Key West Florida Vacation Rental Managers

The Vacation Rental Management Companies listed below know Key West, 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.

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

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

Puerta Coralina is a classic conch cottage located on a quiet residential street...

2BR / 3BA

The Mellow Macaw is a tropical Old Town apartment with a spacious outdoor porch area...

2BR / 1BA

Sea Captain's Haven has open indoor and outdoor living spaces...

2BR / 3BA

Monthly vacation home rental in Old Town Key West with pool and 3 bedrooms close to Duval

3BR / 4BA

Southernmost Bliss has spacious indoor and outdoor living areas...

3BR / 3BA

Villa Bahama has been furnished to a very high standard, in the lush tropical style inspired by Tommy Bahama...

2BR / 3BA

View Manager Profile
85 Rentals Available

Historic Key West Vacation Rentals
Find Rentals Member Since 2016

Historic Key West Vacation Rentals offers luxury, historic vacation rental homes in Key West, Florida. Your Premier Choice for Luxury Vacation Homes in the Keys. Our vacation specialists will guide you through the selection of the property that's perfect for your stay. Our staff is committed to o...

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

Historic Hideaways
Find Rentals Member Since 2018

Historic Hideaways has been in the vacation home business in Key West for over 25 years. We offer quality Key West vacation home rentals that include villas, condos, townhomes, and private rental homes. Choose from these private and historic Key West Vacation Rentals with private pools, or a cozy c...

Vacation Rentals from Historic Hideaways

3BR / 3BA

4BR / 3BA

2BR / 1BA

2BR / 2BA

1BR / 1BA

View Manager Profile
40 Rentals Available

Vacation Homes of Key West
Find Rentals Member Since 2006

Vacation Homes of Key West is a locally owned and operated company and this means we know our island well. From charming little cottages to elegant luxurious estates, experience the original island charm of Key West through our variety of top quality vacation rental properties. We are a locally gr...

Vacation Rentals from Vacation Homes of Key West

4BR / 3BA

3BR / 3BA

4BR / 3BA

4BR / 4BA

4BR / 3BA

6BR / 5BA

View Manager Profile
62 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