Windsor Hills, Four Corners vacation rentals

5 out of 5 average rating, 3 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!

4.99 out of 5 average rating, 129 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.

4.97 out of 5 average rating, 120 reviews

*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!

5 out of 5 average rating, 13 reviews

Townhouse in Kissimmee

free waterpark-2 king suites-minutes to parks

- Animal Kingdom 4 miles - Magic Kingdom 8 miles - Epcot and Hollywood 5 miles - main floor king bed - upstairs king bed - upstairs queen & twin bed - Private Heated Pool: Enjoy your own private heated pool! Pool heat is provided seasonally from Dec-Mar – never an extra charge for pool heat - all new furniture&linens - Free community water park - short walk from house - community pool, hot tub, play to play arcade, playground, ping pong, pool table, theater, gym, pickleball & basketball court

Superhost

4.85 out of 5 average rating, 117 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!

4.98 out of 5 average rating, 87 reviews

The Manatee Manor - Piece of Mind. And Peace.

Welcome To The Manatee Manor - A 5 bedroom, 5 bath home located in Windsor Hills, right in the heart of Kissimmee's tourist area, and mere minutes to the gates of Disney! With a feel of 'Better than home', you'll never want to leave. Outfitted with all the standards that you come to expect (Pool, Hot Tub, plenty of space, and serene décor), in addition to themed rooms, big screen smart TVs, and complimentary pool/hot tub heat - life doesn't get any better than when you stay at "The Manor"!

5 out of 5 average rating, 20 reviews

Fun+Outdoor Theater+Game Room+Themed BRs+Pool/Spa

Villa Patronus in Windsor Hills is beautiful and fun! It has a themed game room and bedrooms plus a private pool and spa with an outdoor theater. And, you get free access to the resort’s clubhouse and water park. All just 5 minutes from Disney! 🎮Avengers Game Room. Play Pool, Air Hockey, Foosball, PS4, and Xbox. 🏊 Private West-Facing Heated Saltwater Pool/Spa ($30/day for heat). Plenty of Seating w/TV and Poolside Theater. 🛏️ 6 BR & 4 BA. 2 Themed Bedrooms (Star Wars and Harry Potter).

4.98 out of 5 average rating, 129 reviews

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

4.94 out of 5 average rating, 36 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.

5 out of 5 average rating, 221 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.

4.83 out of 5 average rating, 78 reviews

Themed Rooms with Private Pool in Kissimmee

Welcome to your fun house retreat! - Unique themed rooms: Harry Potter, Star Wars, Mickey, Avengers - Private pool and spa with open green space - 24/7 gated community access - Amazing Windsor Hills Resort amenities - Free WiFi and TV in every room - No resort fees - You will get amazing 24/7 care and support from start to finish. We look forward to hosting you! - Located near Disney with no rear neighbors

4.95 out of 5 average rating, 41 reviews

2545 - 5 Bedrooms w/ Pool & Water Park included

Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! Step into pure luxury at this newly remodeled 5-bedroom, 5-bathroom retreat, complete with your very own private pool and spa! Located in the sought-after, gated Windsor Hills Resort, this vacation home isn’t just a place to stay – it’s a place to create lasting memories! Perfectly positioned near the Disney Parks, you’re in for a magical adventure.

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Popular amenities for Windsor Hills, Four Corners vacation rentals

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Other great vacation rentals in Windsor Hills, Four Corners

4.97 out of 5 average rating, 35 reviews

Free Arcade! All Rooms Themed! South Facing Pool!

JordanRating, 5 stars1 month ago

A Magical Disney Getaway – 10/10! We had an absolutely incredible stay at this Disney-themed Airbnb! The home was beautifully immersive. Every room had a special touch of Disney magic that delighted both the kids and the adults. The themed bedrooms were a huge hit with the little ones, and the attention to detail really made it feel like part of the Disney experience. The location was perfect! Super close to all the Disney parks and everything else we wanted to do during our trip. The community was peaceful, private, and very well-kept, which gave us the perfect balance of excitement and relaxation. One of the biggest highlights was the arcade. It was so much fun for everyone, from the kids to the grown-ups. We spent hours in there enjoying all the games! Overall, we couldn’t have asked for a better stay. 10/10, highly recommend. We’re already planning to come back for our next Disney trip!

4.92 out of 5 average rating, 61 reviews

Townhouse in Kissimmee

Summer Getaway! Private Pool & 15 mins to Disney

CrystalRating, 5 stars1 month ago

We were traveling for a cheer competition at ESPN and we were conveniently located to everything! There was a Walmart very close by which made it so easy to get any items that we needed! We loved the private pool! We did not get to try out the water park but it looked so fun... maybe next time! We will definitely be back!

4.81 out of 5 average rating, 140 reviews

Villa with private Pool and Spa. Close to Disney.

KarissaRating, 5 stars2 weeks ago

Our family had a great stay at the Villa. We stayed for 7 days. Our trip was purely a Disney world vacation. House is close to all Disney parks. It’s in a great location to get to other outings. Our 2 teens loved the themed Disney rooms. Host is responsive and welcoming and gave clear instructions. The house and pool is beautiful.. Our only regret is that we didn’t book it for longer, we didn’t want to leave. Thank you Michel, our family had such a memorable family vacation.

4.94 out of 5 average rating, 17 reviews

6BR/5BA DisneyVilla, Pool+Spa, GameRoom, Clubhouse

Maria FlorenciaRating, 5 stars4 months ago

La casa es perfecta para un grupo amplio: espaciosa y muchas habitaciones y baños. La ubicación es fantástica para Disney y tiene muy cerca súpermercado y otros negocios. Lina respondió rapida y eficientemente mis dudas y junto a Emilio resolvieron las dificultades minimas durante nuestra estadía. Muy recomendable, excelente experiencia!

5 out of 5 average rating, 5 reviews

Windsor hills Amazing,6BDrm lakeview,3mi to WDW!

BeckiRating, 5 stars1 month ago

Our stay was amazing and even better than we imagined. This place is as described and more. Love all of the extra effort and thought that Mike and Meta put into making this place the perfect get away. Before you arrive you have the app they created with all info, when you get there everything is ready for you plus more than you usually get at an Airbnb (extra toilet paper, laundry, garbage bags, coffee, tons of towels for the bathrooms and pool)! Made such a difference for an amazing week stay. The house was spotless, the beds were comfy and every question or concern was immediately addressed. Great recommendations for pre-stocking the fridge and pantry with a service was also perfect. Would do this stay again in a heartbeat (and hopefully will again soon!) this location in Windsors hills was so quiet and walkable to the resort area too! Book this place you won’t regret it!!!

5 out of 5 average rating, 6 reviews

Luxurious Villa | Premium Decor, Themed Game Room

Keith ARating, 5 stars3 months ago

This house is beautiful- perfect for large groups- lots of seating- entertainment for all ages. The host was great and the entire place is beautiful and clean! We will absolutely rent here again.

5 out of 5 average rating, 10 reviews

6 Bedroom Home with FREE resort at Windsor Hills

LoïkRating, 5 stars1 week ago

Thank you very much for everythings. That was an amazing experience for the all family. It was really conform to the pictures and really spacious for a big family like us. The gaming room was a wrap for adults and kids. The team of Dreams N Fun was really reactive and a technician come to us really quick when we need something. See you next year for sure!