Book Holiday Homes in Montego Bay

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Featured Holiday Homes in Montego Bay

VILLA BY THE SEA - Steps from the BEACH - CHEF services included

VILLA BY THE SEA - Steps from the BEACH - CHEF services included

duncans bay
When you stay at this cottage in Duncans, you'll be on the beach, within a 10-minute walk of Jamaica Beaches and Silver Sands Public Beach.
VILLA BY THE SEA - Steps from the BEACH - CHEF services included
Luxury Beach House ~ Butler, Chef & Private Beach for an Unforgettable Stay

Luxury Beach House ~ Butler, Chef & Private Beach for an Unforgettable Stay

St. Ann
With a stay at this vacation home in St. Ann's Bay, you'll be on the beach, within a 10-minute drive of Jamaica Beaches and Priory Beach.
Luxury Beach House ~ Butler, Chef & Private Beach for an Unforgettable Stay
A Suite Home entire pool home

A Suite Home entire pool home

Ocho Rios
With a stay at this vacation home, you'll be centrally located in Ocho Rios, a 4-minute drive from Jamaica Beaches and 5 minutes from Dunn's River Falls.
A Suite Home entire pool home
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Treasure Manor

Treasure Manor

3 out of 5
342 Peacock Drive, Ocho Rios
When you stay at this vacation home in Ocho Rios, you'll be near the beach, within a 10-minute drive of Jamaica Beaches and Dunn's River Falls.
Treasure Manor
House by the sea with a small sandy beach, pool and fantastic views

House by the sea with a small sandy beach, pool and fantastic views

Ironshore Estate
When you stay at this vacation home in Montego Bay, you'll be on the beach, a 1-minute drive from Jamaica Beaches and 5 minutes from Montego Bay Convention ...
House by the sea with a small sandy beach, pool and fantastic views
Portside Villa: Private deck and beach access, with amazing views of the ocean

Portside Villa: Private deck and beach access, with amazing views of the ocean

Discovery Bay
When you stay at this vacation home in Discovery Bay, you'll be on the beach, within a 5-minute walk of Jamaica Beaches and Discovery Bay United Church.
Portside Villa: Private deck and beach access, with amazing views of the ocean
Drax Hall Country Club's Sweet Escape

Drax Hall Country Club's Sweet Escape

3.5 out of 5
#337 Drax Hall Country Club, Ocho Rios, St. Ann Parish
With a stay at this vacation home in Ocho Rios, you'll be within a 15-minute drive of Jamaica Beaches and Dunn's River Falls.
Drax Hall Country Club's Sweet Escape
Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway

Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway

Martha Brae
With a stay at this vacation home in Falmouth, you'll be within a 15-minute drive of Jamaica Beaches and Martha Brae River.
Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway
Luxurious Villa Royale- Short walk or 5 min drive to Ocho Rios

Luxurious Villa Royale- Short walk or 5 min drive to Ocho Rios

Ocho Rios
With a stay at this vacation home in Ocho Rios, you'll be a 2-minute drive from Jamaica Beaches and 6 minutes from Dunn's River Falls.
Luxurious Villa Royale- Short walk or 5 min drive to Ocho Rios
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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
1241 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
VILLA BY THE SEA - Steps from the BEACH - CHEF services included, Luxury Beach House ~ Butler, Chef & Private Beach for an Unforgettable Stay, A Suite Home entire pool home, Treasure Manor, House by the sea with a small sandy beach, pool and fantastic views, Portside Villa: Private deck and beach access, with amazing views of the ocean, Drax Hall Country Club's Sweet Escape, Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway, Luxurious Villa Royale- Short walk or 5 min drive to Ocho Rios

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 7 minutes ...
Hotel Riu Montego Bay - Adults Only - All Inclusive
SeaGarden Beach Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

3.5 out of 5
8 Kent Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
With a stay at SeaGarden Beach Resort - All Inclusive in Montego Bay, you'll be within a 10-minute walk of Doctor's Cave Beach and Jamaica Beaches.
SeaGarden Beach Resort - All Inclusive
Catalonia Montego Bay - All Inclusive

Catalonia Montego Bay - All Inclusive

3.5 out of 5
Rose Hall, St. James, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
When you stay at Catalonia Montego Bay - All Inclusive in Montego Bay, you'll be on the beach, within a 5-minute drive of Half Moon Golf Course and Montego Bay ...
Catalonia Montego Bay - All Inclusive
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Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
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.
Deja Resort All Inclusive
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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.