Where to stay near Key West?

Our 2019 vacation rental listings offer a large selection of 1,641 house rentals near Key West. From 758 Houses to 530 Condos/Apartments, find unique vacation rental for you to enjoy a memorable stay with your family and friends. The best place to stay near Key West for a long holiday or a weekend break 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:

  • Sunset Key: 189 vacation rentals
  • Gallery District: 675 vacation rentals
  • Old Town: 1,136 vacation rentals
  • Bahama Village: 534 vacation rentals
  • Truman Annex: 861 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:

  • Florida Keys National Marine Sanctuary: 1,760 home rentals
  • Florida Keys Eco - Discovery Center: 1,777 home rentals
  • Southernmost Point: 1,778 home rentals
  • Fort Zachary Taylor Historic State Park: 1,773 home rentals
  • San Carlos Institute - Casa Cuba: 1,763 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 758 Houses in Key West. Our other popular types of vacation rentals in Key West include:

  • Condos/Apartments: 530 lodging choices
  • Cottages: 113 lodging choices
  • Bungalows: 113 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 1,195 vacation homes with pool available in Key West.

    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)

    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)

    Explore destinations around Key West

    Sunset Key
    189 vacation rentals
    Gallery District
    675 vacation rentals
    Old Town
    1,136 vacation rentals
    Bahama Village
    534 vacation rentals
    Truman Annex
    861 vacation rentals
    New Town
    402 vacation rentals
    Key West Historic District
    947 vacation rentals
    Historic Seaport
    812 vacation rentals
    Midtown
    1,343 vacation rentals
    White St. Gallery
    660 vacation rentals
    Uptown/Upper Duval
    264 vacation rentals
    Meadows
    577 vacation rentals
    The Meadows
    601 vacation rentals
    BeachSide
    73 vacation rentals
    Downtown
    615 vacation rentals
    Key West Golf Club
    137 vacation rentals
    Sugarloaf Shores
    18 vacation rentals
    Cutthroat Harbor Estates
    99 vacation rentals
    Breezeswept Beach Estates
    21 vacation rentals
    Cudjoe Gardens
    38 vacation rentals