Windsor Hills! Free Pool Heat/BBQ/Waterpark. Game Room w/Theater, Themed Rooms. | Villa in Kissimmee

10.0 (66 Reviews) |   5 Bedrooms  5 Bathrooms  10 Guests  Pickleball Court
Windsor Hills Villa | Windsor Hills! Free Pool Heat/BBQ/Waterpark. Game Room w/Theater, Themed Rooms.

5 Bedroom Villa in Windsor Hills, Kissimmee

⚠️ upcoming amenity closure: water park slide project (jan 5 – feb 13, 2026)
please note that windsor hills resort has scheduled a renovation project for the sir windsor aqua venture slide and water park area from january 5 through february 13, 2026 During this time, the water slide and splash area will be closed for construction.
✅ the main resort pool will remain open and operate under normal hours
🛠️ construction may occur daily, including weekends, weather permitting
we appreciate your understanding as the resort enhances its amenities if your booking falls within these dates and you have any concerns, feel free to reach out!
welcome to the suite retreat at windsor hills!
our 5-bedroom, 5-bathroom luxury villa has everything you need for an unforgettable vacation Nestled in the prestigious, guard-gated Windsor Hills Resort, you're just minutes from Disney and other top Orlando attractions.
enjoy complimentary access to windsor hills resort’s world-class amenities near disney, including a resort-style double olympic-sized zero-entry pool and a family-friendly water park
unwind in one of our three spacious king master suites, each designed for comfort and relaxation—one with a unique epcot-inspired theme to keep the magic going even after you leave the parks
step outside to your own private screened pool and spillover spa, complete with free pool heat and bbq grill—perfect for relaxing after a day of fun
inside, your family will love our ultimate game room featuring:
125" theater screen with 4k uhd smart projector
xbox series s & nintendo switch
multiple arcade games
pool table with ping pong topper
air hockey table
for the little ones (and the young at heart), explore our harry potter and mickey & friends themed bedrooms—and don’t miss the magical cupboard under the stairs!
we can’t wait to host your next vacation and help you make lasting memories at the suite retreat!
outdoor features
• fully screened private pool with spillover spa perfect for soaking after long days at the theme parks!
• complimentary pool and spa heat
• pool is heated to 88 degrees, spa to 102 degrees (temps may vary in extreme cold)
• pool gets plenty of sun throughout the day
• covered lanai with ceiling fan
• 55 inch roku smart tv
• table with 4 chairs
• two loungers and two reclining chairs
• plastic drinkware and dishes provided for poolside use
• security gate around the pool
• sliding door to pool features a pool safety alarm
• complimentary propane bbq grill (please clean after use)
• large backyard with green space for privacy
• neighboring homes are offset for added privacy
• located across from a resort playground with large open field for your family to enjoy!
other features
• tile and luxury vinyl plank flooring (no carpet)
• keyless entry
• blink cameras above the front door, above the garage door, and viewing the exterior of the lanai entry (this camera does not view the pool, spa, or any part of the enclosed lanai)
• free private high speed wi-fi
• linens, bath towels, and beach towels provided
• iron and ironing board
• hair dryers in all bathrooms
• ceiling fans in all bedrooms and living room
• baby equipment: bob stroller, high chair, pack n plays, baby gates, booster seat
• high capacity washer and dryer
• starter pack of essentials (toilet paper, etc) provided. This usually will not last the duration of your stay.
• free private parking for 3 cars (4th car overflow possible with approval)
• guest-controlled thermostats upstairs and downstairs
• no smoking, vaping, or pets
• check-in: 4:00 pm | check-out: 10:00 am
• workspace in dining area for remote work
• quiet hours enforced by windsor hills resort: 11:00 pm – 7:00 am
game room
• star wars themed
• air conditioned
• 125 inch 4k uhd projector theater with disney+
• xbox series s with game pass
• nintendo switch with digital games (mario kart 8, mario party superstars)
• arcade games:
• ridge racer: ridge racer, ridge racer 2, rave racer, ace driver, ace driver: victory lap
• dig dug: dig dug, dig dug ii, pac-man, pac-mania, pac & pal, super pac-man, pac-man plus, pac-land, galaga, galaxian, galaga '88, mappy, rompers, rolling thunder
• the simpsons: the simpsons arcade game, the simpsons bowling
• pool table with ping pong topper
• air hockey
• led color-changing strip lighting
cupboard under the stairs
• reclining plush chair
• pillows and throw blanket
• harry potter book series
master bedroom 1 (1st floor)
• king bed
• flat screen tv
• cable with smart features and dvd player
• alarm clock with night light, sound machine, sunrise alarm
• window overlooking the pool
• walk-in closet
• en suite bath: shower, enclosed toilet, dual vanities
• room darkening curtains
• full size mirror
• multi-port charging station
master bedroom 2 (1st floor)
• king bed
• flat screen tv
• cable with smart features
• alarm clock with night light, sound machine, sunrise alarm
• window overlooking the pool
• walk-in closet
• en suite bath: shower, enclosed toilet, dual vanities
• room darkening curtains
• full size mirror
• multi-port charging station
bedroom 3 (1st floor)
• mickey and friends themed
• two twin beds
• alarm clock with usb charger
• 40 inch roku smart tv with cable and disney+
• large closet
• attached bathroom with two entrances and tub/shower combo
bedroom 4 (2nd floor)
• harry potter themed
• two twin beds
• 40 inch roku smart tv with cable and disney+
• charging stations at beds and nightstand
• led color-changing sconces on hogwarts mural
• room darkening curtains
• large closet
• attached bathroom with tub/shower combo
bedroom 5 (2nd floor)
• epcot themed
• king bed
• 60 inch tv with cable
• alarm clock with night light, sound machine, sunrise alarm
• large closet
• attached epcot bathroom with tub/shower combo
living room (1st floor)
• 65 inch smart tv
• cable with smart features, dvd player, disney+
• sliding glass door to pool
• multi-cord usb charging station
• plush leather furniture
• 72 inch ceiling fan to maximize airflow
kitchen (1st floor)
• fully equipped with pots, pans, utensils, flatware, glasses
• small appliances: toaster, blender, percolator, coffee pot, keurig, crockpot
• refrigerator with filtered water and ice (round, chopped, craft)
• granite countertops
• dishwasher
• garbage disposal
• breakfast nook with seating for 4 near bay window with playground view
• dining table seats 8
windsor hills resort features
• double olympic-sized lagoon style zero-entry heated pool with fountains
• water park with enclosed slides, splash pad, and amazing water playground
• jacuzzi
• windsor hills is the closest housing rental resort to disney main gate
• surround sound movie theater (multiple daily showings)
• dvd rentals
• marketplace & grill
• 10,000 sq ft clubhouse
• billiard and arcade games
• ping pong table
• multiple playgrounds
• sports equipment rental
• exercise room
• 24-hour gated security
• cyber cafe
• welcome center and guest services
• atm
• sand volleyball
• basketball courts
• tennis and pickleball courts
• putting green
• pavilion with charcoal grills
• giant chess
• daily trash pickup
• rv/oversized parking in overflow with prior approval (rv may not be occupied)
• pay-per-use ev chargers by clubhouse
a few local attractions
• disney world main gate – 2 miles
• disney springs – 75 miles
• universal studios / islands of adventure / volcano bay / city walk – 16 miles
• epic universe – 17 miles
• margaritaville, sunset walk, island h2o – 25 miles
• seaworld, aquatica – 13 miles
• discovery cove – 13 miles
• gatorland – 15 miles
• old town – 52 miles
• legoland, peppa pig park – 31 miles
• orlando international airport – 24 miles
• vineland premium outlets – 95 miles
• lake buena vista factory stores – 88 miles
• mall at millenia – 18 miles
• kennedy space center – 64 miles
• busch gardens – 63 miles
• walmart supercenter – 09 miles
• one mile to hwy 192 (dining, shopping, activities)
• 10 miles to international drive
• next to mystic dunes golf course (other courses within 5 miles)
• close to east and west coast beaches for day trips

