Holiday rentals with outdoor seating in Windsor Hills, Four Corners

4.86 out of 5 average rating, 7 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, 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.

4.97 out of 5 average rating, 126 reviews

Villa in Kissimmee

*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!

4.95 out of 5 average rating, 165 reviews

Magical Windsor Hills Pool Villa Minutes 2 Disney

★ Newly Renovated 6 bedroom, 4 bath pool villa located in the popular Windsor Hills Resort • 3 miles away from Disney parks • 24-hr gated community • Star Wars themed game room • Avengers & Harry Potter kids bedrooms • Frozen, Little Mermaid, Star Wars & Princess rooms • Ratatouille-themed kitchen • 7' slate pool table in living room • Great outdoor pool lounge, TV & dining space w/ private pool & spa • Resort amenities: water park, waterslide, arcade room, movie room, gym, playground & more

Superhost

4.84 out of 5 average rating, 121 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!

4.89 out of 5 average rating, 19 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!

4.98 out of 5 average rating, 159 reviews

Cottage in Kissimmee

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".

4.95 out of 5 average rating, 158 reviews

Townhouse in Kissimmee

Jackies’s Jungle View Vacation Villa

ALL NEW fully remodeled and updated! One of the closest and newest communities to Walt Disney World! Located just 5 minutes from Disney, our freshly updated townhouse is the perfect location for your next Florida adventure. A fully equipped kitchen, super-fast Wifi, heated community pool, and a brand new Walmart just down the street are only a few of the many amenities you will find with this incredible rental. Our 1600 sq. ft. home is bright, fresh, and waiting to welcome our next guests.

4.96 out of 5 average rating, 137 reviews

Villa in Kissimmee

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

4.89 out of 5 average rating, 294 reviews

Townhouse in Kissimmee

Disney fireworks new house - 5 minutes to Disney

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

4.84 out of 5 average rating, 128 reviews

7754 - 6 Bedrooms w/ Pool & Water Park Included

🌟 Welcome to your ultimate vacation escape in the heart of Windsor Hills Resort! 🌟 This newly renovated 6-bedroom beauty is the perfect blend of luxury and fun, designed for families looking to unwind and create unforgettable memories. Just a stone’s throw from Disney World and surrounded by world-class dining, top-notch shopping, and Orlando’s hottest attractions, you’ll have everything you need for an amazing getaway.

Superhost