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Key West Florida Vacation Rentals

Showing 1-27 of 235 Rentals

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

Viva Margarita!
Home in Key West Florida
Viva Margarita! is a tropically decorated three-story home, with an open living plan and a beautiful private pool and Jacuzzi area...
$259/night

Eden @ The Annex
Townhouse in Key West Florida
The back deck offers outdoor dining and lounging...
$275/night

Wish Upon A Star
Home in Key West Florida
$5,064/month

Solaris Cottage
Home in Key West Florida
$149/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

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

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

Steamplant 211
Condo in Key West Florida
$1,575/week

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

Ashe Splashe (Monthly)
Home in Key West Florida
$5,323/month

La Hacienda (30 Night Minim...
Home in Key West Florida
La Hacienda
$4,000/month

The Artists' Muse
Home in Key West Florida
The Artists' Muse has been recently redesigned to celebrate art, culture, and the upscale island life...
$374/night

Pete's Cottages
Cottage in Key West Florida
$500/night

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

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

Solaris Garden Cottage
Cottage in Key West Florida

Shipyard Palms
Condo in Key West Florida
Key West vacation rental with pool
$1,570/week

Canalfront Cottage (Monthly...
Cottage in Key West Florida
$2,903/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

Promenade to Paradise
Condo in Key West Florida
Promenade to Paradise has a stunning view of the Gulf...
$385/night

Casa Key West
Home in Key West Florida
$4,470/month

Louisa House
Home in Key West Florida
$590/night

Beach Club #112
Condo in Key West Florida
$350/night

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

Hemingway's Library (30 Nig...
Home in Key West Florida
Hemingway's Library
$5,700/month

Villa Tropicale
Home in Key West Florida
$880/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.