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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Suite Caroline

Suite Caroline

1 1 3 Key West
From $140.00/night
Olivia’s Retreat

Olivia’s Retreat

2 2 4 Key West
From $135.00/night
Escape on Fleming

Escape on Fleming

2 1 4 Key West
From $100.00/night
South St. Cottage

South St. Cottage

2 2 4 Key West
From $130.00/night
Sunrise @ Southard Square

Sunrise @ Southard Square

2 2 4 Key West
From $128.00/night
La Brisa #303W

La Brisa #303W

2 2 4 Key West
From $100.00/night
Duval Square Delight

Duval Square Delight

2 2.5 4 Key West
From $130.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $0.00/night
Windsong Delight

Windsong Delight

2 2.5 4 Key West
From $150.00/night
Ashe Splashe

Ashe Splashe

2 3 6 Key West
From $180.00/night
Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $161.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $200.00/night