Key West Vacation Rentals

You are here

Search nearly 100 Key West vacation rentals ranging from intimate 2 bedroom cottages to large 6 bedroom homes. With properties in popular Key West communities like Truman Annex, Key West Golf Club, and 1800 Atlantic plus a variety of pet friendly and monthly rentals, we are sure we have the perfect fit for your trip. Our local Key West team of vacation rental experts has been helping travelers plan amazing vacations for decades and loves to share their local knowledge. Don't hesitate to contact us with questions or for help finding the perfect rental and booking your Key West vacation!

Displaying 25 - 27 of 27 rentals matching your search criteria
Map View
List View

Key West Casa

Type

  • Townhouse
Old Town
3 Bedrooms
2 Baths
6 Guests

This spacious 3 bedroom apartment is located in Shipyard of Truman Annex, one of the most desirable Key West communities, close to Blue Heaven and Santiago's Bodega, one of Key West most popular restaurants.

Buena Vista

Type

  • Townhouse
Old Town
2 Bedrooms
2.5 Baths
6 Guests

The historic brick foundry residence is in the luxurious gated community of the Truman Annex, appropriately named after President Harry Truman.

Sunset Celebration

Type

  • Condominium
Old Town
2 Bedrooms
1 Bath
4 Guests

This unit, aptly named Sunset Celebration, is close to Mallory Square, the perfect place to enjoy the local festivities that close the day every night.

Pages