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Upstay Lake View Villa with Hot Tub, Pool & Resort

Upstay Lake View Villa with Hot Tub, Pool & Resort

Kissimmee, Florida4.80 (11)
8 bedrooms · 12 beds · 6 bathrooms · Sleeps 21
HouseHot Tub

Where you’ll sleep

King
Bedroom 1
King
Bedroom 2
King
Bedroom 3
Double · Twin
Bedroom 4
2x Queen
Bedroom 5
Queen
Bedroom 6
Double · Twin
Bedroom 7
Bunk (Twin/Twin)
Bedroom 8

Make magical memories near Walt Disney World at this spacious 8 bedroom retreat in Windsor at Westside Resort. Perfect for large families and groups, enjoy a private pool with lake views, spillover hot tub, themed bedrooms that sleep up to 21 guests, outdoor lounge spaces, a fully equipped kitche...

About this property

Make magical memories near Walt Disney World at this spacious 8 bedroom retreat in Windsor at Westside Resort. Perfect for large families and groups, enjoy a private pool with lake views, spillover hot tub, themed bedrooms that sleep up to 21 guests, outdoor lounge spaces, a fully equipped kitchen, and convenient parking throughout your stay. Take advantage of resort amenities like hot tub, lazy river, kids splash, water slides, and sports courts. Book your Disney getaway today.

Your Private Outdoor Escape
• Exclusive private pool with relaxing lake views and spillover hot tub
• Comfortable outdoor lounge seating and sofa for up to 6 guests
• Expansive patio space
• Pool safety fence for added peace of mind
• Ambient outdoor lighting
• Peaceful, quiet-street residential setting

Relax, Gather, and Feel at Home Indoors
• Spacious open-concept living area
• Cool and comfortable stay with Central air conditioning
• High-speed, reliable WiFi
• Open layout designed for seamless group socializing
• Cozy and comfortable seating arrangements

Share Meals, Stories, and Special Moments
• Dining table seats up to 10 guests
• Fully equipped culinary kitchen stocked with essentials
• Modern appliances and essential cooking tools provided
• Open layout that keeps cooking and dining connected

Rest Easy in Comfortable and Themed Bedrooms
• Bedroom 1: King bed with a 40 inch Smart TV and large private ensuite with separate bathtub
• Bedroom 2: King bed with mountain inspired décor, a 40 inch Smart TV and private ensuite
• Bedroom 3: King bed with city themed décor and a 40 inch Smart TV (shared ensuite with the Star Wars room)
• Bedroom 4: Full and twin bed in a Star Wars themed bedroom (shared ensuite with the city room)
• Bedroom 5: Two queen beds in a Batman themed bedroom with 32 inch Smart TV and private ensuite
• Bedroom 6: Queen bed with Mickey Mouse theme and 32 inch Smart TV
• Bedroom 7: Full and twin bed in a Harry Potter themed bedroom with a 32 inch Smart TV
• Bedroom 8: Princess themed bunk room (queen bed and twin bed)

The area

Driving is the most convenient way to explore the area, especially for visiting Disney parks, shopping outlets, and nearby attractions at your own pace. Your own vehicle or a rental car is highly recommended. If you prefer not to drive, taxis and private transfers can be arranged from the airport and major hubs. Rideshare services like Uber and Lyft are also widely available and commonly used for quick trips to theme parks and dining areas.
• Disney Springs ~10 miles
• Old Town Kissimmee ~11 miles
• Orlando Vineland Premium Outlets ~14 miles
• SeaWorld Orlando ~16 miles
• Universal Orlando Resort ~20 miles
• Orlando International Airport (MCO) ~28 miles

Easy access to Orlando attractions with flexible transport options
Driving is the most convenient way to explore the area, especially for visiting Disney parks, shopping outlets, and nearby attractions at your own pace. Rideshare services like Uber and Lyft are also widely available and commonly used for quick trips to theme parks and dining areas. If you prefer not to drive, taxis and private transfers can be arranged from the airport and major hubs.
• Universal Orlando Resort ~20 miles
• SeaWorld Orlando ~16 miles
• Orlando Vineland Premium Outlets ~14 miles
• Old Town Kissimmee ~11 miles
• Disney Springs ~10 miles
• Orlando International Airport (MCO) ~28 miles
Best way to get around: A rental car is highly recommended for maximum flexibility, convenience, and easier access to all major attractions.

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!
• Please note that the Pool heating system is currently unavailable(OOO)

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. Please let us know at least 24 hours in advance so we can have everything ready for you to enjoy the grill.
• 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.

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.

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Guest Reviews

4.8★ · 11 reviews
All reviews →
★★★★★

“Great service, response time amazing and everything was super clean. Would love to book again!”

Guest · Sep 2026

★★★★★

“Had a great stay:) Beautiful house and neighborhood. Lazy river was a HUGE plus and not a far walk from the house. Lots of fun:) There was also a bonus pool located right next to the property if you wanted to use a bigger community pool which had a couple vending machines available. Plenty of rooms and bathrooms. Amazing kitchen and space for entertaining. Wasn’t too far from shops and stores like Walmart, ice cream shop, and restaurants. It was about 40 min from Universal. About an hour from the airport (avoiding tolls). Would highly recommended and fast easy communication from the host:) Thank you Alfredo!”

Guest · Sep 2026

★★★★★

“This place was amazing! The host responded to any and all questions I had for my stay. Open space and the 2 living rooms is a plus for watching sporting events in one and movies in the other living room! The pool and hot tub was private! I highly recommend booking with them!!!”

Guest · Sep 2026

Good for

GroupsHot tub nights

Rules & Policies

Location

Kissimmee, Florida

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