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Little Gasparilla Island Pet Friendly Holiday Rentals

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    Travellers to Little Gasparilla Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in Little Gasparilla IslandView all 18 rentals
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    Hibiscus House - Beachfront Bliss on the Gulf!1 / 33
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lucky Me ! A Waterfont Retreat1 / 42
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    RoseMary's Beach House: Beachfront Elegance1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Coconut Hideaway: Gulf-Front Dream House!1 / 46
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 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 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...
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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 33946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Serenity Cottage  on Little Gasparilla Island1 / 22
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 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 33946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconut Palm Cottage - Tropical Beach Getaway1 / 25
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Porch
    • Cable/satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • 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 33946
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    'The Round House' - An Island Original!1 / 37
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Porch
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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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 33946
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Garden
    • 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 33946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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 33946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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