Windsor Hills Resort (Kissimmee, Florida) Vacation Rentals

(18 rentals)
Snow White Villa Close to Disney World

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World Resort

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

We offer a luxurious decorated home close to Disney World Resort. Kid friendly house, with plenty of things to do in the house. The house is very close to Orlando Disney World Resort. It has 6 bedrooms and 4 bath. There is plenty of space to accommodate a large family gathering for 2 or even 3 families. ...

View all property information

Property Type

Kissimmee Villa

Show less

Toy Story Tower

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 5 miles to Disney World

$243

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Toy Story Tower is an imposing, six bedroom vacation home located within the prestigious gated community of Windsor Hills Resort. Here, you can enjoy the very best in luxurious accommodation all while being located just minutes from Walt Disney World Resort as well as many other great attractions. As ...

View all property information

Property Type

Kissimmee House

Show less

South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to park: 3 miles to Disney World

$175

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...

View all property information

Property Type

Kissimmee House

"Beautiful home"
Reviewed November 9, 2019

Very beautiful home , close to Disney universal and sea world , is a home away from home has everything you need , gorgeous community quite and gated.

See all reviews

Show less

Christmas-Dec 15-26 available-New Waterpark-Windsor Hill Luxury 6B/4B/Pool house

$185

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Large 6 Bedroom Executive Vacation Home With 2 Themed Kids Rooms, Sleeps 14 Disney Dream Vacation Villa is located in the #1 rated upscale five-stars Windsor Hills Resort at the doorstep of Disney world.This property was newly thoroughly renovated. Web photos here won't be able to show all the beautiful ...

View all property information

Property Type

Kissimmee House

Show less

Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to park: 2 miles to Disney

$69

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Windsor Hills is one of the greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort.Our 3 bed/2 bath (1 king, 1 ...

View all property information

Property Type

Kissimmee Apartment

"Would DEFINITELY return"
Reviewed September 22, 2019

Windsor Hills 3BR 2 Bath condo was very nice, very convenient to attractions, restaurants and shopping. Location was great. Close to entrance and just a few steps away from pool. Condo was supplied with ...

See all reviews

Show less

NEW - Disney Themed Rooms, Exclusive Resort w/ Waterpark, 2 miles to Disney!

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

DISNEY THEMED ROOMS! Spacious villa w/PRIVATE POOL and RESORT AMENITIES. This villa is located in the upscale, family friendly, 5 star Windsor Hills Resort and located at the doorsteps of Walt Disney World!!!We are newly listed (August 2019) and looking to get the word out. For the months of ...

View all property information

Property Type

Kissimmee Villa

Show less

The Floridian : Ultra Luxuary 5BR Pool Home, 2 Master Suites, Sleeps 12!

$239

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Enjoy our three-thousand square foot, custom luxury pool home, less than four miles from Disney World. We offer two master suites with king-size beds (one with Jacuzzi), two queen-bedrooms, one twin-bedroom, and queen size pullout-couch, all on one floor. This is not your typical Rolling Hills house. ...

View all property information

Property Type

Kissimmee House

"Our Dream Vacation"
Reviewed July 30, 2018

This home was PERFECT for my family! It was very spacious and had everything we needed to make us comfortable. Very close to Disney and close to a lot of nice eating places we could not have chosen a ...

See all reviews

Show less

Finding the Magic Villa - Amazing Private Theater and Game Room!

$189

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

We invite you to experience the Magic of Disney in our beautiful 5 Bedroom, 5 Bath Villa! Located in Windsor Hills, one of the Orlando's most popular communities and minutes from Disney World, our villa is perfect for large groups traveling together. Whether you plan on visiting the parks all day or ...

View all property information

Property Type

Kissimmee Villa

Show less

❤️*Newly Renovated* Luxury 6BR Windsor Hills Pool Villa, 2 miles to Disney

$219

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

LAST MINUTE DEAL AVAILABLE!! ★ NEWLY RENOVATED 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION!★ This 6 bedroom villa ...

View all property information

Property Type

Kissimmee Villa

Show less

Mickey’s Magical Villa

4 BR | 4 BA | Sleeps 8 | Quick View

$185

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Our vacation villa has four bedrooms all with in suite bathrooms and is equipped with all the comforts of home but comes with the convenience of being situated less than two miles from Disney World.Mickey’s Magical Villa is a fully furnished luxury family vacation home located in Windsor Hills ...

View all property information

Property Type

Kissimmee House

Show less

Beautiful 3 Bedroom Townhome Windsor Hills Resort Super Close to Disney & ESPN

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Are you looking for a fully renovated vacation home with a private heated pool, bunk room complete with Playstation 4 gaming system (with games, sound bar, and gaming chair!), in Windsor Hills Resort with its NEW water park, and is very close to Disney World? This is it . . .Name Of Home: The Mouse ...

