Holiday Rentals in Key West
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
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Key West
Holiday Rentals in Key West
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Coconut Mallory Resort And Marina By Kees Vacations
Steps from Duval, Pool on Site & Bikes Included!
Heart of Downtown Key West Cottage With Off-Street Parking
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Poolside Cottage #411
The Salt Cay | Updated! Stunning Sunset View, Pool!
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Feb 3-10 $245 off the rates close beach full kitchen & patio
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
VanGogh Studio | Updated, Old Town, Heated Pool
Other types of properties in Key West you may be interested in
Beachside Resort & Residences
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.