Caledonia Vacation Rentals

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Caledonia vacation rentals

Luxury Studio, Hill View | In-room safe, individually decorated, individually furnished, desk
Serenitys Hideaway Montego Bay

Apartment in Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
The price is ￥13,398
￥31,235 total
includes taxes & fees
Feb 6 - Feb 7
Serenitys Hideaway Montego Bay
House, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen
Mini Cozy Lodging

Vacation Home in Whitehouse

Mini Cozy Lodging
3.0 star property
The price is ￥18,491
￥21,422 total
includes taxes & fees
Feb 2 - Feb 3
Mini Cozy Lodging
Outdoor dining
Firefly cottage with Ocean view

Vacation Home in Cave District

Firefly cottage with Ocean view
10.0 out of 10, Exceptional, (27)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥9,185
￥12,317 total
includes taxes & fees
Jan 10 - Jan 11
Firefly cottage with Ocean view
1 bedroom, WiFi, bed sheets
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Vacation Home in Cave

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
2.0 star property
9.0 out of 10, Wonderful, (2)
"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 ￥9,397
￥12,529 total
includes taxes & fees
Jan 12 - Jan 13
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Property grounds
Dragon fly Cottage

Vacation Home in Cave

Dragon fly Cottage
10.0 out of 10, Exceptional, (7)
"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 ￥9,898
￥13,030 total
includes taxes & fees
Jan 10 - Jan 11
Dragon fly Cottage
Outdoor pool
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Vacation Home in Hopewell

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
10.0 out of 10, Exceptional, (3)
"We stayed here for 10 days and absolutely loved it. The bedroom is so perfect and our host (Bonnie) let us use the kitchen and whatever we needed anytime. The porch is lovely with a gorgeous ocean view. This was the perfect spot for our vacation!!! "
United States
Roger Y.
The price is ￥14,095
￥21,142 total
includes taxes & fees
Jan 9 - Jan 10
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Pool
Hospitality Expert CP: Private Pool/Beach/Chef

Villa in Montego Bay

Hospitality Expert CP: Private Pool/Beach/Chef
9.0 out of 10, Wonderful, (11)
"Lovely place"
United States
Thad A.
The price is ￥21,213
￥38,490 total
includes taxes & fees
Jan 9 - Jan 10
Hospitality Expert CP: Private Pool/Beach/Chef
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Impeccable Spacious 3 Bedroom Home Near Beach!

Vacation Home in Montego Bay

Impeccable Spacious 3 Bedroom Home Near Beach!
9.0 out of 10, Wonderful, (7)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is ￥12,372
￥23,294 total
includes taxes & fees
Jan 14 - Jan 15
Impeccable Spacious 3 Bedroom Home Near Beach!
Living area
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Vacation Home in Mount Salem

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
10.0 out of 10, Exceptional, (1)
"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 ￥7,831
￥12,529 total
includes taxes & fees
Jan 14 - Jan 15
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Exterior
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Apartment in Montego Bay

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
9.8 out of 10, Exceptional, (19)
"Everything was wonderful!! This was our second time staying there and we will definitely stay there whenever we visit Montego Bay!!!"
United States
Alicia W.
The price is ￥14,095
￥25,058 total
includes taxes & fees
Jan 10 - Jan 11
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Property grounds
The Artist cabin is a mountain cabin overlooking the sea and coastline

Vacation Home in Cave

The Artist cabin is a mountain cabin overlooking the sea and coastline
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 ￥7,831
￥10,963 total
includes taxes & fees
Jan 9 - Jan 10
The Artist cabin is a mountain cabin overlooking the sea and coastline
2 bedrooms, desk, iron/ironing board, WiFi
Loodik Vacation Home Brompton Manor

Vacation Home in Speculation

Loodik Vacation Home Brompton Manor
The price is ￥14,095
￥18,167 total
includes taxes & fees
Feb 1 - Feb 2
Loodik Vacation Home Brompton Manor
Beach nearby, beach towels
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

Vacation Home in Lucea

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
8.0 out of 10, Very Good, (4)
"We enjoyed ourselves. And our stay was very pleasant."
United States
Cynthia N.
The price is ￥15,378
￥26,912 total
includes taxes & fees
Jan 23 - Jan 24
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
1 bedroom, free WiFi, bed sheets
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

Apartment in Middle Quarters

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
The price is ￥12,529
￥15,661 total
includes taxes & fees
Jan 12 - Jan 13
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
Private kitchen
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Vacation Home in Montego Bay

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
2.0 star property
The price is ￥14,095
￥20,986 total
includes taxes & fees
Jan 9 - Jan 10
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Exterior detail
Quiet relaxing mountainous get away!

Apartment in Montego Bay

Quiet relaxing mountainous get away!
9.2 out of 10, Wonderful, (5)
"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 ￥9,866
￥12,998 total
includes taxes & fees
Jan 9 - Jan 10
Quiet relaxing mountainous get away!
Terrace/patio
Great panoramic views. Beach and shopping close by.

Apartment in Montego Bay

Great panoramic views. Beach and shopping close by.
10.0 out of 10, Exceptional, (1)
"It was a beautiful home and convenient to the airport. The host was also very responsive and understanding . I appreciate her hospitality and kindness. I would def recommend this place and would stay again."
United States
Shannon S.
The price is ￥11,746
￥17,227 total
includes taxes & fees
Jan 11 - Jan 12
Great panoramic views. Beach and shopping close by.
Smart TV, fireplace
Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool

Apartment in Montego Bay

Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
10.0 out of 10, Exceptional, (1)
The price is ￥18,010
￥26,937 total
includes taxes & fees
Jan 12 - Jan 13
Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
Dining
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Vacation Home in Montego Bay

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
2.0 star property
The price is ￥9,725
￥18,630 total
includes taxes & fees
Jan 10 - Jan 11
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
Beach nearby, beach towels
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

Vacation Home in Lucea

Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
10.0 out of 10, Exceptional, (1)
"We fully enjoyed our stay. On arrival we had a few issues mainly because we arrived early and had some missed communication with Nadia. She promptly helped us resolve a few minor issues and the rest of our stay was literally a breeze, as in wonderful sea breezes! The accommodations were just as described, it felt safe and comfortable."
United States
Noel B.
The price is ￥16,872
￥29,104 total
includes taxes & fees
Jan 26 - Jan 27
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
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

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"It was spotless and the staff were friendly and helpful. Excellent in a word"
Peter 2-night trip
Posted 2 days ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

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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  • Enter your travel dates to view the best deals on holiday rentals in Caledonia while they last

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?

Nickels Garden Villas: You might want to consider this vacation rental near Caledonia, which is located in a shopping district and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a private yard 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 YS Falls. Tryall Golf Club and Freeport Peninsula 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.