Airbnb your place

Places to stay in Gasparilla Island

Book unique places to stay, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gasparilla Island places to stay

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Other great vacation rentals in Gasparilla Island

Top guest favorite
A modern kitchen features sleek cabinetry and stainless steel appliances, complemented by a large island with stylish blue bar stools. The space is illuminated by pendant lighting and showcases a minimalist design with subtle tile accents in the background.
Villa in Cape Coral
4.99 out of 5 average rating, 96 reviews

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa

JimRating, 5 stars1 week ago
Vincent was very on target with his property description, and he was responsive quickly to questions. Very nice home, very clean as well
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 14 reviews

Brandnew Villa - pool & spa at canal south facing

CarolineRating, 5 stars2 days ago
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 20 reviews

Backyard Dream-Oasis! - Heated Pool

VivianRating, 5 stars3 weeks ago
We had a wonderful time. Thank you!
Top guest favorite
The outdoor area features a private pool and hot tub surrounded by a screened lanai. Loungers are positioned under the sun, providing a space for relaxation. Lush greenery is visible in the background, creating a sense of tranquility and privacy.
Home in Cape Coral
5 out of 5 average rating, 11 reviews

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

DennisRating, 5 stars2 months ago
I’m so glad that several other properties failed to respond to a boat question we had, which led me to finding Villa Agua Vista. Tonya responded to all my questions quickly or would always get back to me when she didn’t have an immediate answer. From start to finish Tonya was super easy to work with. Always helpful and very quick to respond. Definitely delightful and personable - a super host for sure! The property and its amenities were amazing. We used the kayaks a couple times and some of the fishing gear came in handy. The spa and pool were rarely lonely. We decided to replace our usual spring break on the sand with some place to moor a boat and it was great. The house was top notch, all the basic simple things were waiting for us. If you want to find something to complain about, I seriously doubt you can or would. The photos don’t do the home justice but they also don’t lie. So don’t over think it and just book with Tonya.
Top guest favorite
Home in Rotonda West
5 out of 5 average rating, 22 reviews

Beautiful Floridian Oasis

ElizabethRating, 5 stars3 weeks ago
My family of 6 absolutely loved this home! The pool was a nice addition to our fun at night. We really liked the outdoor grill area. The home was spacious and had everything we needed. We will definitely book this house again!
Top guest favorite
Home in Port Charlotte
4.97 out of 5 average rating, 32 reviews

Saltwater Serenity Villa/ Dock/ Heated Pool/

KarlaRating, 5 stars2 weeks ago
We had a wonderful stay at this beautiful home! We loved that they had basically everything you might need. They even had a high chair and pack n play which was really useful with our 11 month old. The area is peaceful and quiet but still close to restaurants/grocery stores. Our favorite part of the stay was watching the sunset while relaxing in the pool.
A spacious outdoor area features a private pool surrounded by well-maintained landscaping. Several lounge chairs are positioned along the poolside, while the house exhibits large windows and multiple decks, promoting an open and inviting ambiance.
Cottage in Boca Grande
4.83 out of 5 average rating, 106 reviews

Charming beach cottage house with pool.

JosephRating, 5 stars3 months ago
This was the perfect place on Boca Grande for our family. A short walk from the beach and a quick gold cart ride to downtown. The cottage was very clean and having the pool access was a huge plus.
Top guest favorite
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars10 months ago
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.
Show all

Your guide to Gasparilla Island

All About Gasparilla Island

Aquamarine waters, endless stretches of white-sand beaches, and palm-lined walking paths adorn this barrier island in the waters of southwest Florida’s Gulf Coast. Gasparilla Island functioned as a fishing village for much of its history, and today is also a popular wintering destination among a certain celebrity set. Along Gasparilla Island’s waterfront, golf carts zip up and down the coast, and you’ll find bohemian cafes, fresh seafood restaurants, and a shopping complex inside a converted 20th-century train station.

A gateway to Gasparilla Sound and Charlotte Harbor, Gasparilla Island is renowned for its world-class tarpon fishing, easy access to surrounding nature reserves, and a continuous seven-mile stretch of pristine beach. Swimming, kayaking, and hiking through the region’s mangrove forests are some of the region’s more popular activities. Visiting the area’s historic lighthouses and enjoying sunset picnics on the beach are among the many memorable experiences you can enjoy here.

The best time to stay in a vacation rental in Gasparilla Island

Gasparilla Island’s sunny Gulf Coast climate bestows it with pleasant year-round conditions — sunlit days, clear blue skies, and breezy afternoons among the miles of palm-lined beaches. Temperatures vary between the summer and winter months somewhat, but they tend not to drop below uncomfortable levels for swimming or other ocean-bound recreation. Rainfall tends to increase towards the latter half of summer with the arrival of hurricane season, though visitors can still be found in the area during this time. The shoulder season’s warmer temperatures, lack of accompanying rainfall, and myriad events in the surrounding communities make this an excellent time to look for vacation rentals on Gasparilla Island. One of the more prominent events in the region is a large sand sculpting festival that takes place every November in Fort Myers. This 10-day competition welcomes sand sculptors from around the world.

Top things to do in Gasparilla Island

Port Boca Grande Lighthouse & Museum

Beginning operation in 1890, this lighthouse is the oldest structure on Gasparilla Island and the only beacon on Florida’s west coast open to the public. Located in the Gasparilla Island State Park, the lighthouse formerly housed a private residence on its ground level, now transformed into a museum detailing the region’s cultural history, ranging from indigenous cultures that date back more than 12,000 years to the now-famous fishing the area is known for.

Cape Haze Aquatic Preserve

This collection of protected mangrove islands and seagrass ecologies is home to more than 200 species of fish and several species of migratory birds. Bordered by the Gasparilla Sound to the west and Charlotte Harbor to the south, Cape Haze Aquatic Preserve is a popular snorkeling spot. You can also rent a kayak to explore the winding mangrove forests along the waterfront.

Little Gasparilla Island

The smaller cousin of Gasparilla Island, this rural retreat is cut off from the mainland and is only accessible to private boats or water taxis. Along the wide sandy paths, you’ll find golf carts — the only form of motorized transport allowed on the island — cruising up and down the coast amid a picturesque backdrop of pristine beaches.

Destinations to explore