sarasota and St. Armands Cir
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5841 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-3731
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Let your senses be your guide at Silver Sands Gulf Beach Resort on Longboat Key. From the moment you arrive at this Gulf front condominium complex, you will be in sensory overload. The aroma of tropical flora and warm salty air surround you on Longboat Key - this bouquet of scents will have you returning to this beautiful destination again and again. Are you in need of some relaxation? Why not take a walk along our private beach and take a dip in the warm waters of the Gulf of Mexico. We have the most beautiful sunsets to offer here on Florida's Southwest coast - we invite you to relax in a complimentary lounge chair at the beach as the sun sets in her many array of colors.
Our on-site amenities are plentiful and include a heated, Gulf front swimming pool, putting green and shuffleboard courts, private beach access, BBQ area, and on-site office. Choose from our various unit styles that include: hotel rooms, one- and two-bedroom units with an assortment of views to choose from includ
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3720 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2411
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Our location couldn’t be better! We’re right on the beach with the Avenue of the Flowers Shopping Center directly across the street. Longboat Key is just off the North West corner of Sarasota, within easy driving distance of all the central Florida attractions. We’re about twenty minutes from Sarasota-Bradenton International Airport, and five minutes from the shops on St. Armand’s Circle.
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The Beach on Longboat Key
3465 Gulf of Mexico Drive
Longboat Key,
Ph:941-383-1636
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Experience modern luxuries at Southwest Florida's premier resort destination, The Beach on Longboat Key. Located directly on the beach, this vacation rental condominium features beautiful views of the Gulf of Mexico from your private balcony, direct beach access and sunsets that you'll remember for a lifetime. Whether traveling as a family, honeymooners, on business or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you. Just a short drive to St. Armand's Circle and downtown Sarasota, you are never far from upscale shopping, dining, nightly entertainment, art museums and theater productions.
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3453 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2417
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Florida's SeaHorse Beach Resort on Longboat Key, is located on the white sand beaches of the Gulf of Mexico. From the moment you arrive, the friendly and professional staff will welcome you to your home away from home where you can experience a panoramic view of the Gulf from your suite, or while lounging by the heated pool, or enjoying our 500' private beach.
Sarasota and Longboat Key offer a rare combination of superb beaches, nightlife and culture with world class restaurants and charming shopping only minutes from the SeaHorse Beach Resort. Enjoy the area attractions, play volleyball on the beach, collect exotic shells or just sit back and relax while you enjoy the gulf breezes and watch dolphins swim into the sunset.
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5.655 Gulf of Mexico Dr
Longboat Key, 34228
Ph:941-383-4666
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Longboat Key Vacation Rentals from Cedars West of Longboat
Longboat Key ranked No. 2 among North American islands in Condé Nast Traveler’s 2010 Readers’ Choice Awards.
Read more: Condé Nast: Longboat Key ranked second among North American islands | Tampa Bay Business Journal
The Perfect Getaway
Discover the unique Florida vacation paradise of Cedars West where the splendor of Florida’s Gulf Coast is rivaled by the elegant interior of your luxurious two bedroom condominium. Tastefully designed to complement the natural beauty of its surroundings, Cedars West offers privacy as well as breathtaking views. Watch the sunset on the water. Listen as the gentle waves caress the shore. Gather exquisite shells as you stroll the beach. You might enoy a dip in our heated swimming pool or a game of tennis on our courts. One of the best Florida vacation rentals on Longboat Key.
Discover the unique Florida vacation paradise of Cedars West where the
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3440 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-3716
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The Dock on the Bay is located on Longboat Key, just offshore from Sarasota on the Central West Coast of Florida. This intimate private resort emphasizes harmony with the natural tropical environment, with lush native vegetation and a serene view of mangrove-lined Buttonwood Harbor. There is a small marina with up to 6 ft depth and accommodations for boats up to 45 ft. Two tennis courts, two pools and a separate spa provide uncrowded relaxation, in addition to beach access right across the street! Fishing is close at hand, either in Buttonwood Harbor, Sarasota Bay, or the Gulf. Because of the density of foliage, The Dock on the Bay is home to many varieties of birds, and giant manatees and their babies are often seen in the yacht basin. Porpoises make daily visits off the docks or in the harbor! We even have a resident invisble Tokay Gecko named "Docko" who sings at night outside the office!
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LongboatKey Club & Resort
301 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-8821
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Some say it's because Golf Digest named us one of the "Best Places to Play" or because the USTA gave us its "Outstanding Facility Award." Others insist it's our luxurious Island House Spa and six superb restaurants. Families love our supervised Kids Klub and heated swimming pool. And we're just minutes from exclusive St. Armands Circle and all the excitement of Sarasota. So whether you're planning a Florida beach vacation or a romantic retreat, it's all here. And it's all yours
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Hilton Longboat Key Beachfront Resort
4711 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2451
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5451 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2552
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One of the most secluded tropical beach settings on Longboat Key. Our spacious studios, one and two bedroom accommodations, come fully equipped with everything you will need to make your stay on Longboat Key exactly what you are looking for in a vacation. Overlooking tropical gardens and the beautiful beach on the Gulf of Mexico, each apartment has its own private patio. From our beach Cabana, come and watch the dolphins play as the sun sets off of beautiful Longboat Key.
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3200 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-9561
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Enjoy a swim in our heated pool while looking out into the waters of Cranes Bay. Looking for something more active? Enjoy a challenging game of tennis on our lighted court. Bikes are available to all guests who want to explore our beautiful island. Longboat Bay Club provides vacation accommodations that include recreation and pampered relaxation. The Gulf of Mexico and Sarasota Bay provide you with several opportunities for water activities. At the resort, enjoy tennis and bicycling. After the day's activities, unwind by the resort's outdoor pool and whirlpool.
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5581 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-9780
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Wicker Inn is a private beachfront paradise on the beautiful exclusive Island of Longboat Key. This quaint Inn features ten suites and one cottage all newly renovated with timeless Old Florida decor. All of this surrounded by tropical blooms, lush foliage, vine covered arbors, swaying palm trees, gazebo and private heated swimming pool.
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4141 Gulf of Mexico Drive
Longboat Key, 34228
Ph:941-383-2431
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Sea Club I is a unique family oriented resort that provides a wide assortment of villas, apartments and efficiencies. Located within Longboat Key on Florida's Gulf Coast it is famous for its long white unspoiled beaches.The perfect place to kick off your shoes, relax and enjoy life. Sea Club 1 encompasses all that Florida is with it's quaint, 'Old Florida' feel.
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