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Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Caledonia vacation rentals

Rafting

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is ￥13,021
￥24,840 total
includes taxes & fees
Jul 8 - Jul 9
Serenitys Hideaway Montego Bay
Front of property

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
The price is ￥10,513
￥14,961 total
includes taxes & fees
Jul 7 - Jul 8
Unity Villa
Basic Loft | View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is ￥15,467
￥17,949 total
includes taxes & fees
Jul 7 - Jul 8
Claudeville Condo
Living area

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is ￥8,097
￥12,955 total
includes taxes & fees
Jul 7 - Jul 8
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Outdoor dining

Come on Home to Paradise, Your Montego Bay Escape.

Come on Home to Paradise, Your Montego Bay Escape.
Paradise Acres
10.0 out of 10, Exceptional, (1 review)
"Beautiful property in a great location! Everything was spotless, comfortable, and exactly as described. The host was incredibly welcoming, responsive, and made our stay effortless. We had a fantastic experience and would happily stay here again. Highly recommend!"
United States
Dionna
The price is ￥18,217
￥24,189 total
includes taxes & fees
Jul 6 - Jul 7
Come on Home to Paradise, Your Montego Bay Escape.
Property grounds

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is ￥8,097
￥11,336 total
includes taxes & fees
Jul 3 - Jul 4
The Artist cabin is a mountain cabin overlooking the sea and coastline
Property grounds

Racquet Club Must Stay #2

Racquet Club Must Stay #2
Montego Bay
The price is ￥11,335
￥22,184 total
includes taxes & fees
Jul 1 - Jul 2
Racquet Club Must Stay #2
Restaurant

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is ￥15,915
￥17,669 total
includes taxes & fees
Jul 8 - Jul 9
Sky Beach Rooms
Beach

CPA3

CPA3
3.5 star property
Montego Bay
6.0 out of 10, (2 reviews)
"It was clean but I will never stay here again"
United States
Gabrielle
The price is ￥27,042
￥39,357 total
includes taxes & fees
Jul 6 - Jul 7
CPA3
Interior

Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea

Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea
Lucea
The price is ￥13,262
￥26,733 total
includes taxes & fees
Jul 14 - Jul 15
Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea
Outdoor dining

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥9,497
￥12,736 total
includes taxes & fees
Jul 14 - Jul 15
Firefly cottage with Ocean view
Property grounds

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is ￥12,792
￥16,031 total
includes taxes & fees
Jul 31 - Aug 1
Dragon fly Cottage
1 bedroom, WiFi, bed sheets

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is ￥9,716
￥12,955 total
includes taxes & fees
Jul 1 - Jul 2
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Exterior

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
The price is ￥15,303
￥21,000 total
includes taxes & fees
Jul 1 - Jul 2
Unity Villa
View from property

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.4 out of 10, (85 reviews)
"The view is amazing just imagine waking to a beautiful blue ocean. Walking distance to the beach and the best restaurants, I recommend this place any day and the price is right.."
United States
Natalie
The price is ￥19,966
￥27,333 total
includes taxes & fees
Jul 1 - Jul 2
Montego Bay Club Beach Resort
Interior

Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
8.6 out of 10, Excellent, (14 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
The price is ￥9,554
￥12,793 total
includes taxes & fees
Jul 2 - Jul 3
Charming & Comfortable 1-Bedroom Suite in Montego Bay
1 bedroom, iron/ironing board, free WiFi, bed sheets

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
montego bay
The price is ￥9,716
￥14,768 total
includes taxes & fees
Jul 1 - Jul 2
marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
Outdoor pool

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
8.8 out of 10, Excellent, (5 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is ￥14,574
￥21,861 total
includes taxes & fees
Jul 5 - Jul 6
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Smart TV, fireplace

Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool

Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,622
￥27,852 total
includes taxes & fees
Jul 7 - Jul 8
Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
Exterior detail

Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!
Montego Bay
9.2 out of 10, Wonderful, (5 reviews)
"The location was gorgeous, not far from the city. Easy/beautiful walk to cabs. Host was great and the bed/sheets felt great!!"
United States
Kintoria W.
The price is ￥11,335
￥16,193 total
includes taxes & fees
Jul 1 - Jul 2
Quiet relaxing mountainous get away!
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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Top Caledonia Hotel Reviews

Hotel Grand A View

Hotel Grand A View

10/10 Excellent
"I didn’t know what to expect for my first time visiting Jamaica. But this feels like it could’ve been one of the best hotels to pick. Will 100% come back"
Shane 6-night trip
Posted 1 hour ago
Hotel Grand A View

Find out more about Caledonia

Search for holiday rentals in Caledonia on Expedia! You can easily find your home rentals, villas, holiday apartments in Caledonia using one of the methods below:

  • View our selection of featured holiday rentals in Caledonia
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Look no further and take a look at our great range of rental properties in Caledonia!

Frequently asked questions

Can I find vacation rentals in Caledonia?

Yes, we give you a choice of vacation rentals close to top sights in Caledonia, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Caledonia?

Grand 180° Sea View OceanPointe: You might want to consider this vacation home rental near Caledonia, which is located on the beach and has an outdoor pool, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Caledonia?

While exploring the area, visit family-friendly sights like Rocklands Bird Sanctuary, or get outside and enjoy nature at YS Falls. Tryall Golf Club and Chukka Ocean Outpost at Sandy Bay are a couple of places you'll find in the larger area.

What’s a vacation rental in Caledonia like?

A vacation rental is a private property you can book for a few weeks or just a few days in Caledonia. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.