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Vacation rentals with a hot tub in Windsor Hills, Four Corners

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Top-rated hot tub rentals in Windsor Hills, Four Corners

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A themed room featuring bright yellow and black décor inspired by popular characters. A large TV is mounted on a wall with playful eye designs above it. A life-sized figure of a Minion stands beside a colorful, circular rug, creating a fun environment for guests.

Home in Kissimmee

4.8 out of 5 average rating, 5 reviews

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

This 6BR dream villa is just minutes from Disney and fully redesigned for comfort and fun! 3 elegant bedrooms plus 3 themed rooms: Minions, Avatar, and Guardians of the Galaxy—plus a hidden Mario-themed speakeasy game room. A brand-new kitchen, bathrooms, and living spaces complete this magical escape. Recently completed down-to-the-studs renovation—every detail thoughtfully curated with luxury, comfort, and style in mind. Be among the first to experience it! Book now for an unforgettable stay!

Top guest favorite

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.

Home in Kissimmee

4.99 out of 5 average rating, 132 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.

Top guest favorite

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

Home in Kissimmee

4.96 out of 5 average rating, 162 reviews

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.

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.

Home in Kissimmee

4.84 out of 5 average rating, 120 reviews

Resort Home 3.5 miles to Disney with home theater

We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

An engaging game room showcases colorful murals and a variety of arcade games, including basketball and foosball. A vibrant Toy Story-themed bedroom features bunk beds and playful decor, while a view of the private heated pool is presented from the charming living area, surrounded by large windows.

Home in Kissimmee

4.89 out of 5 average rating, 18 reviews

Themed home 10min from Disney|Pool,Resort,Free BBQ

Welcome to The Colorful Cove—your vibrant family getaway near Disney! Kids will love the themed bedrooms with bunk beds and an exciting Mario themed game room packed with arcades and lots of fun games. Adults can enjoy sleek modern furnishings throughout and unwind in upgraded bathrooms. This spacious villa offers a private heated pool, movie nights, bbq grilling, and endless fun in a peaceful neighborhood. With colorful decor and attractions for all ages, it’s the ultimate Orlando retreat!

Top guest favorite

A charming two-story cottage is set within a vibrant neighborhood, featuring a pastel green exterior and a welcoming balcony. Lush palm trees line the front, while well-maintained landscape provides an inviting approach to the entrance. Additional colorful homes can be seen in the background.

Cottage in Kissimmee

4.98 out of 5 average rating, 159 reviews

Margaritaville cottage minutes from Disney

Gorgeous 2 bedroom/2bath cottage located in gated Margaritaville Resort just 6 miles from the Magic Kingdom. This immaculate cottage sleeps six people and has everything you will need to enjoy your vacation. Sunset Walk is an easy 10 minute stroll with plenty of shopping and unique restaurants to choose from. Orlando's newest waterpark, Island H2O Live, is right next to Sunset Walk to enjoy on a hot day. It's time to waste away in Margaritaville, and come enjoy a little "Peace of Paradise".

Top guest favorite

An aerial view of the community showcases multiple three- and four-story buildings with terracotta roofs, surrounded by lush greenery and pathways. A serene pond is visible nearby, along with a well-maintained parking area and recreational facilities, illustrating the scenic layout of the property.

Condo in Kissimmee

4.98 out of 5 average rating, 107 reviews

Windsor Hills 24/7security,Family friendly, Disney

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.

Top guest favorite

An outdoor dining area features a large blue farmhouse table surrounded by matching turquoise chairs. The setting includes tableware arranged neatly, with the private pool visible in the background. A grill and greenery are also present, providing a relaxed atmosphere for outdoor meals.

Villa in Kissimmee

4.93 out of 5 average rating, 117 reviews

*Brand New*! Minutes to Disney! + Free Resort!

