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Vacation Rentals near Boca Grande Bike Trail

SR 771 South, Boca Grande, Florida
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    Travelers to Boca Grande are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Boca Grande
    Boca Beauty- Newly Purchased and Updated- Full Season 2017 open1 / 24
    (1)Excellent
    0.1 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spectacular Beachfront 1 BR/1BA on the Gulf W/All Club Amenities1 / 24
    (1)Excellent
    1.0 miles from Boca Grande Bike Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2.0 miles from Boca Grande Bike Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    0.9 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom beachfront condo is a ground floor, corner unit that offers quick and easy access to some of the most beautiful beaches in America. There are only 2 floors in this building and 16 units in total so the building and it's location are ideal for a quiet, relaxing vacation....
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    Boca Grande, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.6 miles from Boca Grande Bike Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Best kept secret in Boca Grande! Close to the beach and town this four bedroom, four bath home is an ideal place for fishermen or families. Sleeping arrangements: bedroom 1: king, bedroom 2: queen and double, bedroom 3: day/trundle bed bed 4: queen, double and single. This property has...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    0.4 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Don't Miss this Dunes of Boca Unit, Absolutely Stunning Kitchen,  Three updated bathrooms, This Three bedroom unit was totally renovated in 2009. King in the master, 2 twins in downstairs guest bedroom, two twins in second bedroom upstairs.  Twin beds can be converted into King size beds before...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Homes-200 Seabreeze Ct1 / 16
    (1)Terrible
    4.6 miles from Boca Grande Bike Trail
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Tropical abundance awaits you at Tarpon Tales which has established the new standard for Boca Grande beach vacation homes with 5 bedrooms (sleeps 14), 5 full bathrooms (plus outdoor shower), stunning gulf views, easy direct beach access, private pool, spill-over hot tub, and pool bar … all within a...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    4.6 miles from Boca Grande Bike Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This brand new 4 bedroom Key West style home is tastefully decorated with high ceilings and a bright open floor plan.  Come relax in this island home that offers quick beach access with a dedicated pathway.  After a nice day on the beach, come rinse off the sand and salt in the outdoor shower and...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.2 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Pet friendly
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    About this property
    Tropical, beachfront condo in Sea Oats Community. Only a few steps away from the pristine beach and heated pool. Enjoy sipping wine as friends and family gather to watch the sunset from your large double balconies. When staying in, take advantage of the fully equipped kitchen and upgraded Internet...
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    Boca Grande, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.1 miles from Boca Grande Bike Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Seasonal: Enjoy your vacation in an 'Old Florida' cottage style home that is nearby our beautiful Boca Grande beaches and a short golf cart ride to the village of Boca Grande. This 4 bedroom/3.5 bath home offers lots of windows along the bayside for a view of the water. The master bedroom is...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4.2 miles from Boca Grande Bike Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Beautiful 4 bedroom single family home on the Waterways Canal. Two upper floor bedrooms, two ground level bedrooms. Wifi, Private Pool, Pets are not allowed at this property. Parking is limited. Bed Size 1St/Master :King Bed Size 2Nd Rm : Queen Pullout Bed Size 3Rd Rm : King Bed Size 4Th...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.0 miles from Boca Grande Bike Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Location And Conveinence this is your spot. Rent this charming antique Village condominium. This one bedroom, one bath, with a single day bed has been updated and is appointed by home owner with care and first class. There is no other unit like it on the island. With an outdoor living space to...
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    Boca Grande, Southwest Gulf Coast
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.6 miles from Boca Grande Bike Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    • Balcony
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private, open-plan single family pool home is located less than ½ mile south of the village of Boca Grande - steps away from the public tennis courts & ball field at the end of Wheeler St.  The Gulf of Mexico is a gentle walk approximately 500 yds. to the west.  You will find 240 Wheeler to be...
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    Location Information
    Boca Grande, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.5 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a bright and cheerful 'Old Florida' cottage style home that is within walking distance of the village of Boca Grande. Newly built in 2008, this tastefully decorated home has an open floor plan and lots of windows overlooking the island's nature preserve. All rooms are located on one spacious...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.3 miles from Boca Grande Bike Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Beautifully furnished 2 bedroom/3 bath single family home located on a deep-water canal with dock, lift and quick easy access to Charlotte Harbor and the Gulf of Mexico. This home is completely equipped for comfort and a carefree Boca Grande vacation offering full kitchen with stainless steel...
