Holiday rentals in Key West

Compare cheap Key West holiday rentals across hundreds of providers, all in one place

From central apartments to large properties, find holiday homes in Key West to suit your style

Book in advance or land a last-minute deal on the perfect Key West holiday rental

Trusted Key West holiday home providers

Explore holiday rentals in Key West

Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Holiday apartments and aparthotels in Key West

More than a hotel room, these stays offer kitchens and living areas so you can eat, relax and experience Key West at your own pace.

Fast facts

Top-rated by travellersGrand Marina Suite -Waterfront Condo
Cheapest rental foundNIGHTCAP @ Speakeasy Inn Key West!, 439 €
Cheapest monthSeptember
Most expensive monthFebruary

Holiday rentals in Key West

Holiday cottages, bungalows and townhouses

From rustic cottages to spacious bungalows and central townhouses, find a place to call home in Key West.

Beach villas and holiday villas

Enjoy the luxury of beach villas or private holiday villas with space to unwind. Ideal for families, groups or romantic getaways.

Vacation apartments and cabins

Vacation apartments are perfect for city stays, while cabins offer a peaceful escape in more natural surroundings.

Cheap holiday rentals

Budget-friendly doesn’t have to mean basic. Cheap holiday homes often come with kitchens and communal areas for that home-away-from-home vibe.

Your stay your way

Filter by location, nearby transport and what’s included – from kitchen facilities to outdoor space. Holiday rentals give you freedom to travel your way.

Finding cheap rentals in Key West: FAQs

According to our pricing calendar data, Key West is cheapest in September. Keep in mind that this is based on all property types though, including hotels.
We can’t say for certain what your Key West experience will be like – but traveller reviews can give you a good idea, as they tend to take safety into account. Search for properties by ‘top reviews’ and click through to property listings to read the reviews.
Holiday rentals in Key West start from 439 € per night. The second cheapest? 537 € per night.
Yes, other travellers rated Rose Lane Villas as the best family-friendly holiday rental in Key West.