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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Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $180.00/night
Bahama Dreams

Bahama Dreams

3 2 6 Key West
From $150.00/night
Caesar's Palace

Caesar's Palace

5 5.25 10 Key West
From $280.00/night
Conch Casa @ Colony

Conch Casa @ Colony

3 2.5 6 Key West
From $165.00/night
Duval Square Delight

Duval Square Delight

2 2.5 4 Key West
From $130.00/night
Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $161.00/night
Escape on Fleming

Escape on Fleming

2 1 4 Key West
From $100.00/night
La Brisa #303W

La Brisa #303W

2 2 4 Key West
From $100.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $200.00/night
Olivia’s Retreat

Olivia’s Retreat

2 2 4 Key West
From $135.00/night
Reynold's Retreat

Reynold's Retreat

3 3 6 Key West
From $228.00/night
Sanctuary Retreat

Sanctuary Retreat

3 2.5 8 Key West
From $320.00/night