
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.

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

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)!

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.

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!

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.

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.

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

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!

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...

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.

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
House rentals with a kayak

No Airbnb Fees! Themed Home/Pool/SPA/Resort 243621

Lake Rosalie Getaway

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

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

N-Magical 8 Bdr w/Pool & Hot Tub-5 Miles to Disney
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 holiday rentals with a kayak

7256-ST 5 Bed, Private Pool + SPA

Lakefront Victorian Hse for Time Travelers & Event

4731-103 Stay Magical • 2BR with Mickey Room & Mor

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £130 | £135 | £108 | £99 | £102 | £110 | £103 | £95 | £104 | £110 | £119 |
| 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 |
Destinations to explore
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- Rentals with lake access Winter Haven
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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





