Windsor Island Resort FAQs | Orlando Villa Guide & Travel Tips

Windsor Island Resort is a luxury gated resort community in the Davenport/Kissimmee area, offering a mix of Orlando holiday villas and townhouses in a convenient location close to Walt Disney World and Highway 27, with access to Interstate 4. It is known for its modern homes, large clubhouse complex and resort-style facilities. Windsor Island is a popular choice for families looking for an Orlando villa holiday with extensive shared amenities, a secure setting and good access to shops, restaurants and attractions. Below, we answer some of the most frequently asked questions to help you decide if Windsor Island Resort is the right base for your Orlando holiday.

What size villas are available on Windsor Island Resort?

Windsor Island offers a mix of townhouses and larger detached Orlando holiday villas. Townhouses are typically 4 or 5 bedrooms, while detached villas usually range from around 5 to 10 bedrooms. This makes it suitable for both mid-sized groups and larger families travelling together. Vacation homes on Windsor Island include private swimming pools or splash pools, open-plan living areas and fully equipped kitchens, with many properties also featuring games rooms or themed bedrooms.

When was Windsor Island Resort built or last updated and how many houses are on the community?

Windsor Island is a relatively new development, with construction beginning around 2018 and continuing into the early 2020s. The community consists of several hundred properties, including both townhouses and detached villas. It is a modern resort with contemporary designs, and most homes are recently built or updated.

How close are neighbouring villas on Windsor Island Resort and are they overlooked?

As with many modern resort communities, homes on Windsor Island can be positioned relatively close together, particularly in townhouse sections. Pool areas may be partially overlooked by neighbouring properties. Some villas back onto water or conservation areas, which can provide a more open outlook and a greater sense of privacy depending on the location.

Is Windsor Island Resort peaceful or busy?

Windsor Island generally has a lively resort atmosphere, especially around the clubhouse and pool complex during the day. It can feel busier than smaller or more residential communities, particularly in peak holiday periods. However, residential areas tend to be quieter in the evenings.

Does Windsor Island Resort feel like a resort or a neighbourhood?

Windsor Island has a clear resort feel. The scale of the clubhouse, pool complex and shared amenities creates a strong holiday atmosphere, rather than a quiet residential neighbourhood setting.

Does staying in a vacation home on Windsor Island allow me to play golf here?

Windsor Island does not have its own golf course, so staying in a holiday home here does not include on-site golf access. However, there are several golf courses within easy driving distance in the Davenport and Kissimmee area, where guests can book tee times separately.

How far is Windsor Island Resort from Walt Disney World Resort, Universal, SeaWorld and Busch Gardens?

Windsor Island is well located for visiting the main attractions. Walt Disney World Resort is typically around 20 to 25 minutes away depending on traffic, Universal Orlando Resort is usually around 35 to 40 minutes away, SeaWorld Orlando is generally about 30 to 35 minutes by car, and Busch Gardens Tampa Bay is typically around 60 to 70 minutes away. Travel times can vary at busier times of day.

Where is Windsor Island Resort?

Windsor Island is located in the Davenport area, just off Sand Mine Road and close to Highway 27. This places it slightly further from the main tourist corridor than some Kissimmee communities, but still within a practical distance for the theme parks, shops and restaurants.

Are there supermarkets, restaurants and shops near Windsor Island Resort?

Windsor Island is located close to a range of amenities. Supermarkets and restaurants are within 5 to 10 minutes along Highway 27, with additional options available along Highway 192. Larger shopping destinations include Posner Park at around 15 minutes, Disney Springs at approximately 25 to 30 minutes, Orlando Premium Outlets at roughly 30 to 35 minutes and The Florida Mall at about 40 to 45 minutes.

Is Windsor Island Resort good for day trips?

Yes, Windsor Island is well positioned for exploring Central Florida. Its location near major roads makes it practical for visiting theme parks, shopping centres and beaches on both coasts. Cocoa Beach is typically around 90 minutes away by car.

Are villas on Windsor Island Resort air-conditioned?

Yes, holiday villas and townhouses on Windsor Island include air conditioning throughout the main living areas and bedrooms, which is essential for a comfortable stay in the Florida climate. Games rooms, where present, do not always have air conditioning as standard, so it is worth checking the individual property details before booking.

Is traffic around Windsor Island Resort likely to be an issue?

Traffic can build up along Highway 27 and connecting routes towards Interstate 4, particularly during peak travel times. As with many Davenport communities, journey times can vary, but the road network generally allows straightforward access to the main attractions.

What are the car parking arrangements like when staying on Windsor Island?

Vacation homes on Windsor Island typically have a private driveway, allowing guests to park directly outside their accommodation. The number of vehicles you can park will depend on the size of the property, but most homes can accommodate multiple cars, particularly larger villas. Townhouses usually allow space for 1 or 2 vehicles. There are also standard community rules in place. These commonly include restrictions on certain vehicle types, meaning larger vehicles such as motorhomes, trailers or large commercial vehicles are not usually permitted to be parked within the community for extended periods. Street parking may be limited or restricted in certain areas, and overflow parking is not always guaranteed, so it is advisable to follow the specific parking guidance for your property.

