Destination guide

Take in the picturesque beauty of Key West

The area's live music and festivals are just a few of the reasons to vacation in 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 accommodations with space to entertain friends and family, HomeAway 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 biking. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Key West a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 features

Exploring the natural features in Key West

Travelers 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 vacation in Key West. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • 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 center.

How many vacation rentals are available around Key West?

Our 2019 vacation rental listings offer a large selection of 1,700 house rentals around Key West. From 797 Houses to 525 Condos/Apartments, find unique vacation rental 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 HomeAway.

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

Whether you're travelling 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:

  • Old Town: 1,099 vacation rentals
  • Bahama Village: 554 vacation rentals
  • The Meadows: 609 vacation rentals
  • Historic Seaport: 821 vacation rentals
  • Truman Annex: 868 vacation rentals

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

What are the popular points of interest near where I can stay when travelling to Key West?

HomeAway offers a large selection of lodging choices near lovely places in Key West. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Red Barn Theater: 1,585 home rentals
  • Florida Keys National Marine Sanctuary: 1,548 home rentals
  • Florida Keys Eco - Discovery Center: 1,584 home rentals
  • Southernmost Point: 1,548 home rentals
  • Nancy Forrester's Secret Garden: 1,549 home rentals

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

Can I rent Houses in Key West?

Yes, of course. HomeAway has 797 Houses in Key West. Our other popular types of vacation rentals in Key West include:

  • Condos/Apartments: 525 lodging choices
  • Cottages: 111 lodging choices
  • Bungalows: 111 lodging choices

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

Can I find a vacation rental with pool in Key West?

Yes, you can select your preferred vacation rental with pool among our 1,380 vacation homes with pool available in Key West.

    Explore destinations around Key West

    Old Town
    1,099 vacation rentals
    Bahama Village
    554 vacation rentals
    The Meadows
    609 vacation rentals
    Historic Seaport
    821 vacation rentals
    Truman Annex
    868 vacation rentals
    Uptown/Upper Duval
    269 vacation rentals
    New Town
    402 vacation rentals
    Sunset Key
    198 vacation rentals
    Gallery District
    692 vacation rentals
    1,248 vacation rentals
    581 vacation rentals
    Key West Historic District
    1,123 vacation rentals
    White St. Gallery
    677 vacation rentals
    Cutthroat Harbor Estates
    118 vacation rentals
    Doctor's Arm
    17 vacation rentals
    637 vacation rentals
    Cudjoe Gardens
    43 vacation rentals
    Pine Channel Estates
    18 vacation rentals
    Sugarloaf Shores
    21 vacation rentals
    Eden Pines
    16 vacation rentals