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Vacation rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winter Haven kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Guest favorite
The exterior of the home features a welcoming façade with a light grey and blue color scheme. Flanking the front door, two palm trees add a touch of greenery. The driveway leads to a spacious garage, complemented by a cloudy blue sky above.
Home in Davenport
4.9 out of 5 average rating, 29 reviews

7256-ST 5 Bedroom Home ALL Suites, Pool + SPA

Top guest favorite
A serene lakeside view is framed by tall pine trees. A wooden dock extends into the water, with kayaks resting on the shore. The calm lake reflects the blue sky and white clouds, providing a peaceful, natural setting for relaxation.
Home in Clermont
5 out of 5 average rating, 33 reviews

Lakefront home - country setting

Superhost
Home in Davenport
4.8 out of 5 average rating, 5 reviews

Home w/ Private Pool, Games Room& Disney 12 miles!

Top guest favorite
A wooden dock extends into the calm waters of Lake Rosalie, featuring a small viewing platform at the end. Lush green grass surrounds the water's edge, complemented by reeds along the shore. Clear blue skies reflect off the tranquil lake surface.
Home in Lake Wales
4.98 out of 5 average rating, 41 reviews

Lake Rosalie Getaway

Guest favorite
The exterior of a spacious vacation home is shown, featuring a well-manicured front yard and a paved driveway leading to a two-car garage. The entrance is highlighted by large windows and a welcoming door, all set against a colorful sunset sky.
Home in Kissimmee
4.94 out of 5 average rating, 18 reviews

*NEW* King Bed | Glow In The Dark Kid Cave

Guest favorite
A vibrant outdoor area features a water slide and rock formation near a private pool, surrounded by palm trees. An inviting indoor bedroom showcases a serene beach mural, and the spacious living room has ample seating and large windows providing light and views of the pool.
Home in Davenport
4.89 out of 5 average rating, 19 reviews

Experience Solterra:Pool,Spa,Game Room&Lazy River

Guest favorite
Aerial view of a resort-like area featuring a winding lazy river alongside a vibrant pool complex. Sun loungers are arranged around the water, with tropical palms providing shade. A scenic lake is visible in the background, enhancing the tranquil atmosphere.
Home in Kissimmee
4.89 out of 5 average rating, 174 reviews

Epic 20min & Disney 10min +Free Lazy River Resort

Guest favorite
A spacious living room features light green walls and hardwood flooring. A large flat-screen television is positioned on a white media console. Natural light enters through multiple windows, illuminating a comfortable cream-colored sofa adorned with pillows. A coffee table sits centered on a patterned area rug.
Home in Orlando
4.88 out of 5 average rating, 210 reviews

Charming Orlando Cottage - Close to Everything!

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Cabin rentals with a kayak

Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW

Top guest favorite
A quiet pathway leads to a one-story house, flanked by manicured lawns. The view features a tranquil lake, with calm waters reflecting the clear blue sky and surrounding trees. The pathway is bordered by lush greenery, creating a serene atmosphere.
Cabin in Haines City
4.98 out of 5 average rating, 176 reviews

Nearby Legoland,Disney,Universal,Seaworld and more

Superhost
A fire pit occupies the foreground, with flames dancing among logs. Behind, a cabin is illuminated by string lights, highlighting its wooden deck and steps. Surrounding the fire pit are several Adirondack chairs set in a tranquil outdoor space, framed by trees.
Cabin in Dade City
4.77 out of 5 average rating, 13 reviews

River Daze Cabin - A cozy cabin right on the river

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.
Cabin in Kissimmee
New place to stay

Authentic Disney Fort Wilderness Cabin near WDW

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Quick stats about vacation rentals with a kayak in Winter Haven

  • Total rentals

    20 properties

  • Nightly prices starting at

    € 35 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore