In the heart of Kissimmee, Windsor Island Resort offers an extraordinary vacation experience. Unwind in the 5,000 sq.ft. clubhouse or lounge by the resort-style pool with cabanas and a lazy river. Enjoy a drink at the tiki bar or get active at the fitness center and sand volleyball courts.
Reviews
5.25.2 out of 10
Entire home
8 bedrooms6 bathroomsSleeps 18
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Air-conditioning
Gym
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom
Welcome to Windsor Star Retreat, a spacious 8-bedroom, 6-bathroom villa located in the premier gated community of Windsor Island. Just minutes from Orlando’s world-famous attractions, this beautifully designed vacation home offers space, comfort, and entertainment for up to 18 guests.
Step outside to your private screened-in pool and spa, complete with sun loungers and outdoor seating—the perfect spot to soak up the Florida sunshine or relax after a day at the parks. A child safety fence adds peace of mind for families.
Inside, the open-concept living area features a fully equipped kitchen with granite countertops, stainless steel appliances, a breakfast island, and a formal dining area for family meals and gatherings.
Whether you’re looking to relax by the pool, enjoy family movie nights, or take on friendly competition in the game room, Windsor Star Retreat has everything you need for an unforgettable Orlando vacation.
Bedrooms: Master Suite #1 - King Master Suite #2 - King Bedroom #3 - Queen Bedroom #4 - Queen Bedroom #5 - Queen Bedroom #6 - Full Bedroom #7 - Twin x2 (Spider-Man) Bedroom #8 - Twin x2 (Frozen)
General: Sleeps 18 Fully equipped kitchen Breakfast Bar with seating 4 Dining table 13 Screened-In Private Pool Games Room Kids Custom Bedroom
Rental Policies: Check in: 4:00PM / Check out: 10:00AM No smoking / No pets
• POOL HEAT: Heating is available for $35 per day (plus tax) with a 5-day minimum and must be requested at least 48 hours in advance. Please note the attached spa is not a hot tub—it does not have jets, and it heats to the same temperature as the pool, not exceeding 90°F. The heating system uses heat exchange, which does not operate in temperatures below 50°F. No refunds will be provided if the pool does not reach the desired temperature in cold weather.
• GRILL: We do not offer a BBQ grill for guests. If you wish for the contact of a rental company, please reach out.
• PLEASE, NOTE THAT WE DO NOT OFFER GAME CONSOLES IN OUR PROPERTIES
Property amenities
Pool/Spa
Communal pool
Heated pool
Private pool
Internet
Available in the villa: WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Microwave
Oven
Refrigerator
Toaster
Bedrooms
8 bedrooms
Bedsheets provided
Bathroom
6 bathrooms
Towels provided
Living spaces
Living room
Entertainment
Games
TV with cable/satellite channels
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Designated smoking areas
Services and conveniences
Iron/ironing board
Limited housekeeping
Phone
Location highlights
Near a hospital
Things to do
Arcade/game room
Billiards/pool table
Gym
Heated pool
Water park
Theme park nearby
Safety features
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 (host has indicated there is a smoke detector on the property)
General
Gated community
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking allowed: in designated areas
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 indicated that there is a smoke detector on the property
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
About the area
Located in Kissimmee, this villa is near theme parks. 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 Old Town and Disney's Typhoon Lagoon Water Park. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Hollywood Studios®. Visit our Kissimmee travel guide
Is EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom pet-friendly?
No, pets are not allowed at this property.
How much is parking at EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom?
On-site parking is available at the property.
What time is check-in at EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom?
Check-in begins at 4:00 PM.
What time is check-out at EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom?
Checkout is at 10:00 AM.
Where is EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom located?
This family-friendly Kissimmee villa is within 1 mi (2 km) of Shingle Creek Regional Park and Lake Cecile. Old Town is 2.9 mi (4.6 km) away.
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EV_2010 - 8 Bed 6 Bath Villa with Screened Private Pool, Games Room, Kids Custom Reviews
Reviews
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
The house was very spacious and accommodating to us. The only issue that we had was the house was infested with ants. When I called the property team the told me to send pictures in order for someone to come out. I then messages the host and they had someone come out. I had to have them come out more than once. They also does not include wash clothes just hand and towels.
Brittany M.
Stayed 6 nights in Jul 2024
Verified
2/10 Terrible
Jen W.
16 Nov 2025
Liked: Cleanliness, location
Disliked: Check-in, communication
When we arrived there was no reservation for us at the check in area (gated community) which resulted in calling an emergency number and waiting for them to add us to the list before being able to proceed to the house. On night 2, after arriving back to the house at 10pm (with 3 small kids), we were locked out of the house because the key pad was not working. The code for the lock box with the spare key was incorrect as well. We waited for 20 minutes for the “maintenance” man to arrive with no spare key and proceeded to break in the back door of the house to let us in. The keypad was not fixed for the remainder of our stay.The washer was broken, the spin cycle doesn’t work. The dryer exhaust vent was also not hooked up to anything, leaving us unable to do any laundry while there. My mother in law slipped and fell on a massive puddle of water in the laundry room when the washer leaked overnight. In the game room, the pool sticks were broken, and the basketballs were all deflated for the basketball game.The drawer to the left of the kitchen sink was broken and we left the silverware on the kitchen counter our entire stay because the drawer fell out.When I reached out after we checked out to voice my concerns about the issues during our stay, they claimed they can’t do anything since we didn’t report it at the exact moment. They were not apologetic, nor offered any type of solution/resolution. Very bad customer service.
Jen W.
Stayed 5 nights in Nov 2025
Verified
6/10 Okay
Chris B.
20 Feb 2023
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in
Investment Property
We are pretty sure no one has ever lived in this property the lighting is harsh and almost unusable. If anyone had ever lived in this home there would have been dimmers installed long ago. One of the video games in the garage was turned off and required an account to access we did not have this so we could not play.
The property was clean and spacious but communication with the property manager left a lot to be desired. I submitted my list of guests including myself two days prior to our arrival yet when I arrived at 9:00 pm my name had been left off the list and security gave us a very hard time getting in. My guests were told they could enter but I would have to wait to be added to the list by the property manager. Make sure you submit every adults name and make sure they have valid ID the refused to let an 80 year old friend of the family on the property because he did not have ID.
It is a solid value but it is more like a large hotel than a home.
Horrible communication, host did not hold up their end of the deal
We booked a stay for my children’s birthday in October. The day we were supposed to leave, Hurricane Milton was predicted to tear straight through Davenport. We reached out and asked to cancel given the impending storm and were told no.
Against out better judgement, we waited for the storm to pass and went the following day. We had paid for the pool to be heated beginning Wednesday due to the hosts minimum requirements. We arrived Friday and the pool was ice cold. Not only that, we were advised that the property was not affected by the storm. This was a lie. The fence behind the house was ripped out. The amenities in the neighborhood were closed until Sunday. We were scheduled to leave Monday. So no neighborhood pool, and a freezing back yard pool. I had to continuously call to get someone to turn on the pool heat. They asked me to be patient given the circumstances due to the hurricane - the same hurricane that I asked to cancel for. We did not get the pool heated until Saturday evening. I requested to be reimbursed for the heating fees, and the management company has totally ghosted me.
I went against the prior bad reviews on this property and decided to book because it was a good price. Learn from my mistake and STEER CLEAR. Not worth it.