Gasparilla Island vacation rentals

We found 108 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024

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Delight in the waterfront landscape of Gasparilla Island

Enjoy the monuments and other features of Gasparilla Island. This walkable and welcoming city is known for its island views, golfing and parks. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Gasparilla Island

Are you looking for attractions to visit during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Gasparilla Island a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Coral Oaks Golf Course (15 mi / 24.2 km)
  • Riverwood Golf and Country Club (16.4 mi / 26.4 km)
  • Royal Tee Golf Club (16.7 mi / 26.9 km)
  • Tails and Scales Charters (5.4 mi / 8.7 km)
  • Calusa Heritage Trail (9.2 mi / 14.8 km)
  • Oyster Creek Golf Club (12.4 mi / 20 km)

Exploring the natural features in Gasparilla Island

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Gasparilla Island. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Gasparilla Island State Park (1.3 mi / 2 km)
  • Boca Grande Beaches (2 mi / 3.2 km)
  • Boca Grande Beach (4.1 mi / 6.6 km)
  • Little Gasparilla Island Beach (5.4 mi / 8.6 km)
  • Useppa Island (6.9 mi / 11.1 km)
  • Cayo Costa Beaches (7.5 mi / 12.1 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Gasparilla Island?

Based on our data, houses are the most in-demand vacation rental type in Gasparilla Island. But of course, everyone's idea of an epic stay isn't going to be the same. Vrbo has vacation homes with every size, shape and budget in mind, and we'll help you find the perfect match.

How much does it cost to rent a vacation rental in Gasparilla Island?

Season, property type and length of stay are among the factors that can affect the price of a vacation home. Simply add your travel dates to find your dream escape. From cozy country cottages to plush villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Gasparilla Island?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Type in your Gasparilla Island travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use the filters to pick the features and amenities you want.

Are there pet-friendly vacation rentals in Gasparilla Island?

There certainly are. You'll have a choice of 78 stays that welcome pets in Gasparilla Island on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your puppy can be near his favorite humans.

Can I rent a house with a pool in Gasparilla Island?

Grab your swimming gear and swim ring, because there are 46 houses with a private pool in Gasparilla Island. Base yourself at one of these superb vacation homes and make every day a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in Gasparilla Island?

An ocean view, a barbecue grill and a nearby river head the list of most popular rental amenities in Gasparilla Island. Whether you plan to go solo, with your spouse or a group of family members, Vrbo can help you find a vacation home that fits your tastes with all the features you're looking for.

Are there large group vacation rentals in Gasparilla Island?

Gasparilla Island has five vacation rentals that can fit 10 or more guests. These properties come with the space and privacy you need to enjoy good times with friends and family.

Are there vacation rentals in Gasparilla Island that welcome kids?

Gasparilla Island has 77 family-friendly vacation homes. And finding a stay that welcomes little ones is a cinch with Vrbo's "Properties good for families" filter. On top of having the entire place to yourselves, you can also look forward to perks and amenities such as extra bedrooms, full kitchens and private pools.

What are the top attractions for families in Gasparilla Island?

You'll find lots of awesome things to see and do with the family in Gasparilla Island, including:

  • Boca Grande Beaches
  • Gasparilla Island State Park
  • Uncle Henrys Marina

Are there one-bedroom vacation rentals in Gasparilla Island?

Take your pick from 13 one-bedroom rentals in Gasparilla Island. Whether you'd prefer a comfy cottage or a condo, our one-bedroom rentals are perfect if you don't need a lot of space. One of the main perks of having your own digs? You won't need to share your getaway with strangers.

Can I find two-bedroom vacation rentals in Gasparilla Island?

Take your pick of 24 two-bedroom properties in Gasparilla Island. Put the kids in the second room or maybe fill it with a couple of your best buddies. There's a comfy spot for whoever's fortunate enough to come along for the ride.

Are there vacation rentals with WiFi in Gasparilla Island?

Pick from 33 vacation rentals with WiFi in Gasparilla Island. If you'd like to disconnect from the world on your vacation, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.

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