Key West Holiday Homes

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Key West

Don't see what you're looking for?
See all available properties in Key West
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Key West

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Key West are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Key West itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Key West holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Key West, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Key West with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Key West Holiday Homes essential information

Accommodation
1652 Holiday Homes
Lowest Price
NZ$461
Highest Price
NZ$3,870
Popular accommodation
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!, OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!, Conch Cove - 3br/3ba with private heated pool and private parking, LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, ~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!, Poolside Cottage #411, Banana Breeze: Oceanview 4-bedroom home with private pool & lush landscaping!, CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

Top trending hotels in Key West

^Eligibility requirements and conditions apply