Vacation Rentals in Gasparilla Island

Vacation Rentals in Gasparilla Island

Start comparing over 114 rentals in Gasparilla Island and book at the best price!

Find offers

Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
 & higher
Free cancellation

Vacation Rentals in Gasparilla Island

Vacation rental for 6 people in Gasparilla Island
Vacation rental for 6 people
3 bedrooms
5.0
(2 reviews)
from $467 / night
Vacation rental for 10 people, with pool and balcony in Gasparilla Island
Vacation rental for 10 people, with pool and balcony
4 bedrooms
5.0
(2 reviews)
from $634 / night
Vacation rental for 6 people, with balcony in Gasparilla Island
Vacation rental for 6 people, with balcony
2 bedrooms
from $321 / night
Vacation rental for 6 people, with balcony in Gasparilla Island
Vacation rental for 6 people, with balcony
2 bedrooms
5.0
from $321 / night

Popular Vacation Rentals in Gasparilla Island

Vacation rental for 4 people, with balcony in Gasparilla Island
Vacation rental for 4 people, with balcony
2 bedrooms
4.7
(14 reviews)
from $465 / night
Vacation rental for 8 people, with yard, with pets in Gasparilla Island
Vacation rental for 8 people, with yard, with pets
3 bedrooms
5.0
(20 reviews)
from $457 / night
Vacation rental for 6 people, with pool and hot tub in Gasparilla Island
Vacation rental for 6 people, with pool and hot tub
3 bedrooms
5.0
from $216 / night
Vacation rental for 8 people in Gasparilla Island
Vacation rental for 8 people
4 bedrooms
from $250 / night

Vacation rentals with free cancellation

Vacation rental for 8 people in Gasparilla Island
Vacation rental for 8 people
3 bedrooms9.2mi to the beach
5.0
from $490 / nightFREE cancellation
Vacation rental for 6 people, with balcony in Gasparilla Island
Vacation rental for 6 people, with balcony
3 bedrooms
5.0
from $617 / nightFREE cancellation
Vacation rental for 6 people in Gasparilla Island
Vacation rental for 6 people
3 bedrooms
5.0
from $455 / nightFREE cancellation
Vacation rental for 7 people, with balcony in Gasparilla Island
Vacation rental for 7 people, with balcony
3 bedrooms
4.0
from $755 / nightFREE cancellation

Vacation Rentals with Pool

Vacation rental for 6 people, with pool in Gasparilla Island
Pool
Vacation rental for 6 people, with pool
3 bedrooms
5.0
(15 reviews)
from $441 / night
Vacation rental for 6 people, with pool in Gasparilla Island
Pool
Vacation rental for 6 people, with pool
3 bedrooms
3.3
(4 reviews)
from $281 / night
Vacation rental for 6 people, with pool in Gasparilla Island
Pool
Vacation rental for 6 people, with pool
3 bedrooms
4.5
(4 reviews)
from $561 / night
Vacation rental for 6 people, with ocean view and pool in Gasparilla Island
Pool
Vacation rental for 6 people, with ocean view and pool
2 bedrooms
5.0
(7 reviews)
from $328 / night

Vacation Rentals with Internet

Vacation rental for 4 people in Gasparilla Island
Internet
Vacation rental for 4 people
2 bedrooms
from $294 / night
Vacation rental for 6 people, with balcony in Gasparilla Island
Internet
Vacation rental for 6 people, with balcony
2 bedrooms
from $316 / night
Vacation rental for 6 people, with balcony in Gasparilla Island
Internet
Vacation rental for 6 people, with balcony
2 bedrooms
5.0
(2 reviews)
from $321 / night
Vacation rental for 4 people, with balcony in Gasparilla Island
Internet
Vacation rental for 4 people, with balcony
2 bedrooms
from $346 / night

Vacation Rentals with Air Conditioning

Vacation rental for 6 people, with balcony in Gasparilla Island
Air conditioning
Vacation rental for 6 people, with balcony
2 bedrooms
from $306 / night
Vacation rental for 2 people in Gasparilla Island
Air conditioning
Vacation rental for 2 people
1 bedroom
4.3
(5 reviews)
from $241 / night
Vacation rental for 6 people in Gasparilla Island
Air conditioning
Vacation rental for 6 people
2 bedrooms
5.0
from $389 / night
Vacation rental for 5 people, with balcony in Gasparilla Island
Air conditioning
Vacation rental for 5 people, with balcony
2 bedrooms
from $291 / night

