Key West vacation rentals

Key West vacation rentals

Search hundreds of travel sites at once for vacation home deals in Key West

Key West, FL
Bundle with KAYAK |

Search hundreds of travel sites at once for vacation home deals in Key West

...and more

Good to know

Low season


High season


Average price (Weeknight)


Average price (Weekend night)

Cheapest month to stay with an average 26% drop in price.
Most expensive time to stay with an average 50% rise in price.
Average Sunday to Thursday price over the last 2 weeks.
Average Friday and Saturday price over the last 2 weeks.

When to book a vacation 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 vacation rental

  • Pool, pet friendly, and beachfront are the most popular vacation rental property amenities in Key West
  • Vacation rentals in Key West are around 25% cheaper than hotels on average. Search here to compare prices for all accommodation types in Key West.
  • The best vacation rental properties in Key West are Key West Villas (9.7, 251 reviews), 3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking (9.7, 20), and The Island Suite at KW Vacation (9.6, 32), based on ratings and reviews from real travelers.
  • Mid Town East is the neighborhood in Key West with the most affordable vacation rental properties (51 properties with an average price of $429 per night). Brisa Del Mar by AvantStay Communal Pool Gated Community Ocean Front, Direct Ocean View From Your Condo-No Contact Check-In, and Happys Houseboat Key West are the most popular rental properties in Mid Town East.
  • For those looking for a Key West vacation rental with a pool, consider staying at Banana's Foster Guesthouse. This establishment has an outdoor pool where there is always a lifeguard present to ensure the guests' safety, and they also provide beach chairs where guests are welcome to relax and sip cocktails by the pool.
  • If you are looking to explore and visit famous attraction sites in and around Key West, then consider staying at Old Town Suites, an establishment located close to many attractions nearby, including Oldest House& Garden Museum, South Beach, and Jackson Square.
  • Check-in at Rose Lane Villas anytime you are traveling to Key West on business. Most business travelers prefer this establishment since it is close to the business district and conveniently sits near several dining locations in Key West.
  • If you are visiting Key West for a fun-packed family vacation, consider staying at The Galleria. This establishment sits near Nelson English City Park, where your kids can run around and have some fun in the sun. It is surrounded by many famous family-friendly attraction sites, including the Ernest Hemingway Home and Museum.
  • Do you wish to explore Key West's nightlife? Then consider staying at Bright Condo W/ Homey Feel, Entertainment & Private Parking-Beach Nearby. This condo is centrally located in Key West and has beach access. It sits in Simonton Street, which is one street away from all bars and restaurants of Duval. This establishment is convenient for travelers looking to access the hottest night scenes in the area within walking distance.

FAQs when booking a vacation rental in Key West

How much is a vacation rental in Key West?

How much is a vacation rental in Key West for tonight?

Which are the most popular Key West neighborhoods to stay in?

How can I find vacation rentals near me in Key West?

Which Key West vacation rental offers outdoor activities?

Which vacation rental provides laundry services?

Which vacation rentals in Key West offer shuttle services?

Which vacation rentals in Key West are pet-friendly?

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 vacation rental.