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Vacation rentals with a kayak in Kissimmee

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 Kissimmee kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Guest favorite
A spacious dining area features a large wooden table set for eight with white dinnerware. Plush tufted chairs surround the table, complemented by stylish artwork on the walls. Large windows allow natural light to illuminate the room, while comfortable seating options are seen in the background.
Home in Four Corners
4.88 out of 5 average rating, 56 reviews

PROMO Enchanting 5 BR Villa,Pool/Spa, Resort - by

Guest favorite
Home in Kissimmee
4.9 out of 5 average rating, 49 reviews

Lux Storey Lake Villa/Water Park/Pool/SPA/Themed

Guest favorite
A modern living area features a sectional sofa in dark leather, elegantly arranged around a round coffee table. A wall-mounted television is positioned above a sleek metallic console. Large glass doors allow natural light to fill the space, offering views of the outdoor area.
Home in Kissimmee
4.97 out of 5 average rating, 112 reviews

Luxury Home, 5Bdrm, 5Bath, near Disney, Pool&Spa

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
4.92 out of 5 average rating, 24 reviews

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

Superhost
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, 178 reviews

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

Guest favorite
A serene patio space is presented, featuring a private pool with a smooth surface and relaxing lounge items beside it. The view extends over the lake, framed by trees and a colorful sunset sky in the background, enhancing the peaceful environment.
Home in Orlando
4.88 out of 5 average rating, 175 reviews

*Lakefront Pool Home *paddleboard*kayak*game room*

Guest favorite
Home in Kissimmee
4.98 out of 5 average rating, 40 reviews

Close to Disney! Pool/Spa/Game & Movie room!

Superhost
A thematic bedroom space features a main sleeping area with a spacious bed and light bedding. Two separate bunk beds are positioned in one corner, surrounded by stunning wall murals of snowy mountains and forests. Another wall showcases a galaxy scene, adding a fun ambiance.
Home in Kissimmee
4.88 out of 5 average rating, 40 reviews

Galactic Empire Getaway, 4BD 3 BA, Parks Mins Away

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Other vacation rentals with a kayak

Top guest favorite
A spacious deck features wooden steps leading to a cozy house. Lush greenery surrounds the area, with vibrant plants visible on the deck. Large glass doors provide a view into the interior space, inviting light and natural elements into the setting.
Guesthouse in Orlando
5 out of 5 average rating, 10 reviews

Charming Lakeside small House

Guest favorite
An elegant bedroom features a four-poster bed adorned with neutral blankets and decorative pillows. A dark wood dresser holds a flat-screen TV. Soft lighting highlights the plush carpeting, while a potted plant adds a touch of greenery. Doorways lead to adjoining spaces.
Home in Kissimmee
4.95 out of 5 average rating, 39 reviews

Serene Pool Home Just 13 Min to Disney

Top guest favorite
A serene lakeside seating area is highlighted by sandy ground and palm trees. Sturdy wooden posts are anchored with rope, creating a relaxed atmosphere. In the background, a tranquil lake reflects the sky, enhancing the peaceful outdoor setting.
Townhouse in Kissimmee
4.97 out of 5 average rating, 88 reviews

Luxury 5BR free heat private pool Disney Universal

Guest favorite
A vibrant children's bedroom features a bright yellow and blue color scheme, adorned with playful Minion-themed wallpaper. A sturdy bunk bed with a white frame is positioned against one wall, accompanied by a small white table and poufs. Natural light filters through sheer curtains, enhancing the cheerful ambiance.
Home in Kissimmee
4.97 out of 5 average rating, 38 reviews

Mario Home Brand New Luxury 5BR Storey Lake

Several kayaks in vibrant colors are neatly arranged on a wooden dock. The calm water reflects the surrounding buildings and sky, creating a peaceful ambiance. Greenery borders the area, softly enhancing the natural landscape.
Condo in Kissimmee
4.78 out of 5 average rating, 90 reviews

New -Bright & Charming Waterfront Condo

Guest favorite
An inviting bedroom with a spacious bed is complemented by elegant lighting and sophisticated wall decor. Next door, a cheerful room showcases playful Mickey-themed accents along with two twin beds, ensuring a fun atmosphere for guests. Soft carpeting adds warmth to both spaces.
Townhouse in Kissimmee
4.96 out of 5 average rating, 28 reviews

NEW 4BD Family Home w/Themed Rooms, Pool & BBQ!

Guest favorite
A collage showcasing various aspects of the property. A cozy bedroom features a large bed with decorative pillows. A bright dining area opens onto a spacious living room. A stunning view of the lake and surrounding area is displayed, highlighting a night scene with fireworks.
Apartment in Orlando
4.89 out of 5 average rating, 47 reviews

Lakefront Resort | 5 Min to Disney |Sleeps 8+Views

Superhost
A living room features a large sectional sofa and a round coffee table, with a flat-screen TV mounted on the wall. A light-colored accent chair adds comfort. Natural light fills the space through sliding glass doors, leading to a balcony overlooking the lake.
Condo in Kissimmee
5 out of 5 average rating, 7 reviews

Beautiful 2BR Condo with Great Views on Resort

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Quick stats about vacation rentals with a kayak in Kissimmee

  • Total rentals

    440 properties

  • Nightly prices starting at

    R707 ZAR before taxes and fees

  • Total number of reviews

    24K reviews

  • Family-friendly rentals

    430 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    430 properties have a pool

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