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Gasparilla Island vacation rentals

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Find out more about Gasparilla Island

Why visit Gasparilla Island

  • Beautiful Beaches: Enjoy stunning sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Outdoor Adventures: Explore hiking, kayaking, and fishing opportunities in a picturesque natural setting.
  • Charming Accommodations: Stay in cozy vacation rentals, from beach houses to luxurious villas.
  • Cultural Experiences: Immerse yourself in local culture with art galleries, shops, and dining options.
  • Secluded Getaway: Escape the hustle and bustle for a tranquil atmosphere ideal for relaxation and romance.

Popular types of accommodation around Gasparilla Island

Planning a getaway to Gasparilla Island? Discover the charm of this beautiful destination by exploring a variety of vacation rentals. From cozy houses and modern condos to luxurious villas, there’s something for everyone. Whether you're seeking a tranquil escape on Little Gasparilla Island or a vibrant spot in Gasparilla Island, our vacation rentals offer the perfect base for your adventure. Start your journey today and find the ideal vacation apartment or home for your stay.

  • Houses: The top choice for travelers, these homes offer spacious accommodations perfect for families or groups looking for comfort and privacy in Gasparilla Island.
  • Condos: A close second, condos provide modern amenities and often stunning views, ideal for couples or small families seeking convenience and style.
  • Villas: Offering luxurious stay options, villas are perfect for those wanting an upscale experience with plenty of space.
  • Apartments: These are a popular choice for budget-conscious travelers, providing all the essentials for a comfortable stay.
  • Cottages: Quaint and charming, cottages offer a cozy retreat for those looking to unwind in a picturesque setting.**

Top attractions near Gasparilla Island

Gasparilla Island is an ideal destination for beach and outdoor enthusiasts, offering stunning scenery and a relaxed atmosphere. Visitors can explore beautiful beaches, discover nearby Little Gasparilla Island, and enjoy cultural experiences in this charming locale. For accommodations, consider Gasparilla Island house rentals or vacation rentals to enhance your stay. With its blend of natural beauty and recreational activities, Gasparilla Island promises a memorable vacation experience.

  • Boca Grande Beach: This stunning beach, located 4 miles from Gasparilla Island, offers a relaxing atmosphere with soft sands and gentle waves, perfect for sunbathing and beachcombing.
  • Gasparilla Island State Park: Only 1 mile away, this state park boasts beautiful scenery and outdoor adventures, including hiking trails and wildlife viewing, ideal for nature enthusiasts.
  • Whidden's Marina: Just 0.5 miles from Gasparilla Island, this historic marina is rich in local culture and provides opportunities for fishing, boating, and immersing yourself in the area's maritime history.

Things to do recommended for couples

Looking for a romantic getaway on Gasparilla Island? Enjoy a luxurious round of golf at Burnt Store Golf & Activity Club, Oyster Creek Golf Club, or Twin Isles Country Club, all within a short drive. Each offers stunning views and an intimate atmosphere for couples to relax and connect.

Things to do recommended for families

For a family-friendly experience near Gasparilla Island, visit Sun Splash Water Park for thrilling water fun, explore Charlotte Sports Park for exciting sports events, or unwind at Cedar Point Environmental Park for some relaxation in nature.

Things to do recommended for groups

While in Gasparilla Island, your group can enjoy shopping and entertainment at Fishermen's Village, play a round of golf at the Royal Tee Golf Club, or catch a show at the Lemon Bay Playhouse for a taste of local culture and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Gasparilla Island

If you're traveling with a group, family, or pets, or if you're considering longer stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Gasparilla Island with a group: Think about how many bedrooms you'll require, along with additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Gasparilla Island with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Gasparilla Island: For many families, a vacation wouldn’t feel complete without their furry companion. If that resonates with you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Gasparilla Island: If you're in search of vacation rentals that offer specials for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Gasparilla Island

Gasparilla Island offers the perfect island getaway for those seeking beach vibes and outdoor adventures. With its family-friendly atmosphere and friendly locals, you’ll find plenty of excursions to explore. Nearby cities and neighborhoods provide a relaxing and romantic vibe, making it an ideal destination for couples and families alike. Experience the charm of this secluded paradise, where every moment feels like a delightful escape from everyday life.

