Hello. At Ocean Florida we use cookies to give you the best possible
experience. By visiting our
site, you agree to our cookie policy Close white logo close

1 of 19 img
Home > Villas > Florida Communities > Windsor at Westside Resort > Windsor at Westside - Ocean 159
Back
Windsor at Westside - Ocean 159
img Kissimmee, Orlando
  • Adults
    - +
  • Children (under 12)
    - +
  • Infants (under 2)
    - +
Call us on 01708 989 371
7 nights from £665 pp
Incl. Villa, flights, 24/7 Florida Support, ATOL & TTA Protection
  • 9-bedroom home
  • Private pool and spa
  • Cinema room
  • Themed bedrooms and games room

Just a quick drive from Orlando’s top-tier attractions, this grand nine-bedroom home is the perfect holiday base for large families looking to feel immersed in the Disney and Universal magic. Situated in the wonderful Windsor at Westside community, the property accommodates up to eighteen guests across its line-up of incredible living and entertainment spaces.

 

When you’re not kicking back in the home cinema or playing ping-pong with wizards and witches in the Harry Potter games room, you’ll be enjoying the ultimate private pool day around your sunny south-facing pool and spa area. The options for family fun are never-ending here!

  • 9-bedroom home
  • Private pool and spa
  • Cinema room

Just a quick drive from Orlando’s top-tier attractions, this grand nine-bedroom home is the perfect holiday base for large families looking to feel immersed in the Disney and Universal magic. Situated in the wonderful Windsor at Westside community, the property accommodates up to eighteen guests across its line-up of incredible living and entertainment spaces.

 

When you’re not kicking back in the home cinema or playing ping-pong with wizards and witches in the Harry Potter games room, you’ll be enjoying the ultimate private pool day around your sunny south-facing pool and spa area. The options for family fun are never-ending here!

Windsor at Westside - Ocean 159

img Kissimmee, Orlando
7 nights from £665 pp Incl. Villa, flights, 24/7 Florida Support, ATOL & TTA Protection
  • 9-bedroom home
  • Private pool and spa
  • Cinema room
  • Themed bedrooms and games room

Just a quick drive from Orlando’s top-tier attractions, this grand nine-bedroom home is the perfect holiday base for large families looking to feel immersed in the Disney and Universal magic. Situated in the wonderful Windsor at Westside community, the property accommodates up to eighteen guests across its line-up of incredible living and entertainment spaces.

 

When you’re not kicking back in the home cinema or playing ping-pong with wizards and witches in the Harry Potter games room, you’ll be enjoying the ultimate private pool day around your sunny south-facing pool and spa area. The options for family fun are never-ending here!

Amenities

  • img
    Sleeps 18
  • img
    Bedrooms 9
  • img
    Bathrooms 6
  • Clubhouse
  • Communal Gym
  • Communal Playground
  • Communal Pool
  • Communal Sports Facilities
  • Foos Ball
  • Games Room
  • Gated Resort
  • Private Pool
  • Pool Table
  • Spa
  • Table Tennis
  • Themed Bedrooms
  • TV In Every Bedroom
  • WiFi Access

Villa Holiday Package Prices

Package Prices

View our pricing table for an estimation of the per-person costs for staying in this villa throughout the year, inclusive of flight tickets. Please note that prices are also based on maximum occupancy and do not reflect real-time availability.
For a personalised quote, speak to one of our expert travel consultants about your requirements, and we can tailor your holiday package.
Months7 Nights10 Nights14 Nights
April£ 1,040£ 1,110£ 1,200
May£ 775£ 825£ 890
June£ 775£ 825£ 890
July£ 820£ 890£ 980
August£ 1,105£ 1,155£ 1,220
September£ 665£ 715£ 780
October£ 775£ 825£ 890
November£ 665£ 715£ 780
December£ 665£ 715£ 780

Villa Description

This large and lavish home has been crafted with families of theme park-goers in mind. Starting with the main downstairs living space, you’ll come home from your Disney adventures to a lounge with comfy leather sofas, an open-plan kitchen equipped with mod-cons, and a south-facing pool perfect for soaking up the last of the day’s rays.

 

And that’s just the beginning of the fun. Elsewhere you’ll also find a Harry Potter games room with ping-pong, air hockey, and video game consoles plus an upstairs entertainment loft complete with a pool table, foosball, and a huge projector screen, transforming the space into a home cinema. But the main attraction? It’s the trio of themed bedrooms decked out with your favourite characters, from Elsa to Moana to R2-D2.

