Family 5BR home w/ pool & workspace — Kissimmee, FL — vacation rental

Family 5BR home w/ pool & workspace

Nightly
📍 Kissimmee, FL, US
GGuesty~$295
Per night, excl. host's fees · ~ estimatesHow we estimate

Welcome to Windsor Hills Family Paradise - a 5-bedroom, 5-bath Kissimmee villa with a private heated pool, themed rooms & a game room, just minutes from Disney! - Sleeps 11 | 5 bedrooms | 7 beds | 5 baths - Private heated pool & spa - Game room w/ pool table, foosball, air hockey & PS5 - Princess & Star Wars themed bedrooms - kids will love it - Resort access, pool w/ slides, splash pad & gym - 15-20 mins to Disney, 20-30 mins to Universal & SeaWorld

About the Home

Five themed bedrooms, a private heated pool and spa, a game room packed with arcade classics, and resort amenities that rival a full-scale theme park resort - all sitting just minutes from the gates of Walt Disney World. This Windsor Hills home is built for families who want the full Orlando experience without the hassle.   Living & dining Step inside and the home opens into a bright, airy living and dining space that flows straight into a fully equipped kitchen. Granite countertops, stainless steel appliances, and a cozy breakfast nook make morning routines easy whether you're fueling up for a park day or settling in for a slow start. The open layout keeps the whole group connected, and the dining table gives everyone a proper place to gather at the end of the day.   Game room The converted garage has been transformed into a dedicated game room stocked with a pool table, foosball, air hockey, and a PlayStation 5 console - a genuinely useful space on rest days or rainy afternoons when the parks can wait.   Sleeping arrangements The home sleeps up to 11 guests across five bedrooms and five private bathrooms. On the first floor, two king master suites each feature walk-in closets and ensuite baths. Also on the main level, a princess-themed queen bedroom has its own dedicated bathroom. Upstairs, a Star Wars-themed room with twin beds and a final bedroom with a double and single bed each have their own ensuite bathrooms - giving every age group a space that feels like theirs.   Kitchen & dining The full kitchen comes equipped with a refrigerator, freezer, stove, oven, microwave, dishwasher, coffee maker, hot water kettle, toaster, wine glasses, and all the cooking basics and dishware you'll need. A dining table seats the group for shared meals, and initial supplies - including dish soap, dishwasher pods, and kitchen towels - are provided to get you started.   Bathrooms All five bathrooms are private ensuite spaces. Each is stocked with shampoo, conditioner, body soap, and shower gel. Hair dryers are available, and at least one bathroom includes a bathtub.   Outdoor & pool Step through the covered lanai into a screened-in heated pool and spa - a private space to unwind after a day at the parks. Outdoor furniture is provided so you can make the most of the Florida evenings. Please note that Pool heating is $35 per day and needs to be requested for the entire stay.   Resort amenities As a guest at Windsor Hills Resort, you have access to shared resort facilities including a resort-style pool with slides, a splash pad, a hot tub, a fitness center, a movie theater, sports courts, and playgrounds - all within a 24-hour gated and secured community. Resort access is available via the listing's amenity fields.   Practical details The home is spread across 2,342 square feet with vinyl plank flooring, ceiling fans, central air conditioning, and heating throughout. A washer and dryer, iron, clothing storage, room-darkening shades, extra pillows and blankets, a dedicated workspace, and a smart lock for self check-in are all included. Free parking is available on the premises, and the building has elevator access. A private entrance keeps arrivals smooth and independent.   Location Windsor Hills sits in Kissimmee, within easy reach of the full Orlando theme park corridor. Walt Disney World is approximately 8-10 miles away (around 15-20 minutes depending on the park and traffic). Universal Orlando Resort is roughly 16 miles out (20-30 minutes), SeaWorld is about 12 miles (20-25 minutes), and Disney Springs is approximately 8 miles away (15-20 minutes). ESPN Wide World of Sports is just 5 miles from the door. For shopping, Orlando Vineland Premium Outlets and The Mall at Millenia are both within 25-35 minutes, and LEGOLAND Florida Resort is approximately 30 miles away for a longer day trip. Check-in is available from 4:00 PM and checkout is by 10:00 AM.

What this place offers

Safety & cleaning 7Family, pets & fun 9Parking & access 3Views & setting 2Nearby & activities 3Tech & work 5Pool & outdoors 6Kitchen & dining 15Comfort & essentials 21Rules & details 1
Carbon monoxide detector
Cleaning Disinfection
Enhanced cleaning practices
Fire extinguisher
First aid kit
High touch surfaces disinfected
Smoke detector
Children’s books and toys
Family/kid friendly
Foosball table
Game console
Game room
Gym
Pool table
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Elevator
Free parking on premises
Private entrance
Resort
Resort access
Shopping
Theme Parks
Water Parks
Cable TV
Internet
Laptop friendly workspace
TV
Wireless Internet
Communal pool
Outdoor pool
Outdoor seating (furniture)
Private pool
Spa
Swimming pool
Coffee
Coffee maker
Cookware
Dining table
Dishes and silverware
Dishwasher
Freezer
Kettle
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Ceiling fan
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 740 homes we list in Kissimmee

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Explore around Kissimmee

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!

$295/ night
excl. host's fees
GuestsUp to 11
Bedrooms5
Bathrooms5
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$295
Per night, excl. host's fees · ~ estimatesHow we estimate