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Upstay - 20 Guest Mansion @ THE BEST Resort!

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Spacious Living Area and Lots of Dining Space
Group-Friendly Open-Concept Design
Poolside DIning Area
In Home Games Room
Located at the Windsor at Westside Resort
9 bedrooms6 bathroomsSleeps 20407.9 sq m

Popular amenities

  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space
  • Washer
    Washer
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Kissimmee, FL
  • Northeast Regional Park
    5 min drive
  • Lake Davenport
    5 min drive
  • Highland Reserve Golf Club
    7 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    41 min drive

Rooms & beds

9 bedrooms (sleeps 20)

Bedroom 1

2 Single Bunk Beds

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed

Bedroom 7

1 King Bed

Bedroom 8

1 King Bed

Bedroom 9

2 Single Beds

6 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining Area

About this property

Upstay - 20 Guest Mansion @ THE BEST Resort!

Summary:
Upstay presents this gorgeous 9-bedroom home at the Windsor at Westside Resort. The home has its own private swimming pool and jacuzzi hot tub, large furnished sundeck, and modern spacious rooms. Our guests also get access to the resort amenities which include a lazy river, tiki bar, onsite restaurant, fitness center, video arcade, and so much more.

The Space:
Home Highlights:
- 9 bedrooms, 6 bathrooms
- Smart TVs
- High speed WiFi connection
- Private swimming pool and outdoor hot tub
- Large furnished sundeck
- In-home games room with billiards, air hockey and foosball
- Spacious group-friendly layout
- Fully equipped kitchen
- BBQ grill
- Large capacity indoor and outdoor dining areas
- In-home laundry machines
- Free onsite parking (for 4 vehicles)
- Resort access
- Proximity to Disney (only 8 miles)

Windsor at Westside Resort Features:
- 24hr gated entrance with security guard
- Clubhouse with restaurant, bar & lounge
- State-of-the-art fitness centre
- Lazy river and inflatable doughnuts for floating
- Shallow entry resort-style pool and outdoor hot tub
- Children’s water playground with waterslides
- Large sundeck with poolside loungers, cabanas and umbrella shading
- Poolside Tiki bar and ice cream shop
- Children’s centre with staff run activities
- Video arcade
- Sundries shop
- Sand volleyball court and tennis/basketball courts


This amazing 9 bedroom home comes with lovely pond-views, and has a fantastic back patio complete with a sparkling swimming pool and a jacuzzi hot tub. There are 6 bathrooms and the home is large enough to host up to 20 guests at a time.

The kitchen is fully equipped with all the tools you'll need to whip up a great meal, and a full dining set to enjoy it. Plus, you can add BBQ to the menu, thanks to your outdoor grill.

Each bedroom has its own smart TV for your entertainment, and the home is connected to high speed wifi. You'll find the primary King bedroom suite on the ground level of the home. It has a beautiful ensuite bathroom and spacious design. There is also a bunk-bed room on this floor, but all the other bedrooms are located upstairs on the 2nd level. You'll also find a loft lounge up here, that includes the popular games of billiards, and foosball.

All the comforts of home are included, such as central A/C, in-home laundry machines, and free onsite parking. Our guests also get access to the resort amenities at the clubhouse.

Windsor at Westside is a gated vacation rental community close to Disney featuring an extraordinary clubhouse, lake and pier, zero-entry resort-style pool complete with a waterslide, lazy river, and children’s water playground. The Tiki bar offers poolside food and drink service, while the TuCasa bar and fireplace lounge has indoor and outdoor dining. There is also a fitness centre, sand volleyball courts, multi purpose sports courts, a video arcade and sundries shop. The resort is perfectly located to give you easy access in to the back entrance of Disney World. Close to shops, supermarkets and restaurants it's a great location to explore all the Orlando theme park attractions.

Guest Access:
You'll have private access to the property, so please make yourself at home. You can park 2 cars in the driveway and an additional 2 more in the garage. Our guests also get access to the resort clubhouse and its amenities, they are open from 9am to 9pm daily.

The Neighborhood:
Windsor at Westside is a brand new Mediterranean-themed community of luxury Orlando vacation rentals just 8 miles from Disney World. Guests get full access to the clubhouse and all of its amenities.

Getting Around:
Windsor at Westside is perfectly located to give you easy access in to the back entrance of Disney World via Black Lake Road followed by Sherbeth Road, so you will experience very minimal traffic. Close to shops, supermarkets (publix) and restaurants it's a great location to explore all the Orlando theme park attractions.

Windsor at Westside is just 30 miles from Orlando International Airport via the 417 toll road which normally takes about 35 minutes and only costs a few Dollars for the convenience.

Other Things to Note:
Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/day per service and $60/day for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.

• We're happy to deliver:
- a full BBQ propane tank upon request for $70/per tank.
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).
- Mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.

Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.

Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.

Property manager

Upstay

Languages

English, French, German, Portuguese, Russian, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

Similar properties

House Rules

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted
1. Parties, events and smoking/vaping of any kind are prohibited in or around our property and risk a fine of $150 and/or your full deposit will be...

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
This property accepts cash
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Kissimmee

Located in Kissimmee, this holiday home is in the city centre and near theme parks. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports, and consider making time for Walt Disney World® Resort, a top attraction not to be missed.
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 5 min drive
  • Highland Reserve Golf Club - 7 min drive
  • ChampionsGate Golf Club - 9 min drive
  • Mystic Dunes Golf Club - 13 min drive
  • Disney's Animal Kingdom® Theme Park - 19 min drive

Getting around

  • Kissimmee Station - 31 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive

Restaurants

  • ‪Starbucks - ‬10 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Culver's - ‬7 min drive
  • ‪Taco Bell - ‬7 min drive
  • ‪Best of British Cafe - ‬7 min drive

Frequently asked questions

Does Upstay - 20 Guest Mansion @ THE BEST Resort! have a pool?

Yes, this property has a pool.

Is Upstay - 20 Guest Mansion @ THE BEST Resort! pet-friendly?

No, pets are not allowed at this property.

Where is Upstay - 20 Guest Mansion @ THE BEST Resort! located?

Located in the heart of Kissimmee, this holiday home is 2.5 mi (4 km) from Lake Davenport and 2.9 mi (4.7 km) from Highland Reserve Golf Club. Northeast Regional Park and Surfari Water Park are also within 6 miles (10 km).

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About the host

Hosted by Upstay

Host profile image
Upstay provides modern vacation homes and urban retreats with 5-star hospitality. Our promise is to provide exceptional experiences by offering anticipatory hospitality services and innovative spaces that inspire and delight our guests.

Languages:

English, French, German, Spanish, Portuguese, Russian
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