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Pet Friendly Holiday Rentals in Little Gasparilla Island

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    Travellers to Little Gasparilla Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    13 Matching Rentals in Little Gasparilla IslandView all 20 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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    Coconut Hideaway: Gulf-Front Dream House!1 / 46
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Seagrape Escape!   Bayview Beauty + FREE Kayaks!1 / 39
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
    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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 2 Bedrooms, 2 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 2 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 18 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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    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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    Sundance Beach House1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Ocean Views
    • DVD Player
    • Central Heating
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lucky Me ! A Waterfont Retreat1 / 42
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 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 16 April 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 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    RoseMary's Beach House: Beachfront Elegance1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 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 33946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Gasparilla Villa-Private Dock, 6 Kayaks, Internet1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2016
    Terrific little property in a perfect, quiet location. Right on the water, and about a 2 minute walk to the beautiful beach.We were there to fish and relax. Good fishing right...
    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...
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    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....
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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