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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

Villa Paradiso
Home in Key West Florida
$480/night

Conch in Training
Condo in Key West Florida
Welcome to Paradise!
$180/night

Packer Retreat (Monthly)
Home in Key West Florida
$5,613/month

Villa Angelita
Condo in Key West Florida
Villa Angelita is a modern Old Town condo, designed for a real downtown experience in the Conch Republic...
$330/night

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

Good Vibrations
Home in Key West Florida
Good Vibrations has a private pool and outdoor living area...
$495/night

Colony Poolside
Condo in Key West Florida
$240/night

La Petite Penthouse
Townhouse in Key West Florida
La Petite Penthouse is elegantly furnished...
$275/night

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

Margaret Suite - First Floo...
Home in Key West Florida
$265/night

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

Southernmost Comfort
Home in Key West Florida
Southernmost Comfort has a beautifully landscaped back yard with a private swimming pool...
$682/night

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

Royal Palm
Townhouse in Key West Florida
Royal Palm
$199/night

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

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

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

Writer's Retreat (30 Night...
Home in Key West Florida
Large Heated Pool
$2,500/month

Casa Serendipity
Home in Key West Florida
Old Town Key West nightly vacation home rental with pool and 3 bedrooms pet friendly
$325/night

Poinciana House
Home in Key West Florida
Poinciana House
$325/night

Tropical Dream
Home in Key West Florida
$1,575/week

The Polynesian House
Home in Key West Florida
The Polynesian House is an extraordinarily unique and whimsical home, designed to capture the culture and experience of island life...
$462/night

Puerta Coralina
Home in Key West Florida
Puerta Coralina is a classic conch cottage located on a quiet residential street...
$275/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

Townhomes on Windsor #4
Townhouse in Key West Florida
$595/night

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