Vacation rentals in Gasparilla

Island BayToBeach Estate "Boat House" Lux! w/dock

Waterfront guest house of a secluded 5-acre, bay-to-beach compound on private Little Gasparilla Island. Water all around! Dock in front, beach out back. Nature abounds. Great boating, fishing, sunning, shelling, birding, etc. Outdoor kitchen, fire pit, beach gear (chairs, games, shades) and paddling gear (kayaks, SUPs). Fun for kids and adults! . TRULY UNIQUE! See pictures & reviews. 2Bedroom (1K, 1Q), 2Bath. Experience Old Florida in modern comfort. Boat access only, WATER TAXI available.

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Beach Chalet Gulf View

Experience the ultimate beach vacation in our stunning beachfront condo, located on the Gulf of Mexico. It offers breathtaking ocean views and direct access to pristine sandy beaches. The condo sleeps four and offers one bedroom with a king size bed with a private attached bathroom. It also has a queen size murphy bed and an additional full bathroom. The modern kitchen is fully equipped with all the essentials. Plus, the resort offers an onsite pool, fitness center, tennis courts & restaurant.

Family Tides on LGI - Golf Cart Included

Accessible only by boat or private water taxi, "Family Tides" is nestled on Florida's Gulf Coast island of Little Gasparilla Island, or LGI as the locals call it. LGI is next to Boca Grande and its world famous Tarpon fishing, but offers a uniquely secluded and relaxed atmosphere consisting of 7 miles of undisturbed beach, unpaved cart paths that wind through lush tree canopies, and an old Florida vibe that will make you forget the mainland while you create memories with family and friends!

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7 miles of undisturbed white sandy beaches. Embrace the old Florida island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

Downtown Boca Grande Flat#3

We beat the old 1-2 of Huricaines Helene and Milton and are ready to host you. This is a great, renovatred , one bath flat, in the heart of Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Rest. Going to the beach, no worries, it is just down the road. Please note: there is a small fridge and coffee maker in this flat, but no other cooking facilities. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals.

Waterside Oasis / 2 BR / Pool /Breathtaking Views

Welcome to your serene retreat on a beautiful canal in Rotonda West! This lovely three-bedroom home features two bedrooms available for rent—one with a queen-size bed and the other with twin beds, as the master bedroom is reserved for the owner's use. Enjoy a stunning pool and spacious outdoor area perfect for entertaining. The bright, open living space is ideal for family gatherings. Experience relaxation and fun by the water—book your stay today and create unforgettable memories!

LGI Hideaway- Includes golf cart & pool access!

"Florida's Best Beach". Views of the sunrise out the back screened-in porch overlooking the pond and amazing sunsets on the beach. Great amenities in the condo complex including free parking on the mainland, ferry, heated pool, and boat slip. Enjoy the sandy beaches by the provided golf cart! Please note: some other units nearby are currently under construction. Golf Cart provided at no additional cost and is operational (technician visits on Saturdays for any repairs needed)

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Beautiful Beaches at LGI Hideaway • Golf Cart

"Florida's Best Beach"! Newly remodeled. Fully stocked kitchen. Washer, dryer, smart TV. Lower storage area has items for a day at the beach- sand toys, tent, and beach chairs! Just bring your bathing suit, sandals and enjoy the paradise of Little Gasparilla Island! Please note: some other units nearby are currently under construction. Golf Cart provided at no additional cost and is operational (technician visits on Saturdays for any repairs needed)