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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

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

Our top choices for Portland villas

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 staff made the visit memorable. "
United States
Eric
$1,028 nightly
The price is $1,028
Jul 27 - Jul 28
Total with taxes and fees
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Property grounds

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Snow District
10.0 out of 10, Exceptional, (1 review)
"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...
United States
Matthew N.
$257 nightly
The price is $291
Jul 26 - Jul 27
Total with taxes and fees
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Exterior

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Oracabessa
8.6 out of 10, Excellent, (25 reviews)
"HOST WERE VERY ATTENTIVE"
United States
Helen H.
$1,717 nightly
The price is $1,717
Jul 26 - Jul 27
Total with taxes and fees
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Exterior

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
$91 nightly
The price is $106
Aug 5 - Aug 6
Total with taxes and fees
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.
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
9.4 out of 10, Exceptional, (11 reviews)
"The place overall is okay . I didn’t really have a major problem is was okay for the most part."
United States
Janiel
The Country Club Villa II
Property grounds

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

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
Outdoor pool

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
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
Casa Victoria Golf Retreat
2 outdoor pools

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 Country Club Villa I
Exterior

Premium Suite at The Vineyards

Premium Suite at The Vineyards
2.0 star property
Kingston
2.0 out of 10, (1 review)
$275 nightly
The price is $317
Jul 26 - Jul 27
Total with taxes and fees
Premium Suite at The Vineyards
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, (12 reviews)
"We stayed here for our wedding, and it was absolutely magical. The property provided the most stunning backdrop for such a special milestone. The beach view was breathtaking waking up to the sound of the ocean made everything feel so serene. Our host was incredibly accommodating, ensuring everything was perfect for our arrival. It truly felt like a sanctuary during a busy week. We couldn’t have picked a better place to start our new chapter!"
United States
Sashel B.
C-Vue Villa (Pool AC Gated Sea Front )
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
$78 nightly
The price is $91
Jul 26 - Jul 27
Total with taxes and fees
Tapioca Village Retreat
Villa | Private kitchen | Coffee/tea maker, electric kettle

Carter's Nest Villa

Carter's Nest Villa
3.5 star property
New Kingston
Carter's Nest Villa
Property grounds

The Retreat

The Retreat
Lyssons
$118 nightly
The price is $118
Jul 28 - Jul 29
Total with taxes and fees
The Retreat
Terrace/patio

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.
$6,854 nightly
The price is $8,054
Jul 29 - Jul 30
Total with taxes and fees
"Sought-After" Secluded Private Beach Cove,14 Rooms, Retreat Center Destination
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
Terrace/patio

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!
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

Jamaica Palace Hotel

Jamaica Palace Hotel

8/10 Good
"Nice staff. Beautiful property. Breakfast waa great.n Pool clean and property well kept. Our only issue was that the tvs worked half the time and our bath tub in room 28 was weird - shower head does not aligh with tub so you have the shower curtain sticking to your body. I am 5, 7" and 145lbs. Had to remove shower curtain and turn sideways to shower. Lol"
Oneil 4-night trip
Posted 6 hours ago
Jamaica Palace Hotel

Find out more about Portland

Portland Villas information

Number of reviews
167
Accommodation
107 Villas
Lowest Price
$91
Highest Price
$8,054

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