Vacation Rentals in Gasparilla Island

Start comparing over 78 rentals in Gasparilla Island and book at the best price!

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Vacation housesVillasAir conditioningPrivate pool

8.0

Vacation Rentals in Gasparilla Island

Vacation rental for 4 people, with yard and terrace

2 bedrooms

9.9

(48 reviews)

from $756 / nightFREE cancellation

Vacation rental for 4 people, with balcony

2 bedrooms

9.6

(21 reviews)

from $765 / nightFREE cancellation

Vacation rental for 2 people, with pool and balcony as well as hot tub

1 bedroom9.2 mi to the beach

9.8

(28 reviews)

from $428 / nightFREE cancellation

Vacation rental for 2 people

1 bedroom

10.0

(2 reviews)

from $158 / night

Vacation rentals with free cancellation

Hotel for 3 people, with pool

1 bedroom9.2 mi to the beach

9.6

(9 reviews)

from $196 / nightFREE cancellation

Vacation rental for 2 people, with terrace and yard

1 bedroom

9.8

(55 reviews)

from $551 / nightFREE cancellation

Vacation rental for 4 people, with yard

2 bedrooms

9.8

(33 reviews)

from $419 / nightFREE cancellation

Vacation rental for 4 people, with pool and hot tub as well as yard

1 bedroom9.2 mi to the beach

9.6

(32 reviews)

from $521 / nightFREE cancellation

Vacation rentals in city center

Vacation rental for 4 people

8.9

(7 reviews)

from $178 / night

Vacation rental for 4 people

2 bedrooms

10.0

from $459 / night

Vacation rental for 4 people, with balcony

2 bedrooms

10.0

(21 reviews)

from $922 / nightFREE cancellation

Vacation rental for 5 people

10.0

(2 reviews)

from $200 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 8 people, with yard

4 bedrooms

10.0

(27 reviews)

from $650 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with pets

3 bedrooms

9.8

(48 reviews)

from $875 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with yard, with pets

3 bedrooms

10.0

(36 reviews)

from $1,421 / night

Pets allowed

Vacation rental for 8 people, with balcony and yard

4 bedrooms

from $858 / night

Vacation rentals with hot tub

Hot tub

Vacation rental for 6 people, with balcony and pool as well as hot tub

2 bedrooms

8.0

from $430 / nightFREE cancellation

Hot tub

Vacation rental for 6 people, with yard and pool as well as hot tub

2 bedrooms

9.9

(23 reviews)

from $619 / nightFREE cancellation

Hot tub

Vacation rental for 2 people, with hot tub and terrace as well as pool

2 bedrooms

10.0

(39 reviews)

from $856 / nightFREE cancellation

Hot tub

Vacation rental for 7 people, with balcony and hot tub

3 bedrooms

9.0

(21 reviews)

from $783 / nightFREE cancellation

Find Vacation Rentals in Gasparilla Island

Best Vacation Rentals in Gasparilla Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Vacation Rental for 6 Guests in Gasparilla Island, Charlotte County

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Gasparilla Island, Charlotte County

Vacation Rental • 1345 ft² • 2 Bedrooms

Gasparilla Island, Charlotte County

9.9

(23 reviews)

This completely updated 2nd floor condo is as close as you can get to the ocean. Just steps from the water at high tide. The 2 bedroom, 2 full bath unit sleeps 6, has an updated kitchen w quartz counter tops and is tastefully, and professionally decorated throughout. The living room and dining room overlooks the ocean with new furnishings in 2020. The master features a king with bath w walk in shower and large closet, the 2nd BR has 2 doubles w full bath. Watch the sunset from the screened patio with seating for 4 or the open balcony seating for 2. A fully stocked kitchen, unit specific sec...

from $619 / night

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Vacation Rental for 2 Guests in Gasparilla Island, Charlotte County

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Gasparilla Island, Charlotte County

Vacation Rental • 1345 ft² • 2 Bedrooms

Gasparilla Island, Charlotte County

10.0

(39 reviews)

This 2 bedroom, 2 bathroom beachfront condo is a ground floor, corner unit that offers quick and easy access to 7 continuous miles some of the most beautiful west facing beaches in Florida. Only 50 feet from the ocean the condo affords unobstructed, panoramic views of Florida's Gulf of Mexico.One of 12 buildings on the property this building has only 2 floors and 8 units per floor so the building is very quiet and peaceful.The unit has been completely renovated and refurnished. New floors, new ceilings, reinsulated walls, new heating/air conditioning systems, new plumbing, new appliances, n...

from $856 / night

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Vacation Rental for 6 Guests in Gasparilla Island, Southwest Florida

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Gasparilla Island, Southwest Florida

Vacation Rental • 1496 ft² • 3 Bedrooms

Gasparilla Island, Southwest Florida

9.9

(30 reviews)

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 $486 / night

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Popular Destinations in Gasparilla Island

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Prices and availability

Current Vacation rental prices Gasparilla Island

$630for 3 Aug - 10 Aug

$674 annual average

Aug

Oct

Nov

Dec

Jan

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Average price per week

Current vacation rental availability Gasparilla Island

37%for 3 Aug - 10 Aug

50% annual average

Aug

Oct

Nov

Dec

Jan

May

Jun

Percentage of available rentals

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!