Entire home

Upstay- Family Villa for 12 w Pool, Games & BBQ

Holiday home in Kissimmee with Hot tub and fitness centre

Photo gallery for Upstay- Family Villa for 12 w Pool, Games & BBQ

Pool
TV, table football
TV, table football
Interior
Terrace/patio

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms5 bathrooms292 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪4 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, Highland Reserve Golf Club
    ‪6 min drive‬
  • Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪32 min drive‬

Room options

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About the area

Kissimmee

At this holiday home you'll be 4.5 km (2.8 mi) from Highland Reserve Golf Club and 4.6 km (2.9 mi) from Lake Davenport. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features 4.5 bathrooms, a balcony and a TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .Enjoy the gym and Hot tub. Other amenities include a games room, a garden and barbecues. .Attractions within a 15-minute drive of this Kissimmee holiday home include ChampionsGate Golf Club and Flamingo Crossings Town Center.

What's nearby

  • Northeast Regional Park - 4 min drive - 3.1 km
  • Lake Davenport - 4 min drive - 3.1 km
  • Highland Reserve Golf Club - 6 min drive - 4.0 km
  • Four Corners FC - 6 min drive - 5.4 km
  • ChampionsGate Golf Club - 8 min drive - 8.1 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 42 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪7-Eleven - ‬4 min drive
  • ‪Dutch Bros Coffee - ‬7 min drive
  • ‪Chick-Fil-A - ‬11 min drive
  • ‪Twistee Treat Berry Town - ‬7 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.

Upstay- Family Villa for 12 w Pool, Games & BBQ

Summary:

Upstay presents the perfect villa for families and group getaways, a spacious 6-bedroom, 5-bathroom home at Windsor at Westside Resort offers comfort, fun, and unbeatable convenience. Enjoy the private pool, BBQ grill, and a garage game room with a pool table, foosball, and darts. Located just minutes from Disney and Universal, with full access to resort amenities like a lazy river, fitness centre, clubhouse, and more—your Orlando adventure starts here!



The Space:

Sunshine, space, and resort-style fun! Welcome to this beautiful 6-bedroom, 5-bathroom family villa at the highly sought-after Windsor at Westside Resort in Kissimmee. With over 3,100 sq. ft. of living space and room for up to 12 guests, this two-storey getaway is perfect for families, friends, or small group vacations just minutes from Disney.



From a private pool to a fully loaded garage game room and full access to world-class resort amenities, this home is made for memory-making.



Outdoor Living at Its Best:

• Private screened-in pool with safety fence

• Furnished patio with loungers & shaded seating

• BBQ grill for outdoor cooking

• Dining area for sunny meals or evening BBQs



It's Game Time, Anytime:

• Garage game room with pool table, foosball & darts

• Smart TVs throughout for movie nights or morning cartoons

• High-speed WiFi + Roku & cable for your streaming needs



Eat, Chill & Connect:

• Fully equipped kitchen with stainless steel appliances

• Spacious kitchen island & indoor dining for 8

• Open-concept living area with cozy seating & 64" Smart TV

• Upstairs loft with another 64" Smart TV – perfect for kids or extra hangout space



Sleep Soundly – 6 Bedrooms / 5 Bathrooms:

First Floor:

• Bedroom 1: King bed | Ensuite bathroom | 50" TV



Second Floor:

• Bedroom 2: King bed | Ensuite bathroom | 50" TV

• Bedroom 3: Queen bed | Shares bath w/ BR 4 | 43" TV

• Bedroom 4: Queen bed | Shares bath w/ BR 3 | 43" TV

• Bedroom 5: Queen bed | Shares bath w/ BR 6 | 43" TV

• Bedroom 6: Queen bed | Shares bath w/ BR 5 | 43" TV

(All bathrooms include fresh towels, hairdryers & shower amenities.)



Windsor at Westside Resort Amenities (included):

• Gated 24/7 security with access via Lima Gate

• Clubhouse with pool, lazy river, splash pad & waterslides

• Hot tub, fitness centre, spa & business center

• Tu Casa Bar & Lounge (open 11am–8pm)

• Volleyball, basketball & tennis courts

• Arcade room, playground, and movie theatre

(Clubhouse Hours: 9:00 AM – 8:00 PM)



Parking & Practical Info:

• Driveway parking for 2 vehicles

• Overflow parking available at clubhouse (limited)

• Washer & dryer available in-unit

• Trash pickup daily – place bins outside



Unbeatable Location:

• 10 minutes to Disney parks

• 25 minutes to Universal Studios & SeaWorld

• 5 minutes to shopping, groceries, and restaurants

• 35 minutes to Orlando International Airport (MCO)



Why Stay With Us?

