The Vacation Rental Management Companies listed below know Key West Area, typically have access to dozens of vacation properties, and can assist you in finding the right rental for your vacation.

Not only can you RENT with confidence from these property managers but if you are a property owner these professional companies can MANAGE your property.

In addition, many of these property managers are licensed brokers and real estate agents and can help you BUY and/or SELL a vacation property.

Historic Hideaways
Find Rentals Member Since 2018

Historic Hideaways has been in the vacation home business in Key West for over 25 years. Local Knowledge from Local Owners in Key West Florida. We specialize in Weekly, Monthly, and Seasonal Key West Vacation Rentals. All of our vacation home properties are located on the island of Key West its...

Vacation Rentals from Historic Hideaways

3BR / 3BA

4BR / 3BA

2BR / 1BA

2BR / 2BA

1BR / 1BA

View Manager Profile
40 Rentals Available

Rent Key West Vacations
Find Rentals Member Since 2004

Rent Key West Vacations is a local vacation rental management company based right on Duval Street, just one block from the Ernest Hemingway Museum. Founder in 1996, Rent Key West Vacations is one of the oldest property management companies in Key West, Florida. Our vacation rentals range from roma...

Vacation Rentals from Rent Key West Vacations

4BR / 4BA

4BR / 2BA

2BR / 2BA

3BR / 2BA

2BR / 2BA

View Manager Profile
65 Rentals Available

Florida Keys Vacation Rentals
Find Rentals Member Since 2011

Florida Keys Vacation Rentals is one of the largest rental management companies in the Florida Keys and we're dedicated to helping guests find the best vacation home or condo rentals in the Florida Keys. We first help you find your ideal vacation rental property and then ensure that you’ll spend yo...

Vacation Rentals from Florida Keys Vacation Rentals

4BR / 3BA

2BR / 2BA

3BR / 2BA

4BR / 3BA

3BR / 2BA

View Manager Profile
287 Rentals Available

Historic Key West Vacation Rentals
Find Rentals Member Since 2016

Book directly with Historic Key West Vacation Rentals, a locally owned and operated company, and get the best rate on our properties. A Professional Rental Management Company in Key West Florida, it is our business to find vacation rentals of the highest standards that go above and beyond our guest...

Vacation Rentals from Historic Key West Vacation Rentals

2BR / 2BA

4BR / 4BA

6BR / 6BA

2BR / 2BA

1BR / 1BA

4BR / 2BA

View Manager Profile
42 Rentals Available

Last Key Realty
Find Rentals Member Since 2018

At Last Key Realty, we are a small team of Realtors, Property Managers, and Business Associates who are passionate about Key West, our homes, and our guests. We feel a special responsibility to those visiting the Keys, those looking to rent a vacation rental property, those pursuing the purchase of...

Vacation Rentals from Last Key Realty