
Vacation rentals with a hot tub in Winter Haven
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Top-rated hot tub rentals in Winter Haven
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No Airbnb Fees! Pvt Pool /Game Room/ Resort 273671
Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Tired of visiting the parks every day? Step inside of this beautiful 2,490sqft house and discover a private pool, BBQ and a game room specially designed to entertain your family and keep the fun going. Enjoy the resort's clubhouse with a restaurant, pool with water slide, spa, lazy river, gym, playground and a tennis court. Experience the vacation of a lifetime!

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)

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.

Private Pool & Free Heat - Close to Disney!
3 bed, 3 bath luxury villa in exclusive gated community 10 mins from Disney. Private pool & hot tub with free heat not overlooked by other homes. Main rooms open onto pool. Kitchen with granite counter tops. Outside bar, loungers, table & chairs. Master bedroom with double sink ensuite and twin with ensuite shower room. Queen is separate to main house providing additional privacy when travelling with friends/family. 32 inch tv's and comfortable beds with pillow top mattresses in all bedrooms

Magical Disney House-Pool & Hot Tub,Free Waterpark
Also own the house across the street for renting two homes at same time. ask about that home. Ask about our early check in/out options Mickey Mouse & Star Wars bedrooms, gameroom, pool & hot tub with bbq, loungers,cozy couch and plenty of fun to be had under the sun or under the stars with outdoor lights over pool. 1st and 2nd floor master suites -great for two families. Our gated resort community at Solterra gives you access to FREE pool/lazy river/water slide/playground and much more

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!

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home
Escape to paradise at our Davenport home, only 11 miles from Walt Disney World! Relax by the huge pool with spa, and savor BBQ delights. Rest in well-designed bedrooms: Master room with a king bed, second room with a queen bed, and third one with two twin beds. Experience ultimate fun in the game room, indulge your culinary skills in the fully equipped kitchen, and step out onto the greens from our backyard on a golf course. Don't miss out, book now and make the most of your vacation

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

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.

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm
Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!

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 Winter Haven hot tub rentals
House rentals with a hot tub

Modern 3br home

Magical Moments Luxury Disney Villa, Pool & Arcade

Cheerful Getaway

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

StarWarsArcade | LazyRiver | Disney15mins | HotTub

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

Blue Jay Villa - Vacation Home Near Disney

Carefree Cove on Lake Connie - with Hot Tub!
Villa rentals with a hot tub

Private Villa near Disney & Universal W/Pool & Spa

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

Mickey Fantasia Family Friendly w/accessibility

*Private Golf-Front Oasis with Pool, Spa & Cinema

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

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

The Balmoral Manor: Luxurious & Bright 5BR Oasis
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

Westgate Lakes Resorts & Spa 3 bedroom-Orlando FL
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 716 | ﺩ.ﺇ 764 | ﺩ.ﺇ 790 | ﺩ.ﺇ 720 | ﺩ.ﺇ 613 | ﺩ.ﺇ 646 | ﺩ.ﺇ 621 | ﺩ.ﺇ 595 | ﺩ.ﺇ 698 | ﺩ.ﺇ 694 | ﺩ.ﺇ 588 | ﺩ.ﺇ 735 |
| 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.ﺇ 73 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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- 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
- Camping World Stadium
- Magic Kingdom Park
- 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
- LEGOLAND Florida Resort
- Tampa Convention Center
- Disney's Hollywood Studios
- University of South Florida





