House holiday rentals in Windsor Hills, Four Corners

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Top-rated house rentals in Windsor Hills, Four Corners

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Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 130 reviews

Contemporary Lakefront Villa, Minutes from Disney

Welcome to our fabulous home! Our newly remodeled, lake front home is centrally located 5 minutes from Disney and minutes away from Walmart, stores, restaurants. Our home features 6 bedrooms, 4 bathrooms and a movie room. Our large open concept kitchen makes it easy for families to enjoy while cooking, eating or relaxing. After a long day at the parks you can relax in our newly renovated pool. Our home is in the beautiful Windsor Hills neighborhood, and is a 3 minute walk to the main clubhouse.

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 159 reviews

★Completely Renovated★ 3 mi to Disney+Free Resort!

Closest FREE resort to Disney Parks! Sandpiper Shores is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 2021! * 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 grill, & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Guest favourite

Home in Kissimmee

4.99 out of 5 average rating, 109 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.

Guest favourite

Home in Kissimmee

4.86 out of 5 average rating, 157 reviews

New Luxury Townhome near Disney (3BD 3BATH Pool)

Renovated Jan/23. Steps to Clubhouse and no rear neighbour. 500 mb wi-fi! The Disney Vacation Home is well located: the resort is one of the closest to the parks entrances. 10 minutes away from Animal Kingdom, Epcot, Hollywood Studios and 25 minutes away from Universal Studios, Island of Adventure and Volcano Bay. With an easy access to the airport (US 192, FL 417 and I-4 roads), Downtown Orlando, Miami and all the attractions in Central Florida (Daytona Beach, Clearwater and St. Petersburg).

Guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 132 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.

Guest favourite

Home in Kissimmee

4.93 out of 5 average rating, 138 reviews

NEW! Galaxies & Snowflakes! Close to Disney

This fantastic 4 bedroom, 4 bathroom house is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This home features two amazing themed bedrooms with a Twin/Full bunk bed for your little ones to enjoy and to help get into the spirit of the magic!

Guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 152 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

Guest favourite

Home in Kissimmee

4.86 out of 5 average rating, 102 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!

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 106 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

Guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 129 reviews

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, 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.

Guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 161 reviews

🏰 Disney Princess Crownhouse! Closest to Disney!

*100% 5-star reviews in 2024* *End unit* South facing pool Magical 3 bed, 3 bath luxury crownhouse in 5 star gated Windsor Hills Resort. *2 miles from the gate of Walt Disney World! Enjoy our magical Mickey and Princess Rooms designed with both adults and kids in mind. Your little princess will love our Princess room with Disney collection princess furniture. *Resort pool, a fully equipped kitchen, you and your family will have a truly magical vacation! Princess-tastic!

Guest favourite

Home in Kissimmee

5 out of 5 average rating, 190 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.