View all property information

Property Type

Kissimmee Townhome

Show less

☀️❤️ Sunshine Memories near Disney: ❤️ by Families

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Welcome to Sunshine Memories Villa, where you will have an amazing vacation enjoying all that the Orlando area has to offer. Our 5-bedroom 5-bathroom villa is located less than 10 minutes away from Disney in the beautiful gated resort of Windsor Hills. As you step inside the foyer of your vacation home ...

View all property information

Property Type

Kissimmee Villa

Show less

3 Bd 3 Ba Windsor Hills Resort Very close to Disney. Free use Resort Facilities!

3 BR | 3 BA | Sleeps 6 | Quick View

Distance to park: 4 miles to Disney

$108

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

3 Bedrooms 3 Bathrooms Family Room with large HD Cable TV All bedrooms with Flat Screen TVsFormal Dining Room seating 5 plus breakfast bar and outdoor dining Private Pool Patio with Outdoor FurnitureFull-Size Washer/DryerCentral Air Towels and Bed Linens provided Wireless Internet Telephone ...

View all property information

Property Type

Kissimmee Townhome

Show less

Luxury TH ( April 6-11)) Close to club house, Free Pool Ht & Welcome Pkg

$110

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

'Disney Dreams Vacation Homes is a spacious Orlando vacation town home in the heart of the exclusive Windsor Hills resort community, less than 2 miles from Disney in Orlando, Florida. With 3 bedrooms and 3 bathrooms, this fully air-conditioned, stylish town-home with a private pool is perfect for any ...

View all property information

Property Type

Kissimmee Townhome

"It has everything,"
Reviewed March 18, 2018

We will definitely stay here again. Lots of amenities and personal touches. The fully equipped kitchen and stores - Walmart minutes away saved us quire a bit of money as we were able to prep our own foods ...

See all reviews

Show less

Enchanted Crystal Castle at Windsor Hills Resort

5 BR | 5 BA | Sleeps 11 | Quick View

Distance to park: 5 miles to Disney World/Animal Kingdom

$199

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

Our Disney vacation villa is furnished to the highest standard and offers your family the luxury of a Five star hotel combined with the relaxed atmosphere of a family vacation home. Soak up the Florida sun on our extended deck where you can relax in the pool and spa, or simply enjoy the shade of the lanai ...

View all property information

Property Type

Kissimmee Villa

Show less

Just updated in June 2019! Only 4 miles to Disney World!

6 BR | 4 BA | Sleeps 14 | Quick View

1

Distance to park: 7 miles to Disney World

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Wishes & Dreams Villa is a perfect Disney area retreat! This home offers all the comforts your family expects and goes much further: beautiful new flooring throughout; well appointed, yet inviting kitchen; all new beds & bedding. Every spacious area professionally decorated & furnished--your ...

View all property information

Property Type

Kissimmee House

"Beautiful Home!"
Reviewed August 27, 2019

We had such a great time! This home is spacious, comfortable, beautifully decorated, and clean! It is also conveniently located for all things Disney and beyond! We highly recommend this home for any ...

See all reviews

Show less

First Floor 3 Bed 2 Bath Condo near Disney

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to park: 3 miles to Walt Disney World

$95

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

You will love this recently updated oversized 1,465 square foot, 3 bed, 2 bath condo. Situated on the first floor for easy access, this condo boasts an amazing location with easy access to the clubhouse, splash park, and pool in the fantastic Windsor Hills Resort. Location is everything, we are just 2.5 ...

View all property information

Property Type

Kissimmee Condo

"Amazing location for Disney"
Reviewed October 23, 2019

This condo was simply amazing. The room were so clean and everything was so put together. The rooms were nicely decorated and the beds were super comfy! With the kitchen stocked with everything to cook ...

See all reviews

Show less

Windsor Hills – Modern Townhome 3 Bed 3 Bath..Free Wi-Fi

$90

per night

View Details

Key Amenities

  • Full Kitchen

About this property

“This new Orlando vacation Townhome has been tastefully decorated, interior design a high standard taking on board the needs of a modern family. This superb villa is located in the gated community Of the prestigious Windsor Hills Resort, which is just off the 192 highway and minutes away from shops, ...

View all property information

Property Type

Kissimmee Villa

"AMAZING...HOME, LOCATION, OWNERS. EVERYTHING!"
Reviewed February 3, 2019

We had such great interactions with Andy. Before during and even after the trip. The house was very nice, clean modern and up to date. The house has everything we needed. The resort is beautiful with so ...

See all reviews

Show less

Expand map | Close map
Windsor Hills Resort (Kissimmee, Florida) Vacation Rentals