 

 

Bedrooms/Bed Sizes

 

Bedrooms on the ground floor:

 

  • 2 king bedrooms

 

Bedrooms on the first floor:

 

  • 2 king bedrooms 
  • 1 queen bedroom
  • 3 twin bedrooms (Frozen- and Moana-themed)
  • 1 bedroom with bunk beds (single on top, double on the bottom - Star Wars-themed)

 

 

Living Area

 

  • Open-plan layout
  • Fully-equipped kitchen with 4-seater breakfast bar island
  • Dining table with benches
  • Main living room with leather sofa and chairs, flat-screen TV and sliding doors out to the patio

 

 

Outdoor Living Space

 

  • Screened-in private pool and overspill spa
  • Sun loungers
  • Patio seating
  • Child safety fence
     

 

Entertainment

 

  • Flat-screen TV in the main lounge
  • TV in every bedroom
  • Harry Potter-themed games room with ping-pong, air hockey, and video game consoles
  • Upstairs entertainment loft with a home theatre, projector screen, leather sofa, pool table, foosball, and popcorn machine 
     

 

General

 

  • Full-size washer and dryer
  • Dishwasher
  • Air-conditioning
  • Complimentary Wi-Fi
  • Towels and bed linens provided
  • Security alarm system

 


Windsor at Westside

 

  • 8 miles from Walt Disney World Resort
  • 10,000 sq ft clubhouse
  • Multi-purpose sports courts
  • Volleyball court
  • Fitness centre
  • Resort swimming pool with water slide and spa
  • Video arcade
  • Sundry shop
  • Tiki bar
  • Easy access to Toll Road 429
  • Easy access to Western Way Boulevard

Villa Features

Prepare to be dazzled by the home’s five-star entertainment, whether you travel to Hogwarts with Harry in the games room or hang out upstairs in the large entertainment hub, which doubles as a cinema room. A movie night is taken to the next level thanks to the humongous projector screen!

 

VIP adults are catered for too. After an afternoon lounging around the south-facing pool, you can decide which of the nine plush bedrooms to stay in. The themed rooms certainly promise a magical night’s sleep for youngsters most excited about bunking with Elsa in Arrendelle or Moana on her wa'a kaulua canoe.

img

Themed Bedrooms

The trio of themed bedrooms burst with vibrant colours and characters, perfectly setting the scene for your upcoming Disney adventures. Choose between wielding your icy powers with Elsa or joining Moana on her mission to restore the heart of the ocean. Or you can feel the full force of the Star Wars room, ready to soon fly the real Millennium Falcon over at Disney’s Hollywood Studios.
The trio of themed bedrooms burst with vibrant colours and characters, perfectly setting the scene for your upcoming Disney adventures. Choose between wielding your icy powers with Elsa or joining Moana on her mission to restore the heart of the ocean. Or you can feel the full force of the Star Wars room, ready to soon fly the real Millennium Falcon over at Disney’s Hollywood Studios.
The trio of themed bedrooms burst with vibrant colours and characters, perfectly setting the scene for your upcoming Disney adventures. Choose between wielding your icy powers with Elsa or joining Moana on her mission to restore the heart of the ocean. Or you can feel the full force of the Star Wars room, ready to soon fly the real Millennium Falcon over at Disney’s Hollywood Studios.
img

Games Room

There are two designated game rooms if you fancy livening up your day with some competitive fun. Head to the Harry Potter-themed games room for a round of air hockey and pool. Or kick back upstairs around the entertainment loft, which also functions as a home theatre — just dim the lights and roll out your favourite blockbuster on the gigantic projector screen.
There are two designated game rooms if you fancy livening up your day with some competitive fun. Head to the Harry Potter-themed games room for a round of air hockey and pool. Or kick back upstairs around the entertainment loft, which also functions as a home theatre — just dim the lights and roll out your favourite blockbuster on the gigantic projector screen.
There are two designated game rooms if you fancy livening up your day with some competitive fun. Head to the Harry Potter-themed games room for a round of air hockey and pool. Or kick back upstairs around the entertainment loft, which also functions as a home theatre — just dim the lights and roll out your favourite blockbuster on the gigantic projector screen.
img

Private Pool

The best part about having your own private pool? You can dive right into the water to cool off from the Florida sun whenever you please! Whether it’s pool games with the kids or a blissful afternoon reclined on a sun lounger, the home’s patio also perfectly faces south meaning you’ve got all day to soak up some rays.
The best part about having your own private pool? You can dive right into the water to cool off from the Florida sun whenever you please! Whether it’s pool games with the kids or a blissful afternoon reclined on a sun lounger, the home’s patio also perfectly faces south meaning you’ve got all day to soak up some rays.
The best part about having your own private pool? You can dive right into the water to cool off from the Florida sun whenever you please! Whether it’s pool games with the kids or a blissful afternoon reclined on a sun lounger, the home’s patio also perfectly faces south meaning you’ve got all day to soak up some rays.

