Holiday rentals with a hot tub in Windsor Hills

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 145 reviews

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.

A townhouse exterior is shown beneath a gentle rainbow. Flanking palm trees provide a tropical setting, while the structure features multiple windows with white frames and dark shutters. A parked vehicle can be seen in front, enhancing the suburban feel.

4.88 out of 5 average rating, 124 reviews

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!

4.94 out of 5 average rating, 103 reviews

A vibrant water park area features colorful slides and splash pads. Water sprays from various playful fixtures, and guests can be seen enjoying the amenities. The backdrop includes a multi-story building with palm trees surrounding the area, providing a fun and engaging environment.

Flat in Kissimmee

Newly Renovated Condo! 1.5 miles from Disney World

Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

An outdoor dining area features a large custom-built farmhouse table surrounded by seating options. Flower arrangements are placed on the table, and a blue pool is visible in the background. The space is sheltered with a screen enclosure, allowing for a spacious view of the yard.

4.95 out of 5 average rating, 182 reviews

★Completely New★ 3 miles to Disney + Free Resort!

Closest FREE resort to Disney Parks! Plumeria Place is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 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 & 9' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.

4.84 out of 5 average rating, 160 reviews

Toy Story Retreat Near Disney in Windsor Hills

Experience the magic of Disney at your very own “Toy Story Retreat.” - 3 bedrooms and 2 bathrooms with Disney-inspired design - Family-friendly atmosphere in a newly remodeled condo - Full access to Windsor Hills Clubhouse amenities - Ground-floor unit with greenspace views - Free WiFi and basic cable included - Just minutes from Walt Disney World® Resort It's important that the title is as close to 50 characters. You should use some of the other characteristics of the listing.

The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.

4.85 out of 5 average rating, 203 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer. Slide and Water Park will not reopen until Wednesday, February 18th.

4.93 out of 5 average rating, 161 reviews

A private, screened-in pool area features a sparkling blue pool with a built-in hot tub on one side. Sunlight reflects off the water, creating a serene environment, while surrounding greenery provides a sense of privacy.

Home in Clermont

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

The community pool area features a winding pool surrounded by palm trees and lounge chairs. A colorful water slide is visible, along with shaded cabanas. The well-maintained grounds include lush greenery and pathways leading to residential buildings in the background.

4.98 out of 5 average rating, 116 reviews

Family, Windsor Hills, Sleep In with 11AM 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.

An inviting living space features a modern gray sofa centered around a round coffee table, set on a plush area rug adorned with a playful pattern. A wall-mounted fan circulates air beneath a vibrant Mickey Mouse artwork, while a dining table for four is positioned nearby.

4.93 out of 5 average rating, 180 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

4.93 out of 5 average rating, 192 reviews

A modern keypad lock is installed on a door, featuring illuminated numbers for easy access. Blurred in the background, a vibrant green plant adds a touch of nature to the entryway, enhancing the welcoming ambiance of the space.

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (7)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

A recreational game room is presented, featuring an air hockey table and a pool table centered in the space. Two gaming chairs are positioned near flat-screen monitors on the wall. Colorful LED lighting creates an engaging atmosphere in the room.

4.96 out of 5 average rating, 153 reviews

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

4.95 out of 5 average rating, 149 reviews

Townhouse in Kissimmee

Mickey’s Dream House | Private Pool + Free Waterpa

10 minutes to Disney! Stay in our Mickey-themed retreat inside Windsor Hills Resort — a gated community just 10 min to Walt Disney World. Enjoy a private, screened splash pool plus FREE access to the resort waterpark, lagoon-style pool, hot tub, arcade, and sports courts. Features include a Mickey-themed kids’ room with arcade games, smart TVs throughout, fully equipped kitchen, and baby gear — perfect for longer family stays.

Popular amenities for rentals with a hot tub in Windsor Hills

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

A cozy living area features a large sectional sofa with decorative pillows, positioned near a wall-mounted flat-screen television. A light-colored coffee table and a woven basket are present. Natural light fills the room through the large window, adorned with white blinds, creating a welcoming ambiance.

4.91 out of 5 average rating, 101 reviews

Resort 2 bedroom Townhome near Disney World

A large community pool is set amidst lush greenery, featuring sun loungers around its perimeter. A cozy living area showcases a modern sofa and a television, creating a welcoming space. A scenic view of a lake is complemented by a fountain in the background. A private hot tub invites relaxation, shaded by a colorful umbrella.

4.91 out of 5 average rating, 119 reviews

10 Min to Disney • Cozy Townhome + Jacuzzi + BBQ

A spacious living area features a comfortable sectional sofa adorned with decorative pillows, alongside a coffee table with a small potted plant. Natural light floods the space through large sliding doors, revealing a view of the outdoor area, while a dining table is positioned in the background.

