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Top Holiday Rentals in Little Gasparilla Island

Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (85)
"Walked on beach and collected shells. It was very nice and relaxing. Had the best sleep her than I have had in a long time. Nice people ont he island"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (29)
"The home was exactly as advertised. It was well stocked, clean and very peaceful. It was close to the beach and close to the dock for our boat. Communication with the owners was great and their home exceeded our expectations. We look forward to visiting again and highly recommend this property."
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (564)
"I wish there was a gym and decent pool. It would also be great to offer more breakfast options."
The price is £157
includes taxes & fees
20 Jun - 21 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
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Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (117)
"There was nothing to dislike about Kon Tiki. Property is well kept, very clean, updated and maintaince. "
The price is £116
includes taxes & fees
9 Jun - 10 Jun
Kon Tiki Inn
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (232)
"We had a very nice stay at the tiny house! (Keep in mind, it is tiny) But very comfortable!! An unique experience and the property was outstanding compared to all the other units in the vicinity. It had a nice spacious canal front deck, and kayaks with a launching deck. Complete mini kitchen and great coffee preps. The beds were very comfortable and unit was very clean and updated. Decorated nicely! Loved the loft! Great alternative to a hotel room. We would definitely stay at Matlacha Tiny...
The price is £179
includes taxes & fees
10 Jun - 11 Jun
Matlacha Tiny Village
Beautiful and comfortable home with a pool - 8 minutes to Gulf beaches!!!
10.0 out of 10, Exceptional, (1)
"We were so please with this home! The pool and pool area was amazing, with great privacy and tropical foliage all around. Communication with the homeowner was very easy. The home had everything we needed for our month long stay. The beds were comfortable, as was the living area. The location was perfect, central to the beaches and activities of Venice & Englewood. We would deffinetley stay there again if visiting Venice!"
Beautiful and comfortable home with a pool - 8 minutes to Gulf beaches!!!
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"We had a great time, place was nice, so close to the beach, provided everything we needed for spending a weekend at the beach. We will definitely be back! Thanks so much for letting us stay at your place!"
Steps From Beach. Private entrance.
Quiet Lemon Bay with Pool, Beach and Pier
9.8 out of 10, Exceptional, (25)
"The property and host are both VERY NICE! The location is Excellent! You can walk right from your porch to a dock on Lemon Bay with wonderful views, and you're just a few minutes drive to the beach."
Quiet Lemon Bay with Pool, Beach and Pier
The Turtle House-Miles and Miles of Private Beach-Sunset Views
9.4 out of 10, Exceptional, (13)
"What a great experience and beautiful location! We are from Miami and we never get tired of great finds like this one. Andrew was really nice and attentive, and extremely accommodating. We were right on the beach! Exclusivity is a guarantee. Will definitely be returning again!"
The price is £1,082
includes taxes & fees
21 Jun - 22 Jun
The Turtle House-Miles and Miles of Private Beach-Sunset Views
2-Bedroom Pool Home Convenient To Beaches
9.8 out of 10, Exceptional, (111)
"Extremely clean!!! The pool area is private with a wooded area directly behind the house. Highly recommend!!!"
2-Bedroom Pool Home Convenient To Beaches
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
10.0 out of 10, Exceptional, (31)
"This rental was very dreamy. It was clean, affordable, easy to talk to the landlord, and had many ammenities. They had some beach equiptment for when we went to the beach as well as beach towels. The neighborhood was great and we felt like we could come and go as needed. We would absolutely stay here again. Thank you!"
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
10.0 out of 10, Exceptional, (5)
"I was in town for work and this studio was in the absolute best location for me. 20 minutes from work and family and only few minutes to downtown Venice. The studio was in a perfect location. It's in a very quaint little neighborhood. It was very clean and the property taken care of. Laurie reached out a few times to make sure my stay was going well. She was very attentive to her guest. I will 100% be booking here agian for my trips."
The price is £106
includes taxes & fees
8 Jun - 9 Jun
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
Palm Island beach home with private pool. Island PARADISE awaits!!!
10.0 out of 10, Exceptional, (112)
