
Vacation rentals with a hot tub in Winter Haven
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Top-rated hot tub rentals in Winter Haven
Guests agree: these hot tub rentals 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!

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!

Private Pool•Water Park•2 King Beds•Near Disney•Hot Tub
🏝️ 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

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated directly on the Jack Nicklaus PGA golf course in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with waterfall, spillover spa, STAR WARS cinema- billiards game room, incredible MARVEL kids room with integrated tube slide and double bunks, both an Xbox and PlayStation, minutes to Disney.

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.

There is no other place you want to be than here.
✨ Experience Orlando in style! This 4BR, 3,100 sq. ft. retreat is just 10 min from Disney. Enjoy your own private pool, hot tub, and full sun all day in a quiet upscale community. Bright open living, chef’s kitchen, and spa-inspired relaxation make it the perfect escape after the parks. Pets welcome at no extra charge. Close to shops, dining, and attractions—book your luxury getaway today!
Popular amenities for Winter Haven hot tub rentals
House rentals with a hot tub

Private Pool + Spa | Game Room | Near Disney

Upscale Villa with Golf, Resort Pool and Hot Tub

5bd Villa Eman Private Pool/Hot Tub close2Legoland

Luxury 4BR Villa Golf View /Theater/Huge Pool&Spa

Josh & Megan’s Place

Camille's Family Guest Home.

Lake Retreat w/Pool & Hot Tub near Bok tower

Large Private Home on Golf course by Disney
Villa rentals with a hot tub

Magical Disney House-Pool & Hot Tub,Free Waterpark

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

Mickey Fantasia Family Friendly w/accessibility

Luxury Villa! /Game Room/ Pool Heater

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

House by the Mouse: Something for Everyone!

9BR Highly Themed Villa with Free Pool Heat!

Turtley - Heated Spa - Themed Bedrooms - BBQ Grill
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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ731 | ﺩ.ﺇ679 | ﺩ.ﺇ782 | ﺩ.ﺇ720 | ﺩ.ﺇ613 | ﺩ.ﺇ646 | ﺩ.ﺇ621 | ﺩ.ﺇ595 | ﺩ.ﺇ698 | ﺩ.ﺇ694 | ﺩ.ﺇ588 | ﺩ.ﺇ735 |
| 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 hot tub in Winter Haven

Total vacation rentals
Explore 30 vacation rentals in Winter Haven

Nightly prices starting at
Winter Haven vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Winter Haven vacation rentals include wi-fi 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
- Magic Kingdom Park
- Universal's Volcano Bay
- 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