4.96 out of 5 average rating, 114 reviews

Best Location! Best Location! Villa in Kissimmee

A game room is designed for entertainment, featuring a pool table and air hockey table. Colorful artwork adorns the walls, including a vibrant mural. Modern ceiling lights enhance the atmosphere, while seating is available for relaxation between games.

4.96 out of 5 average rating, 48 reviews

Lake House-Gameroom, Theater, and Disney

The living room features a playful Disney-themed design with a comfortable sectional sofa and an entertainment unit. A light-filled bedroom showcases a large bed with subtle Disney accents. The kitchen is equipped with modern appliances, and a dining area presents seating for multiple guests. A bird's-eye view reveals a sparkling pool area surrounded by lounge chairs.

4.97 out of 5 average rating, 93 reviews

NEW Stunning Villa located 5-10 Min from Disney

A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.

4.86 out of 5 average rating, 138 reviews

Resort Home 3.5 miles to Disney with home theater

4.92 out of 5 average rating, 37 reviews

Elegant Lake Villa - Game Room, Pool & Hot Tub!

The exterior of a charming home is presented with a red front door and neat landscaping. A palm tree is visible in the yard, and the garage doors feature a clean design. The image showcases a welcoming pathway leading to the entrance.

4.95 out of 5 average rating, 171 reviews

Disney home w/ Pool, Hot Tub & 2 King En-Suites ❤️

Villa rentals with a hot tub

The open living area features a large sectional couch in a neutral tone, arranged for comfort. High ceilings enhance the space, while a vibrant turquoise accent wall and themed artwork add color. A wall-mounted TV and decorative elements complement the coastal ambiance.

4.93 out of 5 average rating, 121 reviews

Just Renovated+Private Salt Pool/Spa+5mi to Disney

A single-story home features a prominent entrance with arched windows and a welcoming front door. Lush green landscaping surrounds the property, while palm trees sway gently in the foreground. A two-car garage is visible, set against a backdrop of blue skies and puffy clouds.

4.93 out of 5 average rating, 131 reviews

Themed Resort Villa | Pool | Spa | Mins to Disney

A private pool area is enclosed with a screened patio. The pool features a built-in spa and a spacious deck, providing ample space for relaxation. Comfortable seating options are arranged nearby, overlooking the water. The area is designed for leisure and comfort.

4.9 out of 5 average rating, 112 reviews

Luxurious Pool Villa, Minutes From Disney World

4.88 out of 5 average rating, 128 reviews

Cheerful Villa (7br / 6.5ba) Minutes to Disney

4.72 out of 5 average rating, 149 reviews

Tinkerbells Castle 2 Pool & Spa, Disney Fire Works

4.89 out of 5 average rating, 102 reviews

A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.

Villa in Davenport

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

A screened-in lanai area features a private pool with shallow and deep ends. Two lounge chairs with blue and white stripes are positioned beside the pool, which is accompanied by a hot tub. Tall palm trees provide a sense of relaxation under a partly cloudy sky.

4.93 out of 5 average rating, 112 reviews

Disney Dream Villa- 10 Minutes From Disney!

4.87 out of 5 average rating, 105 reviews

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

Cabin rentals with a hot tub

A cozy cabin exterior is illuminated by soft lighting during twilight. The wooden logs are complemented by vibrant green doors and an American flag hanging from the porch. A welcoming ambiance is created by the warm glow of lights and the surrounded greenery.

5 out of 5 average rating, 11 reviews

Authentic Disney Fort Wilderness Cabin near WDW-1

A private pool area features a spacious hot tub adjacent to a rectangular pool, both surrounded by paved decking. Sun loungers are positioned nearby, with a backdrop of pastel-colored cottages and a clear blue sky.

Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

4.8 out of 5 average rating, 5 reviews

The porch

A cozy cabin exterior features natural wood siding, complemented by vibrant green doors. A spacious front deck with a railing offers seating, while a picnic table sits on the grassy area nearby, surrounded by lush trees and foliage.

4.98 out of 5 average rating, 41 reviews

Mouse House Cabin/ Legacy Disney Fort Wilderness

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.

5 out of 5 average rating, 15 reviews

Authentic Disney Fort Wilderness Cabin near WDW-2

3.75 out of 5 average rating, 4 reviews

The Potter’s Cottage

An outdoor seating area is displayed, featuring a square table surrounded by four light-colored chairs. The setting is complemented by a pathway of large stone pavers and nearby greenery, with a yellow exterior wall and glass doors providing a welcoming entrance.