Book Holiday Homes in Jamaica
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Featured Holiday Homes in Jamaica

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Breaktime - Quiet and Private on dead end street

Ski-in/out home with a hot tub, fireplace, cable & golf nearby

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Timeless Red Sox Retreat w/ Scenic Mountain Views!

NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Jamaica Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jamaica vacation homes are the perfect way for you to wing it.
Holiday houses in Jamaica let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jamaica in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jamaica adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jamaica with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jamaica vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Jamaica Holiday Homes essential information
Accommodation | 931 Holiday Homes |
---|---|
Lowest Price | NZ$227 |
Highest Price | NZ$429 |
Popular accommodation | Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable, Breaktime - Quiet and Private on dead end street, Ski-in/out home with a hot tub, fireplace, cable & golf nearby, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester, Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!, Timeless Red Sox Retreat w/ Scenic Mountain Views!, NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays |
More accommodations in Jamaica
Top trending hotels in Jamaica

The Equinox Golf Resort & Spa

Colonial Motel And Spa

Kimpton Taconic Hotel by IHG

Hampton Inn Brattleboro
More ways to explore Jamaica
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.