Discover a selection of 2,000 holiday home rentals in Key West, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 370 per night, and holiday houses and cottages are popular options for a stay in Key West. Either way, you'll find holiday accommodation for everyone's needs.
Destination guide

Take in the picturesque beauty of Key West

The area's live music and festivals are just some of the reasons to come on holiday to Key West. This city's bars, seaside and boating draw many visitors. Local cultural sights include Ernest Hemingway Home and Museum and Key West Art and Historical Society. If you're looking for accommodation options with space to entertain friends and family, Stayz has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in and around Key West

Are you searching for things to do while you're in town? You'll be sure to enjoy Key West for its boating and cycling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Key West a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Key West Aquarium (5.8 mi / 9.4 km)
  • Florida Keys National Marine Sanctuary (5.9 mi / 9.6 km)
  • Nancy Forrester's Secret Garden (6.3 mi / 10.1 km)
  • Key West Golf Club (9.6 mi / 15.4 km)
Natural highlights

Exploring the natural features in Key West

Travellers love Key West for its breathtaking sunsets and beautiful ocean views. Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Key West. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Smathers Beach (8.2 mi / 13.1 km)
  • Key West National Wildlife Refuge (1.8 mi / 3 km)
  • Fort Zachary Taylor Historic State Park (5.9 mi / 9.4 km)
  • South Beach (6.7 mi / 10.8 km)
  • Simonton Beach (6.8 mi / 11 km)
  • Higgs Beach (7.3 mi / 11.7 km)
How to get there

How to get to and around Key West

Fly into Key West, FL (EYW-Key West Intl.), the closest airport, located 9.1 mi (14.6 km) from the city centre.

How many holiday accommodation are available around Key West?

Our 2021 accommodation listings offer a large selection of 1,778 holiday rentals around Key West. From 1,079 holiday houses to 123 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Key West is on Stayz.

What is the best area to stay when travelling to Key West?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Key West:

  • Old Town: 1,109 holiday homes
  • Uptown - Upper Duval: 265 holiday homes
  • Midtown: 1,267 holiday homes
  • Historic Seaport: 815 holiday homes
  • The Meadows: 629 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Key West?

Stayz offers a large selection of holiday homes near great places in Key West. From Stayz travellers, the most popular points of interest to stay near are:

  • Nancy Forrester's Secret Garden: 1,570 holiday rentals
  • Key West Lighthouse and Keeper's Quarters Museum: 1,570 holiday rentals
  • Southernmost Point: 1,569 holiday rentals
  • Harry S. Truman Little White House: 1,570 holiday rentals
  • Florida Keys Eco - Discovery Center: 1,569 holiday rentals

But there are many other points of interest around Key West listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Key West?

Yes, of course. Stayz offers 1,079 Houses in Key West. Our other popular types of Key West holiday rentals include:

  • Cottages: 123 holiday houses
  • Bungalows: 123 holiday houses
  • Condos/Apartments: 520 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Villas and more.

Can I find a holiday accommodation with pool in Key West?

Yes, you can select your preferred holiday accommodation with pool among our 1,426 holiday homes with pool available in Key West. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Key West

    Old Town
    1,109 holiday rentals
    Uptown - Upper Duval
    265 holiday rentals
    1,267 holiday rentals
    Historic Seaport
    815 holiday rentals
    The Meadows
    629 holiday rentals
    New Town
    399 holiday rentals
    White Street Gallery District
    701 holiday rentals
    Bahama Village
    543 holiday rentals
    603 holiday rentals
    Sunset Key
    191 holiday rentals
    Truman Annex
    864 holiday rentals
    Key West Historic District
    1,136 holiday rentals
    White St. Gallery
    687 holiday rentals
    624 holiday rentals