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Windsor at Westside Travel Guide
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Free Cancellation
Cancel within 48 hours of booking to get a full refund. More details. -
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Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.
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Dear Guest
Let us give you peace of mind.
When you reserve a villa on 5 Star Villa Holidays and are unable to travel due to Covid 19 travel restrictions.*
5 Star Villa Holidays will allow you to move your reservation to a date in the future at no charge.
Enhanced cleaning
All 5 Star Villas meet our 6 step enhanced cleaning guidelines.
Surfaces sanitised All high touch surfaces sanitised e.g Remote controls, door handles etc
Linens All linens washed on a high heat setting.
Extensive clean Following our cleaning checklist, available on request.
Wear gloves and mask To prevent cross contamination.
Approved cleaning products Disinfectants with 70% alcohol or more.
Local guidelines followed Any additional or safety measures complied with.
Reserve online with confidence knowing 5 Star Villa Holidays has you covered.
All the best,
John Paul Donnelly
P.S Go on then, reserve your 5 Star Villa Holiday knowing you are covered.
*Covid-19 travel restrictions is when laws state you are unable to travel to a certain country.
-
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. More details. -
Earn Villa Miles With This Booking
Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.
-
Free Accidental Damage Insurance, Worth
Your covered! If you accidentally break something, you will be covered up to . Please note excess fees may apply.
-
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. More details.
-
Earn Villa Miles With This Booking
Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.
-
Free Accidental Damage Insurance, Worth
Your covered! If you accidentally break something, you will be covered up to . Please note excess fees may apply.
"Exclusive Orlando Villa Resort in Prime Location to Disney theme Parks and Universal Studios"
Welcome to 5 Star Villa Holidays, the No.1 website for renting 5-Star villas on the exclusive Windsor at Westside. 109 luxury villas to choose from.
Windsor at Westside is located in Kissimmee with easy access to Orlando international airport, walt disney world theme parks and universal studios.
Windsor at Westside has free access to the water park, which has a lagoon style pool, lazy river, amazing lake views, private cabana’s, soccer pitch, basketball and volleyball courts.
The prestigious 10,000 square foot clubhouse has arcades, a full service restaurant, TU Casa, fitness centre, sundry shop and front reception.
Location, location, location, your family will love the location to disney and universal theme parks. One of the best located villa resorts.
Our 5 star villas range in size from 4 - 9 bedroom, sleeping up to a maximum of 22 guests.
I look forward to helping you choose your dream villa on the exclusive windsor at westside resort.
All the best,
John Paul Donnelly
P.S You will love the location of Windsor at Westside, one of the closest resorts to Disney and universal theme parks.
P.P.S If you like this page Please Share on social Because it will help inspire us to keep writing great travel guides for you.
Why rent a villa on Windsor at Westside
- 1. Located in Kissimmee, just off western way blvd, with easy access to Orlando International airport, disney world and universal.
- 2. Free access to water park with water slides, lagoon style pool, private cabanas, fitness centre, lazy river and majestic lake views.
- 3. Exclusive villas with private pools and spa from 4-9 bedroom, sleeping up to 22 guests.
- 4. Great for sports teams due to the amazing amenities, for special events, wedding, business retreats and parties.
Water Park at Windsor at Westside
You will love the water park at Windsor at Westside. Free access for all guests staying at the resort. What sets this water park apart from the rest is the majestic views overlooking the lake.
Check out the kids splash park, lazy river, large lagoon style pool and private cabanas.
If you are feeling in the mood for an ice cold drink, the poolside tiki bar can serve you up your favourite drink.
Team Sports Facilities - Windsor at Westside
Windsor at Westside has amazing sports facilities to cater for travelling sports teams. Our villas can sleep from 6 - 22 people.
Sports are one of the main features at Windsor at Westside - soccer field, muti purpose sports courts e.g tennis and basketball and sand volleyball courts.
There is also a kids playground.
Clubhouse at Windsor at Westside
Spanish in style, the 10,000 square foot club house is a great place for friends and family to meet in the luxurious lounge and enjoy delicious food and drinks.
The arcade room will keep your kids entertained for hours.
Fitness Centre at Windsor at Westside
Feeling energetic, check out the state of the art fitness centre with treadmills, free weights, all in one machine and bikes.
There are large floor to ceiling windows overlooking the water park.
Restaurant at Windsor at Westside
Tu Casa Bar and Lounge Restaurant
Tu Casa Restaurant is great for casual dining serving a selection of mouth watering burgers, sandwiches and salads. You can dine here for breakfast, lunch or dinner. Great place to get all the family together.
Happy hour is from 4pm to 7pm daily. You can enjoy your favourite drink whilst listening to Jimmy Buffet song and sounds of the caribbean.
