Vacation rentals with a kayak in Little Gasparilla Island

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Little Gasparilla Island

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Placida

4.96 out of 5 average rating, 52 reviews

Beachfront Island Condo w/ Pool &Ferry Service Inc

Come Enjoy our Newly Updated Island Condo with Magnificent Gulf Views. 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your vacation. Boat friendly dock, gated mainland car parking, ride FREE ferry 10 min to the island, miles of beach to roam, shell, hunt for shark teeth or fish. Walk over the boardwalk looking left & right–seeing only shore birds & dolphin or venture out for the most Prime Fishing & Kayaking Florida has to offer

Aug 5 – 12

R4,809 ZAR per night

Guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 175 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!

Jan 10 – 17

R9,592 ZAR per night

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 110 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!

Nov 22 – 29

R2,788 ZAR per night

Guest favorite

Home in Englewood

5.0 out of 5 average rating, 19 reviews

Cape Haze Cottage

New 2023 Cape Haze Cottage , 3 bedroom 2 bath elevated canal front pool home. Quiet waterfront neighborhood with easy access to everything this amazing area has to offer. Screened lanai provides sunset views, private pool, outside shower, steps away from canal front for Kayaking and fishing or just watching the endless variety of nature. Situated just six minutes from stump pass by boat, access to the gulf , beaches and fishing both inshore and offshore. This is a piece of heaven.

Aug 17 – 24

R4,286 ZAR per night

Guest favorite

Guest suite in Englewood

4.98 out of 5 average rating, 180 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

Oct 16 – 23

R2,636 ZAR per night

Guest favorite

Home in Venice

4.9 out of 5 average rating, 162 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Relaxing pool home with 2 bedrooms, 1 king bed, 1 queen bed, 1 sofa double bed and one single foldout bed. 2 bathroom pool home just a 8 minute ride away from Manasota beach. Venice beach and caspersons beaches close by too. A great selection of restaurants and plenty of shopping and convenient grocery stores just 5 minutes away!. Also close to bike trails with two FREE bikes at the house and FREE kayaks too. My home is great for everyone! Pets welcome with pet fee, large fenced yard!

Dec 7 – 14

R2,832 ZAR per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 317 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Jan 9 – 16

R1,670 ZAR per night

Guest favorite

Home in Placida

4.85 out of 5 average rating, 13 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.

Aug 14 – 21

R5,352 ZAR per night

Guest favorite

Home in Port Charlotte

5.0 out of 5 average rating, 8 reviews

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub

"Everglades Breath" Modern 3 bedroom 2 bath house, 1300 sf just build in 2022 with, quartz kitchen corner tops, 75 in TV ,lanai with 30 jets Hot Tub ,the back yard, is shareable. South West Florida prime boating and beaching communities with the Myakka River, Charlotte Harbor and The Gulf of Mexico min away. The community offers public sidewalks, parks, witch include a public boat ramp, picnic area, linear walkway and playground. Which provide place for kayaking, boating, fishing.

Jul 15 – 22

R1,980 ZAR per night

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 150 reviews

Free Kayaks! Waterfall Pool! Beach! am

In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & granite kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Aug 26 – Sep 2

R3,001 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Jul 13 – 20

R9,308 ZAR per night

Guest favorite

Cottage in Placida

4.97 out of 5 average rating, 38 reviews

Simply Adrift Island 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.

Oct 22 – 29

R5,940 ZAR per night