Key West holiday rentals

Key West holiday rentals

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Key West, FL, United States
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Good to know

Low season

SeptemberCheapest month to stay with an average 38% drop in price.

High season

AprilMost expensive time to stay with an average 27% rise in price.

Average price (Weeknight)

£160Average Sunday to Thursday price over the last 2 weeks.

Average price (Weekend night)

£261Average Friday and Saturday price over the last 2 weeks.

When to book a holiday rental in Key West

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding the perfect Key West holiday rental

  • Pool, beachfront, and pet friendly are the most popular holiday rental property amenities in Key West
  • Holiday rentals in Key West are around 17% more expensive than hotels on average. Search here to compare prices for all accommodation types in Key West.
  • The best holiday rental properties in Key West are The Island Suite (10.0, 23 reviews), Key West Beach Front Studio (10.0, 22), and Steps From Duval, Pool & Bikes 99-219 Night! (9.9, 20), based on ratings and reviews from real travellers.
  • Mid Town East is the neighbourhood in Key West with the most affordable holiday rental properties (55 properties with an average price of £190 per night). Eaton Manor - 2 Bedroom Condo with a Shared Pool, Direct Ocean View From Your Condo-No Contact Check-In and Spectacuar views of Smather's Beach and the Atlantic Ocean are the most popular rental properties in Mid Town East.
  • If you have pets, you'll enjoy staying close to Dog Beach, which is close to Peaceful, a dog-friendly home in a residential neighbourhood with a shared pool.
  • For those who are visiting for the history, a Key West holiday rental in Old Town is the best idea, as that’s where most of the iconic architecture and attractions are concentrated, with thousands of colourful wooden structures from the 1800s. Stay at a Key West holiday home like Aria or visit the seaport, or wander around vintage homes.
  • Key West rental homes in Old Town are also an excellent stay for weekend trips and those without a rental car, as it’s walkable to other neighbourhoods in minutes, and parking is in fact a challenge. Rose Lane Villas is just a five-minute walk from the Ernest Hemingway Home and Museum and Key West Aquarium.
  • For those looking for a few rounds of golf in the Florida sun, Key West holiday rentals in the aptly named Golf Club Area seems like an obvious choice. Floating Tiny Home will not only allow you to golf but also kayak right from your Key West house rental.
  • If you love beaches, try booking Key West holiday rentals in Casa Marina, like Tropical Village. You’ll be close to many of the island’s beaches: Smathers Beach, Higgs Beach, and Fort Zachary Taylor State Park Beach, as well as Southernmost Point, the southernmost point of continental US.

FAQs when booking a holiday rental in Key West

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Where to stay in Key West?

Our map will help you find the perfect place to stay in Key West by showing you the exact location of each holiday rental.