Enjoy this one of a kind stunning 5 bedroom and 4-bathroom Villa in the most desirable resort around Orlando and Kissimmee area. An ideal location with easy access to Disney World attractions and many others theme parks in the area.
There is a fully screened heated pool (additional cost). This makes it perfect for enjoying and entertaining all year long. There is plenty of outdoor furniture on which to relax and enjoy the Florida sunshine. A covered lanai for al fresco dining and a child safety fence if required. A perfect place to start the day with breakfast and to end the day with a sunset.
From the entrance hallway you get a sense of the open concept floor plan with a large living area with plenty of seating to accommodate 12 comfortably.
There is a fully fitted and equipped kitchen that offers all the facilities and amenities that you’ll need during your stay.
There is plenty of space, just off the kitchen area where a table and chairs can be found on which to enjoy family meals. Additional seating is at the breakfast bar.
This striking villa sleeps up to 12 with the added advantage of having a bedroom downstairs:
Downstairs:
Bedroom 1---- Queen size bed- full bathroom.
Upstairs:
Bedroom 2---- King size bed- full Bathroom.
Bedroom 3---- 2 twin size beds (Star Wars)
Bedroom 4---- 2 full size single beds (Frozen)
Bedroom 5---- The first floor Master Bedroom offers privacy and space with a full Bathroom ensuite and a walk-in wardrobe area.
NO SMOKING allowed within the villa.
Pets allowed but must be approved first . There is an extra cleaning fee of $100 for the required anti-allergy spray for the next guests that may have allergies.
Hi speed Wi-Fi and air con throughout the villa.
A refundable security deposit of $150 is payable prior to rental.
Linens and towels are provided at the start of your stay.
Windsor at Westside Resort is a new and prestigious collection of Single-Family Homes just 15 minutes from the entrance to Walt Disney World! It features a Resort Clubhouse filled with amenities for active families that include multiple sports courts, children s playgrounds as well as a resort-style swimming pool with a splash water park. The Clubhouse also features a full-service restaurant and bar.
Save up to 20% compared to other websites - no hidden costs.
Book with confidence and get the best rates.
Trusted by millions - your go-to for the perfect Florida getaway.
Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
---|---|---|---|---|---|
May 08 2022 - Dec 31 2026 | $175 | 5 nights |
Fees:
Tax Rate: 13.5%
Notes:
Vast majority of weeks the rate is US$175 plus tax per night.
One time clean/sanitization fee of $275
Peak weeks (Christmas, Easter and some spring dates the rate is higher).
Pool heat is optional extra.
Please enquire with dates and we will provide detailed quote.
Last updated April 19, 2025
Member since 2017
About the host
: Johanna and Stephen are a husband and wife team that manage reservations for 40+ private villa owners in the Disney Orlando area, most of these villas are listed on Florida Rentals. We have been operating now for over 15 years. We have owned a villa in Kissimmee near Disney for 20 years and know the area very well.
We will respond to your enquiry and provide a detailed quote, there are no hidden extras. Once you are happy with the quote we will send you the booking form and provide a secure way for you to pay the $150 reservation deposit.
We have many repeat guests that book more than 12 months in advance.
Please view some of our reviews on Florida Rentals, in the search bar on Florida Rentals input the following villa reference nos (individually), then go to the Reviews tab;
178
1065
4024
Winter Getaway
We had an amazing stay at this property! The house itself was clean, well-maintained, and had everything we needed for a comfortable and relaxing vacation. It’s clear the owners take great care in keeping the space inviting and guest-ready.One of the highlights for our family was the garage, which had been transformed into a game room. It was packed with fun options that kept the kids entertained for hours—especially after they’d worn themselves out swimming. It was a perfect way to keep the fun going without having to leave the house.Another unexpected bonus was the close proximity to a 7-Eleven. It became a bit of a daily ritual for the kids to walk over for their endless supply of slushies. It’s little things like that which make a vacation feel extra fun for them—and convenient for the parents!While the house is just a short walk to the main resort area, we found ourselves gravitating to a nearby pool that was even closer. It was quiet, spacious, and a great place to unwind without the crowds. Having that kind of flexibility—between the energy of the main resort and the calm of a quieter pool—was ideal.All in all, we couldn’t have asked for a better spot. It struck the perfect balance between fun and relaxation, and we’d happily return.
Stayed: March 2025 Submitted: March 23, 2025
Owner response
Hi Emily Thank you very much for the 5 star review and your lovely comments. We're delighted that the villa its location were the perfect fit for you and your family. We pride ourselves on offering a near seamless communication whilst assisting you to make the right choice of villa for your stay. We hope we can rent to you again in one of the villas we manage. Johanna, Kaye and Stephen
Family vacation 2023
We enjoyed the house. Plenty of space and storage. Practical and well-equipped kitchen! The fridge has a very convenient water and ice dispenser. The location is close to everything. Quiet and safe area, pleasant for lovely walks. The small lake in the backyard is beautiful, especially with the fountain. Many thanks to the hosts, it was a delightful stay.
Stayed: December 2023 Submitted: January 08, 2024
Owner response
Hi Mark many thanks for your 5 Star review, it is most appreciated. We are really pleased you enjoyed your stay. We hope we can rent to you again in one of the villas we manage. johanna and stephen vipvilla
Amazing getaway at Vip villa
Me and my family had an amazing stay at VIP villa. It was very well maintained and clean. We look forward to revisit again. Thanks
Stayed: December 2022 Submitted: December 25, 2022
Owner response
Hi Raj and family many thanks for your 5 Star review, it is most appreciated. We are really pleased you enjoyed your stay. We hope we can rent to you again in one of the villas we manage. johanna and stephen
VIP Villas
VIP Rentals. Has been amazing in helping me book villas for two Orlando vacation this year. I highly recommend their services.
Stayed: October 2022 Submitted: November 02, 2022
Owner response
Hi Carolyn many thanks for your kind comments, it has been a pleasure to rent our villas to you. We look forward to you returning next year. stephen and johanna
Great villa. Great location
Stayed here Aug 2022. Have stayed in orlando several times and this is one of the nicest we have stayed in. Spotlessly clean and newly decorated. In a very safe gated community 15-30mins to disney. Booking was quick and communication was excellent. We had one small issue when there which was resolved quickly and with no hassell after an email to the management company. Would definitely stay again
Stayed: August 2022 Submitted: August 31, 2022
Owner response
Hi Clair and family many thanks for your 5 Star review, it is most appreciated. We are really pleased you enjoyed your stay. We are pleased Management Co. resolved small issue quickly. We hope we can rent to you again in one of the villas we manage. johanna and stephen