Upstay Family Retreat w Pool, 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 cinema and an upgraded games room with a PlayStation, this home 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.



The Space:

This newly renovated 9-bedroom, 6-bathroom home at Windsor at Westside has been enhanced with a brand-new private cinema and upgraded games room with a PlayStation—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 worktops, 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:

First Floor:

Bedroom 1: King bed

Bedroom 2: Two (2) Queen beds with ensuite



Second Floor:

Bedroom 3: King bed with ensuite

Bedroom 4: Bunk-bed (twin/full)

Bedroom 5: King bedroom suite

Bedroom 6: King bedroom suite

Bedroom 7: Bunk bed (twin/full)

Bedrooms 8&9: Two 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 washing machines 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 film night at home—this property offers a holiday 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 Area:

Windsor at Westside is a brand new Mediterranean-themed community of luxury Orlando holiday 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:

• 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!

• Up to 2 vehicles may park in the driveway while extra parking is available at the clubhouse. The garage is not available, and a maximum of 5 vehicles is allowed per residence.

• Please note that washcloths are not provided—kindly bring your own for your stay.



Additional Services:

• Pool and hot tub heating are available upon request and are not included in the booking price. The fee is $45/night per service or $79/night for both, with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.

• Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!

• Rent a Pack 'n play for $39 (one-time fee)

• Rent a highchair for $29 (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.



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.