Windsor Hills Resort (Kissimmee, Florida) Vacation Rentals

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Wheelchair Accessible
Full Kitchen
Private Pool
Communal Pool
Kid Friendly

About this property

Windsor Hills 6 Bedrooms. 2 Miles to Disney. Perfect Floor plan for Multi-familyWe invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your ...

Location Information

Kissimmee, Florida, 34747

Property Type

Villa

South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

Distance to park: 3 miles to Disney World

$145

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Kid Friendly
Non-Smoking

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 ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

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

Key Amenities

Air Conditioning
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Kid Friendly
Non-Smoking
No Pets Allowed

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 ...

Location Information

Kissimmee, Florida, 34747

Property Type

Villa

Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Disney

$79

per night

Key Amenities

Air Conditioning
Full Kitchen
Communal Pool
No Pets Allowed
Free WiFi

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 ...

Location Information

Kissimmee, Florida, 34747

Property Type

Apartment

Mickey's Magical Palace

6 BR | 3.5 BA | Sleeps 14 | Quick View

Distance to park: 2 miles to Disney World

$250

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Pet Friendly
Communal Pool
Kid Friendly

About this property

Please ask about last minute vacancy rates or see our Specials page. Early booking and long stay offers also available--book early for the best rates and availability!!!6BR/3.5BA Executive Resort Pool/Spa Home 1.5 mi. to Disney! High speed internet, ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

Disney Adventure Villa at Windsor Hills Resort Sleeps up 16*

6 BR | 6 BA | Sleeps 16 | Quick View

Owner special: July 18-25 Reduced Rates for this time period. 4 night minimum stay. Free Pool/Spa Heating!!

Distance to park: 2 miles to Walt Disney World

$219

per night

DEAL

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Kid Friendly
Non-Smoking

About this property

Beautiful 3500 Square Feet of Luxury Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our South facing screened in swimming pool with hot tub and a covered ...

Location Information

Kissimmee, Florida, 34747

Property Type

Villa

Enjoy our 3000 square foot, custom luxury pool home

5 BR | 4 BA | Sleeps 12 | Quick View

$239

per night

Key Amenities

Air Conditioning
Linens Provided
Full Kitchen
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. ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

3 bedroom, 3 bath townhouse with private pool

3 BR | 3 BA | Sleeps 8 | Quick View

$99

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool

About this property

This superbly furnished vacation home been extensively upgraded and generously equipped.The property is located in a quiet street about 100 yards from all the community facilities and has its own private splash pool with heating option in the cooler ...

Location Information

Kissimmee, Florida, 34747

Property Type

Town Home

THE HAVEN AT WINDSOR HILLS RESORT 5 BED POOL HOME

5 BR | 5 BA | Sleeps 11 | Quick View

$195

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Free WiFi

About this property

The Haven is an executive home overlooking the woodland conservation area in Windsor Hills resort community located only two miles from the entrance to Walt Disney World. Enjoy five bedrooms, five bathrooms and an excellent games room.Windsor Haven ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

Olaf’s Endless Summer

4 BR | 4 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to 2.5 miles to Disney World

$165

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Kid Friendly
Non-Smoking

About this property

Welcome to "Olaf's Endless Summer" - where some people are worth melting for!Located in the Upscale Resort of Windsor Hills, we are less then 2 miles from Disney World. Windsor Hills is a gated community with 24 hour manned gates and million ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

Windsor Hills Orlando Villa 6 Bedroom Villa only 2 miles to WDW

6 BR | 4 BA | Sleeps 14 | Quick View

$165

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool
Pet Friendly
Communal Pool
Kid Friendly

About this property

Our Windsor Hills Orlando Villa Features a saltwater pool. The salt water chlorination produces clean, clear, silky-smooth water that’s luxuriously soft. It is also a continuous natural sanitization method, in contrast to administering harsh chemical ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

Affordable Luxury for Your Family by Disney

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to park: 3 miles to Disney World

$75

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Wheelchair Accessible
Full Kitchen
Communal Pool
Non-Smoking
No Pets Allowed

About this property

Windsor Hills is an oasis only a mile from Disney World. Amenities include a huge pool with a water slide, clubhouse, playgrounds, exercise room, putting green, sports area, convenience store and shuttles to major attractions. AAA gives it a 3 diamond ...

Location Information

Kissimmee, Florida, 34747

Property Type

Condo

2 Luxury TH ( March 16-19 Avail) Close to club house, Free Pool Ht & Welcome Pkg

3 BR | 3 BA | Sleeps 9 | Quick View

$110

per night

Key Amenities

Air Conditioning
Hot Tub
Linens Provided
Full Kitchen
Private Pool

About this property

Great News! (2 )Luxury Homes that are (side by side) We’ve added Disney Dreams Too! It’s identical to Disney Dreams and is right next door.'Disney Dreams Vacation Homes is a spacious Orlando vacation town home in the heart of the exclusive ...

Location Information

Kissimmee, Florida, 34747

Property Type

Town Home

"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 ...

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Lovely Windsor Hills Resort POOL # Bed 2.5 Bath Townhome!

3 BR | 2 BA | Sleeps 8 | Quick View

$85

per night

Key Amenities

Hot Tub
Communal Pool

About this property

Located in the beautiful gated resort community of Windsor Hills, a firm favorite for repeat visitors. The home comes fully furnished and equipped with everything you will need to enjoy your stay here in sunny Florida, it even has it’s own private ...

Location Information

Kissimmee, Florida, 34747

Property Type

Town Home

Splendid 6 bedroom 4 bathroom home

6 BR | 4 BA | Sleeps 12 | Quick View

$220

per night

Key Amenities

Air Conditioning
Linens Provided
Full Kitchen
Private Pool

About this property

Windsor Hills resort and club house offers a tremendous choice of complimentary amenities available to all guests staying at Windsor Hills.The popular club house at Windsor Hills provides the perfect place to sit around or try the wonderful lagoon ...

Location Information

Kissimmee, Florida, 34747

Property Type

House

"Spectacular"

Reviewed April 10, 2018

Wonderful, home away from home

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3 bedroom, 3 bathroom home

3 BR | 3 BA | Sleeps 8 | Quick View

$120

per night

Key Amenities

Air Conditioning
Linens Provided
Full Kitchen
Private Pool

About this property

Location Information

Kissimmee, Florida, 34747

Property Type

House

Windsor Hills Large 3B/3B townhome with pool/WIFI

3 BR | 3 BA | Sleeps 7 | Quick View

$105

per night

Key Amenities

Air Conditioning
Linens Provided
Full Kitchen
Private Pool
Communal Pool
Kid Friendly
Managed by Owner
Free WiFi

About this property

Disney Dream Vacation Home offers the best combination of service, convenience, comfort and affordability.-Service- this vacation home is serviced by a large local property management group, which ensure you will have the quickest service response.-Convenience- ...

Location Information

Kissimmee, Florida, 34747

Property Type

House