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

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

Feb 3-10 $245 off the rates close beach full kitchen & patio

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

Captain's Daughter: Oversized home for the whole family w/private pool & dock

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool
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 | 1051 Holiday Homes |
---|---|
Lowest Price | NZ$380 |
Highest Price | NZ$2,401 |
Popular accommodation | DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach, Feb 3-10 $245 off the rates close beach full kitchen & patio, ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, Captain's Daughter: Oversized home for the whole family w/private pool & dock, BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!, SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location, LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!, SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool |
More Holiday Homes
More accommodations in Key West
Top trending hotels in Key West

Beachside Resort & Residences
More destinations for you
^Eligibility requirements and conditions apply