Your Family will love the 1st Class Amenities at Your Private Villa on Windsor Island Resort, Orlando Villa 5044
Enjoy quality family time in the heated pool with the kids' playground nearby.
7 Bedrooms· 6 Bathrooms· Sleeps 18 · Private Pool
5.0 (13 Reviews)5 Star Villa Holidays is proud to present Orlando Villa 5044
Windsor Island is Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress!
Features
Pool Spa
- Heated Pool optional
- Hot tub
- Jacuzzi/Spa
- Private Pool
Outside
- Covered Lanai
- Deck/Patio
- Outdoor Dining Area
- Sun Loungers
General
- Air Conditioning
- Clothes Dryer
- Essentials
- Free Wifi
- Hair Dryer
- Heating
- Iron and Board
- Laptop Friendly Workspace
Sleeping Arrangements
| Bedrooms | Bed type | Bathroom |
|---|---|---|
| Bedroom 1 | 1 King bed | Ensuite |
| Bedrooms 2 | 1 King bed | Ensuite |
| Bedrooms 3 | 1 King bed | Ensuite |
| Bedrooms 4 | 1 Queen bed | Ensuite |
| Bedrooms 5 | 1 Queen bed | Ensuite |
| Bedrooms 6 | 1 Bunk bed | Ensuite |
| Bedrooms 7 | 1 Bunk bed |
Your Villa Specialist
Curated by Helena Doyle
Currently travelling the world and working remotely, it's no surprise that Helena is the author of 5 Star Villa Holidays' collection of travel guides. She loves exploring new countries and experiencing new cultures. If you need some holiday tips, look no further! In her spare time she loves going to the gym, compiling her 'Living the Dream' travel blog and enjoying fine wines!
Villa Specialist
Speak to HelenaAvailability
Select dates to view availability.
Cancellation & peace of mind
- Flexibility is built into every booking.
- A 50% deposit secures the villa, with the balance due 90 days before arrival.
- Should plans change, the cancellation terms are designed to be straightforward and fair.
- Free cancellation within 48 hours of booking
Location
Kissimmee, United States
Good to know
- Check-in from 16:00 · Check-out by 10:00
- Events and parties are not permitted at this property.
- Pets are not allowed.
- No smoking
Guest experiences
Jakensi November 2021Great house, everything we expected!
Josh November 2021Very nice place! Multiple families can stay! Clean, spacious and within 30 minutes to a lot! When the construction for the extra activities throughout the resort is finished, we will definitely be back!
Tankya November 2021Omg everything was just like the picture! Didn’t know I had to pay extra for the heat for the spa /pool area but I’m happy I did . Didn’t even want to leave lol very clean& location is not too far from everything
13 Reviews
Jakensi, Billings, United States, Nov, 2021
Great house, everything we expected!
Josh, Pittsburgh, United States, Nov, 2021
Very nice place! Multiple families can stay! Clean, spacious and within 30 minutes to a lot! When the construction for the extra activities throughout the resort is finished, we will definitely be back!
Tankya, Kansas City, United States, Nov, 2021
Omg everything was just like the picture! Didn’t know I had to pay extra for the heat for the spa /pool area but I’m happy I did . Didn’t even want to leave lol very clean& location is not too far from everything
Shamell, Cleveland, United States, Nov, 2021
The house is exactly how the pictures show. It is new and clean. My family really felt at home and comfortable in this house. The rooms were beautiful and comfy.
Dominique, Provo, United States, Nov, 2021
My family and I really enjoyed the place. It looks like the picture and the size was great! The resort is not complete so if you are looking for the resort activities, it’s not currently finished. There was a lot of construction happening around the property because of other houses being built but overall I really liked it! The kids loved the game room and the pool! I highly recommend!
Rushelle, Wichita, United States, Nov, 2021
awesome house exactly like the pics. wish it was a lil more clean. will definitely book again.
Begin planning your stay
The same villa specialist guides the process from first enquiry to checkout — no handoffs, no repeated explanations.
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Orlando Villa 5044
0 X Nights
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Guaranteed Best Price
No services fees added, the price advertised is the price you pay with no hidden fees. Great!
Free Cancellation
Cancel within 48 hours of booking to get a full refund.
Earn $200 Villa Miles
Happy days! You get $200 credit to spend on your next 5 Star Villa Holiday.
Free Insurance
Your covered! If you accidentally break something, you will be covered up to $1500.
Every 5 Star Villa Holiday Includes
Towels
Bed Linen 
Free WiFi 
Professional Clean
24/7 Client Support 
Free Accidental Damage Insurance 
No Hidden Fees
