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Florida Keys Florida Vacation Rentals

Locations Near Florida Keys Florida



Vacation Rental Managers in Florida Keys Florida


We are the exclusive on-site rental agency for the Truman Annex and Key West Golf Club. Our staff of professional, licensed Realtors® is here to accommodate your needs whether you are vacationing, in need of temporary housing or are looking for a permanent home

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 grown, locally based entrepreneurial business with deep roots in Key West. We are also well educated world travelers, with several international staff members who help bring a global awareness to our customer service. This means we have both the local knowledge required to get things done on a small island hundreds of miles from the nearest city, and the sophistication required to manage privately owned vacation homes that are part of a world destination that increasingly caters to the luxury traveler. Over 25 years later, we are still going strong, and believe in what we are doing.

We've been helping people find the perfect home in the Lower Florida Keys since 1998. There's never been a better time to buy real estate in the Florida Keys. The market is strong, choices are great, and investment opportunities are around every island, corner, beach & canal! All of these vacation rentals are located between Marathon and Key West. Most are located on Summerland, Cudjoe and Big Pine Keys.

Rent Key West Vacations is one of the oldest property management companies in Key West, FL. Stay a week, a month or longer in one of our many rentals. With options ranging from romantic studio cottages, waterfront condos and 5 bedroom Old Town residences you’re sure to find the perfect fit for your Key West vacation.

Vacation Rentals in Florida Keys Florida


Key Largo Florida
| Resort
Sleeps 30

Key Largo Florida
| Cottage
Sleeps 30

Islamorada Florida
| Condo
Sleeps 6

Key Largo Florida
| Cottage
Sleeps 4

Key West Florida
11 Bedrooms | Villa
Sleeps 24

Islamorada Florida
10 Bedrooms | House
Sleeps 28

Key West Florida
9 Bedrooms | House
Sleeps 22