Windsor Hills, Four Corners vacation rentals

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.

4.88 out of 5 average rating, 105 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!

4.97 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!

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).

4.94 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.

4.96 out of 5 average rating, 136 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

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.

4.89 out of 5 average rating, 116 reviews

2584 - 6 Bedroom w/ Pool and Water Park Included

Welcome to Your Ultimate Vacation Escape at Windsor Hills Resort! This charming vacation home in Windsor Hills Resort offers six spacious bedrooms and is perfect for the entire family. Located in one of the finest gated communities in the area, Windsor Hills Resort features 24-hour security, ensuring only permitted guests have access to the neighborhood. We’re just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions.

4.91 out of 5 average rating, 225 reviews

Townhouse in Kissimmee

DISNEY, WATER park, Private POOL, Comfort by A3G

Your dream getaway, starts In this 3beds 3 baths vacation home away from home! With private pool, Located in the amazing 5 stars resort at WINDSOR HILLS, only 3 miles away from all the wonders and magic of Disney. For Endless entertainment just walk to the Clubhouse and encounter the beautiful typhoon style pool, jacuzzi, brand new water park, arcade, fitness center, volleyball and basquetbol courts, kids playground and much more

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

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Popular amenities for Windsor Hills, Four Corners vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Windsor Hills, Four Corners

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.

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!!!

Superhost

4.82 out of 5 average rating, 72 reviews

Jeremy’s Windsor Hills Resort Home near Disney

KristenRating, 5 stars4 weeks ago

Her home was super amazing we loved everything

5 out of 5 average rating, 13 reviews

Once upon a galaxy: Star Wars/fairytale retreat

CassandraRating, 5 stars4 weeks ago

We spent a week on vacation here and it was amazing! This was our first time staying at this property and we can’t wait to go back! The home is close to Disney so it was perfect for our Park days. On our off days, we took full advantage of the pool and the in-home theater. My children enjoyed our walks to the playground. The home was clean and very well stocked. The AC was great and kept the home cool. We were all able to shower at the end of a long day and had sufficient hot water. All appliances were in great shape so we were able to wash laundry and do minimal cooking with zero hesitation. The hosts were responsive and very helpful. We love the added security of being in a gated community. This really has been one of the top places we’ve had the privilege of staying at!

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!

5 out of 5 average rating, 12 reviews

Townhouse in Kissimmee

Pooh's Hideaway-4mi Disney-PvtPool-33mi Legoland

EricRating, 5 stars3 weeks ago

We were blown away by the cohesive decor and fun touches of Pooh’s Hideaway. Our kids absolutely loved the themed bedroom, and the reading nook with provided books was such a thoughtful touch. The pool was the perfect size for young kids, and we really appreciated the included baby gate to stop our little one from running up the stairs. We would definitely stay again, thanks for hosting us!

Superhost