Entire home

Upstay - 20Guest Mansion w Pool Hot Tub Games Room

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Lobby
Indoor pool
9 bedrooms, iron/ironing board, WiFi, bed sheets
Sport court
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

9 bedrooms6 bathrooms408 sq m

Popular amenities

  • Washer
  • Parking available
  • Hot Tub
  • Pool
  • Outdoor Space
  • Barbecue grill

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Upstay - 20Guest Mansion w Pool Hot Tub Games Room

Summary:
Upstay presents this gorgeous 9-bedroom home at the Windsor at Westside Resort. Only 8 miles from Disney, the home has its own private swimming pool and jacuzzi hot tub, large furnished sundeck, and modern spacious rooms. There's also a games room with air hockey, billiards, and foosball tables. 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/night per service and $60/night 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

Add dates for prices

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Indoor pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 9 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health/beauty spa

Things to do

  • Arcade/game room
  • Gym

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Property located in a resort
  • Unit size: 4,391 square feet

Similar properties

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Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
MONETIZATION_ON

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

Property is also known as

66b23d96f650240043cd268f

About the neighborhood

Map
Kissimmee, FL

What's nearby

  • Highland Reserve Golf Club - 7 min drive - 4.0 km
  • ChampionsGate Golf Club - 9 min drive - 7.1 km
  • Mystic Dunes Golf Club - 13 min drive - 9.9 km
  • Reunion Resort Golf Course - 17 min drive - 10.1 km
  • Disney's Animal Kingdom® Theme Park - 19 min drive - 16.5 km

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 - 20Guest Mansion w Pool Hot Tub Games Room have a pool?

Yes, this property has an indoor pool.

Is Upstay - 20Guest Mansion w Pool Hot Tub Games Room pet-friendly?

No, pets are not allowed at this property.

Where is Upstay - 20Guest Mansion w Pool Hot Tub Games Room located?

Located in the heart of Kissimmee, this vacation 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 mi (10 km).

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Upstay - 20Guest Mansion w Pool Hot Tub Games Room Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Arthur V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious Vacation Home for large groups!
Did a family trip to Disney with a total of 18 kids/adults. Primarily used for the basics (sleep/shower/breakfast) so it was perfect for that as everyone had their own space. Property manager was on top of their game and very responsive. Thanks for a great trip!
Stayed 6 nights in Feb 2025