Entire home
You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity
Vacation home near Old Town in Kissimmee
Choose dates to view prices
Photo gallery for You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity





Entire home
Popular amenities
- Parking available
- Dryer
- Air conditioning
- Hot tub
- Outdoor space
- Fireplace
Explore the area

Orlando, FL
- Old TownPlace, Old Town5 min drive
- Disney Springs™Place, Disney Springs™6 min drive
- Orlando Vineland Premium OutletsPlace, Orlando Vineland Premium Outlets7 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)Airport, Kissimmee, FL (ISM-Kissimmee Gateway)10 min drive
Room options
You may also like
Ad

Walt Disney World Swan
Bay Lake
- On private beach
- Pool
- Hot tub
- Kids pool
4.6 out of 5, Wonderful, 1,945 reviews
4.6
Wonderful
1,945 reviews
The price is CA $351
CA $351
CA $466 total
includes taxes & fees
Nov 12 - Nov 13
Ad

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
International Drive District
- Pool
- Hot tub
- Kids pool
- Waterslide
4.6 out of 5, Wonderful, 2,531 reviews
4.6
Wonderful
2,531 reviews
The price is CA $126
CA $126
CA $142 total
includes taxes & fees
Nov 11 - Nov 12
Ad

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Orlando
- Pool
- Hot tub
- Pet-friendly
- Waterslide
3.5 out of 5, Good, 4,355 reviews
3.5
Good
4,355 reviews
The price is CA $85
CA $85
CA $198 total
includes taxes & fees
Nov 8 - Nov 9
Ad

Homewood Suites by Hilton Orlando Theme Parks
Orlando
- Pool
- Breakfast included
- Pet-friendly
- Kids pool
4.4 out of 5, Excellent, 1,759 reviews
4.4
Excellent
1,759 reviews
The price is CA $146
CA $146
CA $164 total
includes taxes & fees
Nov 13 - Nov 14
Ad

Delta Hotels by Marriott Orlando Celebration
Kissimmee
- Pool
- Hot tub
- Pet-friendly
- Waterslide
4.1 out of 5, Very good, 2,409 reviews
4.1
Very good
2,409 reviews
The price is CA $75
CA $75
CA $125 total
includes taxes & fees
Nov 12 - Nov 13
Ad

Homewood Suites by Hilton Orlando-International Drive/Convention Center
International Drive District
- Pool
- Hot tub
- Breakfast included
- Pet-friendly
4.2 out of 5, Very good, 1,001 reviews
4.2
Very good
1,001 reviews
The price is CA $121
CA $121
CA $137 total
includes taxes & fees
Nov 24 - Nov 25
Ad

Hilton Orlando Lake Buena Vista - Disney Springs® Area
Lake Buena Vista
- Pool
- Hot tub
- Pet-friendly
- Kids pool
4.3 out of 5, Excellent, 1,414 reviews
4.3
Excellent
1,414 reviews
The price is CA $191
CA $191
CA $276 total
includes taxes & fees
Nov 23 - Nov 24
Ad

Walt Disney World Swan Reserve
Bay Lake
- On private beach
- Pool
- Hot tub
- Spa
4.7 out of 5, Exceptional, 867 reviews
4.7
Exceptional
867 reviews
The price is CA $669
CA $669
CA $823 total
includes taxes & fees
Dec 8 - Dec 9
Ad

Holiday Inn Orlando - Disney Springs® Area by IHG
Lake Buena Vista
- Pool
- Hot tub
- Free WiFi
- Restaurant
4.5 out of 5, Wonderful, 1,375 reviews
4.5
Wonderful
1,375 reviews
The price is CA $138
CA $138
CA $218 total
includes taxes & fees
Nov 30 - Dec 1
Ad

