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Compare 329 Vacation Homes in Caledonia with updated reviews, rates, and availability.

Life of Montego Bay
10.0 out of 10, Exceptional, (1)
"We went for a funeral and stayed in this beautiful home for 15 days. Despite being there when hurricane beryl hit and losing power for a few days Mike and Mr Gilly were great. Very caring and considerate, and ensured we had everything we needed. Now to the home, wasn't sure what to expect .The photos dont do it justice. The home is new, modern, and very clean in a very safe community. Dealing with Mike was great, very responsive, and accomadating. Will be back in September and looking forward to...
Life of Montego Bay
Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.
10.0 out of 10, Exceptional, (90)
"Have been traveling to Jamaica since I was 5 years old. Parents had a condo there until last year. Needed to get back to unwind. Able to take myself, wife and our 2 adult sons. It was wonderful. Our days were spent relaxing, eating great food made by the chef, time on the beach and in the pool. Napping and playing cribbage. Watching F1 on TV. Banana Daiquiris before dinner. Rum and a cigar out on the pool deck in the evening. Great fun! Will be back."
Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.
Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
10.0 out of 10, Exceptional, (34)
"We stayed at Shimmering Waters for four nights at the end of October. We were picked up in Kingston by Bakerdon and driven up to Montego Bay (via Dunn’s River). Cannot stress enough how warm a welcome we received from Baker and how helpful he was throughout our stay. Any day trips we wanted to take, Baker was happy to guide and oblige. The house is absolutely beautiful, everything worked and we wanted for nothing. There are some lovely restaurants within walking distance. Any queries we had...
Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
Firefly cottage with Ocean view
10.0 out of 10, Exceptional, (24)
"Staying here was exactly what we needed. We got a pleasant surprise for our anniversary welcome that the entire family played a role in setting up. Sean and Geneva were quite hospitable and gave us everything we needed. Firefly was sooo relaxing. Its the kinda place that gets you in touch with just sounds and breath taking views of nature. 4x4 vehicle is most ideal for travel Definitely a revisit in que."
The price is AED 253
AED 327 total
includes taxes & fees
18 Nov - 19 Nov
Firefly cottage with Ocean view
The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill
9.8 out of 10, Exceptional, (8)
"The property is nicely maintained and clean. It is very secure. A timely response is received from the host. There aren't many places within walking distance. Avenge yourself by going to the front area, where there is a clubhouse, gym, pool, and outdoor area. In addition to the house, the outside area is also nice.."
The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill
Snooze at Oceanpointe - 10 minute walk to the beach
10.0 out of 10, Exceptional, (2)
"The Stay was excellent Wished we could have stayed longer !!!!! Thank you Kenute you’re a excellent committed host who really takes great care of your guests ❤️😍 of"
Snooze at Oceanpointe - 10 minute walk to the beach
Bella Vista Panoramic View Penthouse 2BR
The price is AED 882
AED 1,142 total
includes taxes & fees
16 Nov - 17 Nov
Bella Vista Panoramic View Penthouse 2BR
Cozy city home
10.0 out of 10, Exceptional, (2)
"The stay was excellent"
Cozy city home
Perfect group stay in the heart of Montego Bay. 10 mins from beach
The price is AED 1,861
AED 2,275 total
includes taxes & fees
18 Nov - 19 Nov
Perfect group stay in the heart of Montego Bay. 10 mins from beach
MoHill Cottages at Montego Bay
3.0 star property
MoHill Cottages at Montego Bay
Cozy Home in Oceanpointe, Lucea, Hanover in Jamaica - 2BR 2WR
The price is AED 367
AED 588 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Home in Oceanpointe, Lucea, Hanover in Jamaica - 2BR 2WR
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
9.8 out of 10, Exceptional, (46)
"It was an excellent stay, I would stay here over and over again. Aug 23-25th."
The price is AED 771
AED 1,047 total
includes taxes & fees
19 Nov - 20 Nov
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
15 mins to airport. Entire 1st floor 2 bedrooms, 2 bathrooms Sleeps 4.No sharing
9.0 out of 10, Wonderful, (4)
"The place is alright, but too far from shops and main roads, was not happy with the check points it's not a gated community, the place has a lot of underline issue, like the toilets needed to be able to flush properly, and chairs in kitchen needed to be fix and doors need handles lucks broken, house manager needed to be more polite"
15 mins to airport. Entire 1st floor 2 bedrooms, 2 bathrooms Sleeps 4.No sharing
Ocean View Studio/Self-Contained/3 min to the beach
6.0 out of 10, (2)
"Cozy, comfy & clean. The beach is in walking distance. Restaurants are in walking distance. Store in walking. Great hospitality."
Ocean View Studio/Self-Contained/3 min to the beach
Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.
9.6 out of 10, Exceptional, (14)
"The home and pool were beautiful and very secure. Would recommend renting a car as there is nothing within walking distance and while ride services are easy to obtain they can get pricey."
Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.
Grand 180° Sea View OceanPointe
10.0 out of 10, Exceptional, (5)
"A great safe, secure, and clean place with all the amenities available for a comfortable stay."
Grand 180° Sea View OceanPointe
Gorgeous 2 bedrooms/2 bathrooms house
8.0 out of 10, Very Good, (2)
"Gated community a short drive from downtown Mobay. Recomendable for a couple or friends to enjoy the Montego Bay experience and still feel at home."
Gorgeous 2 bedrooms/2 bathrooms house
Impeccable Spacious 3 Bedroom Home Near Beach.
9.0 out of 10, Wonderful, (7)
"We thought the property was clean and comfortable. It had everything we needed for our extended 7 day & 6 night stay. Barry was so gracious, helpful, friendly & kind. The property grounds were well maintained by Barry. He even shared the fruits that were planted on the trees in the garden. We got to experience the real Jamaica by staying at this home and not at the resorts. We will definitely be coming back to stay there when we visit Montego Bay in the future. "
Impeccable Spacious 3 Bedroom Home Near Beach.
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
9.4 out of 10, Exceptional, (19)
"1/3 toilets didn’t work well Also there was no trash bags or soap to keep the kitchen clean during our stay"
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
Hospitality Expert NCH: Private Pool/Beach/Chef
9.2 out of 10, Wonderful, (9)
"The host was immaculate. Her communication was very professional. She even offered tours! Her home is GREAT THE PICTURES DO NO JUSTICE. Definitely booking again! She even showed a late check out last minute! She sent wonderful drivers and chefs! DEFINITELY BOOKING AGAIN"
The price is AED 536
AED 980 total
includes taxes & fees
17 Nov - 18 Nov
Hospitality Expert NCH: Private Pool/Beach/Chef
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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Other property types in Caledonia

Montego Bay Club Apartments
4.0 star property
7.0 out of 10, Good, (24)
"The building looks ruff but the inside of the apartment is very well kept and updated. The view is amazing and great location. I definitely recommend "
Montego Bay Club Apartments
Montego Bay Club Beach Resort
3.5 star property
4.0 out of 10, (23)
"Nice location, quiet, lots of shopping, restaurants. Some units need upgrade but if you are the party Type and just want somewhere to crash|sleep this is an ideal spot. Not your 7 star experience. "
The price is AED 397
AED 542 total
includes taxes & fees
29 Nov - 30 Nov
Montego Bay Club Beach Resort
Montego Bay Club Resort
3.0 star property
4.0 out of 10, (33)
"First off aside from the weather which you have no control over everything happened. No air conditioning, no wifi, , no water everything went wrong that week"
Montego Bay Club Resort
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.