Gasparilla Island vacation rentals

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Find out more about Gasparilla Island

Why visit Gasparilla Island

  • Stunning beaches: Gasparilla Island boasts beautiful beaches, including the serene Little Gasparilla Island Beach, perfect for relaxation.
  • Outdoor activities: Enjoy hiking, biking, and exploring the scenic Gasparilla Island State Park for adventure enthusiasts.
  • Charming accommodations: Choose from cozy private vacation homes, modern condos, or luxurious villas tailored to your needs.
  • Family-friendly atmosphere: Experience a welcoming vibe that caters to families and couples alike, ensuring a memorable stay.
  • Local culture: Discover unique spots and cultural experiences that reflect the island's laid-back charm.

Popular types of accommodation around Gasparilla Island

If you're pondering the best places to stay on Gasparilla Island, look no further. Our top choices for vacation rentals include charming Houses, modern Condos, and luxurious Villas. Whether you're seeking a cozy retreat or a spacious getaway, our selection of vacation rental homes ensures you'll find the perfect fit for your needs. Enjoy your stay with transparency, savings, and reassurance every step of the way.

  • Houses: These are the top choice for visitors seeking a spacious and comfortable stay in Gasparilla Island, perfect for families or groups.
  • Condos: A popular option for those looking for modern amenities and proximity to the beach, making them ideal for a relaxing getaway.
  • Villas: Luxurious accommodations often featuring private pools, offering an upscale experience for travellers.
  • Apartments: Convenient and flexible, apartments provide a home-like atmosphere for solo travellers or couples.
  • Cottages: Quaint and charming, cottages offer a cozy retreat surrounded by nature for those seeking a tranquil escape.**

Top attractions near Gasparilla Island

Gasparilla Island offers a perfect getaway for beach and outdoor enthusiasts, featuring stunning scenery and cultural experiences. Explore attractions like Gasparilla Island State Park and the serene Little Gasparilla Island Beach. With a variety of points of interest catering to both relaxation and adventure, this destination is ideal for those seeking a memorable vacation. Don’t miss the local guide to Gasparilla Island for tips on making the most of your visit.

  • Boca Grande Beach: Located 6.4km from Gasparilla Island, this beautiful beach offers a laid-back atmosphere perfect for sunbathing, swimming, and enjoying the stunning Gulf views. Its soft sands and gentle waves create an ideal spot for relaxation.
  • Gasparilla Island State Park: Just 1.6km away, this state park features scenic trails, diverse wildlife, and outdoor adventures, including hiking and fishing, making it a paradise for nature enthusiasts.
  • Whidden's Marina: A historic site located 805m away, Whidden's Marina showcases the area's rich maritime culture, offering boat rentals and a glimpse into the local fishing heritage.

Things to do recommended for couples

For a romantic getaway on Gasparilla Island, indulge in luxury at Oyster Creek Golf Club, Twin Isles Country Club, or Burnt Store Golf & Activity Club, all within a short drive. Enjoy exquisite golfing experiences and the serene atmosphere—perfect for couples seeking relaxation and connection.

Things to do recommended for families

Families vacationing on Gasparilla Island can splash around at Sun Splash Water Park, catch a game at Charlotte Sports Park, and unwind at Cedar Point Environmental Park, all offering exciting adventures and relaxation suitable for everyone.

Things to do recommended for groups

Groups visiting Gasparilla Island can enjoy shopping and entertainment at Fishermen's Village, play a round of golf at the Royal Tee Golf Club, or catch a captivating performance at the Lemon Bay Playhouse. These activities offer a perfect blend of leisure, culture, and outdoor fun.

*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

When traveling with a group, family, pets, or planning for an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Gasparilla Island with a group: Think about how many bedrooms you’ll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Gasparilla Island with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring there are suitable amenities for their age, such as a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Gasparilla Island: For many families, a trip just isn’t the same without their furry companion. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Gasparilla Island: If you're in search of vacation rentals offering discounts 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 rentals. Don’t forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Gasparilla Island

Gasparilla Island, Florida, offers a perfect getaway for those seeking a relaxing beach vacation. With its friendly atmosphere and family-friendly vibe, visitors can explore unique spots and enjoy picturesque scenery. Whether you're looking for a romantic retreat or a secluded island home, Gasparilla Island and its charming nearby areas provide an ideal backdrop for memorable excursions and outdoor adventures. Experience the laid-back charm of this beautiful destination on your next Florida trip.

  • Boca Grande: Boca Grande is a charming city located on Gasparilla Island, renowned for its stunning beaches and picturesque outdoor scenery. Visitors flock to Boca Grande for its laid-back atmosphere, perfect for beachgoers and nature lovers alike. Enjoy a day basking in the sun on the pristine family beach or exploring the scenic trails. The city boasts various recreational areas and luxurious resorts, as well as a shopping mall centre for those looking to indulge in some retail therapy. Boca Grande's captivating island vibes and natural beauty make it an ideal destination for relaxation and adventure.
  • Downtown Boca Grande Historic District: Just 483m from Gasparilla Island, the Downtown Boca Grande Historic District is a delightful neighbourhood steeped in charm and history. Travelers are drawn here for family-friendly experiences and outdoor activities. The district features a variety of shopping areas and adventure activities, making it a vibrant hub for exploring local culture. Visitors can stroll along the beach or enjoy the scenic views while discovering unique shops and boutiques. This area perfectly combines history and modern vibes, ensuring a memorable experience for all who visit.
  • Golden Beach: Located 1.1km from Gasparilla Island, Golden Beach is a serene neighbourhood that attracts beach enthusiasts and outdoor adventurers. Known for its stunning scenery, Golden Beach offers easy access to recreational activities, including visiting local shopping centres and recreation centres. Families can enjoy the sandy shores and engage in various beach activities. The neighbourhood's proximity to the island ensures that visitors can explore both the tranquil environment and the vibrant community offerings, making Golden Beach the perfect spot for a relaxing getaway.

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 simple

Are you hoping to save some money on your next getaway? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for an extended stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, be sure to take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's unique Trip Board offers you a convenient way to plan your travel. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you have saved or booked are now organized into Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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:

  • Oyster Creek Golf Club (12.4 mi / 20 km)
  • Burnt Store Golf & Activity Club (13.5 mi / 21.7 km)
  • 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)

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)
  • Cabbage Key (7.1 mi / 11.4 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.
How can I find vacation rentals with air conditioning in Gasparilla Island?
Pick your travel dates and then make use of our filters to locate vacation rentals with air conditioning in Gasparilla Island on Vrbo. With 77 air-conditioned properties available here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a vacation rental in Gasparilla Island?
The minimum age is normally 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your chosen Gasparilla Island stay before booking your escape.
How long can I rent a vacation rental in Gasparilla Island for?
The amount of time you can rent a Gasparilla Island vacation rental for varies depending on the property. Simply tap in your dates of travel to see available options that offer long-term stays. They include everything you need to make your extended getaway more convenient and comfortable, such as kitchens and backyards. Some Vrbo vacation rentals may also offer weekly or monthly discounts, so you can have a longer stay for less.

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