Windermere VacationDoorways has helped visitors feel right at home since 1997. We’ve become the largest professional property management company in the Islands through providing quality private homes, maintaining high service standards, and doing business with integrity.

We’ve been recognized in local and national travel features and listed in the Conde Nast “Worldwide Guide to Villa Vacations” – one of only six locations in the United States. Our resources and experience ensure that you’ll have a wonderful stay.

When you choose a Windermere Vacation Rental home:

• You can make a reservation on line, 24/7.
• Quick, easy, and secure processing.
• Standard rates, terms, & conditions are detailed.
• Rapid confirmation and payment acknowledgement.

You don’t deal with the homeowner directly.

• Owners can be difficult to locate if you need help.
• You don’t have to find the rock that hides the key.
• Windermere is the intermediary if circumstances need resolution.

You avoid surprises when you open the door.

• The home meets Windermere amenity standards.
• It is professionally cleaned before you check-in.
• Each home contains a manual of operating instructions, property information, local resources, and an inventory of furnishings.
• A property manager is on call 24/7 if there is an emergency.

Our reservationists work for YOU.

• They can be objective about the relative merits of each property.  
• They inform you if the drawn curtains in a photo hide a dumpster.
• They candidly discuss suitability conditions for specific guests.
• They are able to present the relative attributes of numerous properties.