
Vacation rentals with a kayak in Winter Haven
Find and book unique kayak rentals on Airbnb
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.ﺇ 147 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 & 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!
Top-rated kayak rentals in Winter Haven
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

303_To Infinity & the Ocean Breeze Apartment
Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

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

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!

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.

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.

9BR Fantastic Family Fun Resort 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!

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.

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

Modern Resort + FREE Waterpark Near Disney | 3171
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!

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.

Stylish Family Home | Private Pool | 111
Be among the first to stay in this modern vacation rental with 4 rooms that have everything you need to make wonderful family memories! The kids and family will have plenty space to have fun! After a day exploring the parks, enjoy the entire home relaxing in the pool in the backyard! Storey Lake Resort is a new and prestigious collection of Single-Family Homes /Townhomes just 7 miles from the entrance to Walt Disney World!

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 Winter Haven kayak rentals
House rentals with a kayak

No Airbnb Fees! Home Pvt Pool/SPA in Resort 244381

Lakeside Bungalow - Winter Haven Chain-of- Lakes

Lake Rosalie Getaway

Storey Lake DREAM POOL HOME-Walk to FREE WaterPark

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

6BR Oasis w/ Private Pool, Game Room & Lanai

Renovated Lakefront Luxury retreat by Legoland

Juliana Jewel on Lake Juliana - 3B/2B lake house
Cabin rentals with a kayak

Lakeside Cabin Retreat in Lake Wales, Florida

Authentic Disney Fort Wilderness Cabin near WDW-1

Peaceful Cabin Retreat in Lake Wales, Florida

Charming Cabin Retreat in Lake Wales, Florida

Lakefront Cabin Retreat in Lake Wales, Florida
Other vacation rentals with a kayak

Lakefront Victorian Hse for Time Travelers & Event

Lakefront Boho Cottage w/ Fire Pit | Still Waters

~15 mins to Disney - Resort Townhouse

Ocean Dream Villa with Pool @ Solterra Resort

Lakefront Master Suite with Private Entrance

Family Friendly 3BR Home | Quiet | Near Hospitals

Fantasy Villa - Games room - Conservation view

Costa 3-4BD LakeFront Residence | Our Dream Home
When is the best time to visit Winter Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 540 | ﺩ.ﺇ 628 | ﺩ.ﺇ 654 | ﺩ.ﺇ 525 | ﺩ.ﺇ 477 | ﺩ.ﺇ 496 | ﺩ.ﺇ 533 | ﺩ.ﺇ 499 | ﺩ.ﺇ 463 | ﺩ.ﺇ 503 | ﺩ.ﺇ 533 | ﺩ.ﺇ 577 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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- Rentals with a kayak Polk County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Raymond James Stadium
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Amalie Arena
- Old Town
- ESPN Wide World of Sports
- Tampa Convention Center
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- University of South Florida





