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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

Southernmost Bliss
Home in Key West Florida
Southernmost Bliss has spacious indoor and outdoor living areas...
$248/night

Swept Away
Home in Key West Florida
Swept Away is a single-story renovated private home with that classic conch cottage feel...
$138/night

Steamplant 209
Condo in Key West Florida
$1,575/week

Hemingway's Library (30 Nig...
Home in Key West Florida
Hemingway's Library
$5,700/month

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

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

Heart of the Harbor
Townhouse in Key West Florida
Heart of the Harbor is a newly built luxury townhome located in the heart of Old Town...
$228/night

Louisa's Hideaway
Cottage in Key West Florida
$600/night

Bella Vita
Condo in Key West Florida
Bella Vita
$200/night

Truman House
Home in Key West Florida
Truman House
$700/night

La Grande Reunion
Home in Key West Florida
La Grande Reunion has a pool area that is perfect for a reunion...
$393/night

Smooth Sailing
Condo in Key West Florida
Smooth Sailing has a stunning view of the Atlantic Ocean...
$220/night

Back to the Island
Townhouse in Key West Florida
Southernmost Soul has a private heat-optional pool and jacuzzi spa...
$550/night

Conch Casa Grande
Home in Key West Florida
Truman Annex weekly vacation home with 5 bedrooms and large pool and patio in Key West
$1,650/night

Sunset Point
Condo in Key West Florida
Sunset Point is a waterfront condo located at Sunset Marina...
$204/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 Ibis & The Crane
Townhouse in Key West Florida
The Ibis & The Crane are two side-by-side two-story townhomes with six large bedrooms, two private pools, off-street parking, and a prime Old Town location...
$770/night

La Prive
Townhouse in Key West Florida
La Prive
$200/night

Brisa Fresca
Home in Key West Florida
Key West 3 bedroom vacation home with pool located in Truman Annex rents weekly
$550/night

Heavenly Zen
Home in Key West Florida
$7,200/week

La Hacienda (30 Night Minim...
Home in Key West Florida
La Hacienda
$4,000/month

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

Splish Splash
Townhouse in Key West Florida
The living room has a large flat screen TV and plenty of comfortable seating...
$88/night

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

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

Quilted Giraffe
Home in Key West Florida
Quilted Giraffe
$375/night

The Contented Crane
Townhouse in Key West Florida
The Contented Crane is a gorgeous island home with premiere accommodations for your group to experience Key West...
$385/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.