Villas in Portland

Compare and save

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
VillasVillas

Port Antonio

Port Antonio

Compare 90 Villas in Portland with updated reviews, rates, and availability.

Casa Victoria Golf Retreat
Exterior

Casa Victoria Golf Retreat

4.0 star property
9.0 out of 10, Wonderful, (81)
"It was ok but they informed me they was going to not charge me until the July 3 because of flight issues but they did not tell the truth they started charging me on July 2 so they were not truthful. When informed they did not even off one night free "
The price is SAR 502
SAR 900 total
includes taxes & fees
3 Jan - 4 January 2025
Casa Victoria Golf Retreat
The Country Club Villa I
Outdoor pool

The Country Club Villa I

3.5 star property
9.0 out of 10, Wonderful, (10)
"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."
The price is SAR 523
SAR 951 total
includes taxes & fees
3 Jan - 4 January 2025
The Country Club Villa I
Pearl Ocean Villa
Front of property

Pearl Ocean Villa

3.5 star property
10.0 out of 10, Exceptional, (1)
"Cleanest the hoast was superb"
The price is SAR 657
SAR 802 total
includes taxes & fees
6 Jan - 7 January 2025
Pearl Ocean Villa
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Sunrise Magic Deck

Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa

9.0 out of 10, Wonderful, (12)
"What a wonderful place! The people, the view, the food, all of it! You will not be disappointed!"
The price is SAR 1,615
SAR 2,160 total
includes taxes & fees
27 Dec - 28 Dec
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Reggae Legends Estate
Pool

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 "
Reggae Legends Estate
Heaven Villa - We are not on the water, we are above!

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

9.2 out of 10, Wonderful, (10)
"My Bachelor party. Nine mates. Seven nights. Such a great experience, and one we will now be repeating ehre each year. Staff were amazing, views, facilities, requests, hospitality were the best and the local area is teeming with adventure. Reccommend"
Heaven Villa - We are not on the water, we are above!
A place in paradise - family villa on a peninsula directly by the sea
Aerial view

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

10.0 out of 10, Exceptional, (50)
"Our stay was nothing less than exceptional. Joe was our chef and everything we ate was so delicious. The aesthetic of the house is vintage and definitely embodies the island vibe. The view and the grounds at the house were so beautiful. Definitely coming back here very soon! "
A place in paradise - family villa on a peninsula directly by the sea
5 Star Fresh And Clean Condo In New Kingston
Room

5 Star Fresh And Clean Condo In New Kingston

3.0 star property
9.2 out of 10, Wonderful, (5)
"I absolutely loved staying here,7 I will definitely be staying here the next time that I am visiting Kingston "
5 Star Fresh And Clean Condo In New Kingston
The Anton Villas
Room

The Anton Villas

The Anton Villas
tropical getaway spot
View from property

tropical getaway spot

8.0 out of 10, Very Good, (1)
"Breezy Castle is a getaway spot great for people who want either solitude or want to be fully immersed in a local community in a spacious, clean environment overlooking the coast of Pt Maria. You will need a vehicle because the location is quite a distance from the main road, and following Google Maps proved challenging for some. This treasure is not for everyone – if you need to be close to water, afraid of the locals, or bad roads, this is not for you, but if you are looking for tranquility...
The price is SAR 225
SAR 860 total
includes taxes & fees
27 Dec - 28 Dec
tropical getaway spot
Huge villa on two acres of grounds; close to beaches
Property grounds

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 SAR 939
SAR 1,059 total
includes taxes & fees
28 Dec - 29 Dec
Huge villa on two acres of grounds; close to beaches
Carter's Nest Villa
Outdoor pool

Carter's Nest Villa

3.5 star property
The price is SAR 751
SAR 2,323 total
includes taxes & fees
2 Jan - 3 January 2025
Carter's Nest Villa
Tapioca Village Retreat
Pool

Tapioca Village Retreat

3.0 star property
2.0 out of 10, (1)
"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 SAR 289
SAR 336 total
includes taxes & fees
5 Jan - 6 January 2025
Tapioca Village Retreat
Braata @ Little Bay (Ocean View Villa)
Pool

Braata @ Little Bay (Ocean View Villa)

10.0 out of 10, Exceptional, (1)
"The property is very nice and spacious with an excellence view of the sea."
The price is SAR 1,690
SAR 2,213 total
includes taxes & fees
26 Dec - 27 Dec
Braata @ Little Bay (Ocean View Villa)
Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !
Pool

Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !

10.0 out of 10, Exceptional, (2)
"Timeless was a wonderful gem of a home base for our time there. Kerry Ann was very helpful and kind. We enjoyed the private pool and our time in the sun. "
Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Pool

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

8.4 out of 10, Very Good, (6)
"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 SAR 3,212
SAR 3,599 total
includes taxes & fees
9 Jan - 10 January 2025
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
San San Portland private 5 acre estate 4 bedrooms staffed villa
Pool

San San Portland private 5 acre estate 4 bedrooms staffed villa

8.6 out of 10, Excellent, (7)
"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...
San San Portland private 5 acre estate 4 bedrooms staffed villa
Suncress Villa
Pool

Suncress Villa

The price is SAR 2,254
SAR 2,870 total
includes taxes & fees
23 Dec - 24 Dec
Suncress Villa
Kai's Place @ Tim Pappies 3rd Floor luxury villa
King Size bed in bedroom, walk out to balcony with a fantastic ocean view.

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

10.0 out of 10, Exceptional, (1)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
The price is SAR 349
SAR 500 total
includes taxes & fees
12 Jan - 13 January 2025
Kai's Place @ Tim Pappies 3rd Floor luxury villa
C-Vue Villa (Pool AC Gated Sea Front )
Pool

C-Vue Villa (Pool AC Gated Sea Front )

9.6 out of 10, Exceptional, (7)
"We stayed 5 days at the villa a family of 5, very clean & spacious, 3 bedrooms & 3 bathrooms The bed was comfortable. In the garden there is a trampoline which was quite fun, my grandson had a great time on there. We had such a beautiful sea view from the main bedroom lovely rising of the sun, you get such a lovely cool sea breeze. Also there is a nice veranda with chairs & table you can relax. After the 5 days experience I wanted to book for another week as I experienced an amazing time. The...
C-Vue Villa (Pool AC Gated Sea Front )
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
Sign in
Sign up, it's free

Frequently asked questions

Why book your villa in Portland with Expedia?
With Expedia, you’ll have no trouble finding your dream villa in Portland. Vacationing with the family? Take advantage of our filters to look for stays with a kitchen or a pool. If you have a certain budget, choose how much you’d like to spend and your preferred star rating. We’ll help you find the right fit in tune with your style and taste.
How can I find cheap villas in Portland?
A great way to track down cheap villas in Portland is with Expedia’s helpful filter tool. Narrow down your search by amenities, star rating and budget to nab unbeatable prices in just a few clicks.