Book Holiday Homes in Montego Bay

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Featured Holiday Homes in Montego Bay

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home

4 out of 5
Belgrade Ave Montego Bay St. James Parish
Located in Montego Bay, Sunshine Lodge- Your Home Away From Home is by the ocean, a 1-minute drive from Greenwood Great House and 15 minutes from Rose Hall Great ...
Opens in a new windowSunshine Lodge- Your Home Away From Home
Nickels Garden Villas

Nickels Garden Villas

2.5 out of 5
203 Mahagony Crescent Montego Bay St. James Parish
With a stay at this vacation home in Montego Bay, you'll be in a shopping district, within a 15-minute drive of Montego Bay Cruise Ship Terminal and Rastafari ...
Opens in a new windowNickels Garden Villas
Waterfront Villa Private Pool comp Floating Breakfast 
Fully Staffed Chef Avable

Waterfront Villa Private Pool comp Floating Breakfast Fully Staffed Chef Avable

Montego Bay St. James Parish
When you stay at this vacation home in Montego Bay, you'll be on the waterfront, within a 15-minute drive of Montego Bay Cruise Ship Terminal and Jamaica ...
Opens in a new windowWaterfront Villa Private Pool comp Floating Breakfast Fully Staffed Chef Avable
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5 bed villa, gated community, private pool, fully staffed, private chauffeur

5 bed villa, gated community, private pool, fully staffed, private chauffeur

Montego Bay St James, Jamaica
With a stay at this vacation home, you'll be centrally located in Montego Bay, a 4-minute drive from Montego Bay Cruise Ship Terminal and 12 minutes from Jamaica ...
Opens in a new window5 bed villa, gated community, private pool, fully staffed, private chauffeur
NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi

NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi

Rose Hall St. James
When you stay at this vacation home in Montego Bay, you'll be next to a golf course, within a 15-minute drive of Rose Hall Great House and Jamaica Beaches.
Opens in a new windowNEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi
Spacious building in delightful Montego Bay with AC, WiFi

Spacious building in delightful Montego Bay with AC, WiFi

2 out of 5
Montego Bay St. James Parish
The price is AU$233 per night from 1 Jan to 2 Jan
AU$233
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Montego Bay, you'll be within a 10-minute drive of Jamaica Beaches and Montego Bay Cruise Ship Terminal.
Opens in a new windowSpacious building in delightful Montego Bay with AC, WiFi
Sea View  2-bedroom townhome in lovely Montego Bay with fitness room, WiFi

Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi

Reading Montego Bay
With a stay at this vacation home in Montego Bay, you'll be within a 5-minute drive of Montego Bay Cruise Ship Terminal and Freeport Peninsula.
Opens in a new windowSea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi
It is approximately 2 mins away from the police station, which is located on the main entrance to the community. It is approximately 5 mins from the fire station and other historical sites in the downtown area of Montego Bay. Some of these sites includ...

It is approximately 2 mins away from the police station, which is located on the main entrance to the community. It is approximately 5 mins from the fire station and other historical sites in the downtown area of Montego Bay. Some of these sites includ...

Montego Bay St. James Parish
With a stay at this vacation home, you'll be centrally located in Montego Bay, within a 15-minute drive of Montego Bay Cruise Ship Terminal and Jamaica ...
Opens in a new windowIt is approximately 2 mins away from the police station, which is located on the main entrance to the community. It is approximately 5 mins from the fire station and other historical sites in the downtown area of Montego Bay. Some of these sites includ...
Bella Vista Panoramic View Penthouse 2BR

Bella Vista Panoramic View Penthouse 2BR

Montego Bay St James
The price is AU$421 per night from 20 Dec to 21 Dec
AU$421
20 Dec - 21 Dec
includes taxes & fees
With a stay at this vacation home in Montego Bay (Mango Walk), you'll be within a 5-minute drive of Doctor's Cave Beach and Jamaica Beaches.
Opens in a new windowBella Vista Panoramic View Penthouse 2BR
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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.

Montego Bay 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 Montego Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Montego Bay 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 Montego Bay 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 Montego Bay adventures, obvs.

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

Montego Bay Holiday Homes essential information

Accommodation
1265 Holiday Homes
Lowest Price
AU$233
Highest Price
AU$723
Popular accommodation
Sunshine Lodge- Your Home Away From Home, Nickels Garden Villas, Waterfront Villa Private Pool comp Floating Breakfast Fully Staffed Chef Avable, 5 bed villa, gated community, private pool, fully staffed, private chauffeur, NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi, Spacious building in delightful Montego Bay with AC, WiFi, Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi, It is approximately 2 mins away from the police station, which is located on the main entrance to the community. It is approximately 5 mins from the fire station and other historical sites in the downtown area of Montego Bay. Some of these sites includ..., Bella Vista Panoramic View Penthouse 2BR

Top trending hotels in Montego Bay

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore Montego Bay Saint James
When you stay at Hotel Riu Montego Bay - Adults Only - All Inclusive in Montego Bay, you'll be on the beach, a 1-minute drive from Jamaica Beaches and 9 minutes ...
Opens in a new windowHotel Riu Montego Bay - Adults Only - All Inclusive
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Fully refundable
The price is AU$335 per night from 20 Dec to 21 Dec
AU$335
20 Dec - 21 Dec
includes taxes & fees
With a stay at Deja Resort All Inclusive in Montego Bay (Hip Strip), you'll be steps from Doctor's Cave Beach and Jamaica Beaches.
Opens in a new windowDeja Resort All Inclusive
Iberostar Waves Rose Hall Beach - All Inclusive

Iberostar Waves Rose Hall Beach - All Inclusive

4.5 out of 5
Rose Hall Beach Main Road Montego Bay Saint James
With a stay at Iberostar Waves Rose Hall Beach - All Inclusive in Montego Bay (Northern Estates), you'll be a 3-minute drive from Jamaica Beaches and 7 minutes ...
Opens in a new windowIberostar Waves Rose Hall Beach - All Inclusive
Save an average of 15% on thousands of hotels when you're signed in
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd Montego Bay Saint James
The price is AU$723 per night from 14 Jan to 15 Jan
AU$723
14 Jan - 15 Jan 2026
includes taxes & fees
Located in Montego Bay (Hip Strip), S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel is within a 10-minute walk of Jamaica Beaches and Doctor's Cave ...
Opens in a new windowS Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Don't see what you're looking for?
See all available properties in Montego Bay
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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.

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^Subject to availability and chosen travel dates.