Closest FREE resort to Disney Parks! We've named it "Coral Cove" - a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in Dec 22! * Kitchen is loaded, & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! *Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! *New Roku smart TVs & NEST tech! *Every detail has been thought of!

A playful bedroom features a wooden loft bed designed like a house, accompanied by a sturdy ladder. Soft bedding is arranged inside the loft. A colorful light fixture hangs from the ceiling, illuminating the room. A closet door can be seen in the background, beside a vibrant wall poster.

Home in Kissimmee

4.95 out of 5 average rating, 37 reviews

4 bed/ 4 bath Windsor Hills

Closest homes with pools to Disney 10-15 minutes drive. Walmart groceries, Starbucks 5 minutes very near. amenities liquor, pharmacies, smoke shops, restaurants, gas. Highway 192 close by.. 5 - 10 minutes in car. the full cancellation is meant for hurricanes, pandemics, etc. other exigencies. please don't book the house and tie up the calendar for many months only to cancel 10 days prior - it makes it harder to book last minute and cover mortgage and expenses on our side, etc.

The image showcases a colorful game room featuring themed decor, cozy lounging spots, and engaging game tables. A separate view displays a vibrant community water park with palm trees and pool areas. The combined images highlight the fun and relaxation available in the villa's surroundings.

Home in Kissimmee

4.95 out of 5 average rating, 41 reviews

ReDesigned | Windsor Hills | Location | Water Park

Discover the enchantment of our 6-bedroom Villa located in the vibrant Windsor Hills community, a stone's throw from Disney. Revel in our heated pool, or splash around in the community water park. Each room has been designed with guests in mind for an immersive experience. Embark on an adventure in our game room and relax in the comforting ambiance of our cozy sitting area. This home sleeps up to 14 people and is ideal for families desiring a magical and engaging retreat.

Top guest favorite

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.

Villa in Kissimmee

4.96 out of 5 average rating, 137 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

Top guest favorite

A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.

Home in Kissimmee

5 out of 5 average rating, 228 reviews

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.

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Popular amenities for Windsor Hills, Four Corners hot tub rentals

Free parking on premises

Air conditioning

House rentals with a hot tub

Top guest favorite

A single-story home with a light blue exterior is framed by well-maintained greenery and a palm tree. The front porch is marked by arched windows and a double garage door. A clear path leads to the entrance, offering an inviting first impression.

Home in Kissimmee

5 out of 5 average rating, 12 reviews

ClosetoDisney/southpool/4bdrm

Top guest favorite

An expansive lagoon-style pool is surrounded by lush palm trees and comfortable seating areas, inviting relaxation. Below, a dining table is set with white plates, bowls, and cutlery, arranged on a decorative placemat, showcasing a cozy dining atmosphere.

Home in Kissimmee

4.95 out of 5 average rating, 62 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

A serene pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a built-in hot tub. Two white lounge chairs are positioned alongside the pool, surrounded by lush greenery visible through the screens.

Home in Kissimmee

4.83 out of 5 average rating, 77 reviews

Jeremy’s Windsor Hills Resort Home near Disney

A spacious living room features comfortable seating arranged for relaxation and entertainment, while a large window allows natural light to brighten the area. The dining space is visible, seamlessly connected to the open kitchen design. The heated pool area showcases inviting blue water with a surrounding patio.

Home in Kissimmee

4.9 out of 5 average rating, 150 reviews

Contemporary Lakefront Villa, Minutes from Disney

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.

Home in Kissimmee

4.87 out of 5 average rating, 110 reviews

Disney Escape at Windsor Hills

A private pool area featuring a clear blue pool with spa and surrounding palm trees. A giant outdoor chess set is visible nearby, along with a colorful tube slide leading to a vibrant bunk bed room. A game table with billiards is also showcased in the movie theater room.

Home in Four Corners

4.96 out of 5 average rating, 181 reviews

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.

