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Windsor at Westside - Ocean 149 2026 & 2027

7 nights from £740 pp
Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected

7-bedroom home
Private pool and spa
Games room
15 minutes to Disney

Prepare to step into a haven of warmth and charm at this delightful Windsor at Westside villa —a true home away from home yet just a few miles down the road from the magic of Walt Disney World Resort. Adorned with inviting blues and soothing greys, this residence is a symphony of homely furnishings, promising an atmosphere where every moment feels like a comforting embrace.

With seven elegant bedrooms designed for ultimate relaxation, including whimsical Star Wars and Mickey-themed delights, this home is more than accommodation—it's a story waiting to unfold.

7-bedroom home
Private pool and spa
Games room

With seven elegant bedrooms designed for ultimate relaxation, including whimsical Star Wars and Mickey-themed delights, this home is more than accommodation—it's a story waiting to unfold.

Windsor at Westside - Ocean 149 2026 & 2027

Kissimmee, Orlando

7 nights from £740 pp Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected

7-bedroom home
Private pool and spa
Games room
15 minutes to Disney

With seven elegant bedrooms designed for ultimate relaxation, including whimsical Star Wars and Mickey-themed delights, this home is more than accommodation—it's a story waiting to unfold.

Amenities

Sleeps 14
Bedrooms 7
Bathrooms 5
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
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.

Year

Flight

Months	7 Nights	10 Nights	14 Nights
February	£ 740	£ 770	£ 815
March	£ 745	£ 780	£ 825
April	£ 800	£ 830	£ 880
May	£ 740	£ 770	£ 815
June	£ 800	£ 830	£ 875
July	£ 930	£ 970	£ 1,025
August	£ 1,040	£ 1,070	£ 1,115
September	£ 920	£ 950	£ 995
October	£ 920	£ 950	£ 995
November	£ 740	£ 770	£ 815
December	£ 740	£ 770	£ 815
January	£ 740	£ 770	£ 815

Villa Description

Experience the epitome of homely elegance as you enter the home. The living room, adorned with multiple family sofas and a generously sized flat-screen TV, beckons for shared laughter and cosy movie nights. A state-of-the-art kitchen stands ready to cater to culinary desires, creating a space where every meal becomes a delightful gathering.

Entertainment takes centre stage with a games room featuring a pool table and foosball, inviting friendly competition and memorable moments. Step into the themed bedrooms, where dreams come alive in the embrace of Star Wars adventures and Mickey Mouse magic. Each corner of this spacious home is a testament to the art of Florida living, promising a stay where every detail feels just right.

Bedrooms/Bed Sizes

3 masterking bedrooms
2 queen bedrooms
1 twin bedroom (Star Wars-themed)
1 bunk bedroom (single on top, double on the bottom - Mickey Mouse-themed)

Living Area

Fully-equipped kitchen with breakfast bar andseating for 4
Family dining table and chairs seating 8
Large open-plan living space with flat-screen TVs and luxe family sofas

Outdoor Living Space

Screened-in swimming pool and overspill spa
Sun loungers
Patio diningtable and chairs

Entertainment

TVs in every bedroom
TV in main living room
Games room with pool table, foosball, bubble hockey, and a PlayStation console
Upper-floor loft living room with large sectional sofa and wall-mounted flat-screen TV

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

Discover a trove of delights that elevate your stay to an extraordinary experience. The heart of familial bonding awaits in the living room, where plush sofas and a large flat-screen TV set the stage for shared moments and recharging after a busy day.

Unleash your inner chef in the state-of-the-art kitchen, where culinary dreams come true. The games room, equipped with a pool table and foosball, promises endless entertainment and friendly competition on days away from the parks.

Private Pool

Take advantage of the beautiful Florida weather and unwind in your own private pool and adjoining spa. After a day of adventures, lounge on the luxurious deck chairs, relax amid the bubbles and soak up the sun with your family.

Pool Table

Get ready for some friendly competition with your very own pool table, the perfect addition to your entertainment space at this Windsor at Westside haven. Gather your family or friends and unleash your competitive spirit as you challenge each other to a game of skill and most of all, fun.

Themed Bedrooms

Two dedicated spaces for younger members of your party are included in this spacious retreat, with nods to Star Wars and Mickey Mouse in the colourful décor and bedding to ensure a memorable stay for all. Let the kids keep the magic alive long after they've returned home from the parks, in these adorable bedrooms.

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.

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.

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.

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

Airport:
- Orlando International Airport (28 miles)
- Tampa International Airport (70 miles)
Flight Times
- 9 hours from London (Approximately)
Transfer Time
- 40 mins by car from Orlando International Airport
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

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.

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

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Protected

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

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Reviews

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

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