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Our top choices for Portland holiday rentals

Property entrance
Cocosan Villa

Cocosan Villa

Cocosan Villa
4.0 star property
Port Antonio
Cocosan Villa
Terrace/patio
The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is ฿17,155
฿20,637 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Grand Sinopia Inn Portland
Garden
Kingvilla

Kingvilla

Kingvilla
2.0 star property
Port Morant
The price is ฿2,020
฿2,943 total
includes taxes & fees
26 Dec - 27 Dec
Kingvilla
Economy Studio | 2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board
The Gardens

The Gardens

The Gardens
3.0 star property
Barbican
7.4 out of 10, Good, (55)
"It was a bit hard to find but very comfortable. I would reccomend staying here. I booked for someone who just needed a night stay, so there was no interaction with staff. Just make sure you follow check in and out times, or you wont see staff. Although we checked in after hours we were able to get in."
United States
Kemar
The price is ฿3,108
฿3,139 total
includes taxes & fees
27 Dec - 28 Dec
The Gardens
Family House, Garden View | Living area
Phoenix Park Villas Portmore

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
10.0 out of 10, Exceptional, (4)
"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 ฿5,221
฿9,604 total
includes taxes & fees
30 Dec - 31 Dec
Phoenix Park Villas Portmore
Free WiFi
Reggae Legends Estate

Reggae Legends Estate

Reggae Legends Estate
2.5 star property
Jack's Hill
9.6 out of 10, Exceptional, (5)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
The price is ฿9,292
฿10,717 total
includes taxes & fees
4 Jan - 5 Jan 2026
Reggae Legends Estate
Luxury Apartment, 2 Bedrooms, 2 Bathrooms, City View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Royale Guest Apartment

Casa Royale Guest Apartment

Casa Royale Guest Apartment
3.5 star property
Molynes Gardens
9.6 out of 10, Exceptional, (68)
"Place was very clean and comfortable."
United States
Demar
Casa Royale Guest Apartment
Exterior
Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor
2.0 star property
New Kingston
8.0 out of 10, Very good, (2)
"I loved that it was private and the staff was very welcoming everything was exactly what i wanted. I definitely would book agsin everything was so clean and neat"
United States
DONNA
The price is ฿2,020
฿5,073 total
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Studio in Chelsea Manor
Deluxe Studio Suite, 1 King Bed, Refrigerator & Microwave, Mountain View | 1 bedroom, premium bedding, in-room safe, individually decorated
Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
8.2 out of 10, Very good, (63)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
Abacus Jamaica the Zana Suite
House | Property grounds
Lovely 2 Bedroom House in St Thomas Jamaica

Lovely 2 Bedroom House in St Thomas Jamaica

Lovely 2 Bedroom House in St Thomas Jamaica
2.0 star property
Port Morant
The price is ฿4,209
฿4,872 total
includes taxes & fees
6 Jan - 7 Jan 2026
Lovely 2 Bedroom House in St Thomas Jamaica
Front of property
Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment
3.5 star property
Constant Spring
9.6 out of 10, Exceptional, (56)
"Kevin and Tasha are good hosts. The apartment looks newly renovated. The beds are very comfortable and the complex is very quiet."
United States
Kevin
The price is ฿4,237
฿9,100 total
includes taxes & fees
30 Dec - 31 Dec
Casa Alexandria Guest Apartment
Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Victoria Golf Retreat

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Apartment, Kitchen, Courtyard View | Terrace/patio
Serenity Oasis Apartment

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is ฿2,377
฿4,164 total
includes taxes & fees
26 Dec - 27 Dec
Serenity Oasis Apartment
Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I
3.0 star property
Greater Portmore
8.8 out of 10, Excellent, (6)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
United States
Robin
The price is ฿3,569
฿6,956 total
includes taxes & fees
26 Dec - 27 Dec
Caribe Estate Guest Apartment I
Terrace/patio
Can sleep 7 people with private parking

Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.0 star property
Aeolus Valley
The price is ฿2,797
฿4,677 total
includes taxes & fees
24 Jan - 25 Jan 2026
Can sleep 7 people with private parking
Outdoor pool
Tapioca Village Retreat

Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2)
"There is so much nature and friendliness! "
United States
Günter
The price is ฿2,486
฿2,890 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tapioca Village Retreat
Exterior
Casa Tianna Guest Apartments

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
8.8 out of 10, Excellent, (58)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is ฿4,502
฿7,625 total
includes taxes & fees
26 Dec - 27 Dec
Casa Tianna Guest Apartments
2 outdoor pools
The Country Club Villa I

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveller
The price is ฿4,328
฿7,866 total
includes taxes & fees
30 Dec - 31 Dec
The Country Club Villa I
Superior Apartment, 1 Bedroom, Ensuite | 1 bedroom, Egyptian cotton sheets, in-room safe, individually decorated
Kingsway New Kingston Guest Apartment II

Kingsway New Kingston Guest Apartment II

Kingsway New Kingston Guest Apartment II
3.5 star property
Half Way Tree
9.8 out of 10, Exceptional, (18)
"Apartment was comfortable , good size but very close to good dining options being Devon house."
United States
Maria
The price is ฿5,620
฿9,417 total
includes taxes & fees
26 Dec - 27 Dec
Kingsway New Kingston Guest Apartment II
House | Beach
House - Sleeps 6 - Patio - Parking

House - Sleeps 6 - Patio - Parking

House - Sleeps 6 - Patio - Parking
2.0 star property
Port Morant
The price is ฿4,594
฿5,315 total
includes taxes & fees
6 Jan - 7 Jan 2026
House - Sleeps 6 - Patio - Parking
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

AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica

10/10 Excellent
"The room was very clean!"
Patrick 1-night trip
Posted 2 days ago
AC Hotel by Marriott Kingston, Jamaica

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Vacation Apartments in Portland

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