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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

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

Louisa House
Home in Key West Florida
$590/night

2 Cool Fish
Townhouse in Key West Florida
Key West 2 bedroom vacation rental with pool
$275/night

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

Blue Heron's Cove
Townhouse in Key West Florida
Key West 2 bedroom vacation rental in Truman Annex with pool and steps to Duval
$204/night

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

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

Chavez House
Home in Key West Florida
$739/night

South St. Cottage (Monthly)
Cottage in Key West Florida
$3,677/month

The Smiling Ibis
Townhouse in Key West Florida
The Smiling Ibis is a beautiful modern home with premiere accommodations for your group to experience Key West...
$385/night

Bahamian Bamboo
Home in Key West Florida
Vacation Home with pool, large patio area and 3 bedrooms in Key West, FL
$770/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

Thompson's Court (Monthly)
Home in Key West Florida
$5,807/month

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

Shipyard
Condo in Key West Florida
Shipyard
$180/night

The Sanctuary (30 Night Min...
Home in Key West Florida
The Sanctuary
$6,000/month

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

Little Miss Magic
Key West Florida
$4,950/month

Gulfside Vistas
Condo in Key West Florida
The views of the harbor from your spacious balcony are simply stunning...
$440/night

Artist's House @ Duval Squa...
Townhouse in Key West Florida
$340/night

Steamplant 208
Condo in Key West Florida
$1,575/week

The Mermaid's Garden
Home in Key West Florida
Pool Area
$650/night

Saltwater Harmony
Condo in Key West Florida
Saltwater Harmony has large French doors in the living room that open to the back patio...
$286/night

Steamplant 212
Condo in Key West Florida
$1,575/week

Follow The Sun
Condo in Key West Florida
The balcony is a great place to relax, overlooking  the Ocean…
$220/night

Seas The Day
Condo in Key West Florida
$1,533/week


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.