
Holiday rentals with a hot tub in Winter Haven
Find and book unique rentals with a hot tub on Airbnb
Top-rated rentals with a hot tub in Winter Haven
Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

Luxury Home 4/3 near Disney, 2 Masters
Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Charming Tiny House on 5 acres with POOL/ HOT TUB
Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Adult-Only Getaway w/ Mermaid Pool | 18+, Private
🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Spectacular Waterfront Home in Winter Haven
Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Spectacular sunset villa, stunning saltwater pool
Stunning sunset villa. Spectacular saltwater pool & spa. On the safe secure Highlands Reserve golf course . Beautiful conservation & golf course views. Luxury bespoke villa with 3 large bedrooms 2 bathrooms & occasional sofa bed in den. Fabulous deck ,private outlook . Walking distance Public,shops,restaurants or 5 min drive.15 mins Disney ,35 universal. Pool/Spa heat advised Oct/ April at an additional cost. There is a ring door bell at the property. NO EV charging allowed at the property

Fantastic Water Front Home on the Chain of Lakes
We are sharing our dream home with you! This home offers one of the best open layouts in Winter Haven. Great open kitchen with granite counter tops, stainless steel appliances, and numerous appliances. The large TV room features a Samsung smart 65" TV that connects to the Lanai/Pool area. A must see to believe! Numerous pictures provided to allow your mind to wonder. My interaction with you will be based on you. We have keypad entry for your convenience. I am here for you though!

Entire Vacation Home- Legoland
Take a break in this oasis of peace where you can relax and have a cozy space to work from a mini office. This beautiful house with a strategic location near markets such as Walmart, Publix, Winn Dixie, as well as restaurants near the area, just minutes from the Disney attraction parks and approximately 30 minutes from Orlando International Airport. Feel calm in this community that offers 24 hour security and a gated community so that you can enjoy your family peacefully.

Magical 2 pool-Spa & Game Room Villa near “Disney”
Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

A luxurious living just 15 min/Disney!
Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

Cozy 3 bed, 2 bath home w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

PrivatePool•WaterPark•2 KingBeds•NearDisney•HotTub
🏝️ Welcome to Themed Retreat Villa – A Family-Focused Escape Near Orlando 🌴Pet Friendly Step into a one-of-a-kind family vacation experience at this 4- edroom, 3-bathroom themed villa—nestled in the same sought-after neighborhood as Blue Paradise Villa. Designed for fun, comfort, and unforgettable memories, this home offers a fully immersive stay with four uniquely themed bedrooms: 🎥 Avatar 🌿 Jungle Cruise 💚 Shrek 🌊 SpongeBob SquarePants

Cozy guest house w/ fenced yard and hot tub
Whether you're looking for a base for your next adventure or a cozy home away from home, we've got you covered! Close to Legoland and less than an hour from both Disney World and Busch Gardens- located between Orlando and Tampa for the best of both worlds! Remodeled using reclaimed wood, this quaint home is minutes away from several lakes and nature trails and is a short walk away from Lake Cannon.
Popular amenities for rentals with a hot tub in Winter Haven
House rentals with a hot tub

Private Pool + Spa | Game Room | Near Disney

Upscale Villa with Golf, Resort Pool and Hot Tub

Cheerful Getaway

Camille's Family Guest Home.

New! 4-bedroom/Pool/Jacuzzi/ PGA Top Golf Course

1569 - Champions Gate Resort Villa - Modern 5BR

Southern Dunes Home w/ Pool, Spa & Game Room

Luxury 4/3 Villa, Pool/Spa near Disney
Villa rentals with a hot tub

Supervilla at Championsgate | Waterpark | Themed

House Majestic, Luxury Villa 6b/5b near Disney

Magical Disney House-Pool & Hot Tub,Free Waterpark

Mickey Fantasia Family Friendly w/accessibility

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

Pool Movies|Water Park|Movie Theater|Arcade|Themed
Cabin rentals with a hot tub

Authentic Disney Fort Wilderness Cabin near WDW-1

Sunny Margaritaville Cottage - Private Pool, Full

The porch

Mouse House Cabin/ Legacy Disney Fort Wilderness

Authentic Disney Fort Wilderness Cabin near WDW-2

Happy Margaritaville Cottage w Amenity Access
When is the best time to visit Winter Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 SGD | $264 SGD | $273 SGD | $249 SGD | $212 SGD | $223 SGD | $214 SGD | $206 SGD | $241 SGD | $240 SGD | $203 SGD | $254 SGD |
| 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 holiday rentals with a hot tub in Winter Haven

Total holiday rentals
Explore 30 holiday rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Winter Haven holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Haven rentals

4.8 Average rating
Winter Haven stays are highly rated by guests – averaging 4.8 out of 5!
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Universal's Volcano Bay
- Magic Kingdom Park
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Amalie Arena
- Aquatica
- Tampa Convention Center
- Disney's Hollywood Studios
- ICON Park