Windsor at Westside sundry shop - you can also get all essentials here to enjoy a great vacation without having to leave the resort.
Private Chef and Bartender Experience direct to your Windsor and Westside vacation Home
You may want to organise a special event e.g special birthday, team building event, renewing your vows etc
Our experienced and highly skilled chefs and bartenders can prepare beaufful food and exotic drinks for your guests.
So you can kick back and enjoy your special day from the comfort of your private vacation home.
Catering Delivery - Windsor at Westside
If you are hosting a larger event e.g wedding, corporate meetings, retreats, parties, sports groups, or religious groups. The catering for this event can be arranged.
This can be hosted at your vacation home or another area within the encore resort.
Grocery and drink Delivery Service
If you would like grocery and drinks delivered to your villa before arrival, please ask and all can be arranged for you.
Windsor at Westside Reviews
The house was beautiful! It was clean, smelled clean when we arrived. The house was supplied with one set of pots and pans, plenty of dishes and silverware. Maintenance was quick with replacing the coffee pot that didn't work. overall the house was very nice.
The house is more beautiful than what you see in the photo! We loved it, it's super comfortable and complete! We would definitely return
Great, spacious, comfortable house. Same as in the photographs. It has all the services. Impeccable cleaning. Very close to the parks. The only drawback is that if they shop online some couriers like USPS cannot find the address.
Windsor at Westside Resort Map - Florida
Windsor at Westside Villas by Number of Bedrooms
Windsor at Westside villas with Home Theatre
View all our Windsor at Westside villas with home theatre. Imagine relaxing with your family watching a great movie together while enjoying some popcorn.
Windsor at Westside Villas with Games Room
Check out our Windsor at Westside villas with a game room. This will keep the kids and big kids at heart entertained for hours.
Windsor at Westside Villas with Spa / Jacuzzi
Picture this...relaxing in your hot spa with an ice cold drink while your kids play in your private pool, Amazing.
Orlando Temperature Chart
Properties on the Map
Meet Your Expert Travel Consultants
John Paul Donnelly
Founder & CEO
John Paul's deep love for travel inspired him to turn his passion into a business and 5 Star Villa Holidays was founded in 2011. He is one of eight children and loves spending quality time with his larger-than-life family. In his spare time he loves immersing himself in different sporting activities around the world; skiing, surfing and football. He is always seeking new adventures and his philosophy is simple; love the journey of life.
Helena Doyle
Marketing Manager
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!
Joe Donnelly
Sales Director
Living in Ireland, Joe is a family man with 2 beautiful daughters and a mischievous dog called Bruno. He is a very skilled chef who loves hosting dinner parties for family and friends. He is passionate about sport and boating. Joe is a keen golfer and loves nothing more than playing 18 holes on the best golf courses Europe has to offer. Joe has worked in the travel industry since 2005 and prides himself and his team as trustworthy travel experts.
Suzanne Pilcher
Creative Director
Born and raised by the beach in sunny Australia, Suzanne carries a deep-seeded affinity with the ocean and loves nothing more than exploring beautiful seaside destinations around the globe. As our travelling Creative, she is currently doing her best to experience and capture all that this incredible world has to offer, while living on a steady diet of coffee and art gallery visits.
Wilter Franceschi
Developer
Wilter's desire to see and experience the world took him from his home country of Brazil all the way to Vancouver, Canada, where he now lives and works for 5 Star Villa Holidays. He is an avid lover of the great outdoors and volunteers for the Canadian boat race committee. Wilter is a man of many talents, with a persevering passion for technology, programming (of course!) and science, as well as being a talented musician who likes to unwind by playing the bass and piano in his spare time.
Our Story
In 2005, John Paul Donnelly, began his luxury villa journey. He spent three years building resorts and holiday apartments in Alanya, Turkey, along with his brother, Joe. The concept was to create the most luxurious villas on the Turkish coastline and provide clients, along with their family and friends, the opportunity to enjoy exclusive holidays together.
By 2008, after the successful development of 3 resorts, JP had well and truly fallen into the world of villa rentals. With a portfolio of 6 villas and a desire to explore new places, he decided it was time to take the villa rental business outside of Turkey. He wanted to give his clients access to beautiful holiday rentals in destinations across the globe.
The expanding villa rental company was rebranded in 2011 to 5 Star Villa Holidays, and today 5 Star Villa Holidays offers over 10,000 luxury villas around the world.
JP and his partner, Helena are currently travelling the globe, devoted to hand selecting the best villas and property management companies, and giving them their stamp of approval! 5 Star Villa Holidays' ambition goes beyond being an ordinary holiday rental company. It is a marketplace for luxurious and exclusive villas around the world.
The 5 Star Villa Holidays Difference
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