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Vacation rentals with a kayak in Little Gasparilla Island

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Top-rated kayak rentals in Little Gasparilla Island

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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
Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.
Cottage in Englewood
4.9 out of 5 average rating, 176 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Top guest favorite
A heated pool with a clear blue surface is surrounded by a cozy patio area. Lounge chairs provide a space for relaxation, while lush palm trees and vibrant greenery frame the serene waterfront view. A shaded umbrella offers a spot to enjoy the outdoors.
Home in Cape Coral
4.98 out of 5 average rating, 131 reviews

Waterfront Villa • Pool • Dock• Kayaks • Fishing

Sprocket Boathouse sits along one of Cape Coral’s widest canals and is the perfect family getaway (we are pet friendly too! 🐶 ) Spend your days lounging by the heated pool, paddling through the canals with our complimentary kayaks or fishing off your own private dock. Keep an eye out for turtles and iguanas and enjoy unforgettable sunsets right from the backyard. Fire up the BBQ with propane ready to go or head inside where you can enjoy our retro arcade games and vintage vinyl collection.

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

Guest favorite
The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.
Home in Rotonda West
4.93 out of 5 average rating, 40 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Do you want to relax in the sun near the Gulf Coast? Welcome to your Tropical Retreat! Beautiful heated pool house and large lanai with high and luxury living upgrades. Located in a quiet community 10 miles to the beach near stunning Boca Grande, Manasota Key and Englewood area. Golf enthusiasts will appreciate the five championship courses (99 holes) found within the community. Spend your days enjoying pool, golfing, fishing or exploring everything that makes Rotonda West unique.

Top guest favorite
A private pool area features a heated pool and spa, surrounded by a screened enclosure. The serene outdoor space includes textured stone decking and seating, while lush greenery frames the view. Panoramic sliding doors lead into an inviting interior living space.
Home in Placida
4.93 out of 5 average rating, 29 reviews

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.

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 living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Cape Coral
4.97 out of 5 average rating, 116 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely dƩcor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

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!

Top guest favorite
A cozy living area features a white sectional sofa and a wooden coffee table. Natural light enters through sheer curtains, highlighting the wood-paneled walls. A television is situated on a light-colored media console, while decorative accents add a welcoming touch to the space.
Cottage in Placida
4.98 out of 5 average rating, 54 reviews

West Coast Island Retreat, Simply Adrift Cottage

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off FL'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.

Popular amenities for Little Gasparilla Island kayak rentals

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  2. United States
  3. Florida
  4. Charlotte County
  5. Little Gasparilla Island
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