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Upstay - Resort Home w Pool, Hot Tub + Games Room

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Private Outdoor Pool Area with Jacuzzi, Sun Loungers and Covered Patio
Private Games Room Featuring Table Tennis, Foosball and More!
Contemporary Living Room with Smart TV
Vibrant Upstairs TV Lounge Area with Large Smart TV Perfect for Family Gatherings!
Windsor at Westside Resort

Reviews

10 out of 10
Exceptional
8 bedrooms6 bathroomsSleeps 20375.4 sq m

Popular amenities

  • Outdoor space
  • Parking available
  • Hot tub
  • Dryer
  • Washer
  • Barbecue grill

Explore the area

Map
Kissimmee, FL
  • ChampionsGate Golf Club
    ‪9 min drive‬
  • Mystic Dunes Golf Club
    ‪13 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪18 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪41 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Double Beds

Bedroom 4

1 Single Bed and 1 Double Bed

Bedroom 5

1 Single Bunk Bed

Bedroom 6

1 King Bed

Bedroom 7

1 King Bed

Bedroom 8

1 King Bed

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
Office
Balcony
Garden
Dining area

About this property

Upstay - Resort Home w Pool, Hot Tub + Games Room

Summary:
Upstay presents this fantastic 8 bedroom home, perfect for family vacations. You'll be near Disney, and the magic of the parks fills this home with its Disney themed rooms. Highlights of this home include a massive projection screen - perfect for movie nights; a private outdoor swimming pool, and a jacuzzi hot tub. Kids will love the Mickey Mouse bunk-bed room, and playing in the games room. Located within the Windsor at Westside resort community, you'll get access to the resort amenities too.

The Space:
Home Features:
- 8 Bedrooms
- 6 Bathrooms
- Private Swimming Pool
- Outdoor Hot Tub (heating available for a fee)
- Indoor and Outdoor Dining Areas
- Fully Equipped Kitchen
- In-Home Laundry Machines
- Complimentary Wifi
- Smart TVs
- Private Games Room with Table Tennis, Arcade Games, and More
- Loft Movie Lounge with Projection Screen
- Free onsite parking
- Resort Access

Windsor at Westside Resort Features:
• 24hr gated entrance with security guard
• Clubhouse with restaurant, bar & lounge
• State-of-the-art fitness center
• Lazy river for floating
• Shallow-entry resort-style pool
• Waterslides
• Outdoor jacuzzi hot tub
• Tiki bar
• Video arcade
• Sundries shop
• Volleyball court
• Multi-purpose sports courts

Let's kick things off with the amazing back deck. Picture this: a private screened-in patio, featuring a sparkling swimming pool and spill-over jacuzzi hot tub. Enjoy al fresco dining on the covered patio, or lounge in the sun on one of the recliner chairs for all the vacation vibes. Pool and hot tub heating are available for an additional fee for those who like things a little warmer.

We've taken the garage, and turned it into your own personal arcade games room! Packed full of favourites like table tennis, foosball, and arcade basketball, it's sure to be the fav hang out spot when you've had too much sun for the day.

The gourmet kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and a large island. Stretch out and relax in the living room, and gather around the large capacity dining table when it's time for a meal.

Each of the 8 bedrooms is complete with plush bedding, flat-screen TVs, and most with en-suite bathrooms. The ground level of the home has separate King and Queen bedrooms, and the remaining 6 other bedrooms are all located upstairs. You'll also find the Mickey Mouse themed movie room up here. Enjoy your favorite Disney movies on the massive projection screen - the perfect way to wind down after a day at the theme parks.

Plus, there's all the comforts of home you'd expect, including air conditioning, in-home laundry machines, free onsite parking, and complimentary wifi. Located in the Windsor at Westside community, you'll have access to the resort amenities, including a clubhouse, fitness center, lazy river, and more. Plus, with Disney just a short drive away, you'll have endless entertainment options at your fingertips.

Guest Access:
You will have exclusive access to the home to relax and enjoy your vacation.

Our guests are provided with complimentary access to the Windsor at Westside Resort. They're open from 9:00am to 9:00pm and have a number of amenities, including a pool with slide, hot tub, lazy river, playground, video arcade, fitness center, basketball/tennis courts, volleyball courts, restaurants, bars, a lounge, and outdoor areas.

The resort permits 5 vehicles per residence. Vehicles can be park in the driveway and on the street. Please don't park on the grass, block sidewalks, pedestrian walkways, parking signs, fire hydrants, and neighbors’ driveways to avoid your vehicle being towed.

The Neighborhood:
Windsor at Westside is a gated vacation rental community close to Disney featuring an extraordinary 10 000 square foot clubhouse, lake and pier, zero-entry resort-style pool complete with a waterslide, lazy river, and kids’ water playground. The TuCasa Tiki bar and fireplace lounge serves food for poolside dining. There is also a fitness center, beach volleyball courts, multi purpose sports courts, a video arcade and sundries shop.

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.

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 "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).

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

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

Kissimmee is home to this holiday home. Old Town and Disney Springs™ are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Hollywood Studios®, a top attraction not to be missed.
Map
Kissimmee, FL

What's nearby

  • Highland Reserve Golf Club - 7 min drive - 4.1 km
  • ChampionsGate Golf Club - 9 min drive - 7.0 km
  • Mystic Dunes Golf Club - 13 min drive - 9.8 km
  • Reunion Resort Golf Course - 18 min drive - 12.3 km
  • Disney's Animal Kingdom® Theme Park - 18 min drive - 16.4 km

Getting around

  • Kissimmee Station - 30 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive

Restaurants

  • ‪Starbucks - ‬9 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Culver's - ‬6 min drive
  • ‪Taco Bell - ‬6 min drive
  • ‪Best of British Cafe - ‬7 min drive

Frequently asked questions

Does Upstay - Resort Home w Pool, Hot Tub + Games Room have a pool?

Yes, this property has an indoor pool.

Is Upstay - Resort Home w Pool, Hot Tub + Games Room pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Upstay - Resort Home w Pool, Hot Tub + Games Room?

Check-in begins at 4:00 PM.

What time is check-out at Upstay - Resort Home w Pool, Hot Tub + Games Room?

Checkout is at 11:00 AM.

Where is Upstay - Resort Home w Pool, Hot Tub + Games Room located?

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

8.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Tammy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Mar 2025

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