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    Boca Grande, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gulf Front Beach Condo (Little Gasparilla Island)1 / 38
    (19)Excellent
    1.8 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    We rented this wonderful beach condo and it was exactly as described! The location is fabulous, steps from the beach, it had all the utensils that you could possibly need for...
    Reviewed February 15, 2018
    My wife and I really enjoyed the disconnected feel of the island. The slow relaxing pace each day was awesome. We enjoyed walking the beach and just sitting and reading. Pam's...
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    About this property
    Gulf Front Beach Condo located on Little Gasparilla Island ,Placida, Florida. Right near Placida Property is a Publix grocery store, post office, gas station and a couple of restaurants. Park your car at Placida Property (the mainland) and enjoy a quick ferry ride (complimentary) to the island...
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    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Relaxing Private Island House (LGI)1 / 28
    (5)Excellent
    2.3 miles from Boca Grande Bike Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 22, 2017
    Although not used to a quiet type vacation, no cars, no retail, and left to your own devices, and fabricated entertainment... Piece o' cake! Chartered a small fishing boat with...
    Reviewed February 4, 2016
    Even when it rains there is plenty to do, from reading, relaxing, or walking in the rain. On sunny days (make sure to bring sun skin protection and a hat) one can fly a kite...
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    About this property
    Casa Contenta of LGI is a key west style island home ideally situated 500 feet from the Gulf of Mexico and 300 feet from Lemon Bay. Its garden overflows with tropical foliage including palms, hibiscus, bird of paradise, sea grapes, and bougainvillea. The main floor is perfect for relaxing. The...
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    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Hibiscus House - Beachfront Bliss on the Gulf!1 / 33
    (13)Excellent
    2.0 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2014
    This home is well appointed with everything we needed. You must buy your groceries on the mainland and take a water taxi over unless you have your own boat. Arriving, we were...
    Reviewed August 19, 2014
    Wow is all we can say! What a terrific island and a fabulous vacation! The house is great. We have rented vacations home over the years and this one takes the cake! I've never...
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    About this property
    Hibiscus House is a sparkling clean cottage in one of the most superb locations in Florida. It features fresh, beachy decor, dramatic Gulf views, bright, sunshine-filled rooms, a nearly deserted beach and it includes everything to make your beach vacation memorable.... satellite TV, wi-fi access,...
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    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4.6 miles from Boca Grande Bike Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a truly fantastic property in one of the best locations on the entire Rotonda, I might be a bit bias, but knowing Rotonda as well as I do I truly believe this is a fantastic house and location. I personally love this house, it is in a great location, really quiet, yet close to everything...
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    Rotonda West, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Lucky Me ! A Waterfont Retreat1 / 42
    (2)Excellent
    1.1 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2017
    After several years, my husband and I were finally able to getaway for a relaxing couple of days. And the best part is that our puppies were able to come join us on our vacation...
    Reviewed April 15, 2017
    No cars allowed. That's right park your car accross the bay and take a short boat ride to your little vacation house. I had a great time with my son and his bride to be and lets...
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    About this property
    This lovely 2 story home is situated right on the Bay. Arrive at your own private dock Walk past new outdoor shower, to front porch to enjoy serene view of bay. Lucky Me is tiled thru-out, and features spacious master bedroom with king size bed, large walk-in closet, complete with hanging and...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Island Home Retreat PRIVATE DOCK Free Kayaks Free Wi-Fi1 / 13
    (2)Very good
    2.0 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    Reviewed July 22, 2018
    Thank you to the owner for allowing us to enjoy as little piece of your paradise. The pictures in the advertising are just the way it actually looks, I just took #7 for...
    Reviewed January 29, 2018
    I am the sister of Rachel.. Can't say enough great things about this property... so much space and so comfortable.. kitchen was so well equipped, had everything you need.. the...
