Windsor Island vacation rentals

Windsor Hills is closer to Disney but built in the mid-2000s. Windsor Island opened in 2020 with a lazy river, newer homes and larger villas — you trade about seven minutes of drive for a newer stay.

Included. Where a home has hand-painted or themed rooms, they're part of the house — nothing is locked or charged separately.

No resort fee when you book direct with us. Clubhouse, lazy river, arcade and mini golf access come with the home.

A handful of our Windsor Island villas are a two-minute walk from the lazy river — useful with young children. Ask and we'll flag them on the map.

Yes. Every registered guest staying in a Windsor Island vacation home has full access to the water park, lazy river, clubhouse, fitness centre, sports courts, arcade and playground. A gate pass or check-in at the clubhouse is usually needed first, so do that on arrival day.

Two, and they are more interesting than most: one open flume and one enclosed, both finishing with a splash into the lazy river. The river itself has water curtains, waterfalls and water cannons around the circuit, alongside a zero-entry pool and a children's splash pad.

Roughly nine miles, usually fifteen to twenty minutes by car. Windsor Island sits further out in Davenport than the Kissimmee resorts, which is the trade-off for newer homes — though it does put you closer to LEGOLAND than most of our communities.

Private cabanas are available but are not included with a stay. They are reserved separately through the resort's clubhouse, fees apply and availability varies by season, so book ahead if a shaded base by the water matters to your group.

There is a grille and bar on site serving food, snacks and drinks, with poolside service as well. For a full grocery shop the nearest Publix is about three miles away, and most guests stop there on the way in from the airport.

Mini golf, basketball, sand volleyball, cornhole, a playground and fire pit seating areas outdoors, plus an arcade and a fitness centre in the Aloha Clubhouse. It is a resort built for families to stay put for a day rather than drive somewhere.

Our Windsor Island homes run from five to ten bedrooms, which makes it a large-group resort rather than a couples one. Most have their own private pool on top of the resort water park, and the live counts on this page show exactly how many.

It is the newest of the three Windsor communities we work in, and the homes reflect that — newer builds, more contemporary finishes and more of the games rooms and cinemas that older stock often lacks. The water park was built to the same recent standard.

Yes, it is a gated community. Access to the amenities normally involves a gate pass or checking in at the clubhouse, which is quickest done on the day you arrive rather than when you are trying to get children into the water park.

Yes, a fitness centre in the Aloha Clubhouse, included with the stay for registered guests. The clubhouse also holds the arcade and the outdoor bar and dining area, so it is the natural hub of the resort.