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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

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

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

Duval Square Retreat
Condo in Key West Florida
$340/night

Sunset Dreams
Condo in Key West Florida
Sunset Dreams is a waterfront condo located at Sunset Marina...
$187/night

Tree Top Hideaway
Home in Key West Florida
Pool

Atlantic Reflections
Condo in Key West Florida
Key West penthouse condo rental with ocean views and 2 bedrooms sleeps 6
$305/night

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

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

Townhomes on Windsor #3
Townhouse in Key West Florida
$595/night

La Brisa #403E Ocean Vista
Condo in Key West Florida
$250/night

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

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

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

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

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

Bird of Paradise
Home in Key West Florida
Key West Pet Friendly vacation home with large pool and close to the beach
$169/night

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

Pete's West Cottage
Home in Key West Florida
$280/night

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

Southernmost Hospitality VI...
Home in Key West Florida
Southernmost Hospitality VII has a spacious back yard with a tall fence surrounding the large private pool...
$990/night

Eliza's Jewel (Monthly)
Cottage in Key West Florida
$5,807/month

Kemp House
Home in Key West Florida
Kemp House
$495/night

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

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

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

Casa Atlantica Studio
Apartment in Key West Florida
$210/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.