Vacation rentals with a kayak in Little Gasparilla Island

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Top-rated accommodations with a kayak in Little Gasparilla Island

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Superhost

Cottage in Englewood

4.84 out of 5 average rating, 113 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, queen size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Top guest favourite

Condo in Nokomis

5 out of 5 average rating, 50 reviews

Family Friendly Beach Condo

Property located on Lyon’s Bay, in Nokomis, Florida. This three-bedroom upper Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Office area. Wi-Fi Large master suite, second bedroom has a queen bed. Third bedroom features four twin beds, walk-in closet and its own full bath. Your stay comes with access to paddle boards kayaks, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Guest favourite

Tiny homes in Port Charlotte

5 out of 5 average rating, 6 reviews

Minutes to Sand, Dog Friendly, Hot Tub Luxury

Watch the stars from your hot tub! Not camping, not glamping... This is luxury living for less! Private dog friendly property. Hooked up to city water, cold air in all rooms, immediate demand hot water and septic. This slice of paradise is minutes from the sand and has an elegantly appointed private master, two private loft bedrooms, sleeper sofa & 9' vaulted ceilings. Your private retreat includes the use of two kayaks, gazebo, beach chairs, 5G Wi-fi & Netflix, Prime, Paramount. Paradise!

Superhost

Home in Venice

5 out of 5 average rating, 3 reviews

Tarpon Bayou

Take a break and unwind at this peaceful oasis. Right off the Myakka river. On Tarpon Bayou! Bring your small boat, kayaks and bikes. Near Myakka State Park South. Fisherman’s paradise producing Tarpon, Snook, Redfish, Snapper, Catfish, Dolphin, Manatee, Bull shark & Alligators. Close amenities include the Wellen Park baseball stadium that houses Atlanta Braves spring training. 10 minute drive to downtown Venice, Englewood, Northport and Port Charlotte nearby shopping and dining. Best Beaches.

Top guest favourite

Home in Matlacha

5 out of 5 average rating, 36 reviews

The White Egret On Matlacha

Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, smart TV's, and smart home applications. Enjoy the balconies with sunrise and sunset views. Kayak directly off the back dock from the properties private kayak launch . You can fish right off the back dock, bike, or walk to the local shops/restaurants and the world famous Matlacha bridge, which is less than half a mile away. 2 Kayaks and 2 bicycles are included in the rental.

Top guest favourite

Home in Matlacha

4.98 out of 5 average rating, 44 reviews

Fisherman's Cottage at Matlacha

Take it easy at this unique and tranquil getaway. Incredible Pine Island Sound waterfront home on Matlacha Island in SW Florida. The absolute best sunset views in all of Florida. Watch the manatees and dolphins play under the pelicans, osprey, eagles and rosetta spoonbills. Catch snook, trout, tarpon and redfish off the dock or untie your boat and head out to some of the most beautiful, fish infested waters in the world! Don't have a boat? Hop on the provided kayak or our guide's boat.......

Guest favourite

Home in Englewood

4.93 out of 5 average rating, 88 reviews

20 Steps to Water! Sunsets, and Hot tub!

• The dock is being replaced and is not usable at this time. Gorgeous Sunsets: Enjoy stunning views • Spacious & Updated: Modern, comfortable stay • Relaxing Atmosphere: Your worries melt away • Wildlife: Watch dolphins & manatees play • Main Level Living: No steps, easy access • Private Entry: Lower duplex unit (others live upstairs) • Gourmet Kitchen: Granite counters • Outdoor Fun: Hot tub, enclosed porch, dock • Water Activities: 2 kayaks, 2 paddleboards • Beach: 2 miles away

Guest favourite

Home in Cayo Costa

4.92 out of 5 average rating, 26 reviews

Cayo Costa Paradise Found

•This stunning home will be for sale as my wife and I transition to full retirement. • 360”views! • On the beach! • Artsy! .• Sleeps 6 (2 Queen, 2 Twin) • Additional unit on 1st fl. . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming, dolphins,manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses • 2 Full bath, 2 1/2 bath, 2 outside showers! • Towels, linens, soap, shampoo! • Fire pit!

Guest favourite

Home in Englewood

4.98 out of 5 average rating, 53 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to recent hurricanes, Manasota Key sustained heavy damage. Our property had minor damages (being on stilts), but repairs have been completed. We are excited to be renting again! Businesses and home owners are working hard to recover and rebuild. Things are constantly changing on the island, with various closures. What is mentioned or pictured in our listening is not accurate due to the constant changes. We will do our best to keep our guests up to date. Manasota Beach is open!

Guest favourite

Hotel room in Punta Gorda

4.85 out of 5 average rating, 20 reviews

Punta Paradise Waterfront Condo 3

Welcome to My Punta Paradise! Waterfront view Newly remodeled 1 bedroom with Queen bed Queen Sleeper sofa in the living room New tile floors New bathroom remodel with full tiled shower, easy to walk into All new kitchen cabinets, appliances, coffee & tea pots, crockpot, pots, pans, plates, silverware and more. All new furniture and accessories throughout! Nice beach area, with sand, chairs, picnic tables, barbques, corn hole, bocce ball We also have canoes and kayaks for your free use

Top guest favourite

Tiny homes in Arcadia

5 out of 5 average rating, 27 reviews

Riverfront Tiny house W/Kayaks

Get away from it all when you stay under the stars in this riverfront tiny home with queen bed.This 10x14 Tiny house is located directly on Horse Creek/Peace River. The perfect place to escape to nature. The 10 + acre property has kayaks and Canoes as well as a boat ramp if you want to bring your own. Enjoy the peaceful wildlife, have a bonfire and fish out your backdoor. No indoor smoking and no animals. We are a farm, so we cannot allow outside animals to the property.

Top guest favourite

Home in Matlacha

4.99 out of 5 average rating, 203 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.