Holiday Rentals in Portland

  • Plan, book, stay with confidence

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

Featured Holiday Rentals in Portland

Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View

9.6 out of 10, Exceptional, (16)
"What an anazing view and such a great host. Couldnt ask for a better time :)"
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View

Heaven Villa - We are not on the water, we are above!

9.4 out of 10, Exceptional, (11)
"Marjorie, Sean and Omar were the best bit about our stay. Marjorie could answer all our questions, came shopping with us and even produced a birthday cake for us. Sean is a wonderful chef and also came shopping and cooked us a brilliant selection of Jamaican dishes including curried goat. Omar was a brilliant night watchman and made us feel very safe. The house was fantastic with magnificent views over Port Antonio. It suited our family perfectly. The pool was amazing and in constant...
Heaven Villa - We are not on the water, we are above!

The Anton Villas

The Anton Villas

SPECIAL-discount San San ocean view 5 acre estate 4 bedrooms staffed villa

8.4 out of 10, Very good, (8)
"This is a property built in the 70s that have not been upgraded since the 90s other than the clim units in the bedrooms. The main living area of the house is open do not have clim. During dinner, we were sweating a lot and we ended up with multiple bugs bites. The house has no real windows, it’s only ventilation shutters that separate you from outside. On the positive side, we ate extremely well and the staff was great. So pictures of the house on the website are deceiving and were probably...
SPECIAL-discount San San ocean view 5 acre estate 4 bedrooms staffed villa

San Cove, Blue Lagoon, Port Antonio 4BR

3.0 star property
San Cove, Blue Lagoon, Port Antonio 4BR

Abacus Jamaica the Zana Suite

3.0 star property
8.2 out of 10, Very good, (55)
"My hostess Novelette was very cooperative and eager to ensure my stay went well. She was always ready to answer any questions asked to make my stay comfortable. I would certainly stay here again should the opportunity arise."
The price is €105
includes taxes & fees
4 May - 5 May
Abacus Jamaica the Zana Suite

Reggae Legends Estate

2.5 star property
9.4 out of 10, Exceptional, (3)
"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 "
The price is €252
includes taxes & fees
26 Apr - 27 Apr
Reggae Legends Estate

NewKgn Gem

10.0 out of 10, Exceptional, (30)
"Awesome property! Very clean and neat. Host was communicative and made sure all relevant information was provided prior to check in. "
NewKgn Gem

The Gardens

3.0 star property
7.0 out of 10, Good, (48)
"I stayed there last year and enjoyed it and the renovation made it even better. Rooms well equipped, clean and bright. Great location on a quiet street but central. Lovely staff. "
The price is €97
includes taxes & fees
26 Apr - 27 Apr
The Gardens

Cattleya's New Kingston Guest Apartment

3.5 star property
8.6 out of 10, Excellent, (55)
"Worth it"
Cattleya's New Kingston Guest Apartment

CTBH at EI8HT Super Studios

3.0 star property
8.0 out of 10, Very good, (1)
"I would stay at this property again. 10 out of 10 for cleanliness. We stayed in the loft apartment and we enjoyed our stay, very modern and spacious. Property is safe and secure and close to lots of dinning options "
CTBH at EI8HT Super Studios

Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym

9.6 out of 10, Exceptional, (17)
"Renee was an excellent host! The property is modern and very comfortable. The security at the gate were very helpful and professional. Highly recommend this accommodation. "
The price is €210
includes taxes & fees
30 Apr - 1 May
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym

New Kingston's Deluxe Apartment

3.5 star property
8.8 out of 10, Excellent, (45)
"This property was great. I would stay there again "
New Kingston's Deluxe Apartment

Exquisite, recently renovated studio apartment

10.0 out of 10, Exceptional, (15)
"The apartment we rented was perfect for us. It was clean and had everything we needed for our week stay. The staff were fantastic and very helpful. The only suggestion for the building owner/manager is maybe to repaint the building and update the laundry room. "
Exquisite, recently renovated studio apartment

The Dorchester

3.0 star property
7.2 out of 10, Good, (13)
"The property was great . I enjoyed my stay and will surely return in the future. "
The Dorchester

Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

7.4 out of 10, Good, (3)
"Comfortable cozy rooms with spacoius bathrooms. Clean, beautiful with fresh free following air. Service was amazing. I got fast a quick response from management. Our host Vince was always a text or phone call away ,to make sure we experience a comfortable stay. The food made to order by chef and house keeping Ms. Althea was delicious 😋. We were served local cuisine. Location is super convenient, with just 10 minutes drive to the airport. Close to a major shopping center hub in harbor view....
The price is €73
includes taxes & fees
26 Apr - 27 Apr
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

Harloe's Luxury Condominium

8.6 out of 10, Excellent, (28)
"Centrally located, safe, quiet, and clean. Worth the expense. Would definitely stay here again. "
Harloe's Luxury Condominium

New Kingston Corporate Apts at Donhead

3.5 star property
9.6 out of 10, Exceptional, (30)
"Property manager force is to check out before time also never gave me my deposit money back etc also no respect "
New Kingston Corporate Apts at Donhead

Casa Royale Guest Apartment

3.5 star property
9.6 out of 10, Exceptional, (67)
"Place was very clean and comfortable."
The price is €226
includes taxes & fees
28 Apr - 29 Apr
Casa Royale Guest Apartment

luxury Condo at Kensington Gates

8.0 out of 10, Very good, (9)
"The property was great .. it was comfortable and my family love it… "
luxury Condo at Kensington Gates
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.
Don't see what you're looking for?
See all available properties in Portland
Save an average of 15% on thousands of hotels when you're signed in