Book Holiday Homes in Montego Bay

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Featured Holiday Homes in Montego Bay

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 St. James
Stay at this holiday home in Montego Bay. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Rose Hall Great House and Doctor's Cave Beach are ...
Opens in a new windowHouse by the sea with a small sandy beach, pool and fantastic views
Treasure Manor

Treasure Manor

3 out of 5
342 Peacock Drive Ocho Rios
Stay at this holiday home in Ocho Rios. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Popular attractions Turtle Beach and Dunn's River Falls ...
Opens in a new windowTreasure Manor
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Montego Bay St. James Parish
Stay at this holiday home in Montego Bay. Enjoy free Wi-Fi, a water park and laundry facilities. Popular attractions Montego Bay Cruise Ship Terminal and Doctor's ...
Opens in a new windowTropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
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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
Stay at this holiday home in Montego Bay. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Rose Hall Great House and Greenwood Great House are ...
Opens in a new windowSunshine Lodge- Your Home Away From Home
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

4 out of 5
Stonebrook Falmouth Trelawny Parish
The price is NZ$378 per night from 11 Jan to 12 Jan
NZ$378
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this family-friendly holiday home in Falmouth. Enjoy free Wi-Fi, free parking and room service. Popular attractions Water Square and Martha Brae River ...
Opens in a new windowJhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Imperial Topaz At Richmond

Imperial Topaz At Richmond

3.5 out of 5
Fern Court, Richmond Estate, Priory St. Ann's Bay Saint Ann
Stay at this holiday home in St. Ann's Bay. Enjoy free Wi-Fi, free parking and free food shopping service. Popular attractions Cranbrook Flower Forest and Priory ...
Opens in a new windowImperial Topaz At Richmond
Nickels Garden Villas

Nickels Garden Villas

2.5 out of 5
203 Mahagony Crescent Montego Bay St. James Parish
Stay at this family-friendly holiday home in Montego Bay. Enjoy free parking, breakfast (surcharge) and beach cabanas (surcharge). Popular attractions Montego ...
Opens in a new windowNickels Garden Villas
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

St. Ann St. Ann
Stay at this beach holiday home in Discovery Bay. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Columbus Park and Puerto Seco Beach ...
Opens in a new windowLuxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Grand 180° Sea View OceanPointe

Grand 180° Sea View OceanPointe

Lucea Hanover
Stay at this beach holiday home in Lucea. Enjoy a beach locale, a fitness centre and laundry facilities. Popular attraction Chukka Ocean Outpost at Sandy Bay ...
Opens in a new windowGrand 180° Sea View OceanPointe
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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
1251 Holiday Homes
Lowest Price
NZ$378
Highest Price
NZ$826
Popular accommodation
House by the sea with a small sandy beach, pool and fantastic views, Treasure Manor, Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea, Sunshine Lodge- Your Home Away From Home, Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach, Imperial Topaz At Richmond, Nickels Garden Villas, Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa., Grand 180° Sea View OceanPointe

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
Stay at this beach resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. ...
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
The price is NZ$382 per night from 18 Dec to 19 Dec
NZ$382
18 Dec - 19 Dec
includes taxes & fees
Stay at this beach resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
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
Stay at this luxury resort in Montego Bay. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowIberostar Waves Rose Hall Beach - All Inclusive
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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 NZ$826 per night from 3 Jan to 4 Jan
NZ$826
3 Jan - 4 Jan 2026
includes taxes & fees
Stay at this beach resort in Montego Bay. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowS Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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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.