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
- Pool
- Breakfast included
- Pet-friendly
- Waterslide
4.7 out of 5, Exceptional, 2,048 reviews
4.7
Exceptional
2,048 reviews
The price is CA $157
CA $157
CA $176 total
includes taxes & fees
Nov 16 - Nov 17
About the area
Kissimmee
In Kissimmee .You'll find Lake Cecile and Capone's Dinner Show within 2 miles (3 km) of this vacation home. Kissimmee Go-Karts and Lake Buena Vista Factory Stores are also within 2 miles (3 km).
What's nearby
- Old Town - 5 min drive - 5.0 km
- Disney Springs™ - 6 min drive - 7.1 km
- Orlando Vineland Premium Outlets - 7 min drive - 7.5 km
- Epcot® - 10 min drive - 10.7 km
- SeaWorld® Orlando - 11 min drive - 12.8 km
Getting around
- Poinciana Station - 13 min drive
- Kissimmee Station - 16 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 17 min drive
Restaurants
- Wawa - 3 min drive
- Churromania - 3 min drive
- First Watch - 3 min drive
- Taco Bell - 14 min walk
- Wendy's - 3 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity
5 Star Villa Holidays is proud to present Orlando Mansion 5530.
Windsor Island is Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.
Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.
There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress!
Bedroom Configuration
1-King
2-Fulls
1-Queen
1-King
2-Twins
2-Twins
2-Twins
1-Queen
2-Twins
2-Twins
Windsor Island is Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.
Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.
There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress!
Bedroom Configuration
1-King
2-Fulls
1-Queen
1-King
2-Twins
2-Twins
2-Twins
1-Queen
2-Twins
2-Twins
Similar properties

Luxury Villa w/ Spider-Man Arcade, Private Pool & Themed Bedrooms
Luxury Villa w/ Spider-Man Arcade, Private Pool & Themed Bedrooms
Kissimmee
- Pool
- Hot tub
- Kitchen
- Washer
4.2 out of 5, Very good, 5 reviews
4.2
Very good
5 reviews

Themed Bedrooms + Private Pool + Spa Near Orlando Attractions
Themed Bedrooms + Private Pool + Spa Near Orlando Attractions
Kissimmee
- Pool
- Hot tub
- Kitchen
- Washer
4.0 out of 5, Very good, 1 review
4.0
Very good
1 review

Magical Lakeview Home w/ Frozen, Star Wars, & Game Room Escape
Magical Lakeview Home w/ Frozen, Star Wars, & Game Room Escape
Kissimmee
- Pool
- Hot tub
- Kitchen
- Washer
3.8 out of 5, Good, 10 reviews
3.8
Good
10 reviews

Special Offer! Pool/SPA, Family Friendly Storey Lake 4508TB
Special Offer! Pool/SPA, Family Friendly Storey Lake 4508TB
Kissimmee
- Pool
- Hot tub
- Kitchen
- Washer
3.9 out of 5, Good, 7 reviews
3.9
Good
7 reviews

Artsy 9BR Mansion for 24 people with 6 mil Disney w Pool&Water Park
Artsy 9BR Mansion for 24 people with 6 mil Disney w Pool&Water Park
Kissimmee
- Pool
- Hot tub
- Kitchen
- Washer
4.0 out of 5, Very good, 5 reviews
4.0
Very good
5 reviews
The price is CA $198
CA $198
CA $947 total
includes taxes & fees
Dec 8 - Dec 9
Property amenities
Pool/Spa
- Heated pool
- Hot tub
- Private pool
Internet
- Available in the house: Internet access
Parking and transportation
- Parking on site
Food and drink
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Bedrooms
- 10 bedrooms
- Bedsheets provided
Bathroom
- 6 bathrooms
- Hair dryer
- Towels provided
Living spaces
- Fireplace
- Living room
Entertainment
- Games
- TV with cable/satellite channels
- Video games
Outdoor areas
- Garden
- Patio
Laundry
- Dryer
- Laundry facilities
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Wheelchair accessibility
- Smoking not allowed
Services and conveniences
- Housekeeping (on request)
- Iron/ironing board
Things to do
- Billiards/pool table
- Foosball table
- Heated pool
Safety features
- Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
General
- Garden
- Gated community
- Housekeeping (on request)
Policies
Check-in
Check-in time starts at 4:00 PM
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
- No pets allowed
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.
Property is also known as
Vrbo Property
1624860219
You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity Reviews
Reviews
Rating 10 - Excellent. 0 out of 0 reviews
10 - Excellent
0
Rating 8 - Good. 0 out of 0 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 0 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 0 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 0 reviews
2 - Terrible
0
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.