Windsor Hills! Free Pool Heat/BBQ/Waterpark Game Room w/Theater, Themed Rooms is located in Windsor Hills. Windsor Hills! Free Pool Heat/BBQ/Waterpark Game Room w/Theater, Themed Rooms provides accommodation, featuring Internet, Air Conditioner, Pool, among other amenities. This Villa features Internet, Air Conditioner, Pool, to make your stay a comfortable one.

Windsor Hills! Free Pool Heat/BBQ/Waterpark Game Room w/Theater, Themed Rooms has 5 Bedrooms , 5 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Villa has a friendly neighborhood, and the Windsor Hills has interesting places to visit. If you want to learn more about the Villa in Windsor Hills, such as places to visit and things to do nearby, you can check below to learn more.

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Kissimmee, 34747, USA

Amenities

Air Conditioner
Parking
Pool
TV
Private Pool
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Ceiling fan
  • Heating
Bathrooms
  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Towels provided
Bedroom
  • Bed sheets provided
  • Alarm clock
  • 5 bedrooms
  • Dining table
  • Living room
Kitchen
  • Refrigerator
  • Toaster
  • Dishwasher
  • Cookware/dishes/utensils
  • Ice maker
  • Spices
  • Oven
  • Microwave
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Car recommended
  • Onsite parking includes off-street options
  • Onsite parking
  • Self parking on site (surcharge)
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Wildlife and game walks nearby
  • Tennis on site
  • Water park
  • Golfing on site
  • Birdwatching nearby
  • Basketball nearby
  • Golf nearby
  • Theme parks nearby
  • Cycling nearby
  • Fitness center
  • Swimming nearby
  • Ecotours nearby
  • Fitness facilities nearby
Entertainment
  • Arcade/game room
  • Air hockey
  • Video games
  • Video library
  • Books
  • DVD player
  • Smart TV with cable/satellite service
  • Table tennis
  • Streaming services
  • Pool or billiards table
General
  • Unit size: 2342 sq ft (218 sq m)
  • Gated community
  • English
  • Near a hospital
  • Near outlet shopping
  • Near a health or beauty spa
  • Desk
  • Desk chair
Guest Services
  • Stroller
  • Travel crib
  • Playground
  • Children's dinnerware
  • Highchair
  • Iron/ironing board
  • Phone
Internet
  • Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
Outdoors
  • Charcoal grill
  • Picnic area
  • Patio
  • Garden
Security/Safety
  • Fire extinguisher
  • Deadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Hot tub
  • Shared/communal pool
  • Heated pool
  • Private pool

Policies

Check-in
Contactless check-in available
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Esteban D.
Jul 7, 2025 10:54:42 PM
Review Score:   10
Summary: We really enjoyed our stay. It was a great experience all around. Highly recommend!Thank you!
See All Reviews

FAQ's

Is this Windsor Hills villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Windsor Hills villa have a swimming pool?

Yes, this Windsor Hills villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Windsor Hills villa?

Best-rates for the Windsor Hills villa starts from $512 per night with includes Air Conditioner, Pool, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Kitchen, Sports/Activities, Bedding/Linens, Fireplace/Heating, Guest Services, Laundry, TV, Private Pool, Hot Tub, Parking, Balcony/Terrace, Wellness Facilities, Child Friendly, Internet With private courts and nearby facilities. PickleTrip™ offers a wide range of properties for pickleball players and travelers of all types. Our goal is to connect you with the perfect vacation rental, resort, or hotel that has a private pickleball court or nearby facilities, ensuring a fun and active stay.

Is Windsor Hills villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Windsor Hills villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Windsor Hills villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Windsor Hills villa?

Based on the information reported by the owner or manager, the Windsor Hills villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Windsor Hills villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Windsor Hills villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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