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    About this property
    View of The Bay from the front porch.. 1200 square foot living area. Creatively decorated very comfortable. All the conveniences of home yet surrounded by the pristine natural elements of a remote island community. Spacious kitchen, dining and living room, cathedral ceilings, french doors open to a...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beachfront Island Cottage On The Gulf! Amazing spot right on the beach...1 / 20
    (1)Excellent
    2.5 miles from Boca Grande Bike Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed October 17, 2017
    The location of this place could not be any better, you walk out your front door and you are on a beautiful private beach. The cottage is a true beach cottage. You can eat on...
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    About this property
    Come and kick off your shoes & sink your toes in the sand or cast your line from the less-traveled, pristine beaches of Little Gasparilla Island at AfterDune Delight Cottage! A true hidden treasure; Little Gasparilla Island is a bridge less, tropical barrier island just off the West Coast of...
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    Placida, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    RoseMary's Beach House: Beachfront Elegance1 / 22
    (1)Excellent
    2.2 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2016
    If you are looking for an island that is a world away from the hustle and bustle of life and your typical beach resort establishments, then Little Gasparilla Island is for you...
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    About this property
    RoseMary's Beach House is a small jewel of a beach house! It is located directly on the beach, with unparalled views and access to the water. Your front deck literally sits right on the beach! Inside, this home is a gem....designer furnishings with tropical flair, high ceilings, state of the art...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.0 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to paradise! Bring your boat and park it right outside in this luxurious waterfront setting of the Anglers Club. A gated, private 15 acre community. This 3 bedroom 3 bath key-west style townhome is a perfect vacation get-away. Large rooms, granite kitchen, covered parking, even an elevator....
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    Placida, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful Barrier Island Beach House with New Pool, Spa and Dock1 / 21
    (2)Excellent
    4.6 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 8, 2015
    What a wonderful vacation and memories to cherish! The house was beautifully decorated and extremely clean. It is located on a lagoon and just down the road from the beach. We...
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    About this property
    A wonderful, 'Old Florida,' Beach house. This island home is decorated with a nautical theme. Walk the beautiful hardwood floors and watch the sunset from the over-sized rear porch. Minutes walk on a sand road to the quiet seven-mile beach. This beach is perfect for swimming or collecting sea...
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    Englewood, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.0 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Sea Star Beach House is a glorious beach-front house overlooking the beautiful Gulf of Mexico. It comes fully stocked with everything you need for a great beach vacation, including a kayak, beach floats, fishing gear and beach toys. Please note that this house is on LITTLE GASPARILLA which is not...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Sand Dollar Cottage on Little Gasparilla Island1 / 13
    (1)Excellent
    1.4 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 27, 2018
    Sand Dollar Cottage on Little Gasparilla Island is a gem on the gulf coast of Florida. The cottage is warm and comfortable, all the comforts of home. The screened in front...
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    About this property
    This charming 'old Florida' cottage offers a glimpse of what a vacation at the beach used to mean before theme parks, high rises and bars took over most of Florida's beaches. Strolling the sandy pathways to the private beach for early morning shell seeking, floating on a raft in the gentle waves,...
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    Location Information
    Placida, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Serenity Cottage  on Little Gasparilla Island1 / 22
    (2)Average
    2.2 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed February 7, 2018
    The house is clean. The house is close to dock and beach. The kitchen is well stocked. The staff is very help full. Thanks for a great winter vacation.
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    About this property
    Serenity Cottage is an oasis of peace and privacy located on one of Florida's most beautiful barrier islands. This lovely cottage is a respite from the hustle and bustle and is just a short walk to the beach or the bay....for the best of both worlds when it comes to island living. Please note...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconut Hideaway: Gulf-Front Dream House!1 / 46
    (10)Very good
    2.0 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2017
    This place is truly paradise on Earth. My family and I stayed at Coconut Hideaway the first week of June (2017) and everything about our stay was perfect. This beach house was...
    Reviewed May 3, 2016
    What a wonderful property. The island itself is nothing but restful and a great place to decompress. Coconut Hideaway was everything it advertised.Roomy with several levels for...
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    About this property
    COCONUT HIDEAWAY is one of the most charming and unique homes on the island. This is our private home -- not a 'rental unit' -- and we have decorated it with antiques, oriental carpets, original artwork and many collections from our travels abroad. Our Caribbean-inspired home is built in the 'Old...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Glorious Gulf Villa - Waterfront property on Gulf Coast - Pure Luxury!1 / 23
    (12)Excellent
    4.7 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2018
    Thank you so much for letting us stay in your lovely villa. We enjoyed our week so much and didn’t want to leave, there was nothing that could have made our holiday better than...
