Entire home

Upstay: Renovated 9BR Home w Theater & Games Room

2.5 star property

Photo gallery for Upstay: Renovated 9BR Home w Theater & Games Room

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

Reviews

10 out of 10
Exceptional

Entire home

9 bedrooms6 bathrooms

Popular amenities

  • Parking available
  • Dryer
  • Hot Tub
  • Washer
  • 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: Renovated 9BR Home w Theater & Games Room

Summary:
Upstay presents this newly renovated 9-bedroom home at the sought-after Windsor at Westside Resort—just 8 miles from Disney! Recently updated to include a brand-new private movie theater and an upgraded games room, this home now offers even more space for fun and relaxation. Enjoy your own private swimming pool, jacuzzi hot tub, and a spacious, fully furnished sundeck. Inside, you’ll find modern, airy rooms and entertainment for all ages, including air hockey, billiards, and foosball. Book now!

The Space:
This newly renovated 9-bedroom, 6-bathroom home at Windsor at Westside has been enhanced with a brand-new private movie theater and upgraded games room—making it the ultimate group getaway. Enjoy a private pool, outdoor hot tub, and a large sundeck with serene pond views. The home sleeps up to 20 guests comfortably, with smart TVs in every bedroom and high-speed WiFi throughout.

Enjoy pond-facing views and no rear neighbors while you soak up the Florida sunshine from your private screened-in patio. Cool off in the sparkling swimming pool, unwind in the jacuzzi hot tub, or enjoy BBQ lunches around the outdoor dining area—there’s plenty of space for everyone.

Inside, the fully equipped kitchen features double fridge/freezer combo units, two large-capacity dishwashers, quartz countertops, stainless steel appliances, and a deep double sink. Dine together at the 10-person indoor dining table, with additional seating for 4 at the kitchen island and even more outdoors.

Every bedroom has a Smart TV, and high-speed internet keeps everyone connected.

Bedroom breakdown:
First Floor:
Bedroom 1: King bed with ensuite
Bedroom 2: Queen bed with ensuite
Bedroom 3: Queen bed with ensuite
Also on this floor: A popular bunk-bed room, great for kids!

Second Floor:
Bedroom 4: King bedroom suite
Bedroom 5: Queen bedroom suite
Bedroom 6: Bunk bed (twin/full)
Bedrooms 7–9: Three rooms, each with 2 twin beds
Bonus: Upstairs loft lounge now enhanced with air hockey, billiards, and foosball

Need to throw in a load of laundry? No problem—this home includes in-home washers and dryers, central A/C, and free parking for up to 4 vehicles on-site.

As part of your stay, you’ll also enjoy full access to the incredible Windsor at Westside Resort, complete with a lazy river, water slides, a Tiki bar, and so much more. Whether you're heading to Disney (just 8 miles away), relaxing poolside, or enjoying a movie night at home—this property offers a vacation experience unlike any other.

Guest Access:
You'll have private access to the property, so please make yourself at home. You can park 2 cars in the driveway. 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:
*IMPORTANT NOTE*
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.

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:
- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
- 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

  • Laundry facilities
  • 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

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

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

  • ChampionsGate Golf Club - 11 min drive - 9.1 km
  • Mystic Dunes Golf Club - 12 min drive - 10.4 km
  • Reunion Resort Golf Course - 15 min drive - 12.1 km
  • Disney's Animal Kingdom® Theme Park - 16 min drive - 13.8 km
  • Disney's Hollywood Studios® - 20 min drive - 19.5 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
  • ‪Denny's - ‬8 min drive

Frequently asked questions

Does Upstay: Renovated 9BR Home w Theater & Games Room have a pool?

Yes, this property has an indoor pool.

Is Upstay: Renovated 9BR Home w Theater & Games Room pet-friendly?

No, pets are not allowed at this property.

Where is Upstay: Renovated 9BR Home w Theater & 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: Renovated 9BR Home w Theater & Games Room Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

10/10

Great property. Very engaged host
Stayed 3 nights in Apr 2025

10/10

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