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Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Caledonia vacation rentals

A kitchen with a black stove, a black refrigerator, and patterned floor tiles.

1. Beautiful, affordable,spacious 1bedroom apt a/c ready to host single or a couple

Beautiful, affordable,spacious 1bedroom apt a/c ready to host single or a couple
Montego bay
The price is AED 182
AED 329 total
includes taxes & fees
4 Oct - 5 Oct
Beautiful, affordable,spacious 1bedroom apt a/c ready to host single or a couple
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

2. 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 AED 215
AED 289 total
includes taxes & fees
4 Oct - 5 Oct
Firefly cottage with Ocean view
A wooden deck with a view of a coastal landscape, including a body of water and distant land.

3. 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 AED 184
AED 257 total
includes taxes & fees
30 Sep - 1 Oct
The Artist cabin is a mountain cabin overlooking the sea and coastline
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

4. 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 AED 232
AED 306 total
includes taxes & fees
30 Sep - 1 Oct
Dragon fly Cottage
A wooden cabin bedroom with a bed, a desk, and a chair.

5. 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 AED 220
AED 294 total
includes taxes & fees
30 Sep - 1 Oct
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
A forested area with a dirt path, trees, and some greenery.

6. Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is AED 129
AED 489 total
includes taxes & fees
30 Sep - 1 Oct
Muris Light Sanctuary
An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

7. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is AED 339
AED 377 total
includes taxes & fees
8 Oct - 9 Oct
Sky Beach Rooms
A large, two-story house with a garage, surrounded by a well-maintained lawn and palm trees.

8. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Newmarket
The price is AED 1,286
AED 1,576 total
includes taxes & fees
1 Oct - 2 Oct
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
A swimming pool with a hot tub, surrounded by palm trees and a white building.

9. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is AED 499
AED 945 total
includes taxes & fees
30 Sep - 1 Oct
Turquoise Sea Villa
A balcony with a view of the ocean and a tropical landscape.

10. The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is AED 1,837
AED 2,116 total
includes taxes & fees
30 Sep - 1 Oct
The Shallhome
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

11. 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 AED 184
AED 294 total
includes taxes & fees
6 Oct - 7 Oct
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

12. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is AED 351
AED 408 total
includes taxes & fees
1 Oct - 2 Oct
Claudeville Condo
A two-story building with a balcony on the upper floor, featuring decorative railings and barred windows.

13. Unity Villa

Unity Villa
3.0 star property
Montego Bay
5.0 out of 10, (2 reviews)
"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 AED 239
AED 340 total
includes taxes & fees
30 Sep - 1 Oct
Unity Villa
A hotel room with a bed, bedside table, lamp, air conditioning unit, and a sofa.

14. Penthouse Suites at Emotions

Penthouse Suites at Emotions
2.5 star property
Montego Bay
The price is AED 808
AED 1,006 total
includes taxes & fees
30 Sep - 1 Oct
Penthouse Suites at Emotions
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

15. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
9.0 out of 10, Wonderful, (7 reviews)
"The bathroom smelled of mold. Shower heads had mold on them. Would not recommend this place. No privacy at all."
United States
Gizelle T.
The price is AED 441
AED 606 total
includes taxes & fees
30 Sep - 1 Oct
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A dining area with a round table set for four, surrounded by chairs. There is a sofa and a chair in the background, and a window with curtains.

16. Casia Villa

Casia Villa
3.0 star property
Montego Bay
2.0 out of 10, (1 review)
"We waited forever in a shadycary office"
United States
Michael
The price is AED 1,488
AED 1,898 total
includes taxes & fees
30 Sep - 1 Oct
Casia Villa
A river with boats docked on both sides, surrounded by lush greenery.

17. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is AED 278
AED 764 total
includes taxes & fees
2 Oct - 3 Oct
Serenitys Hideaway Montego Bay
A living room with a ceiling fan, a black leather sofa, a coffee table with a vase of flowers, and a patterned curtain.

18. Luxury Manor 2 Bedroom /1 Bathroom House w/electric fireplace,

Luxury Manor 2 Bedroom /1 Bathroom House w/electric fireplace,
Montego Bay
2.0 out of 10, (1 review)
"The host was NOT attentive, the amenities were NEVER provided! NO, DISHWASHER, ON THE BEACH, BBQ GRILL, TVS DIDN'T WORK, HOUSE WAS DIRTY, ELECTRIC FIREPLACE, these things were listed and NEVER provided! Her and her husband were extremely nasty and wanted me to walk from the gate to the house and wouldn't let my driver through the gate. My son's brother is security guard there and she told me I was a nasty effing liar. She used profanity at me and she was just extremely rude!! I DON'T recommend...
United States
Janus S.
The price is AED 433
AED 1,499 total
includes taxes & fees
30 Sep - 1 Oct
Luxury Manor 2 Bedroom /1 Bathroom House w/electric fireplace,
A spacious living area with a high ceiling, wooden flooring, and a ceiling fan. There is a dining table with chairs, a sofa, and a window with curtains.

19. Beautiful 2-bedroom house with AC in peaceful Savanna la mar

Beautiful 2-bedroom house with AC in peaceful Savanna la mar
Savanna la mar
10.0 out of 10, Exceptional, (1 review)
"From the moment I arrived, the property felt very secure, which immediately gave me peace of mind. The space itself was warm, cozy, and inviting it really felt like a home away from home rather than just a place to sleep.The amenities were exactly as advertised and on point. Everything I needed for a comfortable stay was readily available, and the overall setup made it easy to settle in and relax.One of the standout parts of the stay was the communication with the host, Latoya She was excellent,...
United States
Chris R.
The price is AED 364
AED 804 total
includes taxes & fees
1 Oct - 2 Oct
Beautiful 2-bedroom house with AC in peaceful Savanna la mar
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

20. 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 AED 347
AED 476 total
includes taxes & fees
30 Sep - 1 Oct
Unity Villa
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 39 Jamaica

Hotel 39 Jamaica

8/10 Good
"Clean well located hotel"
KURT 2-night trip
Posted 4 hours ago
Hotel 39 Jamaica

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?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: Visitors like this Caledonia vacation home rental. It is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Bluefields Beach. Bluefields Bay and YS Falls 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.