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Windsor at Westside - Ocean 159 2026 & 2027
img Kissimmee, Orlando
  • Adults
    - +
  • Children (under 12)
    - +
  • Infants (under 2)
    - +
Call us on 01708 989 371
7 nights from £780 pp
Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 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 2026 & 2027

img Kissimmee, Orlando
7 nights from £780 pp Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 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

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

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
February£ 780£ 830£ 900
March£ 825£ 895£ 990
April£ 840£ 890£ 960
May£ 780£ 830£ 900
June£ 840£ 890£ 960
July£ 1,005£ 1,075£ 1,170
August£ 1,080£ 1,130£ 1,200
September£ 960£ 1,010£ 1,080
October£ 960£ 1,010£ 1,080
November£ 780£ 830£ 900
December£ 780£ 830£ 900

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.

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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.
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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.
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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.

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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.

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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.

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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
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    Airport:
    • Orlando International Airport (28 miles)
    • Tampa International Airport (70 miles)
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    Flight Times
    • 9 hours from London (Approximately)
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    Transfer Time
    • 40 mins by car from Orlando International Airport
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    Time Difference
    • GMT -5 hours
Nearby Attractions
  • Walt Disney World Resort (13 miles)
  • Universal Orlando Resort (20 miles)
  • SeaWorld Orlando (18 miles)
  • International Drive (15 miles)
  • Legoland Florida Resort (27 miles)
  • Peppa Pig Theme Park Florida (30 miles)
  • Busch Gardens Tampa Bay (63 miles)
  • Clearwater Beach (87 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

**EXCLUSIVE** Price includes a complimentary welcome pack with everyday essentials (milk, bread, jam, butter, tea, coffee, water, cereal and juice), along with all pre-arrival cleaning fees and taxes. Each property is thoroughly inspected before your arrival, and our dedicated Ocean Beds 24-hour in-resort team is always on hand to ensure guests are well looked after.

Windsor at Westside Resort has implemented a $20 parking fee per vehicle, per stay, effective immediately. This fee will be collected upon arrival, so guests should be prepared to pay $20 per vehicle at the time of entry.

Please note: Florida State Law requires all clients to register and all home bookings are required to pay a Property Protection Fee of $8 per day (capped at $120) by credit or debit card, as part of the registration and online check in. All clients must have completed registration to allow them to download their accommodation voucher approx. 5 days prior to their arrival date.

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

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  • 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.

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