8BR Windsor Westside Home w/ Private Pool

kissimmee, Florida
$536 avg/night
Bed 8

Bed

Bath 6

Bath

Home Villa

Property Type

Sleep 20

Max Sleeps

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 vacationhomes, 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 are allowed. There is a $50 fee per pet.

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    8 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Porch Or Lanai
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool Shared/communal Pool
  • BATHROOMS

    6 Bathrooms Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • THINGS TO DO

    Fitness Center Fitness Facilities Nearby
  • ENTERTAINMENT

    Arcade/game Room Games Video Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Highchair Travel Crib
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 20

Map Map

School District Rates & Availability

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Total

Includes taxes and fees
$536+
View details