Book Holiday Homes in Old Harbour

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Old Harbour

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

Kingston
The price is AU$192 per night from 5 Dec to 6 Dec
AU$192
includes taxes & fees
5 Dec - 6 Dec
With a stay at this vacation home in Kingston, you'll be within a 10-minute drive of Bob Marley Museum and St Andrew Parish Church.
Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston
Taylormade Golf Retreat III

Taylormade Golf Retreat III

3.5 out of 5
Caymanas Estate Country Club Villa, Hwy 2000, Kingston, Saint Catherine
Located in Kingston, this vacation home is within a 15-minute drive of Caymanas Golf and Country Club and Iron Bridge.
Taylormade Golf Retreat III
Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>

Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>

portmore st Martin
With a stay at this vacation home, you'll be centrally located in Portmore, within a 15-minute drive of Jamaica Beaches and Sovereign Village Mall.
Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>
Save an average of 15% on thousands of hotels when you're signed in
Charming 2-bed House in Portmore Gated Community

Charming 2-bed House in Portmore Gated Community

3 out of 5
Portmore
With a stay at this residence in Portmore, you'll be within a 15-minute drive of Jamaica Beaches and Sovereign Village Mall.
Charming 2-bed House in Portmore Gated Community
Cute and Cozy Ez Home

Cute and Cozy Ez Home

Portmore
The price is AU$195 per night from 23 Nov to 24 Nov
AU$195
includes taxes & fees
23 Nov - 24 Nov
With a stay at this vacation home in Portmore (Bridgeport), you'll be within a 15-minute drive of Sovereign Village Mall and St Catherine District Prison.
Cute and Cozy Ez Home
Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House

Hellshire
The price is AU$249 per night from 30 Nov to 1 Dec
AU$249
includes taxes & fees
30 Nov - 1 Dec
With a stay at this vacation home in Hellshire, you'll be by the ocean, within a 5-minute drive of Jamaica Beaches and Hellshire Beach.
Ac'ed 2 bedroom Beach House
Hellshire king&queen beds 10 minutes walk from hellshire beach

Hellshire king&queen beds 10 minutes walk from hellshire beach

Portmore
Located in Portmore, this vacation home is within a 15-minute drive of Sovereign Village Mall and St Catherine District Prison.
Hellshire king&queen beds 10 minutes walk from hellshire beach
Modern Beautiful 2 Bedroom Smart Home

Modern Beautiful 2 Bedroom Smart Home

Caymanas
Located in Kingston, this vacation home is on a river, within a 15-minute drive of Caymanas Golf and Country Club and Iron Bridge.
Modern Beautiful 2 Bedroom Smart Home
Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I

3 out of 5
Portmore
The price is AU$344 per night from 23 Nov to 24 Nov
AU$344
includes taxes & fees
23 Nov - 24 Nov
With a stay at this vacation home in Portmore (Greater Portmore), you'll be within a 15-minute drive of Jamaica Beaches and Sovereign Village Mall.
Caribe Estate Guest Apartment I
Don't see what you're looking for?
See all available properties in Old Harbour
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Old Harbour 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 Old Harbour vacation homes are the perfect way for you to wing it.

Holiday houses in Old Harbour 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 Old Harbour 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 Old Harbour adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Old Harbour 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 Old Harbour 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.

Old Harbour Holiday Homes essential information

Accommodation
264 Holiday Homes
Lowest Price
AU$192
Highest Price
AU$344
Popular accommodation
Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston, Taylormade Golf Retreat III, Caribbean estate deluxe 2 villa
Near Hellshire beach..
, Charming 2-bed House in Portmore Gated Community, Cute and Cozy Ez Home, Ac'ed 2 bedroom Beach House, Hellshire king&queen beds 10 minutes walk from hellshire beach, Modern Beautiful 2 Bedroom Smart Home , Caribe Estate Guest Apartment I

Top trending hotels in Old Harbour

Cozy retreat pool access super close to the Town. Entire home available to you!

Cozy retreat pool access super close to the Town. Entire home available to you!

Old Harbour
With a stay at this vacation home in Old Harbour, you'll be 23.6 mi (37.9 km) from Jamaica Beaches and 25.8 mi (41.6 km) from Bob Marley Museum.
Cozy retreat pool access super close to the Town. Entire home available to you!
Remarkable 2-bed House in Old Harbour

Remarkable 2-bed House in Old Harbour

2 out of 5
Old Harbour
With a stay at Remarkable 2-bed House in Old Harbour in Old Harbour, you'll be 23.6 mi (37.9 km) from Jamaica Beaches and 25.8 mi (41.6 km) from Bob Marley ...
Remarkable 2-bed House in Old Harbour
Beautiful 1-bed House in Old Harbour, Gated

Beautiful 1-bed House in Old Harbour, Gated

3 out of 5
Old Harbour
With a stay at this vacation home in Old Harbour, you'll be 26.3 mi (42.3 km) from Bob Marley Museum and 27.4 mi (44.2 km) from Jamaica Beaches.
Beautiful 1-bed House in Old Harbour, Gated
Save an average of 15% on thousands of hotels when you're signed in
Villa of the three brothers

Villa of the three brothers

Old Harbour
With a stay at this villa in Old Harbour, you'll be 26.2 mi (42.1 km) from Bob Marley Museum and 27.4 mi (44.1 km) from Jamaica Beaches.
Villa of the three brothers
Don't see what you're looking for?
See all available properties in Old Harbour
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.