Windsor at Westside Resort Villas – Luxury Holidays Near Disney World

Looking for a spacious Florida villa with a private swimming pool, fantastic family facilities and easy access to Orlando’s world-famous theme parks?

Windsor at Westside Resort offers an excellent combination of luxury-style holiday homes and resort amenities, making it a popular choice for families, friends and larger groups.

Located in the Kissimmee area of Central Florida, this gated, Mediterranean-themed community features a spectacular resort clubhouse, a zero-entry swimming pool, a lazy river, waterslides and plenty of opportunities for relaxation and family fun.

Choose a spacious villa with room for everyone to unwind, enjoy your own private pool at selected properties and make the most of the resort facilities between visits to Disney World, Universal Orlando and the many other attractions in the area.

At I Want A Villa, you can explore a selection of Windsor at Westside villas in different sizes and styles, compare facilities and find the right home for your Florida holiday.

Why Choose Windsor at Westside Resort?

Windsor at Westside combines the flexibility of a private holiday home with the added attractions of a resort-style community.

Spacious villas for families and groups

The community offers a range of villas and townhouses, with properties advertised in sizes from four to nine bedrooms. Selected homes feature multiple master suites, games rooms, entertainment lofts and generous outdoor living spaces.

Private swimming pools

Many villas have their own private pool, giving you somewhere to cool off, relax in the sunshine or enjoy a leisurely afternoon at home. Some properties also have a spa or hot tub, extended pool decks and attractive lake or conservation views.

Fantastic resort facilities

The clubhouse and leisure complex provide additional entertainment, including a lazy river, waterslide, splash features, fitness facilities and a poolside bar and lounge.

A convenient location near Disney

Windsor at Westside is approximately eight miles from Walt Disney World, according to the resort information currently advertised. It also offers access to the wider Orlando area, including Universal Orlando Resort, SeaWorld, shopping destinations and golf courses.

A gated community

The resort has a gated entrance and a landscaped setting, providing a defined community environment for your holiday stay.

Windsor at Westside Villas with Private Pools

One of the great advantages of renting a villa is having your own space to relax and spend time together after a busy day exploring Orlando.

Our Windsor at Westside properties offer different layouts, bedroom configurations and facilities. Depending on the home you choose, you may find:

• A private swimming pool, with heating available at selected properties
• A spa or hot tub at selected villas
• Spacious pool decks with sun loungers
• Covered outdoor dining and seating areas
• Fully equipped kitchens and generous dining spaces
• Multiple bedrooms and bathrooms, ideal for larger families
• Games rooms with pool tables, air hockey or other entertainment
• Upstairs lofts or additional TV lounges in selected homes
• Smart TVs and entertainment facilities
• Lake, pond or conservation views at selected properties

Every villa is individually furnished and equipped, so please check the specific property description for its features, maximum occupancy, pool arrangements and any optional extras before booking.

Looking for a villa with its own pool? Browse our Orlando villa rentals with private pools to compare more holiday homes.

The Windsor at Westside Clubhouse and Water Park

One of the highlights of this community is its impressive resort-style clubhouse and swimming complex.

The facilities advertised at Windsor at Westside include:

• Zero-entry swimming pool – a resort-style pool with a gradual entry
• Lazy river – a relaxing way to enjoy the water
• Waterslide and children's splash area – extra fun for younger guests and families
• Hot tub or spa – a place to unwind
• Tu Casa Bar & Lounge – a convenient spot for drinks, food and poolside refreshments
• Fitness centre – for guests who want to keep active
• Video arcade and games room – additional entertainment for families
• Children's activity area – facilities designed for younger visitors
• Tennis and basketball courts – opportunities for a friendly match
• Sand volleyball court – another option for outdoor activity
• Children's playground – space for younger guests to play
• Walking and jogging paths – for enjoying the community surroundings
• Sundries shop – for selected everyday essentials

The clubhouse and pool complex overlook the resort's landscaped surroundings and lake area, creating a focal point for guests who want a change from relaxing at their own villa.

Facilities, operating hours, food and drink services and access arrangements can change. Please check current resort information before travelling, particularly if there are specific amenities you want to use during your stay.

Shops, Restaurants and Things to Do Nearby

Windsor at Westside is well positioned for visitors who want to combine theme park days with shopping, restaurants and other activities around the Kissimmee and Davenport areas.

Supermarkets and everyday essentials

Publix supermarkets and other shops can be found in the wider area, making it convenient to stock up on groceries and supplies for your villa.

Restaurants and bars

You'll find a range of restaurants and casual dining options around the US192 corridor and the wider ChampionsGate and Four Corners areas. Whether you want a relaxed family meal, a quick bite or somewhere to spend an evening, there are plenty of choices within driving distance.

The resort's own Tu Casa Bar & Lounge also provides an on-site option for food and drinks, subject to its current opening arrangements.

Golf courses

Golf enthusiasts have several courses to consider nearby. The existing I Want A Villa page highlights Highlands Reserve Golf Club and ChampionsGate's golf facilities, with further courses available across the surrounding area.

Check current opening times, tee-time availability, prices and transport arrangements directly with individual venues.

Where Is Windsor at Westside Resort Located?

Windsor at Westside is in the Kissimmee area of Central Florida, within reach of Walt Disney World and the wider Orlando theme park region.

The resort's location provides access to the surrounding road network, including routes towards the Disney area, shopping destinations and golf courses. A hire car is a popular choice for visitors who plan to explore several attractions during their stay.

Although the resort is advertised as being around eight miles from Disney World, the exact journey will depend on your villa, the park entrance you need, traffic and the route taken.

Getting to the Orlando Attractions and Airports

The following are the approximate distances and journey times currently advertised on the existing I Want A Villa resort information. Please retain your existing Google Maps-verified figures if they differ from these general estimates.

The airport journey time is an estimate and may vary with traffic, roadworks and the time of day. Toll charges may apply when using the 417.

Getting Around During Your Stay

Hiring a car is a popular option for guests staying at Windsor at Westside, particularly if you plan to visit multiple theme parks, explore shopping areas or play golf.

If you would prefer not to drive every day, private airport transfers and local taxi services may be alternatives. The existing I Want A Villa page also references Florida Transport for airport transfers and other journeys, as well as Uber. Check current availability, prices, luggage capacity and child-seat arrangements before booking.

If you plan to visit several attractions, compare the cost and convenience of transport options before you travel. Remember that journey times can vary considerably during busy periods.

Find Your Ideal Windsor at Westside Villa

Whether you're planning a family holiday, travelling with friends or bringing a larger group together, Windsor at Westside offers a choice of spacious holiday homes to explore.

Use our villa search to select your dates, choose your preferred number of bedrooms and compare the properties available for your stay. You can also look for features such as a private pool, games room, multiple master suites or a particular pool direction.

Before booking, check each property's individual description, occupancy, facilities, location within the community and any optional extras.

You may also find these pages useful:

• Orlando Villas Near Disney
• Luxury Orlando Villas
• Orlando Villa Rentals with Private Pools
• Orlando Villas With Games Rooms
• Orlando Villas for Large Families
• Florida Villa Rentals

Start Planning Your Windsor at Westside Holiday

Enjoy the freedom of your own holiday home, the option of a private pool and access to the resort's impressive leisure facilities, all within reach of Orlando's world-famous attractions.

Browse our Windsor at Westside villas, check availability for your dates and find the right home for your Florida holiday with I Want A Villa.