  • Boca Grande: Nestled on Gasparilla Island, Boca Grande is renowned for its stunning beaches and serene outdoor experiences. With a charming small-town atmosphere, visitors flock to its pristine shores for sunbathing, swimming, and beachcombing. The area boasts a variety of recreational spots, luxurious resorts, and vibrant shopping centers. Highlights include the breathtaking Gasparilla Island State Park, which offers scenic trails and picnic spots, making it perfect for families and nature lovers alike. Stroll along the picturesque waterfront, indulge in local seafood dining, or rent a bike to explore the scenic roads lined with palm trees.
  • Downtown Boca Grande Historic District: Located a mere 0.3 miles from Gasparilla Island, the Downtown Boca Grande Historic District exudes a charming coastal vibe with its historic architecture and quaint shops. Visitors can enjoy a delightful mix of outdoor activities and family-friendly attractions, including unique boutiques and local art galleries. The area is home to beautiful beaches, perfect for a leisurely day in the sun. With nearby adventure activities, such as kayaking and fishing, there’s no shortage of fun. Don’t miss the iconic Boca Grande Lighthouse, which adds a touch of history to your visit.
  • Golden Beach: Just 0.7 miles from Gasparilla Island, Golden Beach offers a tranquil escape with its pristine sandy shores and breathtaking scenery. Perfect for beach enthusiasts and nature lovers, this neighborhood features ample recreational opportunities, shopping centers, and a laid-back atmosphere. Visitors can enjoy leisurely strolls along the beach, indulge in water sports, or explore nearby shops for unique finds. The close proximity to family-friendly attractions makes it an ideal spot for a fun-filled vacation, ensuring memorable experiences for visitors of all ages.

Best time to go to Gasparilla Island

If you're planning a trip to Gasparilla Island, Boca Grande, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January and March to April, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January63.7°F (17.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February66.0°F (18.9°C)No Rain (Dry)SunnyAverageAverage
March68.7°F (20.4°C)No Rain (Dry)SunnySlightly HighSlightly High
April73.9°F (23.3°C)Light RainMostly SunnySlightly HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
August83.7°F (28.7°C)Light RainMostly SunnySlightly LowAverage
September81.9°F (27.7°C)Light RainMostly SunnyAverageSlightly Low
October77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly Low
November71.2°F (21.8°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
December67.3°F (19.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you interested in cutting costs on your next adventure? Being flexible with your travel dates can be a great way to find better deals, as prices can vary. Additionally, opting for a longer stay often results in significant savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters, which allow you to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the total booking amount. Being the organizer truly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and start reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a convenient place to plan new adventures, pick up right where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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.

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.

Sun, sand and swimming all year 'round

Thanks to an annual average temperate of 75 degrees, it's likely you can take a dip no matter the season. While the mercury does drop a bit in December and January, calm tropical breezes still might make for perfect beach days. June through September can be fairly rainy, but you can look at this as nature's way of cooling off those humid summer days. The best advice is to pack light, but with an extra layer or two for snuggling up in your Gasparilla Island vacation rental on those cool winter nights or rainy summer evenings.

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.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Gasparilla Island?
Cottages are the most popular kind of vacation rental in Gasparilla Island, according to our data. Even if you've got a different vision in mind, Vrbo has properties in a variety of shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a vacation rental in Gasparilla Island?
The average price for a vacation home in Gasparilla Island is determined by several factors, like season, property type and length of stay. Whether you're searching for a sprawling villa with a pool or a cozy cabin that's perfect for two, just enter your travel dates to view some great-value stays.
How much does it cost to rent a beach house in Gasparilla Island?
The average price for a vacation home close to the beach in Gasparilla Island will depend on when you're going and the size and style of property you're searching for. You can find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use the filter tool to pick the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a pool.
How old do you have to be to rent a vacation rental in Gasparilla Island?
We recommend checking with the Gasparilla Island vacation home you want on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Gasparilla Island for?
How long you can book a vacation rental in Gasparilla Island is down to the property. Simply enter your selected travel dates to display a list of options offering extended stays. With many features such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find somewhere just right to call your home away from home in Gasparilla Island.
Does Vrbo offer discounts for vacation homes in Gasparilla Island?
On Vrbo, you'll find incredible deals and discounts for Gasparilla Island. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're looking for a weekend getaway or a much longer stay, Vrbo has a variety of options for every budget and style.

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