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Vacation rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Winter Haven

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

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Top guest favorite
Condo in Kissimmee
4.95 out of 5 average rating, 185 reviews

3161-305 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 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 favorite
The image showcases a themed bedroom with a Star Wars mural and a spacious bed. A private pool area is visible outside, along with a dining table and chairs for outdoor meals. The clubhouse features a large pool with palm trees, and a game room is highlighted with arcade games.
Home in Kissimmee
4.84 out of 5 average rating, 132 reviews

No Airbnb Fees! Pool/ SPA/Game Room /Resort 242661

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs WE HAVE A 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside of this 3,014 sqft house with 5 bedrooms, private pool, SPA and a game room with arcades specially designed to entertain your family. You can also have some fun at the Clubhouse, which offers a bar/restaurant, a big pool with water slides, a lazy river, a spa, a gym, a playground, and mini golf.

Top guest favorite
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, 109 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

Updated Disney area 18th floor condo Amazing lakeview and location! Special Disney touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in corridor Queen size sleeper sofa in living area 2nd bathroom has access from hall Fully upgraded Stainless kitchen New Washer and Dryer New AC & heat Balcony overlooking pools & lake Many new furnishings Disney 1 mile Seaworld 5mi Convention Center 6mi Universal Studios 8mi MCO Airport 16mi

Top guest favorite
A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.
Apartment in Winter Haven
4.98 out of 5 average rating, 154 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Top guest favorite
Villa in Championsgate Village
5 out of 5 average rating, 108 reviews

9BR Epic Memory Making Villa 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!

Top guest favorite
An aerial view captures the expansive backyard featuring a large, fenced saltwater pool surrounded by a sunbathing area. The well-maintained lawn leads to the upgraded lakefront home, showcasing its brick exterior and covered patio, with trees and neighboring properties visible in the background.
Home in Winter Haven
4.98 out of 5 average rating, 86 reviews

Family Friendly Lake House W/ Pool Near Legoland

At this spacious, upgraded lakefront home, with a sandy beach and private dock, spend your days fishing, floating, and boating through the lake. Back at the house, the brand-new saltwater pool has a sun shelf, color-changing lights, and jets the kids will love! Relax on the expansive covered patio while you grill and grab drinks from the mini-fridge, or take a break to enjoy the 900 sqft game room with a pool table, foosball, basketball, darts, and arcade games. 10 min from Legoland!

Guest favorite
A spacious screened-in patio features a refreshing swimming pool surrounded by a concrete deck. Two lounge chairs and a dining area are visible, along with a propane grill set against the wall. Clear blue skies and soft clouds complete the serene atmosphere.
Home in Winter Haven
4.94 out of 5 average rating, 31 reviews

Disney Castle Cove (Pool & Community Boat Ramp)

Discover the perfect vacation rental: a Disney-themed 4-bedroom, 2-bath home just 34 miles from Disney World Resort. Enjoy the luxury of two spacious living rooms and a well-stocked kitchen for all your culinary needs. Relax by the private pool after a day at the parks. Each bedroom is uniquely decorated with beloved Disney characters, creating a magical retreat for families. Make unforgettable memories in this enchanting home, ideal for your family getaway.

Guest favorite
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
4.91 out of 5 average rating, 170 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

Top guest favorite
An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.
Condo in Kissimmee
4.94 out of 5 average rating, 160 reviews

O-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

Top guest favorite
A spacious lawn is framed by large oak trees draped with Spanish moss. Comfortable lounge chairs are positioned facing the tranquil water, creating a serene outdoor space. The lake is visible in the background, enhancing the natural beauty of the setting.
Home in Auburndale
4.94 out of 5 average rating, 161 reviews

Lake Whistler Beach House with lakefront pool

The Lake house is a resort with Paddle boards/Kayaks at no cost to our guests. Enjoy the entire yard and non-public lake with a private beach which offers you fishing. The main house has a pool table,air hockey and live darts! Also there is a BBQ, 4 TV's, cable, internet, movie library and washer/dryer, Pool and pool Jacuzzi. Small fenced back yard for pets (pet fee required).

Superhost
A spacious water park area is showcased, featuring a pair of large water slides in green and blue spiraling down into a clear pool. Palm trees are visible in the background, with seating areas and safety features surrounding the pool.
Home in Kissimmee
4.95 out of 5 average rating, 113 reviews

Private Pool/Grill-Free Water Park-15Min to Disney

We have made sure that you and your family have the best nights and the greatest times during the day, where distances will not be a problem since the house is located near the most emblematic sites to visit in Orlando Florida, 17 minutes from Disney, 23 minutes from Universal, the house features a private pool and barbecue grill, Unlimited parking, and a gorgeous clubhouse.

Guest favorite
Vacation home in Kissimmee
4.91 out of 5 average rating, 204 reviews

Flexible Early Check ins / Late Check outs*

Enjoy this comfortable, lovely, peaceful, pet friendly and centrally-located place just minutes away from Disney World, Sea World. and all other fun attractions of Orlando, Florida. The house is next to a beautiful quiet lake that you can enjoy every evening after a busy day playing. Enjoy the different pools and the amazing club house with your family; gym included.

Popular amenities for Winter Haven kayak rentals

When is the best time to visit Winter Haven?

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Avg. priceﺩ.ﺇ496ﺩ.ﺇ540ﺩ.ﺇ544ﺩ.ﺇ525ﺩ.ﺇ477ﺩ.ﺇ496ﺩ.ﺇ474ﺩ.ﺇ477ﺩ.ﺇ514ﺩ.ﺇ533ﺩ.ﺇ533ﺩ.ﺇ518
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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 ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winter Haven vacation rentals include wi-fi 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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