Resort Features

Convenience never looked so good at Windsor at Westside Resort. Enjoy the comfort of your villa with designated dining, socialising, and sleeping areas, without feeling cramped and bound to the same four walls. Featuring an exclusive range of 5 to 9-bedroom villas, you'll have ample space to stretch out and put your feet up while on holiday. And best of all, bask in the luxury of your private swimming pool and spa bath for endless days out in the Florida sunshine.

 

Outside your stunning home, Windsor at Westside Resort's swimming pool is the star attraction. Take a refreshing dip in the pool, recline on a sun lounger, or float down the lazy river as you admire the scenic poolside landscape. Teenagers will find entertainment at the resort's gaming room, teeming with thrilling arcades, while guests with an active lifestyle can workout in the fitness centre.

img

Resort Pool

Enjoy Central Florida’s subtropical warmth at the resort swimming pool, a stunning sapphire oasis of calm. Absorb all the radiant sunlight on the lavish poolside half-island, with plush day beds and turquoise sun loungers. Take a refreshing dip in the lagoon-style resort pool, then wander to the poolside tiki-bar for a delightful daiquiri and other blissful blends.

img

Fitness Centre

Achieve your workout goals while on holiday, from aerobic activity to endurance training and improving flexibility at the resort fitness centre. Work up a sweat or take an indulgent stretch to realign your body. Whichever way you decide to exercise, the excellent equipped fitness centre will cater to your needs.

img

Games Room/Arcade

A magnet to the younger guests, the clubhouse arcade is the resort’s entertainment hub. Equipped with an enticing array of gaming machines, from racing to dancing, and a Terminator-inspired point and aim, teenagers and gaming enthusiasts will happily spend hours in the resort’s game room as they escape into a realm of virtual reality.

Location

Situated off Westside Boulevard, you’re en route to magical memories and thrilling times at Walt Disney World. For the golfing enthusiasts, there’s a brilliant range of top-class greens in proximity, while the younger crowd are sure to love the water parks nearby. A 7-Eleven supermarket is stationed right near the northern entrance of Windsor at Westside, making shopping wonderfully convenient.

* Map points are approximate
  • img
    Airport:
    • Orlando International Airport (29 miles)
    • Tampa International Airport (71 miles)
  • img
    Flight Times
    • 9 hours from London (Approximately)
  • img
    Transfer Time
    • 39 mins by car from Orlando International Airport
  • img
    Time Difference
    • GMT -5 hours
Nearby Attractions
  • Walt Disney World Resort (14 miles)
  • Universal Orlando Resort (21 miles)
  • SeaWorld Orlando (18 miles)
  • International Drive (15 miles)
  • Legoland Florida Resort (29 miles)
  • Peppa Pig Theme Park Florida (32 miles)
  • Busch Gardens Tampa Bay (64 miles)
  • Clearwater Beach (88 miles)
Community Amenities
  • Sports Facilities
  • Children's Pool
  • Clubhouse
  • Resort Pool
  • Fitness Centre
  • Gated Community
  • Golf Course
  • Kid's Playground
  • Tiki Bar/Lounge onsite
  • Tennis Courts
  • Games Room/Arcade

Useful Information

Please note: Florida State Law requires all clients to register, and all home bookings are required to pay a Property Protection Fee of $6 per day (capped at $126) by credit or debit card, as part of the online registration and check in. The accommodation voucher detailing directions to the home and the exact address will be available any time from approximately 5 days prior to your departure date until the day of arrival, depending on when our suppliers release the final details to access your home. Guests must register and check in online at www.oceanbeds/register using their Ocean Beds Booking reference and lead passenger surname to login to have access to the voucher. Registration is available to complete at any time after booking.

This is an individual home contracted directly with the homeowner via a property management company. Please note that in the event that the home becomes unavailable before your stay due to the home being sold or removed from rental by the property manager, you will be offered an alternative home as per our booking conditions. If you are booking this home for specific requirements we may not be able to match these on the alternative home offered.

