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Holiday Rentals in Little Gasparilla Island, FL

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    Travellers to Little Gasparilla Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 33
    5 of 5 stars (13) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    1 / 44
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $2,515
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | 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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    $1,537
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    • Grill
    • Balcony
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 33946
    5 of 5 stars Reviewed 2 days ago
    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 / 15
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $270
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    • Washer
    • Satellite TV
    • Patio
    • Grill
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 33946
    5 of 5 stars Reviewed 27 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 28 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $419
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    Amenities & Details
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Porch
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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 33946
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
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    $314
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    • Grill
    • Air Conditioning
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 33946
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $1,467
    / Week
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    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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 33946
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    From
    $2,515
    / Week
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    Amenities & Details
    • Private Garden
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 33946
    1 / 46
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    $3,073
    / Week
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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. This home rents for $2200 per week plus tax of... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    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...
    5 of 5 stars Reviewed 30 July 2014
    Coconut Hideaway is a beautiful home! It is impeccably furnished. The house has every amenity you might desire when on vacation. It is well stocked and there is much attention...
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    1 / 24
    3 of 5 stars (1) Average
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    From
    $3,073
    / Week
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    View Details
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 33946
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    From
    $2,515
    / Week
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    View Details
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $2,724
    / Week
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 33946
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $349
    / Night
    Payment Protection
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    View Details
    Amenities & Details
    • Porch
    • Satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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 33946
    1 / 39
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    From
    $2,096
    / Week
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    View Details
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 33946
    5 of 5 stars Reviewed 30 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...
    5 of 5 stars Reviewed 5 April 2014
    My wife and I were looking for a some R and R and certainly found it at Seagrape. The home is as described and was a short walk, down a sandy path to a beautiful and uncrowded...
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    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    From
    $314
    / Night
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    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Shared Garden
    • Ocean Views
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 33946
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $3,073
    / Week
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    View Details
    View Details
    Amenities & Details
    • Grill
    • Washer
    • Ocean Views
    • Terrace
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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 33946