    Reviewed July 9, 2017
    We stayed in the villa for a week in June 2017. The villa is in a good location for anyone wishing to visit Boca Grande which is only 10 minutes drive away - there are some...
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    OUR GLORIOUS GULF VILLA IS A WATERFRONT PROPERTY WITH PRIVATE HEATED POOL & PRIVATE FISHING DOCK * AFFORDABLE LUXURY - BE PREPARED TO BE IMPRESSED * With so much choice available - how do you ever decide where to stay? Well, no 2 villas are ever the same so don't settle for 2nd best...book the...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEACHFRONT | Beautiful | Relaxing Views of the Gulf | Little Gasparilla Island1 / 24
    (2)Very good
    1.5 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
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    • Ocean Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2017
    We could not have asked for a better condo in a better location EVER. As soon as we got on the ferry over to the island I felt a weight off of my shoulders and walking into the...
    Reviewed June 18, 2017
    Very nice condo, updated and everything was clean and current. Manager and owners were good about responding to messages. The island is very natural so if this is not your thing...
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    About this property
    Step inside “SeaScape” and enjoy breathtaking, panoramic views of the Gulf. This beachfront condo is a corner unit and one of the few direct gulf front units at the Placida Beach Club. The area is a romantic paradise located on Little Gasparilla Island. It is a tropical barrier island,...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.5 miles from Boca Grande Bike Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Washer
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    • Waterfront
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AKA the 'Green Roof Condos', we are a 1000 sq ft end unit with no one above or below. South facing and perched 20 feet above the ground with palm trees in all views. There is a second floor loft (fixed ladder) that sleeps 2. We have a freshwater pool right on the island. The unit has bamboo...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Coconut Palm Cottage - Tropical Beach Getaway1 / 25
    (1)Excellent
    1.4 miles from Boca Grande Bike Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • Cable/satellite TV
    • Balcony
    • Grill
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    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coconut Palm Cottage is brand new to the rental market! This charming home has been lovingly maintained by one owner for years. The lovely tropical foliage and well maintained yard attests to the care and love lavished on this little cottage. Now it is available for YOUR family vacation....
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2.5 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly built island home is situated on Little Gasparilla Island which is one island north of Boca Grande. Little Gasparilla Island is a 'boat access only' barrier island, 10 minutes from the mainland with no high-rise or commercial development. This home is perfect for two couples. Each couple...
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    Location Information
    Placida, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    'The Round House' - An Island Original!1 / 37
    (2)Very good
    2.3 miles from Boca Grande Bike Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Porch
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2016
    Just got back from the best week ever! The house was beautiful and had the most amazing views! Brett's Taxi was the best getting us from the dock to the house on his golf cart...
    Reviewed March 17, 2016
    We stayed for two weeks in February and had a wonderful relaxing vacation. The Round House offers views of the ocean from inside the kitchen and living riooms, and sitting on...
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    About this property
    This classic island house has been a fixture on Little Gasparilla Island for over 30 years. The new owners have lovingly redecorated and renovated the interior while keeping the quaint charm of the original 'round' design. Everything has been updated, with new steps and new impact resistant...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Large 4 Bedroom/2 Full +2 Half Bath1 / 23
    (1)Excellent
    1.2 miles from Boca Grande Bike Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in the center of Little Gasparilla Island approximately 100 yards from the bay and 300 yards from the Gulf of Mexico. (See location map) From our home you can fish, crab, or shrimp off one of two private docks, search the miles of white sand beach for exotic sea shells, surf fish the...
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    Location Information
    Placida, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3.3 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Cape Haze, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beautifully decorated, three bed, two bath with opt. electrically heated pool an1 / 12
    (1)Excellent
    4.4 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 11, 2016
    We were blown away by this property. The house was amazing. The management company was attentive and courteous. The home was decorated amazingly. Pool / Hot Tub (Spa) was...
