261+ Private Villas and Holiday Rentals in Gasparilla Island |
  1. USA
  2. Florida
  3. Port Charlotte - Charlotte Harbor
  4. Gasparilla Island

Gasparilla Island Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Gasparilla Island

Discover more than 261 vacation rentals available in Gasparilla Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Gasparilla Island.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Gasparilla Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Gasparilla Island. On average, places to stay near Gasparilla Island offer 1112.83 ft², with nightly prices averaging US $726.

With Casai, finding and comparing holiday rentals in Gasparilla Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Gasparilla Island

Type Count
Vacation Homes 135
Holiday Apartments 26
Cottages 3
Villas 1

Use these Quick Filters to Find a Holiday Rental in Gasparilla Island

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Gasparilla Island.

Weather in Gasparilla Island, FL

View the weather forecast for Gasparilla Island before booking your Gasparilla Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Gasparilla Island, FL

Casai offers a large selection of top attractions around Gasparilla Island . Research things to do on your vacation before you visit Gasparilla Island.


Gasparilla Island State Park
Boca Grande Beaches
Boca Grande Lighthouse Museum
Uncle Henrys Marina
Lighthouse United Methodist Church
Boca Grande Historical Society and Museum
St Andrews Episcopal Church
Our Lady of Mercy Catholic Church
Whidden's Marina
Port Boca Grande
Englewood Beach
Captiva Beach
Fishermen's Village
Bowman's Beach
Boca Grande Beach
Manasota Beach
Caspersen Beach
Warm Mineral Springs Pool
Port Charlotte Beach Park
Don Pedro Island State Park

Other Places to Stay in Gasparilla Island, FL


Uncle Henrys Marina 343 Properties
Boca Grande 185 Properties
Downtown Boca Grande Historic District 176 Properties
St Andrews Episcopal Church 147 Properties
Golden Beach 146 Properties
Lighthouse United Methodist Church 146 Properties
Our Lady of Mercy Catholic Church 146 Properties
Boca Grande Historical Society and Museum 146 Properties
Whidden's Marina 146 Properties
Gasparilla Island State Park 144 Properties
Boca Grande Beaches 136 Properties
Port Boca Grande 132 Properties

Frequently Asked Questions About Gasparilla Island?

What are the top holiday rentals in Gasparilla Island?

With numerous options available in Gasparilla Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Gasparilla Island:

How many holiday rentals have private pools in Gasparilla Island?

Discover a selection of holiday rentals with private pools near Gasparilla Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Gasparilla Island are best for families?

If you're searching for a family-friendly holiday home in Gasparilla Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Gasparilla Island:

How many Casai.nz holiday rentals are available in Gasparilla Island?

As of 2025, Casai boasts over 261 properties listed in the Gasparilla Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Gasparilla Island.

Nearby Neighborhood (2) 
Neighborhood Property Count
Downtown Boca Grande Historic District Vacation Rentals in Florida 176
Golden Beach Vacation Rentals in Florida 146

People Also Ask

There are 261 Gasparilla Island, FL Holiday Rentals

Recently Booked Holiday Rentals in Gasparilla Island