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Holiday rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

Quick stats about holiday rentals with a kayak in Winter Haven

  • Total holiday rentals

    Explore 20 holiday rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Winter Haven holiday 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!

Top-rated rentals with kayak in Winter Haven

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

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Guest favourite
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.
Apartment in Kissimmee
4.89 out of 5 average rating, 197 reviews

NUEVO APTO CON PARQUE DE AGUA Y CERCA DE DISNEY

Disfruta de unas vacaciones sin preocupaciones en Storey Lake Resort. Ubicado a pocos minutos de Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. A menos de 1 milla Walmart, Target y restaurantes, tu familia tendrá todo lo que necesita. Parque de Agua, gimnasio y todas las amenidades GRATIS. Estacionamiento gratuito, seguridad 24/7 en este resort cerrado y con un check in automático con clave de acceso directo y ascensor disponible

Top guest favourite
Apartment in Orlando
4.99 out of 5 average rating, 134 reviews

Disney Area Updated Lake View Orlando Resort Condo

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 No resort fees Free Parking Disney 1 mi Seaworld 5mi Convention Center 6mi Universal 8mi

Top guest favourite
A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.
Apartment in Kissimmee
4.89 out of 5 average rating, 166 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

Newly Remodeled Mickey-Themed Apartment – Perfect for Your Getaway! Experience the magic in our beautifully remodeled apartment, designed to make you feel right at home! Whether you're visiting the parks or exploring Orlando, our space offers everything you need for a comfortable and unforgettable stay. Plus, enjoy free access to an exciting waterpark—the perfect way to relax and cool off after a day of adventure. And don’t miss the breathtaking fireworks featuring Mickey's Bedroom (LED Lights)!

Top guest favourite
An open dining area showcases a wooden table set for six with stylish plates and glasses. Adjacent to the dining space, a comfortable living area features a light blue sofa adorned with colorful pillows and a mounted flat-screen TV. Large sliding glass doors reveal a view of the outdoor space.
Apartment in Kissimmee
4.9 out of 5 average rating, 170 reviews

3191-204 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!

Top guest favourite
An aerial view showcases a spacious yard bordering a peaceful canal, leading to a large lake. The well-maintained property features lush greenery and a swimming pool, inviting relaxation. The surrounding homes reflect a tranquil community atmosphere, enhancing the serene waterfront setting.
Home in Auburndale
5 out of 5 average rating, 40 reviews

Little Castle on the canal on lake Arietta

Serenity and Beauty in the wonderful canal front house sitting on nearly 1 acre lot hidden in a secluded cul-de-sac. Enjoy the pool, volleyball on the yard, kayaking, paddle board on the canal that leads to a big lake. Well landscaped yard. Enter the front door, you'll greeted by high vaulted ceiling great room. Total 2300 sqft with 3 bedrooms and 2 full bath. 2 indoor/1 outdoor dining areas. Open floor one story layout, with wood and tile floor throughout, no carpet. Immaculately clean.

Top guest favourite
Villa in Davenport
4.98 out of 5 average rating, 132 reviews

9BR Magical Family Resort Vacation Home

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!

Guest favourite
A modern living area features a comfortable sofa in neutral tones alongside two vibrant orange chairs. A round glass coffee table is positioned in front of the sofa, while a large television is mounted on a wooden accent wall. Floor-to-ceiling windows allow natural light to fill the space.
Home in Kissimmee
4.95 out of 5 average rating, 124 reviews

Modern 4bdr Storey Lake w/themed rooms near disney

Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

Guest favourite
Cottage in Auburndale
4.93 out of 5 average rating, 27 reviews

Lakefront Boho Cottage w/ Fire Pit | Still Waters

Welcome to Still Waters Retreat, a peaceful lakefront cottage just 10 minutes from Lake Myrtle Sports Complex and about 30–35 minutes from Disney (without traffic). Perfect for couples, families, and tournament stays, enjoy calming lake views, golden sunsets, cozy boho interiors, and s’mores by the firepit. Minutes from downtown Lakeland, dining, shopping, major highways, and easy day trips to Orlando or Tampa — serenity without sacrificing convenience.

Guest favourite
Townhouse in Kissimmee
4.96 out of 5 average rating, 108 reviews

Cozy home Near Disney Free resort Access 4463

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Guest favourite
A spacious dining area features a large rectangular table surrounded by upholstered chairs. An open floor plan connects this space to a cozy sitting area with a sofa and wall-mounted TV. Natural light filters through large windows overlooking the patio.
Home in Kissimmee
4.88 out of 5 average rating, 105 reviews

Storey Lake DREAM POOL HOME-Walk to FREE WaterPark

This is a brand new, GORGEOUS house and within a 3 minute WALK to the Water park! Beautifully appointed Townhouse with EVERYTHING your need. Enjoy the beautiful rooms with high quality linens, the fun kid's room and PRIVATE pool with outdoor dining area, free usage of the BBQ grill. Storey Lake Resort has 2 awesome Water Parks with Clubhouses which are FREE to our guests. Enjoy the pools, Lazy Rivers, poolside bars, gyms, kayaks, playgrounds...

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, 148 reviews

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House 15 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 2 bedrooms and a kids loft. A full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is on the property in backyard and is shared with other guests who may be staying here.

Superhost
Two kayaks rest on a grassy area beside a brick pathway leading to the water. The serene lake sparkles under a blue sky dotted with fluffy clouds, while a palm tree stands in the foreground, adding a tropical touch to the scene.
Home in Winter Haven
4.85 out of 5 average rating, 84 reviews

Carefree Cove on Lake Connie - with Hot Tub!

Nestled on the shores of Winter Haven's Lake Connie, this charming 3-bedroom promises a tranquil escape. This cozy lake house has excellent views. Outside, a private hot tub awaits on the deck. A fire pit as well as a screened in patio perfect for lots of outdoor relaxation. A fully equipped kitchen complete with coffee bar. With comfortable bedrooms, and modern amenities, this lakeside retreat ensures a delightful stay.

Popular amenities for kayak rentals in Winter Haven

When is the best time to visit Winter Haven?

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