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Windsor at Westside - Ocean 147 2026 & 2027
img Kissimmee, Orlando
  • Adults
    - +
  • Children (under 12)
    - +
  • Infants (under 2)
    - +
Call us on 01708 989 371
7 nights from £770 pp
Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 5-bedroom home
  • Private pool
  • Games room
  • 15 minutes to Disney

Welcome to the epitome of contemporary luxury at this five-bedroom haven in Kissimmee's Windsor at Westside Resort community, located just eight miles from Walt Disney World Resort. When you're not exploring Orlando's famous parks and attractions, your very own private pool beckons for sun-soaked fun together as a family.

Further afield within the resort itself there is a plethora of top-notch amenities ready to enjoy, including a huge communal pool with water slide and spa, an on-site fitness centre, and heaps of sporting activities like volleyball to keep you active during your stay.

  • 5-bedroom home
  • Private pool
  • Games room

Welcome to the epitome of contemporary luxury at this five-bedroom haven in Kissimmee's Windsor at Westside Resort community, located just eight miles from Walt Disney World Resort. When you're not exploring Orlando's famous parks and attractions, your very own private pool beckons for sun-soaked fun together as a family.

Further afield within the resort itself there is a plethora of top-notch amenities ready to enjoy, including a huge communal pool with water slide and spa, an on-site fitness centre, and heaps of sporting activities like volleyball to keep you active during your stay.

Windsor at Westside - Ocean 147 2026 & 2027

img Kissimmee, Orlando
7 nights from £770 pp Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 5-bedroom home
  • Private pool
  • Games room
  • 15 minutes to Disney

Welcome to the epitome of contemporary luxury at this five-bedroom haven in Kissimmee's Windsor at Westside Resort community, located just eight miles from Walt Disney World Resort. When you're not exploring Orlando's famous parks and attractions, your very own private pool beckons for sun-soaked fun together as a family.

Further afield within the resort itself there is a plethora of top-notch amenities ready to enjoy, including a huge communal pool with water slide and spa, an on-site fitness centre, and heaps of sporting activities like volleyball to keep you active during your stay.

Amenities

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    Sleeps 10
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    Bedrooms 5
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    Bathrooms 6
  • Air Hockey
  • Clubhouse
  • Communal Gym
  • Communal Playground
  • Communal Pool
  • Communal Sports Facilities
  • Flat Screen TV
  • Games Room
  • Gated Resort
  • Private Pool
  • Pool Table
  • Resort Restaurant/Bar
  • Spa
  • 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
January£ 770£ 815£ 880
February£ 770£ 815£ 880
March£ 770£ 815£ 880
April£ 830£ 875£ 940
May£ 770£ 815£ 880
June£ 830£ 875£ 940
July£ 955£ 1,005£ 1,070
August£ 1,070£ 1,115£ 1,180
September£ 950£ 995£ 1,060
October£ 950£ 995£ 1,060
November£ 770£ 815£ 880
December£ 770£ 815£ 880

Villa Description

Prepare to be captivated by the allure of this modern set-up. Step into a restaurant-worthy kitchen where culinary dreams come true, complete with an island that beckons for breakfast delights. Premium lighting features weave a tale of sophistication throughout, casting a welcoming glow on every inch of this abode. From the dining area that exudes warmth to the living space that wraps you in a homely embrace, this villa is a symphony of comfort and style, perfect for your next trip.

And the entertainment options? Indulge in friendly competition in the games room, where air hockey and a pool table await your skills, and epic family tournaments commence!

Bedrooms/Bed Sizes

  • 3 masterking bedrooms
  • 2 twin bedrooms (Mickey Mouse- and Star Wars-themed)

Living Area

  • Fully-equipped kitchen with breakfast bar andseating for 4
  • Family dining table and chairs for 8
  • Living area with flat-screen TV and luxe family sofa

Outdoor Living Space

  • Private screened swimming pool and paved patio
  • 3 sun loungers
  • Patio diningtable and chairs
  • Covered lanai with ceiling fan

Entertainment

  • TVs in every bedroom
  • Themed kids' bedrooms
  • Games room with air hockey and pool table
  • Second living room with wall-mounted flat-screen TV and large sectional sofa

General

  • Complimentary Wi-Fi
  • Washer and dryer
  • Towels and bed linens provided

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

Cosy up in front of the large flat-screen TV in the snug upstairs living room after sunshine-filled daytime adventures, which is sure to transport you over to Hollywood for a memorable cinematic experience, right at home!

Chilled out evenings in also mean you can get your competitive hats on in the games room, which offers countless hours of air hockey and pool matches, making every moment an adventure.

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Air Hockey

Experience the excitement of an arcade in the comfort of your own home with an air hockey table. Whether it's a battle between the kids or a throwback for the adults, this classic game is perfect for hours of family fun.
Experience the excitement of an arcade in the comfort of your own home with an air hockey table. Whether it's a battle between the kids or a throwback for the adults, this classic game is perfect for hours of family fun.
Experience the excitement of an arcade in the comfort of your own home with an air hockey table. Whether it's a battle between the kids or a throwback for the adults, this classic game is perfect for hours of family fun.
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Private Pool

Savour the splendid Florida sunshine and rejuvenate with a refreshing plunge in your exclusive private pool. Following a day of adventures, luxuriate under the sun on your sumptuous loungers, creating the perfect setting for the entire family to unwind.
Savour the splendid Florida sunshine and rejuvenate with a refreshing plunge in your exclusive private pool. Following a day of adventures, luxuriate under the sun on your sumptuous loungers, creating the perfect setting for the entire family to unwind.
Savour the splendid Florida sunshine and rejuvenate with a refreshing plunge in your exclusive private pool. Following a day of adventures, luxuriate under the sun on your sumptuous loungers, creating the perfect setting for the entire family to unwind.
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Themed Bedrooms

Kids will delight in the two thoughtfully-designed twin bedrooms, which feature bedding and vibrant décor based on Mickey Mouse and Star Wars, ensuring that they keep the magic alive long after the parks close, and take it to bed with them each and every night!
Kids will delight in the two thoughtfully-designed twin bedrooms, which feature bedding and vibrant décor based on Mickey Mouse and Star Wars, ensuring that they keep the magic alive long after the parks close, and take it to bed with them each and every night!
Kids will delight in the two thoughtfully-designed twin bedrooms, which feature bedding and vibrant décor based on Mickey Mouse and Star Wars, ensuring that they keep the magic alive long after the parks close, and take it to bed with them each and every night!

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.

Why Choose Us

Why we are the UK's #1 Independent Florida specialists

1
Book as far
ahead as 2028
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As an independent travel company, we can offer you packages up to 36-months in advance.

2
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Specialist
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Access to over 2,500
exact homes across
Florida.

3
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We’re proud to have been awarded Travel For All award at the Travel Weekly Globes 2024 & 2025.

4
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Support
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Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.

5
Fully ATOL & ABTA
Protected
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When you book with Ocean Florida, your holiday and your money is 100% secure.

6
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We’re very proud to receive daily 5-star reviews for both our service and our holidays.

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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.

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

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  • Support teams in the UK & the USA
Adults
- +
Children (under 12)
- +
Infants (under 2)
- +
Call us on 01708 989 371
  • trip1 Fully ATOL &
    ABTA Protected
  • trip1 24/7 Florida Help
    Centre
  • trip1 UK's No.1 Florida
    Villa Specialist
  • trip1 4.7 TrustScore