
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.

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

Luxury 5BR free heat private pool Disney Universal
Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

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.

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 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!

Waterfront Heated Pool Putting Green Dock Legoland
Sunset Haven is a luxurious, contemporary 3,581-square-foot lakefront home set on nearly one acre along the shores of beautiful Lake Summit, part of Winter Haven’s famous Chain of Lakes. From the moment you step inside, your eye is drawn through the home to sweeping lake views beyond the pool deck, where breathtaking sunsets can be enjoyed almost every evening. Thoughtfully designed, this exceptional residence offers an impressive array of amenities for a truly unforgettable stay.

3171-107 Resort Lake View Disney Universal Orlando
Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

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!

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.

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.

201-Mickey Safari & Circus Dream Stay
Your Perfect Getaway Starts Here! Just completely remodeled! Welcome to our cozy apartment, thoughtfully prepared to make you feel right at home. Whether you're here for the thrills of Orlando’s parks or shopping, we've got everything you need for a relaxing stay. Plus, enjoy unlimited access to the amazing waterpark—it's the perfect way to unwind after a fun-filled day! About this space • Community: Storey Lake Resort • 3 Bedroom/2 Bathroom/Sleeps 10

Modern Condo with Lake View Near Disney 3151
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!
Popular amenities for Winter Haven kayak rentals
House rentals with a kayak

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

Modern Vacation Home Near Disney SL4962

Family Friendly 3BR Home | Quiet | Near Hospitals

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

Luxury Home, 5Bdrm, 5Bath, near Disney, Pool / Spa

4BR Themed | Disney Area| Free StoreyLake Resort

Lakefront Home with Fishing Dock

Themed Resort Villa with Pool + Spa
Other vacation rentals with a kayak

7256-ST 5 Bed, Private Pool + SPA

Authentic Disney Fort Wilderness Cabin near WDW-1

Lux Storey Lake Villa/Water Park/Pool/SPA/Themed

4731_205 Minutes from Disney, Incredible Condo 2BR

Myrtle - Champions Gate Water Parks - Heated Spa

Lakefront Resort | 5 Min to Disney |Sleeps 8+Views

Beautiful 2BR Condo with Great Views on Resort

Scenic View Condo Near Disney
When is the best time to visit Winter Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 CAD | $238 CAD | $248 CAD | $199 CAD | $181 CAD | $188 CAD | $202 CAD | $190 CAD | $176 CAD | $191 CAD | $202 CAD | $219 CAD |
| 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 |
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 $56 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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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Amalie Arena
- Tampa Convention Center
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!





