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

Villas in Portland

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Top Cities in Portland

A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.
VillasVillas

Port Antonio

Port Antonio
A tropical beach with palm trees and a clear blue sky.
VillasVillas

Buff Bay

Buff Bay

Our top choices for Portland villas

Exterior

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Oracabessa
8.8 out of 10, Excellent, (23 reviews)
"HOST WERE VERY ATTENTIVE"
United States
Helen H.
The price is AED 5,521
AED 6,248 total
includes taxes & fees
29 Jun - 30 Jun
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Exterior

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is AED 342
AED 397 total
includes taxes & fees
29 Jun - 30 Jun
Windbreak Villa
Property grounds

Kai's Place @ Tim Pappies 3rd Floor luxury villa

Kai's Place @ Tim Pappies 3rd Floor luxury villa
Port Antonio
10.0 out of 10, Exceptional, (3 reviews)
"Even though there were some mixup with the booking thru VRBO, and spotty gps, which caused some initial inconveniences. The beautiful settings, comfortable room and Sangela's attentiveness, made it a very pleasant stay!"
Canada
rohan k r.
The price is AED 307
AED 454 total
includes taxes & fees
27 Jun - 28 Jun
Kai's Place @ Tim Pappies 3rd Floor luxury villa
Family Villa, 3 Bedrooms, Accessible, Hill View | View from room

The Country Club Villa II

The Country Club Villa II
3.5 star property
Kingston
8.2 out of 10, Very Good, (13 reviews)
"Special instructions was not clear before booking couldn’t get a refund from host after host said they will refund the money. Place is crooked"
United States
Brandon
The Country Club Villa II
Outdoor pool

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

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.4 out of 10, Exceptional, (13 reviews)
The price is AED 3,306
AED 3,772 total
includes taxes & fees
30 Jun - 1 Jul
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Gazebo

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.8 out of 10, Exceptional, (72 reviews)
"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
The price is AED 501
AED 892 total
includes taxes & fees
27 Jun - 28 Jun
Casa Victoria Golf Retreat
Exterior

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

Heaven Villa - We are not on the water, we are above!
Port Antonio
9.2 out of 10, Wonderful, (13 reviews)
"the views of the surrounding area "
United States
Christopher
Heaven Villa - We are not on the water, we are above!
Exterior detail

The Oasis Golf Retreat

The Oasis Golf Retreat
3.0 star property
Kingston
9.6 out of 10, Exceptional, (4 reviews)
"IT WAS WONDERFUL.. VERY CLEAN , QUIET..JUST LOVELY.. "
United States
MARLON
The Oasis Golf Retreat
Premium Villa, 3 Bedrooms, Accessible, Hill View | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10 reviews)
"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 traveler
The price is AED 492
AED 906 total
includes taxes & fees
27 Jun - 28 Jun
The Country Club Villa I
Outdoor pool

C-Vue Villa (Pool AC Gated Sea Front )

C-Vue Villa (Pool AC Gated Sea Front )
Portmore
9.6 out of 10, Exceptional, (11 reviews)
"This property exceeded all expectations and we all had a wonderful and comfortable stay. If you are looking for somewhere to relax with the sound of the waves and waking up to the sun rising over the ocean this is it. Beautifully maintained, secure property and grounds, great communication from the host, before, during and after our stay, thank you Michael we will be back"
United Kingdom
Naomi A.
C-Vue Villa (Pool AC Gated Sea Front )
Exterior

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 AED 540
AED 1,175 total
includes taxes & fees
27 Jun - 28 Jun
Premium Suite at The Vineyards
Terrace/patio

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 AED 294
AED 342 total
includes taxes & fees
27 Jun - 28 Jun
Tapioca Village Retreat
Living room

Carter's Nest Villa

Carter's Nest Villa
3.5 star property
New Kingston
Carter's Nest Villa
Exterior

2 Villas in Jamaica-22 guests-Fully staffed

2 Villas in Jamaica-22 guests-Fully staffed
Galina
10.0 out of 10, Exceptional, (1 review)
"Really appreciated the kindness of the staff and great cooking! Chef Keamary was great at making what we wanted and surprising us with delicious Jamaican cooking. Housekeepers Cavisha and Simone were unobtrusive and got everything tidy. Spacious rooms and nice bathrooms, too. "
United States
Allison W.
2 Villas in Jamaica-22 guests-Fully staffed
Outdoor dining

"Sought-After" Secluded Private Beach Cove,14 Rooms, Retreat Center Destination

"Sought-After" Secluded Private Beach Cove,14 Rooms, Retreat Center Destination
St Mary
10.0 out of 10, Exceptional, (1 review)
"Strawberry Fields Together is a hidden gem! We stayed for three days with a large group from the United States because our previous travel plans fell through as many of the resorts were under renovation due to Hurricane Melissa and, now that we experienced the real Jamaica, I don't think we will ever go back. First of all, the grounds are what I imagine paradise looking like. Beautiful beaches, gardens, views, etc. Second, the accommodations are unique and charming. While they may lack some of...
United States
Mike S.
The price is AED 22,038
AED 29,215 total
includes taxes & fees
1 Jul - 2 Jul
"Sought-After" Secluded Private Beach Cove,14 Rooms, Retreat Center Destination
Exterior

LillyBelleMar,San San Port Antonio,with pristine views and world class amenities

LillyBelleMar,San San Port Antonio,with pristine views and world class amenities
Fairy Hill
10.0 out of 10, Exceptional, (1 review)
"We had the best time during our stay. It was such a pleasure being back in this home and the staff are truly amazing "
United States
Olivia S.
LillyBelleMar,San San Port Antonio,with pristine views and world class amenities
Interior

Tranquility Villa ~ Your Jamaica Home Away from Home!

Tranquility Villa ~ Your Jamaica Home Away from Home!
Port Antonio
9.0 out of 10, Wonderful, (2 reviews)
"The view will take your breathe away! Ocean/harbor from the pool/veranda , Stunning Blue mountain vistas from the bedrooms. We found the Villa to be as advertised, Clean and simple in design. Everything you need,Great pool, Real kitchen , good internet , Cable TV and phone. The house man Dennis is on property 24/7 and looks after you like family. We where lucky to find it, It was off the market for a year as someone took it as a long term rental. This place is a great value compared to other...
United States
mark k.
Tranquility Villa ~ Your Jamaica Home Away from Home!
Exterior

4-bedroom villa in peaceful Portmore with AC

4-bedroom villa in peaceful Portmore with AC
Greater Portmore
4-bedroom villa in peaceful Portmore with AC
Fridge, microwave, oven, stovetop

5-Bedroom Retreat Near Beach

5-Bedroom Retreat Near Beach
Hellshire
10.0 out of 10, Exceptional, (1 review)
"great stay next to the beach and quiet neighborhood. it is also safe !"
United States
Tati M.
The price is AED 918
AED 1,429 total
includes taxes & fees
29 Jun - 30 Jun
5-Bedroom Retreat Near Beach
Exterior

The Retreat

The Retreat
Lyssons
The price is AED 353
AED 431 total
includes taxes & fees
30 Jun - 1 Jul
The Retreat
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

S Hotel Kingston

S Hotel Kingston

10/10 Excellent
"Luxury boutique hotel with the welcome warmth of being invited to a Jamaican family home. The staff were very attentive."
Kevin 2-night trip
Posted 3 hours ago
S Hotel Kingston

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