Discover a selection of 131 vacation rentals in Gasparilla Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $225 per night, and houses and cottages are popular options for a stay in Gasparilla Island. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Gasparilla Island
Destination guide

Testing the waters in Boca Grande

Hop in your Delorean and tune up your flux capacitor – Boca Grande is a land outside of time, known for its fishing, charming downtown, and wealth of sandy beaches along Florida’s gulf coast. Set on Gasparilla Island, the historic village is light years away from the hustle and bustle of modern life, and you’ll find plenty of waterfront trails, bike paths, and state parks. With a Boca Grande vacation rental, you’ll be close to the area’s biggest attractions, like Gasparilla Island State Park, Boca Grande Beach, and the Boca Grande Historical Society and Museum.

Things to do

Ancient (and not-so ancient) history in Boca Grande

Want to become an expert on all things Boca Grande? Then check out the seasonal Boca Grande Historical Society, where you can find information about the town’s past, from its earliest settlers to the present day. To really round out your knowledge, you can also head to the Port Boca Grande Lighthouse Museum. Set in a 19th-century lighthouse, the museum is home to environmental and historical exhibits, and the interactive “please touch” area is always a hit with families. The site also hosts regular events and outdoor excursions in the surrounding state park.


Boca Grande – and the sand played on

First up: time to hit the beach. While the island has a wealth of coastline, the beach at Gasparilla Island State Park is popular with families thanks to its broad, sandy shore and mild current. Boating’s popular here – it’s also the only way to get to Cayo Costa State Park, a scenic island where you can spot dolphin, manatee, and plenty of shorebirds. Closer to town, the Boca Grande Bike Path is a great way to explore the island, offering more than 6 miles of cycling trails along a former railway line.


A wet, hot Floridian summer in Boca Grande

Like most of the gulf coast, Boca Grande has a humid subtropical climate, which means hot, wet summers and warm, relatively dry winters. Summers are toasty and long, with average highs around 92ºF from June through September. It’s also the wettest time of year, and seasonal storms are fairly common. Winters are drier, with average highs range from 75ºF to 77ºF from December through February. A popular destination throughout the year, you’ll find that prices for Boca Grande vacation rentals tend to stay about the same from one season to the next.

Natural features

Boca Grande – friends in low places

Boca Grande sits beside the Gulf of Mexico on the western coast of low-lying Gasparilla Island. It’s surrounded by broad, sandy beaches, marshy wetland, and coastal inlets, and the surrounding waters are dotted with pristine islands that offer countless opportunities to spot local wildlife. Dolphins and manatees are regular sights, and the Boca Grande State Park is home to tortoises, bald eagles, and American oystercatchers. With a Boca Grande vacation rental, some of the country’s most unique and diverse ecosystems will be just outside your door.

How many vacation rentals are available around Gasparilla Island, US?

Our 2021 property listings offer a large selection of 131 vacation rentals around Gasparilla Island. From 79 house rentals to 3 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.