A tropical beach with clear turquoise water, palm trees, and a stone pier with colorful chairs.

Jamaica Holiday Rentals

  • 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

Our top choices for Jamaica holiday rentals

A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

1. The Gardens

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (67 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
The price is S$121
includes taxes & fees
10 Sept - 11 Sept
The Gardens
An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

2. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.4 out of 10, Very good, (5 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is S$128
includes taxes & fees
12 Sept - 13 Sept
Sky Beach Rooms
A spacious living area with a sofa and ottoman, a kitchen with a window, and a tiled floor.

3. Wave Crest Resort Race Course

Wave Crest Resort Race Course
2.5 star property
Oracabessa
The price is S$86
includes taxes & fees
10 Oct - 11 Oct
Wave Crest Resort Race Course
A beach with clear water, a sandy shore, and buildings in the background.

4. Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (610 reviews)
"Staff was friendly,helpful and accommodating the beach view was beautiful as well"
United States
Desmond
The price is S$87
includes taxes & fees
10 Sept - 11 Sept
Fisherman's Point Resort
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

5. BTS4

BTS4
3.0 star property
Montego Bay
The price is S$314
includes taxes & fees
16 Sept - 17 Sept
BTS4
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

6. Reggae Legends Estate

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
The price is S$206
includes taxes & fees
13 Sept - 14 Sept
Reggae Legends Estate
A spacious living area with a high ceiling, a ceiling fan, a sofa set, a dining table with chairs, and a TV mounted on the wall.

7. DraxHall Villa

DraxHall Villa
2.0 star property
Saint Ann's Bay
The price is S$352
includes taxes & fees
11 Sept - 12 Sept
DraxHall Villa
A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

8. Modern 1BR Condo in Kingston

Modern 1BR Condo in Kingston
2.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Excellent location absolutely loved it. The only thing was they had ants… everywhere"
United States
Robin
The price is S$261
includes taxes & fees
10 Sept - 11 Sept
Modern 1BR Condo in Kingston
A hotel room with a bed, a window with curtains, a desk with a computer, and a chair.

9. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (74 reviews)
"This was the worst rental I've ever had . I reserved"
United States
Teri
The price is S$129
includes taxes & fees
1 Oct - 2 Oct
Abacus Jamaica the Zana Suite
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

10. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is S$194
includes taxes & fees
14 Sept - 15 Sept
Hospitality Expert CB4
A hotel room with two beds, a window with curtains, a wall-mounted air conditioner, and a decorative wall piece.

11. Adorable 1bed Cottage Too Walk to the Beach

Adorable 1bed Cottage Too Walk to the Beach
2.0 star property
St. Ann's Bay
The price is S$136
includes taxes & fees
11 Sept - 12 Sept
Adorable 1bed Cottage Too Walk to the Beach
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, (27 reviews)
"The property was very close to the airport. Bed is comfortable. Only thing is I would av appreciated a kitchen curtain. Apart from that it was great and I love the host she is sweet"
United States
Devine
The price is S$140
includes taxes & fees
10 Sept - 11 Sept
Claudeville Condo
A beach with thatched umbrellas, a white building, and pink flowers.

13. Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (64 reviews)
"Second time staying here.. reasonably priced, low-key idyllic spot"
United States
Elizabeth
The price is S$191
includes taxes & fees
19 Sept - 20 Sept
Beach House Condos Negril
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

14. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (24 reviews)
"The environment was exceptionally welcoming, I felt as though I was at home, the environment was impeccably clean, and the host was exemplary."
United States
Oretta
The price is S$202
includes taxes & fees
21 Sept - 22 Sept
Villa Jamaica
A lush garden with a swimming pool, surrounded by dense foliage and tropical plants.

15. Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.6 out of 10, Excellent, (155 reviews)
"We did not use the hot tub put the pool area including the hot tub looked very relaxing. Located in a beautiful garden area "
Canada
Faye
The price is S$281
includes taxes & fees
16 Sept - 17 Sept
Villas Sur Mer
A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

16. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is S$123
includes taxes & fees
10 Sept - 11 Sept
Windbreak Villa
A balcony with a view of a pool and a building in the background.

17. Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is S$164
includes taxes & fees
14 Sept - 15 Sept
Caldo Tours
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamaica Hotel Reviews

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"The staff needs to be bilingual, English and Spanish. It was a terrible experience watching the staff attempting to communicate with Hispanic guests."
Ailsa 2-night trip
Posted 13 hours ago
Deja Resort All Inclusive

Explore a world of travel with Expedia