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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

Townhomes on Windsor #5
Home in Key West Florida
$595/night

Star of the Seaport
Home in Key West Florida
Star of the Seaport is a luxurious private estate that occupies an expansive space on an iconic street...
$880/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

Saltwater Harmony
Condo in Key West Florida
Saltwater Harmony has large French doors in the living room that open to the back patio...
$286/night

Colony Sunset Suite
Suite in Key West Florida
$1,193/week

La Provence Tropicale
Home in Key West Florida
La Provence Tropicale has an open living area with French doors...
$131/night

Southard Comfort
Home in Key West Florida
$499/night

Casa Victoria
Home in Key West Florida
Key West pet friendly 5 bedroom vacation home with pool
$770/night

Lola’s Place
Home in Key West Florida
$3,570/month

Keys Kokomo
Home in Key West Florida
Keys Kokomo has a spacious pool and outdoor area... and a Tiki Hut!
$218/night

Azure Hideaway (30 Night Mi...
Cottage in Key West Florida
Azure Hideaway
$3,200/month

Villa Tropicale
Home in Key West Florida
$880/night

Colony Calypso
Home in Key West Florida
$240/night

Duval Square Delight
Townhouse in Key West Florida
$3,387/month

Campbell Cottage (30 Night...
Home in Key West Florida
Living Area
$2,700/month

Shipyard
Condo in Key West Florida
Shipyard
$180/night

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

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

Bahamian Bamboo
Home in Key West Florida
Vacation Home with pool, large patio area and 3 bedrooms in Key West, FL
$770/night

Ann Street Cottage
Condo in Key West Florida
$270/night

Windswept Palms
Condo in Key West Florida
Oceanfront 3 bedroom condo in Key West available nightly
$330/night

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

Papa's Casita
Home in Key West Florida
Papa's Casita has a spacious outdoor living area...
$165/night

Concha Cabana
Cottage in Key West Florida
$3,897/month

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

The Mellow Macaw
Condo in Key West Florida
The Mellow Macaw is a tropical Old Town apartment with a spacious outdoor porch area...
$220/night

Coconut Cabana
Home in Key West Florida
$490/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.