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Upstay Modern Home Near Disney with Pool

4 bedrooms · 5 beds · 4.5 bathrooms · Sleeps 9
Townhouse

Where you’ll sleep

King
Bedroom 1
Queen
Bedroom 2
Queen
Bedroom 3
Queen · Twin
Bedroom 4

Presented by Upstay, this spacious 4 bedroom home sleeps up to 9 guests, ideal for families and small groups. Enjoy 5 beds, 4.5 bathrooms, themed rooms, a private pool with BBQ grill, and a fully equipped kitchen with dining for 8. Relax and connect in the open living area.

About this property

A Magical Place to Relax and Enjoy
• Private pool with BBQ grill for outdoor dining and relaxation
• Outdoor lounge area with beach chairs for relaxing and enjoying fresh air
• Indoor living area with Smart TV and WiFi for comfort and entertainment

Feel at Home While You Cook and Dine
• Fully equipped kitchen for easy meal preparation
• Center island with seating for 3, ideal for extra dining and conversation
• Dining area for 8 guests for relaxed, shared meals with your group

Relaxing and Comfortable Stay
A magical and relaxing home designed for comfort and memorable group stays.
• Bedroom 1: features a king bed with a 55 inch Smart TV
• Bedroom 2: Lilo and Stitch themed room includes a queen bed with a 55 inch Smart TV
• Bedroom 3: includes a queen bed with a 48 inch Smart TV and a private bathroom with walk in shower
• Bedroom 4: Mickey and Minnie themed bunk bed room featuring a queen over twin setup and 48 inch Smart TV

The area

Gated community with 24 hour staffed entrance near Disney World in Westside, between US 192 and Champions Gate, offering easy access to restaurants and theme parks. Features a 13,000 sqft two story clubhouse with restaurant, pools, fitness center, kids club, and FlowRider surf and wake simulator (additional fees apply). Complimentary WiFi available in clubhouse and pool areas.

Nearby Attractions
• Highlands Reserve Golf Club ~ 2.2 miles
• Northeast Regional Park ~ 3.3 miles
• Promenade at Sunset Walk ~ 5 miles
• Wallaby Ranch ~ 6.8 miles
• Disney World ~ 7.2 miles

Easy access by air, car, or rail make getting to Kissimmee a breeze any time of year. Once you've arrived, a variety of transportation options can easily connect you to nearby attractions, including world-famous theme parks. Explore all the options here and start charting your course to Central Florida adventure!

• Orlando Tree Trek Adventure ~ 7.7 miles
• Hollywood Studio ~ 10 miles
• Old Town ~ 10.4 miles
• Celebration Lakeside Park ~ 10.2 miles
• Kissimmee Airport ~ 20.6 mils
• Historic Downtown Kissimee ~ 22.2 miles
• Orlando International Airport ~ 33.3 miles

Rideshare friendly with Uber, Lyft, and local taxis available for easy trips to nearby theme parks and restaurants.

Notes from your host

• 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!

Additional Services:
• 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!
• Pool heating is available upon request and is not included in the booking price. The fee is $35/night with a 2-night minimum. At least 24 hours’ notice is required if you would like to add this service.
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)

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.

full description, the area, host notes


Managed by Upstay

Upstay
4.6★

22,541 reviews

Upstay is a vacation rental management company offering hand-picked, uniquely designed properties across multiple destinations including Orlando, Austin, Costa Rica, Canada, and Colorado. They provide curated accommodations ranging from family retreats to luxury villas, emphasizing comfort, style, and personalized travel experiences.


Spaces


Guest Reviews

4.8★ · 23 reviews
All reviews →
★★★★★

“The place was gorgeous and looked exactly like the photos! No resort fee for using the amenities across the street which was so great! Would stay here again without a doubt.”

Guest · Sep 2026

★★★★★

“We had a wonderful stay! The place was beautiful, clean, comfortable, and had everything we needed. The location was great, and the entire experience was smooth and enjoyable from beginning to end. The host was very helpful, responsive, and made us feel welcome. We truly enjoyed our time here and would definitely stay again. Highly recommend this place to anyone looking for a comfortable and relaxing stay!”

Guest · Sep 2026

★★★★★

“Very nice host, clean large townhouse, plenty of bathrooms, nice size bedrooms, host responded immediately to any issues that arose and remedied them. Kitchen is large and super well stocked with everything you need from air fryers to coffee keurig maker. For sure would rent here again if I’m back in town.”

Guest · Sep 2026

Good for

Remote work


Rules & Policies


Location

Kissimmee, Florida

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