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    About this property
    Owner has decorated this home with great detail. Beautiful artwork, furniture, window coverings, nothing has been overlooked. As you walk into this home you will be in the living room which overlooks the very large lanai with pool and spa. The master suite which is to the right of the front door...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.1 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Ocean Views
    • Terrace
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'La Te Da' house is a two story key west style home located directly on the Gulf of Mexico. The backyard is a private beach, you are simply foot steps away from beautiful turquoise water and sandy beach. We are next to Boca Grande, which is known for the world famous tarpon fishing tournaments....
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.7 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Arroyo is a 3 story town home located between the entrance to Palm Island and the entrance to Boca Grande on your way to Placida. Tampa Airport is under two hours to the home. Ft. Myers is around one hour plus. There are public ramps located less than a mile from the property for your boat....
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    Location Information
    Placida, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sand Dollar Villa- Elite!  Pool, Spa, Canal View1 / 34
    (6)Excellent
    4.6 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Patio
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2018
    We stayed here for 8 nights at the end of our Keys and Gulf Coast road trip, and it was the perfect end to our holiday. The villa has been newly refurbished. The decor is...
    Reviewed September 7, 2015
    This was our second stay in two years at this wonderful villa. It has everything you could possibly need and more, we loved the pool, the jacuzzi, the bicycles, the peace and...
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    About this property
    What is your idea of the perfect vacation? Soaking in a jetted spa? Swimming in your own private pool overlooking a beautiful river? Relaxing in a lounge chair steps away from your own gorgeous living space? Playing golf, walking, or riding bikes? Sand Dollar Villa has all this…come and live...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.4 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This elegant, newer beach home is one of the newest, most beautifully maintained and best outfitted on the island. Enjoy free kayaks and paddle boards. Everything you need for a fun-filled weekend on Little Gasparilla. Please note that this house is on LITTLE GASPARILLA which is not...
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    Location Information
    Placida, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.4 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning exquisitely decorated large villa on the northern periphery of the golfing community Rotonda West. Complete with private pool and spa (optional electric heat), outdoor grill, music system throughout house. Air conditioned villa with a fully equipped kitchen and separate laundry...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    A View of the Gulf of Mexico, Plus Access to All the Resort Amenities! A3514B1 / 16
    (27)Very good
    1.8 miles from Boca Grande Bike Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Terrace
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Cape Haze, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.7 miles from Boca Grande Bike Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Home is located on a remote island. *A local water taxi or boat is needed to get to island. *NO Cars on island, they are parked off island at a local marina. *Private, secluded beaches. *No commercial establishments on Little Gasparilla Island. *Grocery shopping is off the island. *Kayaks and...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2.1 miles from Boca Grande Bike Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful beach home is the perfect place to stay at this amazing island getaway! The open floor plan is filled with fun and cheerful decorations and comfortable furnishings. This 3 bedroom 2.5 bath, plus loft can sleep 10 comfortably and has something fun for everyone. Features include Flat...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    This Great Little One Bedroom has a great view of the Waterway! A1113MB1 / 19
    (23)Very good
    3.1 miles from Boca Grande Bike Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Harbortown villa is on the mainland of Palm Island Resort with a view of the marina and the Inter-coastal Waterway. Enjoy the Palm Island Resort services via a short water taxi trip during operating hours. This 1 bedroom/1 bath unit features a full kitchen, laundry facilities and an enclosed...
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    Location Information
    Cape Haze, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.3 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Angler's Paradise is located on beautiful Little Gasparilla Island, one of the most pristine barrier islands in Florida. This island has no bridge and can only be reached via private boat or water taxi, which means that your stay here will be one of peace and tranquility and some of the best...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.3 miles from Boca Grande Bike Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ready for flip flops and bare feet? Leave your vehicle and worries on the mainland and let the ferry bring you to sandy walkways and golf cart traffic Great condo near the beach. The patio offers relaxing views of both the lake with daytime fountain and the beach walkway. There is an outdoor shower...
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    Location Information
    Placida, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.4 miles from Boca Grande Bike Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newer home in Rotonda, Pine Valley section. This extra Large, 3 + den/2/2, home is on the center of three lots for privacy. Large waterway in the rear with South facing pool. The pool & spa deck area is the whole width of the home for maximum sunning space. A/C area = 2130 sq.ft. Enter the home...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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