Do villas on Windsor Island Resort have Wi-Fi and is it fast?

Vacation homes on Windsor Island provide complimentary Wi-Fi, which is typically suitable for everyday use such as browsing, video calls and streaming. Internet speeds are generally reliable, although they can vary depending on the individual property and service provider.

How does trash collection work on Windsor Island?

Trash collection on Windsor Island is usually handled through scheduled collection days rather than a daily valet-style system. Guests are normally asked to place rubbish in the correct bins or approved bags and leave it outside the property on the appropriate days. Full instructions are provided inside your villa.

What facilities and amenities are available on Windsor Island Resort?

Windsor Island offers a wide range of resort-style facilities centred around its large clubhouse. These include a communal heated swimming pool, lazy river, water slides, spa area, fitness centre, games room, children’s play area and sports courts such as basketball or volleyball. There is also a licenced bar and café area within the clubhouse, open 7 days a week.

Do Windsor Island guests have full access to amenities?

Guests staying in holiday villas and townhouses on Windsor Island have access to the main shared facilities, including the clubhouse and pool complex.

Are there any resort fees to pay at Windsor Island Resort?

Windsor Island does not charge a resort fee for guests staying in vacation homes.

Is Windsor Island Resort a gated resort?

Yes, Windsor Island is a gated community with a staffed entrance, helping to maintain a secure and private environment for guests and residents.

Are there queues at the gate at Windsor Island Resort?

Queues can occasionally occur at busier arrival times due to the staffed security gate, particularly during peak holiday periods. However, entry is usually straightforward once booking details have been confirmed.

What are the resort entry requirements at Windsor Island?

Guests are required to provide booking details and identification at the gate on arrival.

Is Windsor Island Resort safe for families?

Windsor Island is widely regarded as a safe and family-friendly resort. The gated setting, modern environment and range of amenities make it a popular choice for families travelling with children.

Do we need to hire a car when staying at Windsor Island Resort? Are Uber and taxis available?

While Uber and taxis are available in the Davenport area, car hire is strongly recommended. It provides greater flexibility for visiting the theme parks, supermarkets and restaurants. Public transport in this area is limited and not always convenient for holidaymakers.

Is Windsor Island Resort suitable for children?

Windsor Island is particularly well suited to families, with features such as a large heated pool complex, water slides, lazy river and play areas. The resort-style facilities and spacious accommodation make it a practical choice for families with children.

Are there quiet hours or community rules at Windsor Island Resort?

Yes, Windsor Island operates community rules designed to maintain a respectful and family-friendly environment. Quiet hours are typically around 10pm to 7am.

Does Windsor Island Resort get good reviews from guests?

Windsor Island is generally well reviewed by guests, particularly for its modern homes, resort facilities and family-friendly environment. Reviews often highlight the clubhouse and pool complex as a key feature.

Are there any common complaints about Windsor Island Resort?

Most feedback about Windsor Island is positive. Occasional comments tend to relate to its slightly further distance from the theme parks compared with some Kissimmee locations, and the fact that it can feel busy around the main amenities during peak periods. As with most villa communities, the quality of the individual home can also influence the overall experience.

Is Windsor Island Resort good value for money?

Windsor Island is generally considered good value, particularly for families wanting a modern Orlando villa holiday with access to extensive resort-style amenities. Value can vary depending on the size, standard and exact location of the property, but it remains a popular option for a resort-style stay.

Additional questions customers often ask

Is Windsor Island close to Disney compared to other resorts?

Windsor Island is slightly further from Walt Disney World than some Kissimmee communities along Highway 192, but still within a reasonable driving distance. It is comparable to other Davenport resorts along Highway 27.

Can groceries and food deliveries be arranged to Windsor Island?

Yes, most major supermarkets and food delivery services operate in the area and can deliver directly to your villa. This includes grocery deliveries as well as takeaway meals from a wide range of local restaurants, with services such as Uber Eats and DoorDash widely available.

Is there public transport from Windsor Island to the parks?

Public transport options are extremely limited, so most guests rely on a hire car or ride-sharing services.

Can I go fishing on Windsor Island?

Fishing is not allowed as a guest activity within Windsor Island. While there may be water features within the community, these are generally managed areas and not accessible for fishing.

Where can I book vacation villas in Windsor Island?

You can explore our full range of Windsor Island vacation villas, including a variety of sizes, styles and locations to suit your Orlando holiday. View our latest availability and find the ideal property for your stay by browsing these vacation villas close to Walt Disney World.

To Summarise

Windsor Island Resort is a modern and well-equipped resort community in the Davenport area, offering a combination of private pool villas, townhouses, a gated setting and extensive shared amenities. While it is slightly further from the main attractions than some Kissimmee communities, it provides a lively and family-friendly base for an Orlando villa holiday.