But don't worry, we're on call to make sure your stay goes smoothly.But don't worry, we're on call to make sure your stay goes smoothly.
5 bedrooms4+ bathroomsSleeps 14
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Explore the area
Kissimmee, FL
Northeast Regional Park
Place, Northeast Regional Park
2 min drive
Lake Davenport
Place, Lake Davenport
2 min drive
Walt Disney World® Resort
Place, Walt Disney World® Resort
8 min drive
Orlando, FL (MCO-Orlando Intl.)
Airport, Orlando, FL (MCO-Orlando Intl.)
42 min drive
Rooms & beds
5 bedrooms (sleeps 14)
Quadruple
1 Single Bed and 1 Single Bunk Bed
Quadruple
1 Single Bed and 1 Single Bunk Bed
Suite
1 King Bed
Suite
1 Queen Bed
Suite
1 Queen Bed
4 bathrooms, 1 half bathroom
1/2 Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Spaces
Kitchen
Separate dining area
Dining area
About this property
Modern 5BR Villa w/ Private Pool at Windsor
Enjoy comfort, style, and space in this modern 5-bedroom villa at Windsor at Westside Resort, perfect for up to 14 guests. Features themed bedrooms, full kitchen, open living space, laundry, Wi-Fi, and a private heatable pool. Access resort amenities including community pool, lazy river, fitness center, playground and family entertainment. Just minutes from Disney and Orlando’s top attractions, this villa is ideal for families or groups seeking convenience, fun, and unforgettable memories.
Welcome to a HoliStays experience where every stay feels seamless, comfortable, and unforgettable. Our local team specializing in Orlando vacation homes ensures spotless cleaning, 24/7 support in multiple languages, complimentary concierge assistance, and a resort‑style experience from check‑in to check‑out.
This modern 5‑bedroom villa is designed for comfort, convenience, and style, accommodating families and groups of up to 14 guests. Located in the prestigious Windsor at Westside Resort, you’ll enjoy top‑tier amenities and be just minutes from Orlando’s best attractions, including Walt Disney World.
Inside, a spacious open‑concept layout features a stylish living room, fully equipped kitchen, and generous dining area — perfect for gathering and entertaining. The kitchen includes all essentials for easy meal preparation.
Outside, unwind in your private heatable pool with a nearby half bathroom — the perfect space to relax after a day at the parks.
Upstairs, a cozy family lounge offers extra space to relax, play games, or watch a movie.
- Ground Floor
• Bedroom 1: Queen bed with private bathroom
- Second Floor
• Bedroom 2: King bed with ensuite bathroom
• Bedroom 3: Queen bed with ensuite bathroom
• Bedroom 4: Mickey‑themed room with two bunk beds (4 single beds)
• Bedroom 5: Harry Potter‑themed room with a bunk bed (double + single) and a trundle
• (Bedrooms 4 & 5 share a full bathroom)
- Amenities & features
Free Wi‑Fi, on‑site parking, in‑home laundry with washer and dryer, welcome kit with basic bathroom and kitchen essentials (guests responsible for replenishment). Pool heating and BBQ grill use available for an additional fee.
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve. From the first message to your final day, our team is available to help with dining tips, park guidance, transportation, or special requests. Book with confidence and let us take care of the rest.
Guests will enjoy full access to the entire villa, including all bedrooms, living spaces, private pool, and access to the resort’s top‑tier amenities. Free on‑site parking is available.
A detailed digital guide will be provided with essential home information and local recommendations. Our team is available 24/7 via messaging or phone for any assistance or questions during your stay.
Located within Windsor at Westside Resort in Kissimmee, this community offers a complete vacation experience with a variety of amenities for all ages. Just minutes from Walt Disney World, the area also features restaurants, shops, outlets, golf courses, and entertainment options, ensuring convenience and fun for the whole family.
The home is ideally located near major roads and highways, making it easy to reach Disney, Universal Studios, SeaWorld, and other Orlando attractions. Free on‑site parking and convenient access to transportation services and tours.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Luxury 5BR Family Home|Private Pool, Resort Amenities|Near Disney World #10560
Kissimmee
Luxury 5BR Family Home|Private Pool, Resort Amenities|Near Disney World #10560
Regras da Casa. - Check-in: após 16h | Check-out: até 10h. - Proibido fumar dentro da casa. - Sem festas ou eventos | Silêncio das 22h às 9h.
- Não são permitidos pets. - Somente hóspedes registrados. - Avise sobre qualquer dano imediatamente.
- Desligue luzes e ar-condicionado ao sair.
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Kissimmee
Kissimmee is home to this villa. Flamingo Crossings Town Center and Old Town 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. Disney's Hollywood Studios® and Epcot® are not to be missed.
Disney's Animal Kingdom® Theme Park - 13 min drive - 11.0 km
Disney Springs™ - 20 min drive - 22.3 km
Getting around
Kissimmee Station - 30 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 43 min drive
Restaurants
Wawa - 5 min drive
McDonald's - 5 min drive
7-Eleven - 4 min walk
Circle K - 5 min drive
Dutch Bros Coffee - 4 min drive
Frequently asked questions
Does Modern 5BR Villa w/ Private Pool at Windsor have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Modern 5BR Villa w/ Private Pool at Windsor?
As of 25 Apr 2026, prices found for a 1-night stay for 2 adults at Modern 5BR Villa w/ Private Pool at Windsor on 20 May 2026 start from AU$295, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Modern 5BR Villa w/ Private Pool at Windsor pet-friendly?
No, pets are not allowed at this property.
How much is parking at Modern 5BR Villa w/ Private Pool at Windsor?
On-site parking is available at the property.
What time is check-in at Modern 5BR Villa w/ Private Pool at Windsor?
Check-in begins at 4:00 PM.
What time is check-out at Modern 5BR Villa w/ Private Pool at Windsor?
Checkout is at 10:00 AM.
Where is Modern 5BR Villa w/ Private Pool at Windsor located?
Situated in Kissimmee, this villa is within 3 miles (5 km) of Lake Davenport, Four Corners FC and Highland Reserve Golf Club. Northeast Regional Park is 2.8 mi (4.5 km) away.
About the host
Hosted by Holistays Disney
Premier Host
They consistently provide great experiences for their guests