
Waterfront vacation rentals in Little Gasparilla Island
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Top-rated waterfront 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
4.93 out of 5 average rating, 44 reviews
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.
4.92 out of 5 average rating, 24 reviews
LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!
4.83 out of 5 average rating, 122 reviews
Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!
4.91 out of 5 average rating, 100 reviews
Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.
4.91 out of 5 average rating, 307 reviews
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
4.97 out of 5 average rating, 66 reviews
"Lighthouse" 7 mins from Beach, direct gulf access
The waterfront house(2,176 sqft) in Englewood. Minutes of driving distance from beautiful beaches. The house has own 200 feet dock with a direct boat access to the gulf. It’s only a few minutes to Stump Pass and Gasparilla island. So many things to do! You can enjoy fishing, boating, kayaking, visit multiple local beaches and restaurants. It’s a unique opportunity to feel a charm of SW Florida and build new memories with family and friends. We also provide two kayaks to use for free.
4.91 out of 5 average rating, 157 reviews
Dolphin Watch | Beachfront on private Beach
Dolphin Watch Welcome to Dolphin Watch, an exquisite beachfront villa located in the serene Cape Haze, Florida. This stunning five-bedroom property offers breathtaking ocean views and is designed for unforgettable beach vacations. Spanning over 3,461 square feet, Dolphin Watch comfortably accommodates up to 10 guests, making it perfect for families or groups seeking relaxation and adventure. The villa features four well-appointed bathrooms, ensuring convenience and privacy for all.
4.93 out of 5 average rating, 15 reviews
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.
4.99 out of 5 average rating, 78 reviews
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!
4.9 out of 5 average rating, 30 reviews
Stunning Bay Waterfront! Jaw dropping Water Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
4.99 out of 5 average rating, 143 reviews
little Gasparilla Island Beach house-Dog friendly
Escape to Beach Hair Don’t Care on Little Gasparilla Island! This cozy 2BR, 2BA retreat sleeps 5 and is just steps from the bay and 100 yards from a private beach. Enjoy uncrowded beaches, fishing, wildlife, and water sports. Pet-friendly with a fully stocked kitchen, beach gear, boat slip, and golf cart access. Experience the serenity of this car-free island paradise, perfect for relaxing, unwinding, and making memories. Book your escape today!
5.0 out of 5 average rating, 9 reviewsPopular amenities for Little Gasparilla Island waterfront rentals
Waterfront apartment rentals

BeachBay SeaHouse (1519)
4.84 out of 5 average rating, 134 reviews
2 BR/2 BA Beach Front Suite-Kayaks-SUPs-Bikes-Pets
5.0 out of 5 average rating, 5 reviews
The Palms – 3BR Gulffront, Sand & Sunsets
5.0 out of 5 average rating, 11 reviews
Beachfront Gulf Condo | Englewood Beach| Pool
4.94 out of 5 average rating, 17 reviews
Charlottes Web- Your Seaside Sanctuary
5.0 out of 5 average rating, 4 reviews
Condo on the water
4.93 out of 5 average rating, 14 reviews
Riverfront Condo w Water Views-Heated Pool
5.0 out of 5 average rating, 12 reviews
Marina front, pool, beach condo!
5.0 out of 5 average rating, 8 reviewsWaterfront house rentals

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
5.0 out of 5 average rating, 106 reviews
Zen Oasis Private Island Home 2nd Row on the Beach
4.89 out of 5 average rating, 36 reviews
Paradise Cottage Island Oasis
5.0 out of 5 average rating, 18 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 65 reviews
The Cottage
4.89 out of 5 average rating, 9 reviews
Sunflower House - PRIVATE - Directly on the Gulf!
5.0 out of 5 average rating, 63 reviews
Cape Haze Cottage
5.0 out of 5 average rating, 9 reviews
Castadiva-Your Gorgeous Gulf Coast Beach Home!
4.65 out of 5 average rating, 20 reviewsWaterfront condo rentals

Sunset Beach
4.96 out of 5 average rating, 137 reviews
Entire Beachside Condo! Don’t worry Beach Happy!
4.8 out of 5 average rating, 173 reviews
Gulf Side Condo Englewood Florida
4.93 out of 5 average rating, 173 reviews
Steps to Water! Beach to Bay, Penthouse!
4.94 out of 5 average rating, 102 reviews
Studio, pool, private beach, boat dock shark teeth
4.97 out of 5 average rating, 136 reviews
A Beautiful Sunset Awaits - Steps to Beach
4.9 out of 5 average rating, 153 reviews
Beach studio 56
4.87 out of 5 average rating, 159 reviews
Beautiful Beaches at LGI Hideaway • Golf Cart
4.79 out of 5 average rating, 19 reviewsDestinations to explore
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