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Waterfront vacation rentals in Little Gasparilla Island

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Top-rated waterfront rentals in Little Gasparilla Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite
An aerial view captures the Tropical Island Getaway, showcasing structures with teal roofs nestled among lush greenery. A pool is visible on the left, while the coastline stretches in the background, revealing sandy shores and the serene blue Gulf waters.
Condo in Placida
4.96 out of 5 average rating, 54 reviews

Tropical Island Beach Condo Ferry & Parking Incl.

*FREE Island Grocery delivery/staging and Golf Cart Shuttle to/from condo for arrival and departure* 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 Manitee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 229 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 275 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.

Top guest favorite
A contemporary two-story home is depicted overlooking a serene pond. A fountain creates gentle ripples on the water's surface, while palm trees and lush greenery frame the scene, contributing to an inviting outdoor setting.
Home in Placida
5 out of 5 average rating, 15 reviews

Sea La Vie

Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

Guest favorite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 132 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Superhost
An overhead view showcases a spacious house with multiple gable roofs, nestled among lush greenery. Surrounding homes and winding waterways are visible, illustrating the tranquil island atmosphere. A clear blue sky complements the natural setting, enhancing the feeling of peace and seclusion.
Home in Placida
4.81 out of 5 average rating, 31 reviews

360* Views on LGI~Hot Tub~Golf Cart~Screened Porch

PHOTOS NOW UPDATED, POST HURRICANE RENOVATIONS. Our families and team of contractors have been hard at work to re-open this beautiful home and invite families to come and enjoy the beautiful beaches of LGI! Little Gasparilla Island is peacefully removed from the hustle and bustle of Florida. Enjoy 7+ miles of sandy beach that is essentially private for you and your family. There is no bridge to the island. Come to the island with a boat or take the water taxi to our community dock.

The house is surrounded by lush greenery, featuring a large screened porch that offers shaded outdoor seating. A pool table is visible on the deck, which showcases a wooden railing and overlooks the landscape. A metal roof reflects the sunlight, enhancing the home's serene atmosphere.
Home in Placida
4.9 out of 5 average rating, 42 reviews

Coconut Paradise POOL! Little Gasparilla Island

Just Ask!! Beach pics since storms. All cCleaned up! House is 100% and Beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!

Superhost
The beach house stands prominently against a vibrant sunset sky, showcasing its welcoming façade. A sandy path leads through lush landscaping, guiding the eye toward the tranquil waters in the background. The scene radiates an inviting coastal charm, melding structure and nature.
Home in Placida
4.93 out of 5 average rating, 43 reviews

CocoHut

CocoHut has a private beach on a secluded barrier island; accessible only by boat to owners+guests. 2 vacant lots to the south & vegetation to the north, mean there is absolutely no overlook from neighbors. It’s THE ultimate spa for your soul! Look out onto the sea shimmering in the sun; commune with the clouds crossing a canvas of blue; soak in sunsets & gaze at a galaxy full of stars, free from light pollution. Choose 1 or all, just know you'll relax & refresh your body & soul.

Top guest favorite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5 out of 5 average rating, 36 reviews

Lux Home on Gulf w/Private POOL & 100ft 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 100 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!

Top guest favorite
The beachfront cottage is surrounded by lush foliage, showcasing a two-story structure with a metal roof and large windows. Soft light spills from the interior, highlighting a welcoming atmosphere. A wooden walkway leads to the entrance, inviting guests to explore the natural surroundings.
Home in Placida
4.89 out of 5 average rating, 27 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!

Superhost
A well-lit bedroom features a spacious bed with a light comforter and accent pillows. White curtains frame a large sliding window that opens to a view of greenery. A ceiling fan is positioned above, while two bedside tables with lamps sit on either side of the bed.
Condo in Placida
5 out of 5 average rating, 10 reviews

Beautiful Beaches at LGI Hideaway • Golf Cart

"Florida's Best Beach"! Newly remodeled condo. Fully stocked kitchen with all the necessary utensils. Washer, dryer, smart TV. In the lower storage area there is items for a day at the beach- sand toys, tent, and beach chairs! Included is a 6 passenger golf cart! Condo has everything you will need to enjoy your stay on the island including bath towels, beach towel and bedding! Just bring your bathing suit, sandals and enjoy the paradise of Little Gasparilla Island!

Guest favorite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 202 reviews

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.

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