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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

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

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

Cielo Tropicale
Home in Key West Florida
Large patio and pool area in this 5 bedroom Key West vacation home steps to the beach
$471/night

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

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

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

Cool Breeze
Townhouse in Key West Florida
Truman Annex 2 bedroom vacation rental with community pool in Old Town Key West FL
$303/night

Perfect Harmony
Home in Key West Florida
Perfect Harmony has a private and peaceful outdoor living area...
$165/night

Villa Tropicale
Home in Key West Florida
$880/night

Louisa House
Home in Key West Florida
$590/night

The Admiral's Estate
Estate in Key West Florida
The Admiral's Estate is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s...
$536/night

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

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

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

Harry Suite - First Floor F...
Home in Key West Florida
$269/night

Cielo Azul
Condo in Key West Florida
Oceanfront condo rental in Key West with 2 bedrooms and heated community pool
$297/night

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

Rose Treehouse
Home in Key West Florida
Rose Treehouse
$160/night

Chavez House
Home in Key West Florida
$739/night

Atlantic Breezes
Home in Key West Florida
Pool area

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

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

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

Banana Dream
Condo in Key West Florida
$553/week

Potter's Cottage
Home in Key West Florida
$399/night

Ultimate Pool Cottage (30 N...
Home in Key West Florida
Ultimate Pool Cottage
$5,500/month


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.