Florida Keys Vacation Rental Managers

The Vacation Rental Management Companies listed below know Florida Keys, typically have access to dozens of vacation properties, and can assist you in finding the perfect 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.

Florida Keys Vacation Rentals
Find Rentals Member Since 2011
With five offices, a dedicated staff of rental management professionals, and hundreds of properties under our administration, we are one of the largest rental management companies in The Florida Keys. Our Commitment to you is to consistently provide value to your vacation rental experience in the F...

Vacation Rentals from Florida Keys Vacation Rentals
4BR / 3BA
2BR / 2BA
2BR / 2BA
3BR / 2BA
3BR / 2BA
4BR / 3BA

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
Toba's Treehouse gets its name from being perched up high on stilts among the treetops. As a result, it's very private and quiet...
2BR / 2BA
Sea Captain's Haven has open indoor and outdoor living spaces...
2BR / 3BA
Maison Tropicale is located in the quietest area of Old Town...
3BR / 3BA
Casa Feliz has a spacious pool surrounded by a generous patio area...
3BR / 4BA

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

Key Largo Florida Vacation Rentals - Oceanfront Resorts
Find Rentals Member Since 2018
Providing Quality Vacation Rental Accommodations in Key Largo Since 1996. We offer premier Key Largo vacation rental accommodations that include spacious townhouse rentals, oceanfront condo's and luxurious villas. They are situated in some of the most popular Key Largo vacation rental destinations...

Vacation Rentals from Key Largo Florida Vacation Rentals - Oceanfront Resorts
2BR / 1BA
3BR / 3BA
2BR / 2BA
2BR / 2BA
2BR / 1BA
2BR / 2BA

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

Island Villa
Find Rentals Member Since 2018
For more than fifteen years, Island Villa Rentals—with Patti Stanley charting its course—has been the trusted source for Islamorada luxury vacation rentals, Tavernier and Key Largo rentals and destination wedding properties. Known as the "sport fishing capital of the world", Islamorada is a haven f...

Vacation Rentals from Island Villa
4BR / 3BA
3BR / 3BA
3BR / 3BA
2BR / 1BA
3BR / 2BA
5BR / 1BA

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

Rent My Island
Find Rentals Member Since 2018
Rent My Island has offered vacation rentals to over 25,000 satisfied guests since the 1980's. We offer vacation destinations in the Middle Florida Keys, Florida. Our friendly and knowledgeable Customer Service staff will assist you in selecting the best home for your needs. Waterfront Vacation Hom...

Vacation Rentals from Rent My Island
1BR / 1BA
2BR / 1BA
3BR / 2BA
4BR / 3BA
3BR / 2BA
4BR / 2BA

Rent Key West
Find Rentals Member Since 2004
Rent Key West Vacations is one of the oldest property management companies in Key West, Florida. Our vacation rentals range from romantic studio cottages to waterfront condos and 5 bedroom Old Town Homes, you’re sure to find the perfect fit for your Key West Vacation. Stay for a week, a month or l...

Vacation Rentals from Rent Key West
4BR / 4BA
2BR / 2BA
4BR / 2BA
2BR / 2BA
3BR / 2BA
3BR / 2BA

Florida Keys Luxury Rentals
Find Rentals Member Since 2018
Our Luxury Upscale Vacation Rentals includes only the best Accommodations in the Upper Florida Keys. Our inventory includes only the best properties the Upper Florida Keys have to offer. We will do everything to make your luxury vacation relaxing and comfortable. Call or email us with any questi...

Vacation Rentals from Florida Keys Luxury Rentals
5BR / 5BA
3BR / 3BA
4BR / 4BA
5BR / 6BA
4BR / 5BA
3BR / 4BA

Schwartz Vacations
Find Rentals Member Since 2018
The Fabulous Florida Keys -- An Island Paradise You Can Drive To! If you're looking for a quality vacation rental property in the Lower Florida Keys, look no further! Schwartz Vacation Rentals has what you need to ensure a stress-free visit to the Florida Keys: a clean, comfortable rental home or c...

Vacation Rentals from Schwartz Vacations
Cudjoe Key, FL 3 bedroom pet friendly vacation home with pool
3BR / 2BA
2BR / 2BA
2BR / 2BA
2BR / 2BA
3BR / 2BA
2BR / 2BA

Action Keys Realty of the Florida Keys
Find Rentals Member Since 2004
One of the very few independently owned and operated real estate companies in the Florida Keys, since its creation in 1984. Our Vacation Homes offer more space, privacy, fantastic locations and in some cases – the ability to bring your pets! All of our vacation rentals are located between Marathon...

Vacation Rentals from Action Keys Realty of the Florida Keys
2BR / 2BA
2BR / 2BA
3BR / 2BA
4BR / 3BA
3BR / 3BA
3BR / 2BA

Key Colony Beach Realty
Find Rentals Member Since 2018
Key Colony Beach Realty is a family owned real estate and vacation rental company servicing the Marathon Area of the Florida Keys since 1982. Our motto, "Today's Friends... Tomorrow's Neighbors." Our waterfront vacation rentals in Key Colony Beach, Florida rent by the week or the month. All renta...

Vacation Rentals from Key Colony Beach Realty
3BR / 2BA
2BR / 2BA
3BR / 2BA
3BR / 2BA
3BR / 3BA
4BR / 4BA

Keys Holiday Rentals
Find Rentals Member Since 2010
Welcome to Keys Holiday Rentals. Established in 2007 we have grown our vacation rental management business due to our reputation for guest satisfaction. The properties we represent offer a variety of amenities in a variety of price ranges. We have experienced rental specialists who know Islamor...

Vacation Rentals from Keys Holiday Rentals
View from Balcony
2BR / 2BA
View from Balcony
2BR / 2BA
Pool & Hot Tub
2BR / 2BA
Balcony Views
2BR / 2BA
Pool
2BR / 2BA
Views from Balcony
2BR / 2BA


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