Hotels with a Pool in Key West

Hotels.com makes it easy and rewarding. Always

Reward yourself your way

Stay where you want, when you want, and get rewarded

Learn about Hotels.com Rewards

Unlock instant savings

You could get an extra 10% off with Member Prices

Sign up, it's free     Sign in

Free cancellation

Flexible bookings on most hotels*

Hotels with a Pool in Key West

Top neighborhoods in Key West

Top landmarks in Key West

Find out more about Key West

Hotels With Pools in Key West

If a hotel with a pool is essential to your trip to the seaside city of Key West, we've got you covered. Whatever your travel plans might be, our hotel options will help you find the right place to stay so you'll be able to focus on the bars in Key West. Do you want to spend time seeing the area's attractions before heading back to your hotel pool for a splash or a swim? Trade your swimsuit for comfy clothes and explore Key West, from Duval Street to Ernest Hemingway Home and Museum. Our variety of hotels with pools makes Key West a popular destination among water lovers, whether you've been planning for months or you're looking for a spontaneous getaway.

What Are Some of the Best Hotels With Pools in Key West?

Our selection of 44 Key West hotels with pools gives you plenty of prices and options so you can take your pick. Here are our travelers' favorites:

    Casa 325

    City-center guesthouse within walking distance of Duval Street
  • Outdoor pool • Garden • Free WiFi • Central location

  • Pier House Resort & Spa

    Upscale beach resort with spa, near Ripley's Believe It or Not
  • Outdoor pool • Poolside bar • Private beach • Beach sun loungers • Walkable location

  • Duval House

    Adults-only B&B within walking distance of Duval Street
  • Pool • Terrace • An area shuttle • Garden • Walkable location

  • LA TE DA Hotel - Adults Only

    Adults-only hotel with bar, near Key West Butterfly and Nature Conservatory
  • Outdoor pool • Pool loungers • Terrace • Restaurant • Central location

  • Orchid Key Inn - Adults Only

    Adults-only hotel within walking distance of Duval Street
  • Outdoor pool • Poolside bar • Pool loungers • Spa tub • Central location

What Are the Best Things to See and Do in Key West?

Venture away from your pool hotel and explore these local attractions in Key West:

    Parks
  • Key West Butterfly and Nature Conservatory
  • Fort Zachary Taylor Historic State Park
  • Key West Tropical Forest and Botanical Garden

  • Beaches
  • South Beach
  • Higgs Beach
  • Smathers Beach

  • Sights & Landmarks
  • Duval Street
  • Ernest Hemingway Home and Museum
  • Key West Lighthouse and Keeper's Quarters Museum

Keep exploring