Portland Holiday Rentals

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Top Holiday Rentals Destinations in Portland

A place in paradise - family villa on a peninsula directly by the sea

10.0 out of 10, Exceptional, (52)
"The property is a carribean dream. The staff was beyond great. Helpful, kind, and the food so good. Cant go wrong with this place."
A place in paradise - family villa on a peninsula directly by the sea

Pearl Ocean Villa

3.5 star property
10.0 out of 10, Exceptional, (1)
"Cleanest the hoast was superb"
The price is AU$469
includes taxes & fees
11 Mar - 12 Mar
Pearl Ocean Villa

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!

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

9.6 out of 10, Exceptional, (15)
"I spent 3 weeks at the Villa with my mom and brother and we had a great time. Portland is a beautiful parish so being in the hillside with the panoramic views overlooking Portlands beauty was just breath taking. Donna is a very gracious host, very accommodating and responsive. Communicating with Donna before we even left for JA and during our time there was easy and pleasant. Donna made sure to provide useful information in the villa such as local places to eat, nearby beaches etc. On our first...
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View

Hope Bay-Peaceful getaway w/ pool and steps to natural beach

8.0 out of 10, Very good, (6)
"Great place. Down to earth and clean place. The host is always available and respond quickly."
Hope Bay-Peaceful getaway w/ pool and steps to natural beach

The Anton Villas

The Anton Villas

Huge villa on two acres of grounds; close to beaches

10.0 out of 10, Exceptional, (2)
"Beaches and hiking close by. Quiet non touristy location "
The price is AU$456
includes taxes & fees
11 Mar - 12 Mar
Huge villa on two acres of grounds; close to beaches

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 AU$285
includes taxes & fees
11 Mar - 12 Mar
Abacus Jamaica the Zana Suite

The Gardens

3.0 star property
7.0 out of 10, Good, (45)
"Rooms was huge and comfortable, clean and beautiful view "
The price is AU$176
includes taxes & fees
11 Mar - 12 Mar
The Gardens

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

9.2 out of 10, Wonderful, (18)
"This house is beautiful and huge but could use upgrading. We had a lot of issues upon arrival, but the property manager worked diligently to get things corrected. There was a housekeeper, but the rooms were cleaned once, not sure what the cleaning schedule was. and maintenance or security (not sure what his title was), was present a few days out of the week. We had to visit the grocery store every 2 days b/c the refrigerator would not hold all the groceries. I recommend getting a commercial...
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Apartment with roof top pool

3.0 star property
9.0 out of 10, Wonderful, (2)
"Property was very clean and within walking distance to variety of eatery. Some units had balconies. If I could change anything I would make sure I have balcony "
The price is AU$320
includes taxes & fees
18 Mar - 19 Mar
Apartment with roof top pool

New Kingston's Deluxe Apartment

3.5 star property
8.6 out of 10, Excellent, (43)
"Really enjoyed the apartment especially its location, cleanliness and easy access. Would recommend it. Thank you"
New Kingston's Deluxe Apartment

Kingston view

3.5 star property
6.0 out of 10, (4)
"The owner went away with the key before our arrival. When we got to the property, he told us the key was in Irish Town. We had to look another property last minute. The host was not even remorseful. Thankfully, Expedia gave us a refund. "
Kingston view

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 AU$366
includes taxes & fees
15 Mar - 16 Mar
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym

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 AU$361
includes taxes & fees
11 Mar - 12 Mar
Reggae Legends Estate

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 AU$127
includes taxes & fees
11 Mar - 12 Mar
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

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

Cute and Cozy Ez Home

10.0 out of 10, Exceptional, (3)
"When we first arrive we was greeted by Mrs Bernice who was absolutely wonderful and accommodating! Her hospitality exceeded my expectations. Better than the resort we stayed at! The breakfast was wonderful, and she offer dinner. Food was amazing. I will always stay here when I come to Portmore. Thank you Mrs Bernice"
The price is AU$201
includes taxes & fees
11 Mar - 12 Mar
Cute and Cozy Ez Home

NewKgn Gem

10.0 out of 10, Exceptional, (28)
"All the reviews we read before choosing this VRBO were spot on. There were no surprises We enjoyed our relaxing evenings in this property and felt safe. The only tip to share with other travellers with GPS - the direction was off . Upon our late night arrival, we were led to a different location on Haining. We contacted Mikhail after midnight and he responded immediately with directions . Follow the one provided by Mikhail "
NewKgn Gem

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

6.0 out of 10, (2)
"Clean and well kept. Exceptional customer service, very accommodating- they went above and beyond to make us comfortable. Gorgeous views from the rooftop pool. Ice cold A/C and fan as well. Tried the fried chicken and oxtail from the restaurant upstairs- both are great. Also had a nice jetted tub in our room. Will be back."
The price is AU$162
includes taxes & fees
11 Mar - 12 Mar
Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston
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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