Find Vacation Rentals in Gasparilla Island

Map

Best vacation rentals in Gasparilla Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
more...
Boca Grande, Gasparilla Island
Vacation Rental • 1098 ft² • 2 Bedrooms
The Gulf of Mexico as your front yard and one-of-a-kind views of the lighthouse from the bedroom and living area. This is a unique location on Boca Grande. Recent upscale renovations and designer decorated interior will pamper you and your guests.Second Floor Beachfront Unit. Elegant Kitchen with stainless steel appliances and beautiful granite countertops. King in Master, 2 Twins in Second Bedroom. One-week minimum stay. Wireless Internet!Pets are NOT allowed in this unit.Boats/Trailers cannot be parked at this property.Please note these Check-in Day Requirements for this property:Jul 21 2...
from $294 / night
more...
Gasparilla Island, Southwest Florida
Vacation Rental • 1572 ft² • 3 Bedrooms
4.5
(4 reviews)
Located Gulf-front on the most scenic, walk-friendly beach on Boca Grande, Island House 11 exudes island living. Enjoy magnificent ocean views from the living area, beachside deck, and twin master suites, each with its own bath and private balcony. The first floor guest bedroom provides additional accomodations. All are newly furnished. When you come in from a morning of walking the beach, shelling or just watching the surf, you can take a dip in the community pool or play tennis at the community courts. End the afternoon sitting in your beach chair at seaside and enjoy a spectatcular sunse...
from $561 / night
more...
Boca Grande, Gasparilla Island
Vacation Rental • 1098 ft² • 2 Bedrooms
5.0
Updated Two bedroom, two bath unit. Queen Aero-Bed potentially sleeps six. Ground floor provides easy access to pool just outside the door, and Gulf view makes indoor dining a delight! Washer & Dryer in the unit. One-week minimum stay.Pets are not allowed in this property.Boats/Trailers cannot be parked at this property.Please note these Check-in Day Requirements for this property:Jul 21 2021 - Aug 13 2021 : Saturday check-in required. Saturday check-out required.Dec 18 2021 - Dec 25 2021 : Saturday check-in required. Saturday check-out required.Dec 26 2021 - Jan 02 2022 : Saturday chec...
from $389 / night

Most popular in Gasparilla Island

Pool 32
Internet 110
Pets allowed 13
Balcony/Terrace 72
TV 104
Air conditioning 110

Popular Destinations in Gasparilla Island

Prices and availability

Vacation rental prices Gasparilla Island

$443for 8 Oct - 15 Oct
$508 annual average
Nov
Dec
Jan
Feb
Mar
Apr
Jun
Jul
Average price per week

Vacation rentals availability Gasparilla Island

26%for 8 Oct - 15 Oct
24% annual average
Nov
Dec
Jan
Feb
Mar
Apr
Jun
Jul
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!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Vacation Rentals in Gasparilla IslandBooking.com Vacation Rentals in Gasparilla Island
Airbnb Vacation Rentals in Gasparilla IslandAirbnb Vacation Rentals in Gasparilla Island
Vrbo Vacation Rentals in Gasparilla IslandVrbo Vacation Rentals in Gasparilla Island
Bookiply Vacation Rentals in Gasparilla IslandBookiply Vacation Rentals in Gasparilla Island
FeWo-direkt Vacation Rentals in Gasparilla IslandFeWo-direkt Vacation Rentals in Gasparilla Island
Abritel Vacation Rentals in Gasparilla IslandAbritel Vacation Rentals in Gasparilla Island
HRS Vacation Rentals in Gasparilla IslandHRS Vacation Rentals in Gasparilla Island
500+ more
  1. Vacation Rentals
  2. USA
  3. Florida
  4. Gulf Coast
  5. West Coast of Florida
  6. Southwest Florida
  7. Gasparilla Island