Take a Long Vacation to Key West

Rent Key West Vacations manages an amazing variety of Key West Monthly Rentals. Our townhomes, condos, and cottages are located in Old Town on Duval Square, near Key West’s famous attractions and nightlife. Many of our monthly rentals feature private pools and classic Key West architecture.

Key West is the perfect place to relax, escape, and enjoy the Florida beach life. Upon arriving in Key West, you’ll immediately feel its energy. The longer you stay, the more you can enjoy it.

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Olivia’s Retreat

Olivia’s Retreat

2 2 4 Key West
From $135.00/night
Portside Suite @ Tucked Away

Portside Suite @ Tucked Away

1 1 3 Key West
From $95.00/night
Reynolds Retreat

Reynolds Retreat

3 3 6 Key West
From $228.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $217.00/night
Starboard Suite @ Tucked Away

Starboard Suite @ Tucked Away

1 1 3 Key West
From $120.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $250.00/night
Tucked Away!

Tucked Away!

4 6 9 Key West
From $400.00/night
Villa Bella

Villa Bella

5 4.75 12 Key West
From $420.00/night
Villa de Palmas

Villa de Palmas

3 3 6 Key West
From $150.00/night