Caledonia Vacation Rentals from CA $92: Short-Term Rentals for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Montego Bay

Clayton

CA $164 total

includes taxes & fees

Dec 16 - Dec 17

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

Cave

Ana G.

CA $88 total

includes taxes & fees

Nov 16 - Nov 17

A forested area with a dirt path, trees, and some greenery.

3. Muris Light Sanctuary

Savanalamar

Leeann D.

CA $178 total

includes taxes & fees

Nov 16 - Nov 17

A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

4. Firefly cottage with Ocean view

Cave District

Rick B.

CA $113 total

includes taxes & fees

Nov 19 - Nov 20

A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

5. Dragon fly Cottage

Cave

Kaili

CA $107 total

includes taxes & fees

Nov 16 - Nov 17

A wooden cabin bedroom with a bed, a desk, and a chair.

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

Cave

David G.

CA $103 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with a hot tub, surrounded by palm trees and a white building.

7. Turquoise Sea Villa

Montego Bay

CA $392 total

includes taxes & fees

Nov 16 - Nov 17

A row of two-story buildings with balconies, parked cars, and a clear sky.

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

Savanna la Mar

CA $188 total

includes taxes & fees

Nov 16 - Nov 17

A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

9. Unity Villa

Montego Bay

Susan

CA $185 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

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

Hopewell

Roberta M.

CA $224 total

includes taxes & fees

Nov 16 - Nov 17

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

Mount Salem

"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...

English C.

CA $108 total

includes taxes & fees

Nov 21 - Nov 22

A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

12. Claudeville Condo

Montego Bay

Sabrina

CA $145 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinetry, a large island, and a flat-screen TV mounted on the wall.

13. Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants

Montego Bay

Kacy-Ann

CA $237 total

includes taxes & fees

Nov 16 - Nov 17

A sign with 'I LOVE MONTEGON' and 'Jamaica' written on it, in front of a building with 'INTERNATION' visible.

14. ISLAND LIVING IN THE HEART OF MONTEGO BAY

Montego Bay

CA $184 total

includes taxes & fees

Nov 16 - Nov 17

A coastal swimming area with boats and people.

15. Sunshine Seashore Escape Jamaica

Lucea

CA $341 total

includes taxes & fees

Nov 16 - Nov 17

A river with boats docked on both sides, surrounded by lush greenery.

16. Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

CA $304 total

includes taxes & fees

Nov 20 - Nov 21

A swimming pool with lounge chairs, a tiled deck, and a yellow building with arched windows and balconies.

17. Eagles Nest

Montego Bay

CA $198 total

includes taxes & fees

Nov 23 - Nov 24

A pool area with palm trees, a modern building, and a view of the ocean.

18. 1 Bedroom Miramar Condo

Montego Bay

Krystal P.

CA $255 total

includes taxes & fees

Nov 28 - Nov 29

A two-story building with a balcony on the upper floor, featuring decorative railings and barred windows.

19. Unity Villa

Montego Bay

Fashira

CA $132 total

includes taxes & fees

Nov 16 - Nov 17

A balcony with two black metal chairs, a window with a diamond-patterned metal screen, and a view of greenery and hills.

20. Charming & Comfortable 1-Bedroom Suite in Montego Bay

Montego Bay

Lynfus

CA $101 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Find vacation rentals that suit your style

Top Caledonia Hotel Reviews

A swimming pool with lounge chairs and thatched umbrellas, surrounded by trees and a white fence.

Blue Paloma Bed & Breakfast

Lucea

10/10 Excellent

We can’t express how much we enjoyed our stay. The property was beautiful - clean, cozy and beautiful interior; gorgeous, gated property with lots of comfy and shady places to relax outside; a crystal-clear and well-maintained pool. Andrea was a wonderful host who you can tell truly cares about you and your stay. And chef Conroy not only blew us away every single morning with some of the tastiest food we’ve ever had, but also was very helpful in suggesting places to see, things to try, and...

Paige

Sky Beach Rooms

Montego Bay

10/10 Excellent

I just wanna leave you some review here for you guys to know before coming into this property gorgeous place amazing people very friendly, clean room and towel service every day but the only problem that I had with this property finding it on Google maps the Google maps actually straight up the hill instead of down by the water so make sure you check properly before you go and the other things as I wish they had shampoo and conditioner. The only half body wash nothing else for Hair so if you’re...

Rana

A resort with a large central pool, multiple levels of cabanas, and a beach area.

