
Holiday houses in Little Gasparilla Island
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Top-rated holiday rentals in Little Gasparilla Island
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#1 House in #1 Location on LGI
🔝6 REASONS WHY CocoHut is the #1 HOUSE in the #1 LOCATION on 🏝️: 1. PANORAMIC VIEWS 🪟Floor-to-ceiling windows across the entire beachfront 2. SCREENED-IN LANAI 🌅Enjoy being outside more -especially for sunset dining 3. 🛏️ 3 MASTERS with MODERN, LUXURIOUS, EN-SUITES: 2 kings, 1 queen + 4th bedroom 4. 🤫 UNSURPASSED PRIVACY, QUIET & SECLUSION 🚫No overlooking neighbors thanks to 2 adjoining vacant lots 5. 😍 PURE BEACH VIEW 🛖Not spoilt by houses in the water 6. WIDEST SECTION OF SAND BEACH
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Paradise Cottage Island Oasis
An enchanting, GROUND LEVEL tropical Palm Island paradise that delivers the epitome of off the grid, private island living. 7 minute walk to sugar sand beaches offering buckets of seashells, shark’s teeth & award winning sunsets! Return home to your private, swimming pool surrounded by mature, tropical foliage that has the look and feel of a Caribbean resort. Follow the winding path that leads to the harbor with dock: toss a line, boat to no bridges out to GOM, launch kayaks, take in nature!
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Sunset Beach House
This beautiful beachfront house is located on Little Gasparilla Island with three-bedroom/two-baths. It is tucked away, just off the main drag of this quiet, “off the beaten path” island. Escape your busy life on the mainland and enjoy outdoor living space with amazing 180-degree views of the Gulf of Mexico. Enjoy your private beach path and shared dock, which is perfect for fishing! You can catch your dinner and come back to the house and grill it on deck while watching a breath-taking sunset.
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Zen Oasis Private Island Home 2nd Row on the Beach
Wake up to dolphins, end your days with unforgettable sunsets. This dreamy beachfront escape sits directly on a private, shell-strewn beach where every walk feels like a postcard moment. Unwind to the sound of the waves at the Zen Oasis. Every angle of the home captures the beauty of the beach, sky, and trees. See thousands of stars at night with almost no light pollution. Only a 10-minute water taxi ride to paradise. This is more than a stay—it’s a beachfront experience you’ll never forget.
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Waterview Vacation Retreat Close To Ocean
Relax with the whole family at this peaceful new build place to stay. Enjoy beautiful sunny vacation minutes away from famous Boca, Grand Island, Engelwood Beach, and multiple golf courses in the area, you can enjoy fishing right in the backyard or on a famous Boca grand island, or morning coffee on the dock, or little campfire in the private backyard. We provide everything you need beach umbrellas towels, bikes, board games Sasy tarts coffee shop and multiple places to eat out are close by
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Island Getaway Pool-Ferry-Grocery Delivery Incl.
10-minute passenger ferry ride to this boat-access-only, car-free island Locally Owned & Operated 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 Uncrowded shelled beach with Birds, Dolphin and Manatee -Venture out for Prime Fishing & Kayaking SWFlorida has to Offer There are no grocery stores or restaurants on the island, plan to bring everything you’ll need with you
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3BR Resort Home · Pool, Gym + Beach Club Access
We beat Milton and are ready to host you. The Village Houses in the Boca Grande Club possess a distinct charm that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.
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AMAZING Cape Haze Location -community kayak launch
Ready for warm sunshine, tropical breezes and lush landscaping? Spaniard's Retreat is the ideal location for your get away. This home is set in the charming Old Florida neighborhood of Cape Haze. Old banyan and pin-oak trees line the picturesque streets where homes are spaciously placed. Upon entering you will be greeted by the panoramic sliding doors overlooking the heated pool and spa. This truly feels like a private oasis. 3 bedrooms and 2.5 baths offer generous accommodations.
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Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!
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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!
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Island Getaway, Beach House, Water View, Dock
Embark on your next adventure at this unique and serene retreat that can only be reached by boat. LGI is a barrier island off the West Coast of Florida in the Gulf of Mexico between Sarasota and Ft Myers. Arrive at the island using your private boat or by boarding the water taxi, and be at our dock in just 10 minutes. There are no cars, shops, or restaurants on the island, the 7-mile beach is private and uncrowded. You can explore LGI by renting a golf cart or by walking
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Happily Ever After
Welcome to our treehouse!! Surrounding our home are wonderful sea grapes and palms. If you like privacy look no further. We are off the main path. We encourage our guests to unwind on our spacious screen porch with chairs, and tables. Be prepared for loads of sun and fun. Our rental includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.
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Popular amenities for Little Gasparilla Island holiday rentals
Other great holiday rentals in Little Gasparilla Island

The Cottage
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3/2 LGI Gulf Front w/Dock
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Family Tides on LGI - Golf Cart Included
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Beachfront Island Condo on Florida Gulf Coast
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360* Views on LGI~Hot Tub~Golf Cart~Screened Porch
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Sea La Vie
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Sea Shell Haven
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Secluded Beach House Steps to a Sandy Beach on LGI
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Frequently Asked Questions
Where is Little Gasparilla Island located?
Little Gasparilla Island is situated off the southwest coast of Florida. The island is known for its sandy beaches, coastal habitats, and tranquil atmosphere along the Gulf of Mexico.
When is the best time to visit Little Gasparilla Island?
Mild temperatures and lower rainfall in spring and autumn are frequently suggested for visits to Little Gasparilla Island. Summer brings higher humidity and more rain, while winter offers cooler, comfortable days for outdoor exploring.
What are some things to do near Little Gasparilla Island?
You can explore beaches, kayak through mangroves, or try fishing in nearby waters. Birdwatching and shell collecting are often recommended, and local guides share insight into the island’s natural features.
How is the weather near Little Gasparilla Island?
Little Gasparilla Island has warm, humid weather most of the year, with summer highs near 90°F (32°C) and frequent rainfall. Winters are milder, with temperatures ranging from 51–72°F (10–22°C), and rain is generally less frequent.
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