
Holiday rentals with a kayak in Little Gasparilla Island
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Top-rated rentals with kayak in Little Gasparilla Island
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 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. 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!

Island home w/POOL, Private DOCK & BEACH access!
Forget the crowds, if you're dreaming of a private beach escape, this spot has you covered! Located on the private Palm Island-ONLY accessible by 5 minute car ferry or private boat. Relax in this 3BR/3BA private retreat with a PRIVATE POOL & PRIVATE DOCK w/power&water in the backyard. Private BEACH access across the street, ultra comfortable premium mattresses, beach chairs/toys, kayaks, plus a fully equipped kitchen, outdoor dining space with grills easy for coastal living. No bridges to gulf!

Modern Island Oasis: steps2beach
🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1

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!

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.

Sunset Beach Cottage North
Spectacular panoramic views and access to what feels like your own private 7 mile sugar sand beach. 2 master BRs with balconies overlooking the beach and ocean. Elevator, hot tub, pool, kayaks, Blackstone grill, bikes, etc. Access to Palm Island is by 3 minute car ferry - which ensures a relaxing and tropical getaway. Incredible sunsets, shelling, fishing & wildlife. There is a restaurant on the island along with gift & ice cream shop. Beautiful place to relax, unwind & embrace island life.

Birds Nest with bay views!
Bay views. When you arrive, you can park your boat at dock 44 in front of the property at the public dock or get dropped off by the water taxi at Eldridge Marina. Short walk to the beach or rent a golf cart and cruise the island, see what nature has to offer. We pride ourselves on providing a clean and quiet home. 75in TV, corn hole, beach chairs, kayaks, dart board, gas grills and Adirondak chairs to relax in. We continue to upgrade your experience. This is on a barrier island.

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.

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.

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!

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!

Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.
Popular amenities for kayak rentals in Little Gasparilla Island
House rentals with a kayak

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks

Canal-Front 3BR – Pool, Hot Tub & Boat Access

Waterfront Villa Capri | Dock + Gulf Access

Private Beach & Bay Access. Kayak & SUP

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Gulf Front Escape + Beach Access

Waterfront 3bdr 2ba Beaches Golfing Fishing
Cottage rentals with a kayak

Manasota Key Beach Bungalow

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Oystercatcher 3min walk to sunset, bikes, kayaks

Unit #3 Free Kayaks/bikes/beach/pet friendly

The Coqui Palace

Captains Cottage

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Coastal Key Cottage on Manasota Key
Other holiday rentals with a kayak

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Peaceful waterfront home

Englewood FL Waterfront | Dock+ Kayaks+Fishing

Waterfront 3 Bedroom Condo with Beach Access

Perfect Beachy Couple Space On Manasota Key FL

BayFront 2.5 ac Private Gem 2 King bds + Game room

Turtle Nest Retreat - Manasota Key (upper unit)

Hidden Gem (Water Front Home)
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