Book Holiday Homes in Jamaica
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Jamaica

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

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Walk To Town, Hottub, Firepit, Games, Mt Snow

The Dorothy-10 minutes from Okemo- freshly renovated

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

3 Levels w/ Magnificent Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
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 | 815 Holiday Homes |
|---|---|
Lowest Price | NZ$187 |
Highest Price | NZ$1,842 |
Popular accommodation | Classic ski home with hot tub, washer/dryer, mountain views, & cable, Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Walk To Town, Hottub, Firepit, Games, Mt Snow, The Dorothy-10 minutes from Okemo- freshly renovated, Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!, 3 Levels w/ Magnificent Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit, Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont, Starry Skies: 7min to SkiStratton+PikesFalls+DogOK, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. |
Top trending hotels in Jamaica

Pointe at Castle Hill Resort

Hideaway Inn Mt. Snow

Hampton Inn and Suites Manchester

The Palmer House Resort, an Ascend Collection Hotel
More ways to explore Jamaica
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