Please be aware that the images we use may not represent a properties exact specification at time of arrival as the homeowner may change a room(s) style, or other aspects of the property prior to arrival.

If your home includes a spa please be aware that the spa is not automatically heated and pool heat will need to be added to booking which is available between the months of October to April only.

Florida 24/7 Support Team

Florida 24/7 Support Team

img
  • Friendly and helpful Florida team of locals
  • Available 24/7 to assist Ocean Florida holidaymakers
  • Providing expert knowledge on Florida's attractions, dining scene, and entertainment

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

Special Offer
img
img
img
1
Mall at
Millenia
Gift Card
2
Old Town
Kissimmee Ferris
Wheel plus A&W
Combo Meal
3
Wonderworks
After Dark
Pass*NEW
4
I-RIDE TROLLEY
VALID FOR
7 DAYS
5
ANDRETTI LASER TAG & ARCADE PASS*NEW

Book a Florida holiday with us and receive FREE Orlando experiences worth
up to $415
per family.
When it’s time to swap the school for family fun, look no further than our Schools Out Explorer. Offering 5 free Orlando experiences worth up to $415 per family of four, it is perfect for kids and the young at heart alike. You can join epic laser tag showdowns, dive into arcade extravaganzas, soar high on the Old Town Kissimmee Ferris Wheel, and explore WonderWorks after dark to beat the crowds. What’s more, you’ll receive a $20 Mall at Millenia shopping voucher and a 7-Day I-RIDE Trolley Pass that whisks you through the heart of International Drive. So, buckle up for one of the most action-packed school holidays ever – it is sure to be one for the books!
PS. You won’t find this offer anywhere else!

See more
*$415 saving per family of 4     **Only applicable to over 12s
Be sure to ask our Florida Travel Specialists about this special offer
BOOK BY 12TH May 8PM!
HURRY LIMITED AVAILABILITY BOOK BY 12TH MAY 8pm!
Why Choose Us

Why we are the UK's #1 Independent Florida holiday company

1
Book as far
ahead as 2027
img

As an independent travel company, we can offer you packages up to 36-months in advance.

2
Spread The Cost
Of Your Holiday
img

Increased flexibility to spread the cost of your holiday before you depart.

3
Award Winning
Company
img

We’re proud to have been awarded Travel For All award at the Travel Weekly Globes 2024

4
24/7
Support
img

Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.

5
ATOL & TTA
Protection
img

When you book with Ocean Florida, your holiday and your money is 100% secure.

6
5 Star
Reviews
img

We’re very proud to receive daily 5-star reviews for both our service and our holidays.

There's more...
img
We Know Florida

We’ve been celebrating The Sunshine State for decades! Every member of the team at Ocean Florida is committed to planning your holidays, exploring Florida, sharing stories and crafting memories. We decided to put together a fun, friendly video featuring our actual team members to show you just how passionate we are about all things Florida. Press play to see exactly why – when it comes to Florida holidays – we are the ones to know!

img

Friendly Travel
Specialists at our UK centre

Our friendly team is on hand 7-days a week to help plan your holiday. We send each Travel Specialist to Florida at least once per year, meaning they talk to you from experience, not a script.

img

24/7 Support Team
in
Orlando

We have an amazing support team based in Orlando who are available 24/7 to help you with any questions or queries you might have during your holiday.

Call our Travel Specialists to plan your perfect holiday or request a free quote in just 60 seconds
image
Call: 01708 989 371
or
Start Planning Your Trip
5 star reviews
img

We are extremely proud of every single one of our
independent customer reviews

feefo review logo for ocean florida
We’re very proud to receive daily 5-star reviews Read Google Reviews
Trustpilot brandmark review
Rated 4.5 stars in over 2,400 real customer reviews Read Trust Pilot Reviews
image
Call our Travel Specialists to plan your perfect holiday or request a free quote in just 60 seconds
image
Request your free
quote in just 60 seconds
Call: 01708 989 371
or
Start Planning Your Trip

Get a Free Florida
Villa Holiday Quote

  • Fun and friendly Travel Specialists
  • Expert Florida knowledge
  • Support teams in the UK & the USA
Adults
- +
Children (under 12)
- +
Infants (under 2)
- +
Call us on 01708 989 371
  • trip1 ATOL & TTA Fully
    Protected
  • trip1 24/7 Florida Help
    Centre
  • trip1 UK's No.1 Florida
    Villa Specialist
  • trip1 Flexible Payment
    Options Available