FR Logo

Tap to Find Your Next Vacation Rental

Key West Florida Vacation Rentals

Showing 1-27 of 303 Rentals

Villa Paradiso
Home in Key West Florida
$480/night

Mediterranean Caribbean Vil...
Villa in Key West Florida
$5,500/month

La Casita En Cima
Home in Key West Florida
La Casita En Cima has a lavish private pool...
$125/night

Townhomes on Windsor #6
Home in Key West Florida
$595/night

Pete's West Cottage
Home in Key West Florida
$280/night

Heavenly Zen
Home in Key West Florida
This quiet and peaceful courtyard is how Heavenly Zen got its name...
$476/night

Casa Atlantica Studio
Apartment in Key West Florida
$210/night

Down Island Digs
Cottage in Key West Florida
$475/night

Steamplant 210
Condo in Key West Florida
$1,575/week

Grande Dame Key West - 'The...
Home in Key West Florida
$1,590/night

Coconut Cabana
Home in Key West Florida
$490/night

Ann Street Gardens
Cottage in Key West Florida
Ann Street Gardens
$200/night

Viva Margarita!
Home in Key West Florida
Viva Margarita! is a tropically decorated three-story home, with an open living plan and a beautiful private pool and Jacuzzi area...
$259/night

Conch in the Treetops
Condo in Key West Florida
Key West 2 bedroom condo rental on the ocean with loads of amenities rents weekly
$220/night

Southard Comfort
Home in Key West Florida
$499/night

Conch in Training
Condo in Key West Florida
Welcome to Paradise!
$195/night

Ann Street Tranquility
Condo in Key West Florida
Key West 1 bedroom cottage rental close to Duval
$300/night

Casablanca
Condo in Key West Florida
$229/night

Little Red Pool
Cottage in Key West Florida
$4,000/month

Private Pool Garden Villa
Villa in Key West Florida
Private Pool Garden Villa - Key West
$600/night

Sea Captain's Haven
Townhouse in Key West Florida
Sea Captain's Haven has open indoor and outdoor living spaces...
$303/night

Escape on Fleming (Monthly)
Cottage in Key West Florida
$2,807/month

La Hacienda (30 Night Minim...
Home in Key West Florida
La Hacienda
$4,300/month

Follow The Sun
Condo in Key West Florida
The balcony is a great place to relax, overlooking  the Ocean…
$220/night

Bali Hideaway
Cottage in Key West Florida
$250/night

The QM - Quartermaster Hous...
Home in Key West Florida
$6,000/month

Avant Garde Key West Luxury...
Home in Key West Florida
$5,900/month


Where to stay around Key West Florida

Our May 2019 property listings offer a selection of 303 vacation rentals near Key West. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Key West for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Key West?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Key West:


For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Key West.


What are some fun things to do in Key West?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Key West. Some of the most popular places to visit while you're traveling in Key West while on vacation are:

There are many other points of interest around Key West listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Key West Florida?


Can I rent houses in Key West?

Yes. Find Rentals has 79 houses available for rent in Key West. Our other popular types of vacation rentals in Key West include:

But you can also enjoy a great stay in one of our other vacation rentals including townhouses and more.


Can I rent fishing rentals in Key West?

Absolutely, Find Rentals has 103 fishing rentals in Key West. You have also many other possibilities in Key West area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Key West?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.