Windsor Westside villa w/ pool & game room — Kissimmee, FL — vacation rental

Windsor Westside villa w/ pool & game room

Nightly
📍 Kissimmee, FL, US
GGuesty~$260
Per night, excl. host's fees · ~ estimatesHow we estimate

Step into your Florida escape at this spacious Windsor at Westside villa - a private retreat with a heated pool, game room & resort access, just minutes from Disney. - Sleeps 14 | 7 bedrooms | 9 beds | 5 baths - Private heated pool & spa w/ screened patio - Game room w/ pool table, foosball & air hockey - Full resort access: lagoon pool, lazy river, water slides & more - 7 miles to Animal Kingdom - 12 miles to Magic Kingdom - Free parking & self check-in via smart lock

About the Home

Seven bedrooms of space, a private pool glowing under the Florida sky, and a game room that keeps the fun going long after the theme parks close - this Windsor at Westside villa was built for the kind of trip families talk about for years. With 3,314 sq. ft. spread across two floors, there's room for everyone to find their rhythm, whether that's splashing in the heated pool, gathering around the dining table, or going head-to-head over foosball. Living space The main floor is designed around connection. An open-plan layout brings the fully equipped kitchen, dining area, and living room together under one roof, making it easy to cook, eat, and unwind without losing the group. The living room seats five comfortably, and the screened patio just beyond it extends your living space outdoors - lounge seating frames the private heated pool and spa, with enough room to stretch out whether the afternoon is loud or quiet. A dedicated laundry room adds day-to-day convenience for longer stays. Game room The converted garage has become the villa's unofficial headquarters for competition. A pool table, foosball, and air hockey sit ready for tournament nights, and the space works just as well as a hangout spot when the weather keeps everyone indoors. Sleeping arrangements The first floor holds a master king suite, giving the adults in the group a private retreat close to the main living areas. Upstairs, the second floor spreads across a mix of sleeping configurations - queen and twin bedrooms suited for kids or friends, an additional queen suite, and a private king bedroom. A TV lounge on the upper level adds a second space to decompress, catch a film, or let the kids wind down independently. Kitchen & dining The kitchen is set up for full use - refrigerator, freezer, stove, oven, microwave, dishwasher, coffee maker, blender, toaster, and hot water kettle are all included, along with cooking basics, dishes, silverware, and wine glasses. Barbecue utensils are on hand for evenings spent outside. Initial supplies including shampoo, conditioner, body wash, hand soap, toilet paper, paper towels, dish soap, dishwasher pods, and kitchen towels are provided at the start of your stay. Resort amenities As a Windsor at Westside guest, you have access to the full resort facilities - a lagoon-style pool, lazy river, water slides, fitness center, sports courts, arcade, and the Oasis Clubhouse with dining and drinks. The resort adds a layer of variety that makes it easy to fill every day differently without leaving the community. Location Windsor at Westside puts Orlando's biggest draws within easy reach. Disney's Animal Kingdom is approximately 7 miles away (around 15 minutes), Magic Kingdom around 12 miles (about 20 minutes), Epcot around 11 miles (roughly 18 minutes), and Universal Studios Florida around 20 miles (about 25 minutes). Margaritaville Resort Orlando is approximately 4 miles away, and Orlando Vineland Premium Outlets around 12 miles. Orlando International Airport is approximately 30 miles, about 35 minutes by car. Good to know Check-in is from 4 PM and checkout by 10 AM. Self check-in is available via smart lock. Free parking is on the premises, and the villa has a private entrance. Long-term stays of 28 days or more are permitted.

What this place offers

Safety & cleaning 7Family, pets & fun 8Parking & access 4Views & setting 2Nearby & activities 3Tech & work 6Pool & outdoors 9Kitchen & dining 17Comfort & essentials 20Rules & details 1
Carbon monoxide detector
Cleaning Disinfection
Enhanced cleaning practices
Fire extinguisher
First aid kit
High touch surfaces disinfected
Smoke detector
Family/kid friendly
Foosball table
Game room
Gym
Pack ’n Play/travel crib
Pool table
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Accessible-height bed
Accessible-height toilet
Free parking on premises
Private entrance
Garden View
Resort access
Shopping
Theme Parks
Water Parks
Cable TV
Desk
Internet
Laptop friendly workspace
TV
Wireless Internet
Barbeque utensils
Communal pool
Garden or backyard
Outdoor pool
Outdoor seating (furniture)
Patio or balcony
Private pool
Spa
Swimming pool
Blender
Coffee
Coffee maker
Cookware
Dining table
Dishes and silverware
Dishwasher
Freezer
Ice maker
Kettle
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Clothing storage
Conditioner
Dryer
Essentials
Extra pillows and blankets
Hair dryer
Hangers
Heating
Hot water
Iron
Mosquito net
Room-darkening shades
Shampoo
Shower gel
Towels provided
Washer
Long term stays allowed

Booking and price

Book on
the host's own site (memories.guestybookings.com). CielStay links you there and charges no fee.
Nightly rate
Above the typical rate for the 735 homes we list in Kissimmee

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Kissimmee & the Orlando Theme Park Area, Florida
Travel guide · Florida
Kissimmee & the Orlando Theme Park Area, Florida
Kissimmee and the surrounding Orlando area communities — Davenport, ChampionsGate, and south Orlando — form the heartland of American family vacation travel. Walt Disney World, Universal Orlando, and SeaWorld anchor a destination where multi-bedroom villas with private heated pools, themed bedrooms, and resort-community water parks have become the defining accommodation. Whether your group wants a six-bedroom villa with a game room five minutes from Disney, an eight-bedroom resort estate with twin theaters at ChampionsGate, or a condo near International Drive, this guide covers where to stay, what to expect from the resort communities, and how to plan a trip centered on the world's most famous concentration of theme parks.

Property sourced from Guesty • Listing stale? Update it!

$260/ night
excl. host's fees
GuestsUp to 14
Bedrooms7
Bathrooms5
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$260
Per night, excl. host's fees · ~ estimatesHow we estimate