Holiday rentals in Gasparilla Island

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~

A Luxury BeachFront home for comfort & elegance, Paraíso features 2 ground-level bedrooms for easy access and 2 separate upstairs bedrooms in the main part of the house, the perfect blend of privacy and togetherness. Equipped kitchen with indoor and outdoor seating. Arrive by ferry & stay in pure island luxury. ✔ 1 King Bed~2 Full Beds~2 Bunk Beds~1 Queen Bed ✔ Heated beachfront swim spa ✔ Private fishing dock ✔ Outdoor BBQ kitchen &dining ✔ping pong, & indoor/outdoor games ✔ Washer/dryer, Wifi

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!

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

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.

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.

Island Beachfront Cottage. Secluded! Lux! Extras!

Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise 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!

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Island Getaway Pool-Ferry-Grocery Delivery Incl.

*FREE Island Grocery delivery/staging Enjoy our Locally Owned and Operated, Newly Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Gated Mainland Parking & Ferry to the Island incl. Walk the Uncrowded shelled beach with Birds, Dolphin and Manatee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

3/2 LGI Gulf Front w/Dock

Gulf of America Beachfront Island Home is a perfect getaway! Enjoy the beach in your front yard and dock your boat on the bay! This three-bed, 2 bath gulf front home has an open floor plan with multiple dining areas both indoor and outdoor. Pocket sliders can be opened to extend the living space and hear the sound of the waves while you sip your morning coffee.