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8BR Windsor Westside Home w/ Private Pool

Family-friendly villa with fitness centre and outdoor pool

Photo gallery for 8BR Windsor Westside Home w/ Private Pool

Game Room
Game Room
Game Room
Game Room
Game Room
8 bedrooms6 bathroomsSleeps 22

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪11 min drive‬
  • Airport, Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪32 min drive‬

Rooms & beds

8 bedrooms (sleeps 22)

Double

1 King Bed

Double

1 King Bed

Quadruple

1 Double Bed and 1 Single Bunk Bed

Suite

1 King Bed

Suite

1 King Bed

Twin

1 Double Bed and 2 Single Bunk Beds

Twin

1 Single Bunk Bed

Twin

1 Single Bunk Bed

6 bathrooms

Bathroom

Bathroom

Bathroom

Bathroom

Bathroom

Bathroom

Spaces

Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

8BR Windsor Westside Home w/ Private Pool

Just minutes from Disney, this elegant 8-bedroom home at Windsor Westside offers comfort and fun for the whole family. Enjoy a private pool, themed bedrooms, and full resort amenities including a lazy river, restaurant, gym, and 24/7 security. Perfect for families and groups seeking an unforgettable Orlando stay with HoliStays’ trusted 24/7 support.

Welcome to a HoliStays home, where every stay feels seamless.

Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, complimentary concierge service, and the comfort of a resort-style experience from check-in to check-out.

The Home

Your elegant vacation retreat at Windsor Westside offers the perfect blend of comfort, fun, and convenience. This luxury resort community features a full clubhouse, lazy river, large pool, modern gym, sports courts, playground, and on-site restaurant.

With 8 spacious bedrooms, tasteful décor, and plenty of room for the entire family, this home is ideal for those seeking an unforgettable stay close to Disney and Orlando’s best attractions.

Bedroom Layout

- Ground Floor

Bedroom 1: King bed

Bedroom 2: King bed with ensuite

- Upper Floor

Bedroom 3: King bed with ensuite

Bedroom 4: Bunk bed Twin + Twin and 1 Full (Princess)

Bedroom 5: Bunk bed Full + Full (Mickey)

Bedroom 6: Bunk bed Full + Full (Mario)

Bedroom 7: Bunk bed Full + Full, shared bathroom with Bedroom 8 (Donkey Kong)

Bedroom 8: King bed, shared bathroom with Bedroom 7

Extra Services & Details

Pool heating: US$35/day (min. 3 days)

BBQ grill: US$95 per stay (includes propane and cleaning)

Mid-stay cleaning available (extra fee)

Starter kit included (soap, shampoo, detergent, paper towels, trash bags, etc.)

Daily valet trash collection

Pets allowed

No smoking indoors (US$300 fine)

No parties/events (strict policy; fines apply)

Check-in: 4 PM | Check-out: 10 AM

Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.

From your first message to your final day, our team is available to assist with anything you need — dining tips, park guidance, transportation, or special requests.

Book your stay with confidence and let us take care of the rest.

Guests have full access to the entire home, private pool, and all resort amenities including the clubhouse, fitness center, lazy river, sports courts, restaurant, and kids’ areas.

Our team is available 24/7 via message or phone to assist with anything you may need — from local tips to concierge requests.

Located in a secure gated community, Windsor Westside offers a peaceful setting and resort-style facilities. Just minutes from Disney, with easy access to restaurants, supermarkets, outlets, and major highways.

The home is conveniently located near Orlando’s main roads, making it easy to reach Disney, Universal, and top attractions. Free on-site parking included.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Kissimmee

Kissimmee is home to this villa. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity 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. Travelling with kids? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex.
Map
kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 2.4 km
  • Lake Davenport - 3 min drive - 2.4 km
  • Walt Disney World® Resort - 11 min drive - 9.7 km
  • Disney's Animal Kingdom® Theme Park - 15 min drive - 11.7 km
  • Disney Springs™ - 19 min drive - 23.8 km

Getting around

  • Kissimmee Station - 30 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 43 min drive

Restaurants

  • ‪Wawa - ‬5 min drive
  • ‪Dutch Bros Coffee - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬5 min walk
  • ‪Circle K - ‬5 min drive

Frequently asked questions

Does 8BR Windsor Westside Home w/ Private Pool have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is 8BR Windsor Westside Home w/ Private Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at 8BR Windsor Westside Home w/ Private Pool?

On-site parking is available at the property.

What time is check-in at 8BR Windsor Westside Home w/ Private Pool?

Check-in begins at 4:00 PM.

What time is check-out at 8BR Windsor Westside Home w/ Private Pool?

Checkout is at 10:00 AM.

Where is 8BR Windsor Westside Home w/ Private Pool located?

This family-friendly Kissimmee 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 (4.6 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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