As experienced & professional hosts, we pride ourselves on delivering top-notch guest experiences. Our home is professionally cleaned, well-stocked, and thoughtfully designed for comfort, fun, and togetherness.



Book now and make unforgettable Orlando memories with your crew!



Guest Access:

Parking:

• Up to 2 vehicles can park in the home’s driveway.

• Overflow parking is available near the clubhouse, though limited—please avoid fire lanes and “No Parking” zones.



Property Access:

• Check in with the gate security guard upon arrival.

• You’ll need to show your booking confirmation and valid ID to receive your proxy access card, which allows gated entry for the remainder of your stay.



Resort Access:

• Enjoy complimentary access to the Windsor at Westside Resort amenities, including the clubhouse, lazy river, pool, splash pad, and more.

• The clubhouse is open daily from 9:00 AM to 8:00 PM, and the Tu Casa bar/lounge operates from 11:00 AM to 8:00 PM.



The Neighborhood:

One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!



Getting Around:

Nearby Family Attractions:

• Walt Disney World ~ 10 miles.

• Magic Kingdom Park ~ 15 miles.

• EPCOT ~ 15 miles.

• Hollywood Studios ~ 10 miles.

• SeaWorld ~ 16 miles.

• Universal Studios ~ 25 miles.



Nearby Other Attractions:

• Highlands Reserve Golf Club ~ 3 miles.

• Lake Louisa State Park ~ 13 miles.

• Camping World Stadium ~ 32 miles.

• Orlando Science Center ~ 34 miles.

• Mennello Museum of American Art ~ 36 miles.



Other Things to Note:

Important to note:

• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!

• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.



Add-On Services:

• Pool heating: $35/night



Convenience Rentals:

• BBQ propane tank: $70 (delivered)

• Pack 'N Play crib: $40

• Highchair: $40

(Please reach out after booking to arrange any add-ons or upgrades.)



House Rules:

1. Parties, events, and smoking/vaping are prohibited in or around our property.

2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.

3. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit.

4. Firearms and weapons are strictly prohibited on the property.

5. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion.

If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.



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.

Similar properties

Property amenities

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

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

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Gym
  • Theme park nearby

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

  • Garden
  • Property located in a resort
  • Unit size: 3,142 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

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
Information provided by the property may be translated using automated translation tools

Rules

1. Parties, events, and smoking/vaping are prohibited in or around our property. 2. Please check-out on time. Late departures will result in a cha...

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
This property accepts cash
On-site parties or group events are strictly prohibited
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. This property accepts cash. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property is also known as

6866f2db11e03d001204bd2b

Frequently asked questions

Are there any beaches close to Upstay- Family Villa for 12 w Pool, Games & BBQ?

The closest beach to Upstay- Family Villa for 12 w Pool, Games & BBQ is Melt-Away Bay (8.5 km).

Does Upstay- Family Villa for 12 w Pool, Games & BBQ have a pool?

No, this holiday home doesn't have a pool.

What makes Upstay- Family Villa for 12 w Pool, Games & BBQ a romantic place to stay?

1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at Upstay- Family Villa for 12 w Pool, Games & BBQ.

Is there a private hot tub at Upstay- Family Villa for 12 w Pool, Games & BBQ?

Yep, there is a hot tub.

Is there a free airport shuttle available at Upstay- Family Villa for 12 w Pool, Games & BBQ?

No, Upstay- Family Villa for 12 w Pool, Games & BBQ does not offer an airport shuttle service.

What time are check-in & check-out at Upstay- Family Villa for 12 w Pool, Games & BBQ?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Upstay- Family Villa for 12 w Pool, Games & BBQ?

No, pets are not allowed.

Upstay- Family Villa for 12 w Pool, Games & BBQ 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

Letitia P.

Liked: Cleanliness
The house is very clean and beautifully decorated.
Stayed 2 nights in Oct 2025