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Vacation Rentals in Gasparilla Island
1 bedroom
9.8
1 bedroom
9.2
1 bedroom9.2mi to the beach
8.8
2 bedrooms
10.0
Vacation rentals with free cancellation
1 bedroom9.2mi to the beach
9.5
2 bedrooms
10.0
2 bedrooms
9.8
2 bedrooms
10.0
Vacation rentals in city center
3 bedrooms
from $1,737 / nightFREE cancellation
2 bedrooms
9.9
3 bedrooms
9.7
3 bedrooms
10.0
Vacation rentals with pets allowed
Pets allowed
3 bedrooms
10.0
Pets allowed
2 bedrooms
10.0
Pets allowed
3 bedrooms
9.7
Pets allowed
5 bedrooms
8.6
Vacation Rentals with Pool
Pool
2 bedrooms
9.3
Pool
2 bedrooms
9.8
Pool
1 bedroom
9.7
Pool
2 bedrooms
10.0
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Best Vacation Rentals in Gasparilla Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Gasparilla Island, Southwest Florida
Vacation Rental • 1496 ft² • 3 Bedrooms
Gasparilla Island, Southwest Florida
9.9
Enjoy a little bit of paradise at this cozy, open concept home. Fully renovated with Brazilian cherry flooring in the living and dining areas and kitchen. Convenient to everything the island has to offer; our beach access to the Gulf of Mexico beach is a quick walk away. The heated, in-ground swimming pool is yours alone and next to a spacious patio and expansive deck.The master bedroom has a king-sized bed, while the other bedrooms have queen beds. Flat screen televisions are in two of the bedrooms and the living room. There is excellent wi-fi service to keep you connected. Updated, fresh ...
from $399 / night
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Boca Grande, Gasparilla Island
Vacation Rental • 2497 ft² • 3 Bedrooms
Boca Grande, Gasparilla Island
10.0
This authentic Florida house has 3 roomy bedrooms, 3 baths, new kitchen, plenty of parking for cars, boats, golf carts and bikes. It is at ground level with no stairs. New luxury beds, new TVs, new pool heaters, pumps and filters. Quality appliances and beautiful, casual furniture. Remodel completed December, 2013. the beach is a 2 minute walk and 30 seconds by golf cart. Lots of room for everyone to have their privacy and then come together in the spacious and comfy living/dinning area. The gorgeous and huge TV will make everyone smile. Hop on your cart and in minutes be at your favorite r...
from $674 / night
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Gasparilla Island, Charlotte County
Vacation Rental • 1442 ft² • 2 Bedrooms
Gasparilla Island, Charlotte County
9.7
This island paradise is nestled in the upscale, gated condo community of Sea Oats on historic Gasparilla Island. Here, you'll find tranquil living while enjoying this peaceful old-world community's many sights and sounds. By day, you can enjoy the 4 miles of private access beach in both directions or lounge at the generously scaled pool/Jacuzzi, surrounded by an amazing tropical garden. After a stress-free day, head back to the large screened-in deck for the sights of one of our famous sunsets and watch as the dolphins play right off the beach line.Gasparilla Island is known for being a vac...
from $434 / night
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Prices and availability
FAQs: Vacation Rentals in Gasparilla Island
On average, what was the cost for vacation rentals on Gasparilla Island last year?
Last year, rentals in Gasparilla Island had an annual average price of around $522 per night.
During which months are vacation rentals cheaper on Gasparilla Island?
If you want to save as much as possible during your vacation to Gasparilla Island, go there in August ($477 per night on average), September ($490), or October ($499), to find the lowest prices for the whole year.
When are vacation rentals more expensive on Gasparilla Island?
Last year, the month that had the highest annual average on Gasparilla Island was February, with an average price of $598 per night. This was followed by December, with an average of $593, and then March, with $533.
Are there usually many vacation rentals available on Gasparilla Island?
It is better to book sooner than later on Gasparilla Island as only 20% of the accommodations remain available throughout the year, according to last year's data.
What time of the year can I find more available vacation rentals?
Last year, the months with the largest number of properties available of the year on Gasparilla Island were September, August and October, with average availabilities of 56%, 52%, and 45%, respectively.
How many rentals are there on Gasparilla Island?
Our inventory features approximately 100 vacation rentals from 3 partners, giving you plenty of choices when searching for your next dream vacation rental!
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