Home in Kissimmee

4.96 out of 5 average rating, 218 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

Top guest favorite

A spacious entryway features a stylish staircase with wooden steps and a glass railing. A large Christmas tree decorated in soft colors stands next to a modern living area displaying a cozy sofa and contemporary artwork. A fireplace adds warmth to the ambiance.

Home in Kissimmee

4.81 out of 5 average rating, 26 reviews

The Eights House by Disney. Themed Island Dream

Villa rentals with a hot tub

Top guest favorite

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

Villa in Kissimmee

4.98 out of 5 average rating, 117 reviews

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

Top guest favorite

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

Villa in Kissimmee

4.98 out of 5 average rating, 112 reviews

4mi to Disney | Games | Private Pool

Top guest favorite

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

Villa in Kissimmee

4.99 out of 5 average rating, 120 reviews

Beautiful home. Private pool. Close to Disney!

A private outdoor area is depicted with a heated pool and hot tub, surrounded by a screened enclosure. A spacious dining option is available on the patio. The indoor area features a bright, airy living space with a comfortable sofa, a large television, and modern artwork.

Villa in Kissimmee

4.81 out of 5 average rating, 109 reviews

Private Pool/Hot Tub, Near Disney, 4 BR, King Beds

Top guest favorite

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.

Villa in Kissimmee

4.91 out of 5 average rating, 102 reviews

Luxurious Pool Villa, Minutes From Disney World

Top guest favorite

A cozy media room is designed with a Harry Potter theme, featuring a large flat-screen TV mounted on a wall. Comfortable sofas with colorful cushions are arranged around a carpet, while gaming stations are visible in the background. Framed artwork and decorative elements enhance the themed atmosphere.

Villa in Kissimmee

5 out of 5 average rating, 68 reviews

Mickey's Pool House

Top guest favorite

The image showcases a vibrant collage of the villa's features. The top left displays a colorful Encanto-themed bedroom with a playful bed. The top right features the modern living area with large windows and comfortable seating. The bottom left presents a private pool area, and the bottom right highlights a Mario-themed game room with arcade games.

Villa in Davenport

4.98 out of 5 average rating, 108 reviews

Pickleball! 5BR Family Fun Orlando Vacation Villa

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

Villa in Kissimmee

4.82 out of 5 average rating, 249 reviews

150 Inch 4K Movie Theater Pool & Spa sleeps 16

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.

Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW

A private pool and spa area is set within a fenced yard, featuring a sun deck with lounge chairs and a shaded dining table. The exterior walls of the cottage are painted in cheerful colors, enhancing the outdoor space's inviting atmosphere.

Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

Top guest favorite

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.

Cabin in Kissimmee

5 out of 5 average rating, 26 reviews

Mouse House Cabin / Near Disney + Free Gift!

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.

Cabin in Kissimmee

New place to stay

Authentic Disney Fort Wilderness Cabin near WDW

A spacious indoor tub is situated against a backdrop of warm wooden walls, accented by soft lighting. Surrounded by rose petals and candles, the setting conveys a sense of relaxation and intimacy, enhanced by the natural light filtering in through the skylights above.

Cabin in Kissimmee

4.64 out of 5 average rating, 125 reviews

Romantic Cabin w/ Balcony + Tub + Hammock + Grill

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.

Cabin in Kissimmee

Relax & Reboot - Fantastic Margaritaville Cottage

An aerial view captures the layout of the Westgate Lakes Resort & Spa, surrounded by a serene lake. A blend of buildings with terracotta roofs is visible, alongside green spaces and water features, creating an inviting atmosphere. Nearby, a roadway leads to the resort.

Private room in Orlando

Westgate Lakes Resorts & Spa 3 bedroom-Orlando FL

Quick stats about vacation rentals with a hot tub in Windsor Hills, Four Corners

Total rentals
460 properties
Nightly prices starting at
R886 ZAR before taxes and fees
Total number of reviews
9.2K reviews
Family-friendly rentals
420 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
450 properties have a pool

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