Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.


Where to stay near Key West?

Our 2020 accommodation listings offer a large selection of 1,703 holiday rentals near Key West. From 801 Houses to 515 Condos/Apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Key West is on HomeAway.

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: 1,088 holiday homes
  • Uptown/Upper Duval: 267 holiday homes
  • Historic Seaport: 807 holiday homes
  • Midtown: 1,239 holiday homes
  • The Meadows: 601 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?

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

  • Nancy Forrester's Secret Garden: 1,521 holiday rentals
  • Audubon House and Tropical Gardens: 1,520 holiday rentals
  • Key West Lighthouse and Keeper's Quarters Museum: 1,521 holiday rentals
  • South Beach: 1,521 holiday rentals
  • Southernmost Point: 1,519 holiday 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 holiday rentals available near the point of interest of your choice.

Can I rent Houses in Key West?

Yes, of course. HomeAway offers 801 Houses in Key West. Our other popular types of Key West holiday rentals include:

  • Condos/Apartments: 515 holiday houses
  • Cottages: 116 holiday houses
  • Bungalows: 116 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 1,400 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
    1,088 holiday rentals
    Uptown/Upper Duval
    267 holiday rentals
    Historic Seaport
    807 holiday rentals
    1,239 holiday rentals
    The Meadows
    601 holiday rentals
    New Town
    391 holiday rentals
    White Street Gallery District
    682 holiday rentals
    Bahama Village
    550 holiday rentals
    574 holiday rentals
    Sunset Key
    190 holiday rentals
    Truman Annex
    858 holiday rentals
    Key West Historic District
    1,112 holiday rentals
    White St. Gallery
    666 holiday rentals
    Cutthroat Harbor Estates
    123 holiday rentals
    Sugarloaf Shores
    17 holiday rentals
    Eden Pines
    17 holiday rentals
    Doctor's Arm
    16 holiday rentals
    Cudjoe Gardens
    44 holiday rentals
    Tropical Bay
    16 holiday rentals
    Breezeswept Beach Estates
    18 holiday rentals