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Villas and Holiday Rentals in Little Gasparilla Island, FL

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    Travellers to Little Gasparilla Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 38
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 33
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 28
    5 of 5 stars (4) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Balcony
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 4 February 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, go...
    5 of 5 stars Reviewed 10 June 2015
    What a nice place. We really enjoyed our stay. Relaxing house is the perfect name for this home. All the conveniences of home but on a beautiful island setting. Just a sort walk...
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    1 / 23
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    • Ocean Views
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Coquina Cottage is a bright and sunny 2 bedroom, 2 bath vacation home on beautiful Little Gasparilla Island! It overlooks both the Gulf of Mexico and the community lake and is fully stocked with everything you need for a fabulous LGI vacation! FREE POOL! Most of the private rental homes on the... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 5 March 2016
    Being on Little Gasparilla Island is amazing. I walked all the roads and lanes plus along the beach. The best part for me was the absence of shops - except for the small art...
    5 of 5 stars Reviewed 15 May 2015
    I can’t even begin to tell you what a peaceful experience it is staying on an island with a very limited population and no cars!! This was our second visit to Little Gasparilla...
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    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Porch
    • Satellite TV
    • Balcony
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    • Terrace
    • DVD Player
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    • Pet-friendly
    • Child-friendly
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    • x
    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.... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 46
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
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    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 3 May 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...
    5 of 5 stars Reviewed 17 September 2015
    We spent two weeks in this lovely home over the summer. The spacious house was clean (which must be quite a task on a tropical island), well maintained, and stocked with anything...
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    1 / 24
    3 of 5 stars (1) Average
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Sunset Beach house is a spacious and sunny four-bedroom home located directly on the Gulf of Mexico. It is has one of the most spacious gulf-front porches on the island, with both a large outdoor sunning porch, a covered, screened porch for dining and a private porch upstairs. Please note that... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    3 of 5 stars Reviewed 20 July 2015
    Little Gasparilla Island was a beautiful spot for our annual family vacation. If you are looking to go somewhere for the 4th of July, this is the spot. The entire beach was...
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    1 / 35
    4.5 of 5 stars (2) Very good
    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
    • Child-friendly
    • Smoking allowed
    • x
    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 city water, new electric, a new outdoor... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 1 May 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...
    4 of 5 stars Reviewed 17 March 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 the...
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    1 / 44
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This villa, located on beautiful Little Gasparilla Island, features peace and privacy in a serene tropical setting. Located just a short stroll from the beach, it offers dramatic Gulf views, bright sun-filled rooms and luxurious and elegant furnishings. The master bedroom offers an en suite bath... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 18 July 2015
    I liked this house. Sunny, spacious, comfortable and would be great for a family. Also, it was just steps away from the beach. a nice deck to sit on in the morning with your...
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    1 / 39
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    SeaGrape Escape is a brand new beach cottage on charming SeaGrape Lane...just steps from the bay for easy fishing and kayaking! Plus, seven miles of beautiful, pristine beach is just a short stroll down SeaGrape Lane. This cottage is perfectly situated to offer you the best of Little Gasparilla... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 29 July 2014
    We stayed at Seagrape Escape while visiting family who own a home nearby. The property is close to the bayside dock, which makes it easy to bring in your luggage and groceries...
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 42
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Satellite TV
    • DVD Player
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 15
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Grill
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Looking for a uniquely wonderful vacation that offers miles of an almost deserted beach, the ultimate in fishing, and lots of privacy, quiet times, and a glimpse of yesterday's Florida? Gasparilla Villa offers this and more. You have found a true island paradise for beach goers and fisherman alike.... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 26 July 2015
    Just perfect, water on both sides of island, did not even need a golfcart, the house is wonderful, Island mates were so gracious, my grandchildren loved the kayaks, fishing was...
    4 of 5 stars Reviewed 27 June 2015
    Out first experience renting a bayfront home and it was so amazing! This place has it all. Well furnished and well supplied home. Just needed to bring food and drinks. Tap...
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    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 4 weeks ago
    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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    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Garden
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Terrace
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Waterfront
    • Ocean Views
    • DVD Player
    • Central Heating
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Looking for that perfect getaway beach home? No noise, luxurious solitude of the island, a deck to watch the magic of the sun setting again and again...and rising the next morning....a spectacular setting to experience Gulf-front living. Best Sunsets, Best Beach Waves, Best Turtle Watching. One of... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
    • DVD Player
    • Balcony
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ** New Listing as of 20th September, 2016 ** Book now! 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. It is a romantic island paradise located on Little... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
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