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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

Anne's Hideaway (30 Night M...
Home in Key West Florida
Old Town Key West
$3,990/month

Petite Maison and Grande Ma...
Home in Key West Florida
$1,019/night

Maximo Cabana (30 Night Min...
Home in Key West Florida
Maximo Cabana
$5,950/month

Dreaming on Duval IV
Bungalow in Key West Florida
$1,100/night

Americana Tropicale
Home in Key West Florida
Key West vacation home rental with private pool and 4 bedrooms perfect for your group
$550/night

Poinciana Place Treetop
Home in Key West Florida
$159/night

Villa de Palmas
Villa in Key West Florida
$12,000/month

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

The Truman Suites - All 4...
Home in Key West Florida
$795/night

Blue Heron's Cove
Townhouse in Key West Florida
Key West 2 bedroom vacation rental in Truman Annex with pool and steps to Duval
$204/night

Martha Suite -Second Floor...
Home in Key West Florida
$189/night

Endless Summer
Home in Key West Florida
Endless Summer is completely fenced in and private...
$550/night

La Brisa 405E Sea Orchid
Condo in Key West Florida
$270/night

The Commodore's Manor
Home in Key West Florida
The Commodore's Manor is a beautiful 5 bedroom 3,500 sq ft townhome that is located directly on the water at Garrison Bight Marina...
$770/night

Catherine House
Home in Key West Florida
$360/night

Chick-a-Pea's Cottage
Cottage in Key West Florida
$510/night

The Lilac Cottage
Home in Key West Florida
The Lilac Cottage is a classic conch cottage located in the heart of Old Town...
$138/night

Havana House
Home in Key West Florida
The back yard is very private, with a large covered deck & chaise lounges...
$206/night

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

Cayo Limon
Home in Key West Florida
$4,500/month

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

Sundrenched Reflections
Condo in Key West Florida
Sundrenched Reflections is located on the water at Sunset Marina...
$138/night

Beach Club #104
Condo in Key West Florida
Key West 2 bedroom condo rental oceanfront
$350/night

Amelia Lane (30 Night Minim...
Home in Key West Florida
Amelia's Bungalow
$4,500/month

Villa Serena @ Duval Square
Villa in Key West Florida
$1,984/week

Albury Bungalow (Monthly)
Home in Key West Florida
Monthly Key West Getaway 1 bedroom with pool close to it all
$4,258/month

Villa Paradiso
Home in Key West Florida
$480/night


Where to stay around Key West Florida

Our August 2019 property listings offer a selection of 235 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.