Portland Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Portland

Top Vacation Rentals in in Portland

Our top choices for Portland vacation rentals

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

9.4 out of 10, Exceptional, (12)
"the views of the surrounding area "
Heaven Villa - We are not on the water, we are above!

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

9.0 out of 10, Wonderful, (9)
"Well located in Port Antonio Denny,Keith and Karen went over and beyond to make our stay memorable. My grand kids loved them! Please consider putting a dishwasher in the kitchen as that will be of great help !"
The price is CA $1,208
CA $1,343 total
includes taxes & fees
Sep 4 - Sep 5
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

The Anton Villas

The Anton Villas

The Gardens

3.0 star property
7.2 out of 10, Good, (50)
"This property is like an hidden gem afforded in heart of Kingston "
The price is CA $138
CA $153 total
includes taxes & fees
Aug 20 - Aug 21
The Gardens

Cattleya's New Kingston Guest Apartment

3.5 star property
8.8 out of 10, Excellent, (63)
"The communication was good and they do make your stay easy and convenient as possible. I recommend staying it’s safe and quiet."
Cattleya's New Kingston Guest Apartment

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

8.4 out of 10, Very good, (5)
"It was great would definitely come there again."
The price is CA $80
CA $108 total
includes taxes & fees
Aug 20 - Aug 21
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

Reggae Legends Estate

2.5 star property
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 "
The price is CA $344
CA $397 total
includes taxes & fees
Aug 20 - Aug 21
Reggae Legends Estate

Abacus Jamaica the Zana Suite

3.0 star property
8.2 out of 10, Very good, (55)
"Really enjoyed my stay here love everything about this place "
The price is CA $77
CA $139 total
includes taxes & fees
Aug 20 - Aug 21
Abacus Jamaica the Zana Suite

Tapioca Village Retreat

3.0 star property
6.0 out of 10, (2)
"Was so turned off by the cockroaches and the pool extremely dirty that I couldn’t eat the breakfast provided. Place is not yet finished. Bad experience "
The price is CA $110
CA $128 total
includes taxes & fees
Aug 20 - Aug 21
Tapioca Village Retreat

Casa Royale Guest Apartment

3.5 star property
9.6 out of 10, Exceptional, (67)
"Place was very clean and comfortable."
The price is CA $155
CA $305 total
includes taxes & fees
Aug 20 - Aug 21
Casa Royale Guest Apartment

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

9.0 out of 10, Wonderful, (21)
"Celebrated my 60th birthday with 20 family and friends we had an amazing time. The house was clean and spacious, just what we needed .Will definitely book again. Host was accommodating which made the stay even better "
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

New Kingston Guest Apartments II

3.5 star property
8.0 out of 10, Very good, (24)
"Overall stay was great! could use a deep clean but it was ok."
The price is CA $238
CA $405 total
includes taxes & fees
Aug 20 - Aug 21
New Kingston Guest Apartments II

Casa Victoria Golf Retreat

4.0 star property
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,!!"
The price is CA $176
CA $321 total
includes taxes & fees
Aug 20 - Aug 21
Casa Victoria Golf Retreat

Casa Alexandria Guest Apartment

3.5 star property
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."
The price is CA $177
CA $392 total
includes taxes & fees
Aug 22 - Aug 23
Casa Alexandria Guest Apartment

Kingsway New Kingston Guest Apartment II

3.5 star property
9.8 out of 10, Exceptional, (18)
"Apartment was comfortable , good size but very close to good dining options being Devon house."
The price is CA $250
CA $418 total
includes taxes & fees
Aug 20 - Aug 21
Kingsway New Kingston Guest Apartment II

New Kingston Guest Apartment at Donhead

3.0 star property
8.4 out of 10, Very good, (20)
"Constant water lock off which is inconvenient "
The price is CA $259
CA $429 total
includes taxes & fees
Aug 20 - Aug 21
New Kingston Guest Apartment at Donhead

New Kingston Serenity at The Oxford

8.8 out of 10, Excellent, (13)
"It was clean and the location was accessible "
New Kingston Serenity at The Oxford

New Kingston Guest Apartments at Abbey

3.5 star property
9.0 out of 10, Wonderful, (20)
New Kingston Guest Apartments at Abbey

New Kingston's Deluxe Apartment

3.5 star property
8.6 out of 10, Excellent, (51)
"Great stay"
New Kingston's Deluxe Apartment

New Kingston Guest Apt at Dorchester

3.5 star property
8.4 out of 10, Very good, (5)
"It was great love it "
The price is CA $191
CA $349 total
includes taxes & fees
Aug 20 - Aug 21
New Kingston Guest Apt at Dorchester
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Portland Hotel Reviews