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

Game & Theater Room, Castle Bunks, Pool & Spa
Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

Disney Escape at Windsor Hills
This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

4 bedroom, south facing pool 3 miles to Disney
Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

*Brand New!* Minutes to Disney + Free Resort!
Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Highest Rated Minutes to Disney! -Newly Renovated
• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

Poolside 3Br Windsor Hills, Disney and Universal
Your Windsor Hills Getaway starts here! This 5-star condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

Family, Disney, Windsor Hills, 11 am checkout.
Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Mickey Pool • Frozen • Waterpark • Near Disney
✨ Step into the magic at our 3-bedroom Windsor Hills townhome — one of the closest gated resorts to the Disney Parks. Enjoy your private heated Mickey pool, an immersive Frozen-themed bedroom, and four Smart TVs for relaxing after park days. Take a break from the crowds with access to Windsor Hills’ resort pool, hot tubs, water park, movie theater, playgrounds, and more. A fun, comfortable home base for families and friends visiting Disney. ✨

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.

3BD/3BA Themed House Near Disney
Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out

Mickey's Imagination Condo at Windsor Hills Resort
Newly renovated 3BR/2BA first-floor condo just minutes from Disney! Family-friendly with Disney-themed rooms: Mickey’s Clubhouse kids’ room with toys & costumes, Animal Kingdom guest room with nursery, and Classic Mickey master with vintage Disney décor. Enjoy a fully stocked kitchen, baby gear, and resort amenities—perfect for families ready to experience the magic!
Popular amenities for Windsor Hills hot tub rentals
House rentals with a hot tub

NEW!-Fun-Relaxing-Private-Beautiful Vacation Home

Luxury and Perfect Family Vacay 3 min from Disney!

10 min to Disney| Themed | Sauna | Pool | Golf Sim

8 mins. to Disney W/Poolside Theater & Game Room

Lovely 4 Suites Villa 5 min to Disney

ReDesigned | Windsor Hills | Location | Water Park

Windsor Hills 5 bed/5 bath Pool Home, Games Room

8 Mins To Disney W/Poolside Theater & Games Room
Villa rentals with a hot tub

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Beautiful home. Private pool. Close to Disney!

Luxurious Pool Villa, Minutes From Disney World

Mickey Fantasia Family Friendly w/accessibility

Private Pool & Free Heat - Close to Disney!

Disney Dream Villa- 10 Minutes From Disney!

Pool Movies|Water Park|Movie Theater|Arcade|Themed

150 Inch 4K Movie Theater Pool & Spa sleeps 16
Cabin rentals with a hot tub

Authentic Disney Fort Wilderness Cabin near WDW

Romantic getaway. Cabin w/ Jacuzzi

Sunny Margaritaville Cottage - Private Pool, Full

The porch

Mouse House Cabin/Old Disney Fort Wilderness Cabin

Authentic Disney Fort Wilderness Cabin near WDW

Happy Margaritaville Cottage w Amenity Access

The Potter’s Cottage
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$48,745 GYD | G$48,954 GYD | G$53,138 GYD | G$55,439 GYD | G$47,280 GYD | G$49,582 GYD | G$53,766 GYD | G$48,326 GYD | G$43,305 GYD | G$47,490 GYD | G$49,791 GYD | G$53,766 GYD |
| 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 Windsor Hills

Total vacation rentals
Explore 450 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 9,100 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
450 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
440 of Windsor Hills vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

4.7 Average rating
Windsor Hills stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with pools Windsor Hills
- Family-friendly rentals Windsor Hills
- Villa rentals Windsor Hills
- Apartment rentals Windsor Hills
- House rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Serviced apartment rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- Rentals with a washer and dryer Windsor Hills
- Rentals with a patio Windsor Hills
- Condo rentals Windsor Hills
- Rentals with a home theater Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with a hot tub Four Corners
- Rentals with a hot tub Osceola County
- Rentals with a hot tub Florida
- Rentals with a hot tub United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club




