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Little Gasparilla Island 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.
    All 21 Rentals in Little Gasparilla Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Sunset Beachhouse:  Ultimate Beachfront Vacation!1 / 24
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2017
    This was our second stay on Little Gasparilla. The weather was fantastic and the Gulf warm (mostly).The sunset views are amazing and the beach very private. Being dog-friendly...
    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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    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...
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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Porch
    • 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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Washer
    • DVD Player
    • Satellite TV
    • 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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Gulf Front Beach Condo (Little Gasparilla Island)1 / 38
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Beach living at its best! No traffic. No noise. No stores. Condo was immaculate. Two beds and a pull out. My family of 6 (plus the occasional friend) slept very comfortably...
    Reviewed 7 July 2017
    This is only my 3rd time on LGI and my first time staying at the Placida Beach Condo community. If you have never been to LGI, then you must know that it takes a lot of...
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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 33946
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • DVD Player
    • Satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    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
    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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Relaxing Private Island House (LGI)1 / 28
    (5)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
    Kid friendly
    Smoking allowed
    Reviewed 22 February 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 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...
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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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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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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    • DVD Player
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • 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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • 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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    • Satellite TV
    • Grill
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 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 19 August 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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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Terrace
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Grill
    • 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 6 Quick View
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    • Ocean Views
    • Hot Tub
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and relaxing waterfront condo ready for you to enjoy and make nice memories! Come watch the dolphins each day from the porch as you sip your coffee in the morning, or be on the lookout for the local manatee that swims these waters. They say he's as big as a Volkswagen! Don't forget to...
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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lucky Me ! A Waterfont Retreat1 / 84
    (2)Excellent
    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
    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 15 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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    Sundance Beach House1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    Gasparilla Villa-Private Dock, 6 Kayaks, Internet1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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 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...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • 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 33946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEACHFRONT | Beautiful | Relaxing Views of the Gulf | Little Gasparilla Island1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Satellite TV
    • Washer
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 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 19 June 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
    ** New to the rental market September, 2016 ** 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...
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    Little Gasparilla Island, Southwest Gulf Coast 33946
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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