A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

Portland Vacation Rentals

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Our top choices for Portland holiday rentals

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1. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is RM343
RM398 total
includes taxes & fees
17 Sept - 18 Sept
Windbreak Villa
View from property

2. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is RM1,333
RM1,879 total
includes taxes & fees
30 Sept - 1 Oct
Ridge Bay Chateau
Living area

3. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is RM1,917
RM2,307 total
includes taxes & fees
17 Sept - 18 Sept
The Grand Sinopia Inn Portland
Terrace/patio

4. 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 RM575
RM665 total
includes taxes & fees
17 Sept - 18 Sept
Reggae Legends Estate
2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board

5. 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 RM387
RM391 total
includes taxes & fees
29 Sept - 30 Sept
The Gardens
Terrace/patio

6. Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.5 star property
Aeolus Valley
The price is RM284
RM519 total
includes taxes & fees
17 Sept - 18 Sept
Can sleep 7 people with private parking
Terrace/patio

7. Deanery Apartments - Pool - AC - 24hrs

Deanery Apartments - Pool - AC - 24hrs
3.0 star property
Eden Gardens
The price is RM770
RM1,195 total
includes taxes & fees
23 Sept - 24 Sept
Deanery Apartments - Pool - AC - 24hrs
Terrace/patio

8. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is RM327
RM380 total
includes taxes & fees
17 Sept - 18 Sept
Tapioca Village Retreat
Private kitchen

9. Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is RM703
RM1,368 total
includes taxes & fees
23 Sept - 24 Sept
Phoenix Park Villas Portmore
Outdoor pool

10. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
The price is RM652
RM1,060 total
includes taxes & fees
29 Sept - 30 Sept
1BR Comfort City Apartment with pool
Outdoor pool

11. 1BR Premium Apartments Nitram

1BR Premium Apartments Nitram
2.0 star property
Kingston
The price is RM815
RM1,369 total
includes taxes & fees
29 Sept - 30 Sept
1BR Premium Apartments Nitram
Beach

12. Charming 1-bedroom House in St Thomas Jamaica

Charming 1-bedroom House in St Thomas Jamaica
3.5 star property
Port Morant
2.0 out of 10, (1 review)
"The room was not in the house as shown. It was not gated parking. The bathroom was dirty There was a frog in the toilet. The bed looked unmade and dusty. Decor was not welcoming and homey "
Canada
Sherry
Charming 1-bedroom House in St Thomas Jamaica
Terrace/patio

13. Apartment with roof top pool

Apartment with roof top pool
2.0 star property
Half Way Tree
7.2 out of 10, Good, (10 reviews)
"Rooms were excellent, really loved the roof was a beautiful view. People were friendly and kind couldnt have asked for a better stay!!"
United States
Jacqueline
The price is RM965
RM1,560 total
includes taxes & fees
17 Sept - 18 Sept
Apartment with roof top pool
Private kitchen

14. 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 RM447
RM992 total
includes taxes & fees
29 Sept - 30 Sept
Modern 1BR Condo in Kingston
Interior

15. Premium Suite at The Vineyards

Premium Suite at The Vineyards
2.0 star property
Kingston
2.0 out of 10, (1 review)
The price is RM599
RM1,304 total
includes taxes & fees
29 Sept - 30 Sept
Premium Suite at The Vineyards
1 bedroom, premium bedding, in-room safe, laptop workspace

16. 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 RM234
RM416 total
includes taxes & fees
1 Oct - 2 Oct
Abacus Jamaica the Zana Suite
Living area

17. Kingston Comfy 1BR Apartment with pool

Kingston Comfy 1BR Apartment with pool
2.0 star property
Half Way Tree
The price is RM815
RM1,247 total
includes taxes & fees
29 Sept - 30 Sept
Kingston Comfy 1BR Apartment with pool
Private kitchen

18. VIA Braemar Suites - with roof-top pool

VIA Braemar Suites - with roof-top pool
2.0 star property
New Kingston
10.0 out of 10, Exceptional, (1 review)
The price is RM815
RM1,369 total
includes taxes & fees
29 Sept - 30 Sept
VIA Braemar Suites - with roof-top pool
Living area

19. Stylish 1-Bed Condo with Views in Harloe

Stylish 1-Bed Condo with Views in Harloe
3.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Property was very comfortable and clean. Close to everything. Whenever I am in Jamaica will I will stay there."
United States
Cordell
The price is RM613
RM1,255 total
includes taxes & fees
16 Oct - 17 Oct
Stylish 1-Bed Condo with Views in Harloe
50-inch LED TV with cable channels, Netflix, streaming services

20. Sweet Kensville

Sweet Kensville
4.0 star property
New Kingston
8.8 out of 10, Excellent, (5 reviews)
"Great stay"
United States
Steve
The price is RM480
RM842 total
includes taxes & fees
30 Sept - 1 Oct
Sweet Kensville
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 Portland Hotel Reviews

Jamaica Palace Hotel

Jamaica Palace Hotel

10/10 Excellent
"Our stay was very nice. The food was delicious. Our servers Dominic and Travaughn were amazing. The entire staff was wonderful. The rooms could use a little upgrade. The property is huge and has a lot of space. It would be nice if some lounge chairs could be added on the property grounds. Overall it was a great experience and we will definitely return."
Deneisha 2-night trip
Posted 1 day ago
Jamaica Palace Hotel

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