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Vacation rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Winter Haven

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

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Top guest favourite
A balcony view showcases a round table and two chairs facing the expansive lake. The serene water reflects the clear blue sky, while the railing provides safety and openness to the picturesque landscape.
Condo in Orlando
4.98 out of 5 average rating, 130 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

Updated Disney area condo Amazing private lakeview and location! Special Mickey touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in hall nook Queen size sleeper sofa in living area 2nd bathroom has access from hall Upgraded Stainless Steel kitchen New Washer & Dryer New AC & Heat Balcony overlooking pools & lake New furnishings 885 sq ft Disney 1 mile Seaworld 5mi Convention Center 6mi Universal Studios 8mi MCO Airport 16mi

Top guest favourite
The living room features a modern layout with a large television mounted on the wall, complemented by comfortable seating arrangements, including a blue sofa and a pink armchair. Natural light is invited in through sliding glass doors that lead to a balcony with outdoor seating.
Apartment in Kissimmee
4.97 out of 5 average rating, 144 reviews

3161-401 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Guest favourite
A winding lazy river glides through a tropical landscape, surrounded by palm trees and colorful plants. A wooden bridge crosses above, leading to a play area. The clear blue water sparkles under a bright sky with scattered clouds.
Vacation home in Kissimmee
4.89 out of 5 average rating, 138 reviews

Urban Hip Disney condo with FREE Water Park!

Most central LOCATION in town! GORGEOUS, Brand NEW and super hip condo in the center of it all! Tastefully furnished and fully appointed to provide your family with a truly Magic vacation. Super fast Wifi, cable channels, parking immediately in front. Elevators, gated community. The resort offers FREE WATER PARK, lazy river, Tiki bar, a gym, sand volleyball, basketball court, kayak rentals and much more. Great shopping and restaurants in the vicinity and electronic lock for self check in.

Guest favourite
An aerial view captures the serene waterfront landscape, showcasing a canal bordered by lush trees. The expansive body of water reflects the sky, with residential homes dotting the shoreline. The image highlights the peacefulness of the surroundings, inviting outdoor activities and relaxation.
Home in Crooked Lake Park
4.97 out of 5 average rating, 114 reviews

Crooked Lake House With Dock

Waterfront home! HOST PAYS SERVICE FEES Thoughtfully designed so that all spaces are used to their full potential. Traditional, cozy independent living & kitchen spaces which have more than enough room & seating. Luxurious touches & an at home vibe bring this wonderful stay to life. Fenced backyard & huge Deck. Public Boat ramp ,dock. This beautiful home has it all, firepit available after a day on the lake! Kayaks available at your own risk, missing or damaged parts will be billed to guest.

Top guest favourite
Villa in Citrus Ridge
4.98 out of 5 average rating, 125 reviews

9BR Family Fun Resort Home with Free Pool Heat!

9BR Stargazer Villas Guest Favorite! Your family will love this vacation home in Champions Gate Resort just outside Orlando! Occupancy up to 16 beautifully decorated masterpiece. A short drive to Disney Magic Kingdom and close to attractions, shopping and dining. This villa has a heated pool (no extra charge) to relax in after a day at the parks. Themed rooms featuring Frozen, Guardians of the Galaxy, and Lilo & Stitch bedrooms as well as two primary suites & full size Harry Potter game room!

Superhost
A vibrant children's bedroom features two beds with superhero-themed bedding. A wall mural showcases characters from a popular franchise, adding a playful touch. A ceiling fan is visible above, and natural light streams in through a window with an unobstructed view.
Villa in Kissimmee
4.91 out of 5 average rating, 109 reviews

Disney Themed home with Private Pool & Lazy River!

Discover magic at our Kissimmee villa, minutes from Disneyworld in Storey Lake! With luxury decor and fun-filled bedrooms, our home offers enough comfort and fun for the whole family. Take the fun and relaxation out to the private pool in the home. And when you want to take it to the next level, visit the resort clubhouses! Resort perks include lazy rivers, fast water slides, mini-golf, kayaking, jacuzzis, a restaurant and more! Your dream Central Florida getaway begins here!

Top guest favourite
A spacious living area features a striking mural of a serene lake scene, complemented by a cozy seating arrangement. Tropical-themed decor and unique ceiling fixtures add to the ambiance. Natural light filters in, highlighting the stone floor and creating a welcoming environment.
Home in Winter Haven
4.99 out of 5 average rating, 147 reviews

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers one bedroom a full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is ( not) included at this price point. If wanting an additional charge of 20 dollars per night Will be charged. Let me know at booking.

Top guest favourite
A modern apartment features a spacious bedroom with themed decor, showcasing vibrant wall art and a cozy sleeping area. An open kitchen adorned with sleek cabinetry and a dining space with four chairs is highlighted. A decorative living space includes a friendly mural, adding a playful touch.
Condo in Kissimmee
4.94 out of 5 average rating, 183 reviews

302_10 Pixie Dust Paradise - 10 min from Disney

A Magical Stay for the Whole Family! Welcome to your family's happy place near Disney! Our 3-bedroom apartment is cozy, kid-friendly, and fully stocked with everything you need to feel right at home. Whether you're starting your day with excitement or coming back from the parks with tired little feet, this is the perfect place to relax and recharge. And guess what? The waterpark is FREE and super fun—a splash-tastic way to end your day with big laughs and happy memories!

Superhost
A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.
Condo in Kissimmee
4.89 out of 5 average rating, 190 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

Superhost
A scenic aerial view captures a resort layout featuring several interconnected pools, water slides, and lounge areas. Lush palm trees provide shade around the pools, traversing pathways lead to various recreational spots, and a serene lake reflects the clear blue sky in the background.
Townhouse in Kissimmee
4.84 out of 5 average rating, 194 reviews

Disney 4 miles *LazyRiver Club* Private Pool*4B/3B

Discover luxurious comfort at the beautiful Island Paradise home. For your vacation we provide the best family friendly tropical getaway. The entire Townhome is crafted with intentional love. We will enhance your vacation by feeling right at home paired with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, poolside service for our restaurant and bar, kayaking, and mini golf.

Guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 106 reviews

Disney Area| Private Pool| Resort Waterpark 2956

Minutes from Disney, this spacious 4-bedroom townhome is located in the sought-after Storey Lake Resort. Relax in your private screened pool after a day at the parks and enjoy access to amazing resort amenities including water slides, lazy river, clubhouse, fitness center and kayak rentals. Comfortably sleeps up to 12 guests with a full kitchen, fast WiFi and free parking. Perfect for families visiting Disney and Orlando attractions.

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 187 reviews

P-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Popular amenities for Winter Haven kayak rentals

When is the best time to visit Winter Haven?

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Quick stats about vacation rentals with a kayak in Winter Haven

  • Total vacation rentals

    Explore 20 vacation rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven vacation rentals start at $54 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Winter Haven vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Haven rentals

  • 4.9 Average rating

    Winter Haven stays are highly rated by guests—averaging 4.9 out of 5!

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