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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

All Together Now
Estate in Key West Florida
$2,530/night

Hilltop Hideaway (30 Night...
Home in Key West Florida
Hilltop Hideaway
$2,100/month

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

Casa de Cuba
Home in Key West Florida
$560/night

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

Poppy Cottage
Cottage in Key West Florida
$560/week

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

Villa de Palmas
Villa in Key West Florida
$12,000/month

Casa Oliviana
Home in Key West Florida
Old Town Key West pet friendly 6 bedroom vacation home with pool and rents monthly
$413/night

Octopus's Garden
Home in Key West Florida
Octopus's Garden has an open first floor living area...
$242/night

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

Elizabeth Retreat (Monthly)
Home in Key West Florida
$5,032/month

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

Southernmost Solace
Home in Key West Florida
Southernmost Solace is a charming private home that is located on Elizabeth Street, just steps from the Southernmost Point...
$121/night

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

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

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

Beach Club #103
Apartment in Key West Florida
$350/night

Amelia Lane (30 Night Minim...
Home in Key West Florida
Amelia's Bungalow
$4,500/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

Cloud 9
Home in Key West Florida
$699/night

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

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

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

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

Grand Maison
Home in Key West Florida
$749/night

Riviera Americana
Condo in Key West Florida
Riviera Americana has a spacious wrap-around balcony overlooking the Atlantic Ocean...
$297/night


Where to stay around Key West Florida

Our September 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.