FR Logo

Tap to Find Your Next Vacation Rental

Key West Florida Vacation Rental Managers

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
3BR / 2BA
2BR / 2BA

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

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

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
Kemp House
3BR / 3BA
Truman House
4BR / 3BA
Shipyard
2BR / 1BA
La Prive
2BR / 2BA
The Courtyard
1BR / 1BA
Campbell Suite
1BR / 1BA

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

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
Front View
4BR / 3BA
Exterior
2BR / 2BA
Front View
3BR / 2BA
Front View
3BR / 2BA
Your Next Vacation Rental
4BR / 3BA
Front
3BR / 2BA