Private Holiday Homes in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Portland holiday homes

Private kitchen

Holiday Home in Portmore

Phoenix Park Villas Portmore
4.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is RM603
RM1,223 total
includes taxes & fees
30 Mar - 31 Mar
Phoenix Park Villas Portmore
2 outdoor pools

Holiday Home in Kingston

Taylormade Golf Retreat III
3.5 star property
10.0 out of 10, Exceptional, (1 review)
"Excellent communication and customer service. The property is in great condition. One disadvantage, the pool was a mirage (we never saw one)."
United States
Arlana
Taylormade Golf Retreat III
Outdoor pool, free pool cabanas

Holiday Home in Kingston

Casa Voilet Golf Retreat
3.0 star property
9.4 out of 10, Exceptional, (10 reviews)
"Love the colors and the over feeling of home. The wine in the rack is a bit over priced but the villa itself was a bargain."
United States
Greggson
Casa Voilet Golf Retreat
Exterior

Holiday Home in Portmore

2-bed, Sleeps 4, Private Garden, Parking
3.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"This is my 2nd time staying here the community is very quiet and i felt safe "
United States
Tania
2-bed, Sleeps 4, Private Garden, Parking
Private kitchen

Holiday Home in Greater Portmore

Caribe Estate Guest Apartment I
3.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The entire set up was amazing and what i liked most was the communication and hospitality service..."
United States
Anonymous traveller
Caribe Estate Guest Apartment I
Lobby sitting area

Holiday Home in Port Morant

Kingvilla
2.0 star property
The price is RM255
RM372 total
includes taxes & fees
18 Mar - 19 Mar
Kingvilla
Interior

Holiday Home in Portmore

Beautiful 3-bed House in Saint Catherine Portmore
3.5 star property
Beautiful 3-bed House in Saint Catherine Portmore
Beach

Holiday Home in Port Morant

Charming 1-bedroom House in St Thomas Jamaica
3.5 star property
2.0 out of 10, (1 review)
"The room was not in the house as shown. It was not gated parking. The bathroom was dirty There was a frog in the toilet. The bed looked unmade and dusty. Decor was not welcoming and homey "
Canada
Sherry
The price is RM452
RM524 total
includes taxes & fees
18 Mar - 19 Mar
Charming 1-bedroom House in St Thomas Jamaica
Dock

Holiday Home in Windsor Castle

Chantal House Sleeps 8 With Garden
3.5 star property
The price is RM757
RM837 total
includes taxes & fees
15 Apr - 16 Apr
Chantal House Sleeps 8 With Garden
Private kitchen

Holiday Home in Buff Bay

Tranquility Guest House
3.0 star property
Tranquility Guest House
Exterior

Holiday Home in Harbour View

Cozy Crib 5mins from the airport
3.5 star property
10.0 out of 10, Exceptional, (8 reviews)
"The property was clean and the area was very quiet. The host was very accommodating and easily available. I will be booking there again soon."
United States
Carol
Cozy Crib 5mins from the airport
Exterior detail

Holiday Home in Kingston

The Golf Oasis II
3.5 star property
The Golf Oasis II
Living area

Holiday Home in Portmore

Charming 2 Bedroom Home in Phoenix Park Village
2.0 star property
Charming 2 Bedroom Home in Phoenix Park Village
Interior

Holiday Home in Barbican

Private Kingston Home With Mountain Views
3.0 star property
Private Kingston Home With Mountain Views
Property grounds

Holiday Home in New Kingston

New Kingston Guest Apartment VII
2.0 star property
New Kingston Guest Apartment VII
Dining

Holiday Home in Spanish Town

Angels Mini Mansion
3.5 star property
Angels Mini Mansion
Exterior

Holiday Home in Caribbean Estates

Caribbean Estates Townhouse
3.0 star property
8.8 out of 10, Excellent, (3 reviews)
"We were in Jamaica for 2 weeks for an adoption so we spent a lot of time in our unit. Having access to our own kitchen was great so we could save some money from eating out. We didn't realize there would be so many ants to contend with while there. If we left a dirty cup in the sink without washing it immediately, it'd be full of ants within a couple minutes. Tiny ants or spiders were all over the floor and often on the stove, sink, etc. We tried spraying, but they kept coming. There is no...
United States
Lana
Caribbean Estates Townhouse
Front of property

Holiday Home in Port Antonio

San Bar 6BR by Jamaican Treasures
3.5 star property
San Bar 6BR by Jamaican Treasures
Property entrance

Holiday Home in Greater Portmore

The Beach House II Bedroom with
3.5 star property
The Beach House II Bedroom with
Lobby sitting area

Holiday Home in Caribbean Estates

Your Holiday Home Caribbean Estates
3.5 star property
Your Holiday Home Caribbean Estates
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

LF Jungle Retreat

LF Jungle Retreat

8/10 Good
"Enjoyable stay at LF Jungle Retreat. Staff are incredibly friendly and helpful. Rooms have good air conditioning and are spacious. Grounds are lovely and the pool great. The bar is a wonderful place to enjoy a sundowner overlooking the sea and countryside. A great base for exploring the area - but you definitely need a car!"
Hannah 2-night trip
Posted 9 hours ago
LF Jungle Retreat

Find out more about Portland

Portland Private Holiday Homes information

Number of reviews
24
Accommodation
47 Private Holiday Homes
Lowest Price
RM372
Highest Price
RM1,223