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

Heart of Downtown Key West Cottage With Off-Street Parking

Coconut Mallory Resort And Marina By Kees Vacations

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Steps from Duval, Pool on Site & Bikes Included!

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Poolside Cottage #411

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

The Salt Cay | Updated! Stunning Sunset View, Pool!

TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

VanGogh Studio | Updated, Old Town, Heated Pool

Sea Esta Suite | Located On Iconic Duval w/ Pool

Direct Ocean View from Your Condo-No Contact Check-In
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.
Top Holiday Rental Destinations
More accommodation in Key West
Top 20 Key West Hotels
More destinations for you
^Eligibility requirements and conditions apply