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Lucea

10/10 Excellent

keighla

A swimming pool with a curved design, surrounded by lounge chairs and a stone structure.

Toby's Resort

Hip Strip

10/10 Excellent

Debbie

A man and a woman in a swimming pool with a tiled edge and a palm tree in the background.

Hotel Grand A View

Montego Bay

10/10 Excellent

Diana

A poolside area with lounge chairs and umbrellas, a pool, and a view of the ocean.

Hotel 39 Jamaica

Hip Strip

10/10 Excellent

Stephanie

A balcony with a view of the ocean, wicker furniture, and a table with a board game.

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Hip Strip

10/10 Excellent

Krithika

A spacious hallway with hardwood floors, a large window, and a view of the outdoors.

Mobay Kotch - Hostel

Montego Bay

10/10 Excellent

Helen

A corner seating area with wicker chairs and a small table, a potted plant, and a view of greenery and water.

Airport Beach Hotel

Montego Bay

10/10 Excellent

Our stay at airport beach hotel was a great experience. Andy was there when we arrived, I got the keys in a few mins and we are in room in no time. Rooms were cozy and can't complain anything about it for the budget friendly hotel. Someone was always available for any help, so really good service. Beach is just few steps away. Just one thing that I didn't like, at night, out side of the hotel the whole street got converted to party hall, every one pull up their car at beach, and you get...

Bhaveshkumar

A resort with a central pool, multiple lounge areas, and a beach.

Grand Palladium Jamaica Resort & Spa All Inclusive

Lucea

10/10 Excellent

Property was great! I was there last year and there was more entertainment daily by the pool last year which we really enjoyed, but not as much this year. Still upset to see no Jamaican patties at resort! Staff at resort is great!! The LasBrisas pool bar I can’t recall their names I think it was Bartenders Kerome, Philip and I can’t remember the name of one of them in black uniform who sang Happy Birthday to me and delivered the drink to me on his head. Some of the POP Entertainment crew, a...

Giuseppina

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Lucea

10/10 Excellent

First time in Jamaica for me as well as my partner. Found this property on a great deal for the week of February 9-16, 2024. Made arrangements with Jude to tour for the ride from the airport in Montego Bay to the property which was well organized And safe. The room was very generous, and we opted for an upgrade to an ocean view when booking. a true suite with a bedroom separate from bathroom and living areas. Minibar was stocked each day with waters and beer, potato chips, a chocolate bar and...

Joanne Irene

SeaGarden Beach Resort - All Inclusive

Montego Bay

10/10 Excellent

We loved our stay at the Seagarden Beach Resort. We were there for a week, and while some reviews have commented on the facilities being dated, this was not our take-away at all. First, the staff are phenomenal. From the check-in with Janica, the lifesavers including Chevron, the entertainment folk including Mr Country, the servers in the bars and restaurant, the housekeeping folk, including Mr Hunter, and the water-sports gentlemen, the place was filled with people who were personable and...

Martin B

A lush garden with various plants and a pathway leading to a white building.

Palm View Guesthouse and Conference Centre

Montego Bay

10/10 Excellent

Sylvia

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledonia vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledonia vacation rentals we have selected for you start as low as CA $92 per night. Entering your travel dates in the search wizard 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.

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.

Caledonia Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Caledonia vacation rentals

1. Sky Beach Rooms

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

3. Muris Light Sanctuary

4. Firefly cottage with Ocean view

5. Dragon fly Cottage

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

7. Turquoise Sea Villa

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

9. Unity Villa

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

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

12. Claudeville Condo

13. Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants

14. ISLAND LIVING IN THE HEART OF MONTEGO BAY

15. Sunshine Seashore Escape Jamaica

16. Serenitys Hideaway Montego Bay

17. Eagles Nest

18. 1 Bedroom Miramar Condo

19. Unity Villa

20. Charming & Comfortable 1-Bedroom Suite in Montego Bay

Find vacation rentals that suit your style

Top Caledonia Hotel Reviews

Blue Paloma Bed & Breakfast

10/10 Excellent

Find out more about Caledonia

Caledonia vacation rentals: An excellent choice for every season

How to find incredible deals on Caledonia rentals

Frequently Asked Questions

Can I find vacation rentals in Caledonia?

What's the top vacation rental in Caledonia?

What’s there to see and do in Caledonia?

What’s a vacation rental in Caledonia like?

Explore a world of travel with Expedia