"The island is stunning!! Beach was very quiet, the restaurant on the island was great. We had such a nice stay. The house was spotless, and we had just about every thing we needed. The pool was super clean, and perfect to use after trips to the beach. Thanks again!"
Palm Island beach home with private pool. Island PARADISE awaits!!!
NEW! Waterfront Pool Home Canal Front in Quiet Area
9.2 out of 10, Wonderful, (10)
"Nice clean place that’d be great for a family. Pool was fantastic. Plenty of food options in a 10 minute or so radius. Would stay again."
NEW! Waterfront Pool Home Canal Front in Quiet Area
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
9.8 out of 10, Exceptional, (20)
"New to VRBO. Loved this house, decor, pool, and hosts. Comfortable King bed, great pressure and hot water in the showers, pool and lanai made the difference. The first day was chilly but the heated pool allowed us to not miss a pool day. Highly recommend this house and hosts."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Perfect getaway! Newly remodeled waterfront suite.
8.6 out of 10, Excellent, (22)
"This place was absolutely perfect for my mother and I. The location was easily accessed. The hosts are so kind and as a bonus, they have a sweet little cat who loves to welcome their guests. I'd 100% recommend and would stay again."
Perfect getaway! Newly remodeled waterfront suite.
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
9.6 out of 10, Exceptional, (10)
"If you’re looking for a budget friendly beach vacation, this is a great spot!"
The price is £228
includes taxes & fees
12 Jun - 13 Jun
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
New Listing! Englewood Retreat!
10.0 out of 10, Exceptional, (3)
"Plenty of room. Comfortable. Well appointed. Away from the hustle and bustle, but still close enough to find plenty to do. The exercise pool/hot tub was a plus for sure. We would definitely stay here again."
The price is £426
includes taxes & fees
11 Jun - 12 Jun
New Listing! Englewood Retreat!
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
9.8 out of 10, Exceptional, (104)
"Close to the beach, great communication to the manager. Game room is a great bonus."
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
Spectacular Gulf Front View 1/1 Visitor Unit
10.0 out of 10, Exceptional, (96)
"The most Beautiful location ever right on the beach. We had Everything we needed for our relaxing stay. Every evening we enjoyed the local restaurants an gorgeous sunsets. Our host is one of the kindest humans I’ve ever met and took care of every single need. The only thing thing that needs improvement is the bed. Need a new one. But, I expect to return again and again. Thank you Francine!"
The price is £318
includes taxes & fees
17 Jun - 18 Jun
Spectacular Gulf Front View 1/1 Visitor Unit
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See all available properties in Little Gasparilla Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Little Gasparilla Island Holiday Rental Travel Info

Other types of properties in Little Gasparilla Island you may be interested in

Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (85)
"Walked on beach and collected shells. It was very nice and relaxing. Had the best sleep her than I have had in a long time. Nice people ont he island"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (29)
"The home was exactly as advertised. It was well stocked, clean and very peaceful. It was close to the beach and close to the dock for our boat. Communication with the owners was great and their home exceeded our expectations. We look forward to visiting again and highly recommend this property."
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Sunseeker Resort Charlotte Harbor
4.0 star property
9.2 out of 10, Wonderful, (288)
"The pool was great and so were the staff. Wish more restaurants were open on a tues. "
The price is £167
includes taxes & fees
2 Jul - 3 Jul
Sunseeker Resort Charlotte Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Little Gasparilla Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Little Gasparilla Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Little Gasparilla Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Little Gasparilla Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Gasparilla Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Gasparilla Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Little Gasparilla Island holiday rentals we have selected for you start as low as £106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Little Gasparilla Island rentals

At Expedia, we put the best Little Gasparilla Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Little Gasparilla Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Little Gasparilla Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Gasparilla Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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