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Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Caledonia vacation rentals

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

1. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.6 out of 10, Excellent, (7 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
$97 nightly
The price is $108
Oct 19 - Oct 20
Total with taxes and fees
Sky Beach Rooms
A wooden deck with a view of a coastal landscape, including a body of water and distant land.

2. 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.
$70 nightly
The price is $70
Oct 19 - Oct 20
Total with taxes and fees
The Artist cabin is a mountain cabin overlooking the sea and coastline
A forested area with a dirt path, trees, and some greenery.

3. 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.
$133 nightly
The price is $133
Oct 19 - Oct 20
Total with taxes and fees
Muris Light Sanctuary
A wooden cabin bedroom with a bed, a desk, and a chair.

4. 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.
$80 nightly
The price is $80
Oct 19 - Oct 20
Total with taxes and fees
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

5. 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
$99 nightly
The price is $99
Nov 3 - Nov 4
Total with taxes and fees
Dragon fly Cottage
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

6. 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.
$79 nightly
The price is $79
Oct 21 - Oct 22
Total with taxes and fees
Firefly cottage with Ocean view
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

7. 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
$112 nightly
The price is $130
Oct 19 - Oct 20
Total with taxes and fees
Unity Villa
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.

8. 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.
$228 nightly
The price is $228
Oct 19 - Oct 20
Total with taxes and fees
Beautiful 2-bedroom house with AC in peaceful Savanna la mar
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
$236 nightly
The price is $257
Oct 19 - Oct 20
Total with taxes and fees
Turquoise Sea Villa
A kitchen with a granite countertop, a wooden cutting board, and various kitchen utensils.

10. Luxury, Privacy & Breathtaking Ocean Views Await.”

Luxury, Privacy & Breathtaking Ocean Views Await.”
Westmoreland
7.6 out of 10, Good, (4 reviews)
"Chef Donna if we could take her home with us we would! Anything that you need Marvette, Marca or Sheldon will get for you! We will definitely be back with a group again! I promise you , you won’t be disappointed!"
United States
Danete G.
$242 nightly
The price is $242
Oct 19 - Oct 20
Total with taxes and fees
Luxury, Privacy & Breathtaking Ocean Views Await.”
A row of two-story buildings with balconies, parked cars, and a clear sky.

11. Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Savanna la Mar
$140 nightly
The price is $140
Oct 19 - Oct 20
Total with taxes and fees
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
A two-story building with a balcony on the upper floor, featuring decorative railings and barred windows.

12. 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
$83 nightly
The price is $93
Oct 24 - Oct 25
Total with taxes and fees
Unity Villa
A pool with a view of the ocean, surrounded by lounge chairs and umbrellas.

13. Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
roundhill
9.8 out of 10, Exceptional, (20 reviews)
"I enjoyed my time here. It truly felt like it was my home. Mel made every effort to ensure that we were comfortable. I felt safe. The pool was refreshing."
United States
Yolande W.
$346 nightly
The price is $346
Oct 19 - Oct 20
Total with taxes and fees
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

14. 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)
"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.
$165 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A table with a drink tray, glasses, a bottle, and a bird on a branch.

15. Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful view from the hills of Mobay! We enjoyed swimming in the pool and listening to nature in the evening. Mel was a great host and drove us into town for lunch and shopping. Outdoor covered seating was nice for midday shade and bedroom air conditioning made for very comfortable sleeping. "
United States
Amber P.
$348 nightly
The price is $348
Oct 20 - Oct 21
Total with taxes and fees
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

16. 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.
$80 nightly
The price is $80
Oct 25 - Oct 26
Total with taxes and fees
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

17. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"Nice place and breakfast"
Spain
Xavier
$187 nightly
The price is $212
Oct 19 - Oct 20
Total with taxes and fees
Hospitality Expert SWF104 - Pool, Beach, Chef
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a dining table set with plates and cups.

18. 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
$152 nightly
The price is $176
Oct 20 - Oct 21
Total with taxes and fees
Serenitys Hideaway Montego Bay
A balcony with a table and chairs overlooking a marina with boats and a mountainous backdrop.

19. Bayview Apartment Montego Bay Montego Freeport

Bayview Apartment Montego Bay Montego Freeport
Montego Bay
9.6 out of 10, Exceptional, (12 reviews)
"Host was amazing and quick to respond! Made the visit seamless! "
United States
Rebekah S.
$281 nightly
The price is $281
Oct 22 - Oct 23
Total with taxes and fees
Bayview Apartment Montego Bay Montego Freeport
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

20. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (100 reviews)
"I liked the view and the location.I liked that it was clean and bright"
Canada
Gerald
$142 nightly
The price is $161
Nov 15 - Nov 16
Total with taxes and fees
Montego Bay Club Beach 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.
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Top Caledonia Hotel Reviews

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

10/10 Excellent
"The staff"
Johnnie 4-night trip
Posted 2 hours ago
Grand Palladium Jamaica Resort & Spa All Inclusive

Find out more about Caledonia

Everything you need to know about Caledonia vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caledonia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caledonia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caledonia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caledonia. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Caledonia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $70 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caledonia rentals

At Expedia, we put the best Caledonia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Caledonia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caledonia vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caledonia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.