The Vacation Rental Management Companies listed below know Islamorada 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.

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

2BR / 2BA

2BR / 2BA

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50 Rentals Available
1 Reviews

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

3BR / 3BA

5BR / 5BA

3BR / 2BA

4BR / 3BA

7BR / 5BA

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26 Rentals Available

Keyswide Vacation Rentals
Find Rentals Member Since 2018

Keyswide Vacation Rentals has what you need to ensure a stress-free visit to the Florida Keys filled with fun family memories. The perfect property in the perfect location, clean comfortable rental homes, and condos with all the amenities you desire. With seven offices from Key Largo to Key West, an...

Vacation Rentals from Keyswide Vacation Rentals

2BR / 2BA

3BR / 2BA

2BR / 2BA

4BR / 2BA

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19 Rentals Available

Florida Keys Luxury Rentals
Find Rentals Member Since 2018

Since 2008, Your Source For Upscale Vacation Accommodations In The Florida Keys. 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...

Vacation Rentals from Florida Keys Luxury Rentals

5BR / 5BA

3BR / 3BA

4BR / 4BA

5BR / 6BA

4BR / 5BA

3BR / 4BA

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15 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