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Expiry: [12 months from booking date]
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guaranteed best price
no services fees added, the price advertised is the price you pay with no hidden fees. great!
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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.
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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.
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.
Request Your Free Travel Consultation
Arrange your free consultation at a time that is convenient for you 
-
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.
Book Soon!
2 villas booked in
in the past 7 days
2 villas booked in
in the past 7 days
Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort, Orlando Villa 5566
18 Guests
9 Bedrooms
6 Bathrooms
5 Star Villa Holidays is proud to present Orlando Villa 5566.
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
Meals
Chef optional- Self Catering
Housekeeping
- Housekeeping optional
Themes
- Adventure
- Away From It All
- Family
- Luxury
- Sports and Activities
- Tourist Attractions
Location
- Resort
General
- Air Conditioning
- Clothes Dryer
- Essentials
- Free Wifi
- Wireless Internet
- Hair Dryer
- Heating
- Iron and Board
- Laptop Friendly Workspace
- Linens Provided
- Living Room
- Self Check in
- Towels Provided
- Washing Machine
Kitchen
- Coffee Maker
- Dishes and Utensils
- Dishwasher
- Fully Equipped Kitchen
- Kettle
- Microwave
- Oven
- Refrigerator
- Stove
- Toaster
Dining
- Dining Area
Entertainment
- Satellite or Cable TV
- TV in every bedroom
Outside
- Covered Lanai
- Outdoor Dining Area
- Sun Loungers
Outside Services
- Free Parking
- Airport Transfer - On Request, Additional Cost
- Private Chef - On Request, Additional Cost
- Car Hire - On Request, Additional Cost
- Experiences & Tours - On Request, Additional Cost
- Security 24/7
Home Truths
- Family/Children Friendly
- Long term renters welcome
- Wheelchair Accessible
- Parking
- Nosmoking
- Nopets
- Check in: 16:00
- Check out: 10:00
- Size: 550
square meters
Sleeping Arrangements
- Bedroom 1: 1 King bed
- Bedroom 2: 1 King bed
- Bedroom 3: 1 King bed
- Bedroom 4: 1 Queen bed
- Bedroom 5: 1 Queen bed
- Bedroom 6: 2 Single beds
- Bedroom 7: 2 Single beds
- Bedroom 8: 2 Single beds
- Bedroom 9: 1 Queen bed
EVERY 5 STAR VILLA HOLIDAY INCLUDES
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Towels -
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Bed Linen -
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Free WiFi -
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Professional Clean -
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24/7 Client Support -
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Free Accidental Damage Insurance -
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No Hidden Fees
Orlando Unlocked
AVAILABILITY
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Reviews
Colton, College Station, United States, Mar, 2022
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☆
☆
☆
☆
☆
(5.0)
This home was perfect for us. It was very clean, has a great kitchen, a really cool game room, and a...n awesome pool and hot tub. The bedrooms and bathrooms were also spotless and beautifully furnished. We had a great time staying here. Read More
Manu Saini
Hi Colton! Thank you for staying with us and for leaving us a review. We are so glad to hear that you enjoyed your stay and we hope to see you again in the future! Thanks Manu.
LOCATION
$0
/per night
5.0 (1 Reviews)
GUEST
0 X NIGHTS
$0 per night
Helena Doyle
P.S5 Star Villa Holidays is a referral based business. Please refer your friends and family. Because they are referred by you, they will get preferential service
Book Soon!
2 villas booked in
in the past 7 days
2 villas booked in
in the past 7 days
CONFIRM & PAY 
Orlando Villa 5566
-
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.
CONFIRM & PAY
-
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.
-
PAY LESS UPFRONT
PAY PART OF YOUR RESERVATION NOW AND YOUR BALANCE LATER WITH NO EXTRA FEES.
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Pay part of your total now.
Confirm your reservation by paying part of the total price now.
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Pay your balance before check in
On your second payment date the balance will be charged to your original payment method.
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Balance payment is automatic.
No need to worry, you will receive a reminder 3 days before your next payment.
EVERY 5 STAR VILLA HOLIDAY INCLUDES:
-
![]()
Towels -
![]()
Bed Linen -
![]()
Free WiFi -
![]()
Professional Clean -
![]()
24/7 Client Support -
![]()
Free Accidental Damage Insurance -
![]()
No Hidden Fees
What Our Clients Are Saying
Verified by
EXCELLENT SERVICE!!!! I stayed in a Villa in
Protaras that I rented from them. Joe was extremely nice and helpful. I
strongly recommend this company. My next trip will surely include
renting...
- Amanda Maalouf, Lebanon
We've used 5 star several times and they have
been great. The test of any agency is when something goes wrong. This
happen to us, nothing to do with 5 star, but we explained...
- Sid Gleeson, UK
We loved staying at the house. Will stay again
and highly recommend to anyone! More than enough room and so close to
everything...
- Laura Meeks, USA
5 star is now my number one pick for my
vacations. They are very professional and always priced reasonably.
- Oneika, USA
Great communication, very helpful and the villa
was totally amazing even better than the photographs. I would highly
recommend...
- Jessica Parkes, UK
A Gift From 5 Star Villa Holidays
Please accept this FREE copy of “No More Stressful Travel Days! Here is a Proven Way to Travel in Style and Comfort with our Top 5 Secrets.” as my gift to you
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.
Request Your Free Travel Consultation
Let us do the research, saving you time. Arrange your free consultation at a time that is convenient for you. Tell our travel experts your itinerary and requirements. They will email you a short list of luxury villas for your perfect holiday.
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