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Modern 5BR Villa w/ Private Pool at Windsor

Photo gallery for Modern 5BR Villa w/ Private Pool at Windsor

Bedroom
Swimming pool
Swimming pool
Swimming pool
Swimming pool
5 bedrooms4+ bathroomsSleeps 14

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪2 min drive‬
  • Place, Lake Davenport
    ‪2 min drive‬
  • Place, Walt Disney World® Resort
    ‪8 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪42 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Quadruple

1 Twin Bed and 1 Twin Bunk Bed

Quadruple

1 Twin Bed and 1 Twin 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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
Onsite 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 neighborhood

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.
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 2 min drive - 1.7 km
  • Lake Davenport - 2 min drive - 1.7 km
  • Walt Disney World® Resort - 8 min drive - 9.1 km
  • 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 Apr 24, 2026, prices found for a 1-night stay for 2 adults at Modern 5BR Villa w/ Private Pool at Windsor on May 23, 2026 start from $245, 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?

Onsite 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?

Check-out is at 10:00 AM.

Where is Modern 5BR Villa w/ Private Pool at Windsor located?

Situated in Kissimmee, this villa is within 3 mi (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

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Premier Host

They consistently provide great experiences for their guests
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