Holiday Homes in Portland

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

Top Cities in Portland

Winnifred Beach featuring general coastal views as well as a small group of people
Holiday HomesHoliday Homes

Port Antonio

Port Antonio

Our top choices for Portland holiday homes

TV

Elegant, Quiet & Cozy Kingston Home

Elegant, Quiet & Cozy Kingston Home
Constant Spring
10.0 out of 10, Exceptional, (1 review)
"I travelled with my family and we were absolutely tired after a long day and couldn’t find our way. Our host was nice enough to stay on the phone with us, directing us until we were safely inside. We loved all the art work and the homey feel we would definitely stay again "
United States
Indie M.
Elegant, Quiet & Cozy Kingston Home
Terrace/patio

RVGH 10 bedrooms, 160.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 160.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"Everything from the check-in to the stay and check-out was superb. Will be back for sure! Lovely home, with comfortable rooms and beds."
United States
tifevers@msn.com
The price is AU$258
includes taxes & fees
3 Mar - 4 Mar
RVGH 10 bedrooms, 160.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Premium Townhome, 2 Bedrooms, Executive Level

2 Bedroom Townhouse at Surbiton Square

2 Bedroom Townhouse at Surbiton Square
3.5 star property
Half Way Tree
10.0 out of 10, Exceptional, (3 reviews)
"I've never given any property a full 5 out of 5, but this place is worth it and more. The property looks exactly as nice as the pictures, Beautiful and spacious, the area is secured and in a perfect location, can get to Brooklyn Grocery Store or Mega Mart with ease, the Manager was easy to get in touch with and responded quickly. I've always stayed in hotels and/or Family members houses but as long as this is available I'll not stay any where else when i return to Kingston. The ease of cooking...
United States
Tamiko
2 Bedroom Townhouse at Surbiton Square
Property grounds

Walk to U.S. Embassy | 24/7 Security

Walk to U.S. Embassy | 24/7 Security
New Kingston
8.8 out of 10, Excellent, (6 reviews)
"Good property in safe neighborhood, close to many amenities."
United States
Ritwik
Walk to U.S. Embassy | 24/7 Security
Smart TV

The Residence @Seville|Gated|FullyAC|Washer|Dryer

The Residence @Seville|Gated|FullyAC|Washer|Dryer
Spanish Town
6.0 out of 10, (2 reviews)
"I loved my stay here very clean and cool. "
Canada
fashann t.
The Residence @Seville|Gated|FullyAC|Washer|Dryer
Exterior

Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.

Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.
Portmore
Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.
Exterior

Beautiful Townhouse in Gated Kingstons Haven

Beautiful Townhouse in Gated Kingstons Haven
Havendale
Beautiful Townhouse in Gated Kingstons Haven
Interior

Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,

Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,
Molynes Gardens
5.0 out of 10, (2 reviews)
"Need more air conditioner "
United States
Sameta
The price is AU$165
includes taxes & fees
15 Mar - 16 Mar
Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,
Smart TV

St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.

St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.
St. Thomas Parish
10.0 out of 10, Exceptional, (1 review)
St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.
Exterior

1Bdrm, A/C, Wi-Fi, Washer & Dryer - Spacious Apt

1Bdrm, A/C, Wi-Fi, Washer & Dryer - Spacious Apt
Barbican
9.4 out of 10, Exceptional, (3 reviews)
"The property was exactly as advertised. Great location and Kevin is an excellent host, proactive and very friendly."
United States
Fouh E.
1Bdrm, A/C, Wi-Fi, Washer & Dryer - Spacious Apt
Property grounds

Phoenix Manor - Relax and unwind in the most serene atmosphere

Phoenix Manor - Relax and unwind in the most serene atmosphere
St. Catherine
The price is AU$295
includes taxes & fees
3 Mar - 4 Mar
Phoenix Manor - Relax and unwind in the most serene atmosphere
Interior

30mins away from the airport, 15mins from the famous Hellshire Beach.

30mins away from the airport, 15mins from the famous Hellshire Beach.
Portmore
30mins away from the airport, 15mins from the famous Hellshire Beach.
Terrace/patio

Cozy Kingston Escape-Home away from home

Cozy Kingston Escape-Home away from home
Havendale
2.0 out of 10, (1 review)
Cozy Kingston Escape-Home away from home
Outdoor pool, free pool cabanas

Casa Voilet Golf Retreat

Casa Voilet Golf Retreat
3.0 star property
Kingston
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
Interior

Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC
Portmore
10.0 out of 10, Exceptional, (7 reviews)
"Room was spotless, very caring host."
United Kingdom
Sophia
The price is AU$157
includes taxes & fees
3 Mar - 4 Mar
Charming 2-bedroom house in Portmore with WiFi, AC
2 outdoor pools

Taylormade Golf Retreat III

Taylormade Golf Retreat III
3.5 star property
Kingston
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
Terrace/patio

Bohemian Lodge - The Artiste's Boutique Villa

Bohemian Lodge - The Artiste's Boutique Villa
Jack's Hill
9.4 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed our stay. We hope to stay again the next time we visit. Tarik is a wonderful host. "
United States
SHANI B.
Bohemian Lodge - The Artiste's Boutique Villa
2 bedrooms, iron/ironing board, free WiFi

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is AU$188
includes taxes & fees
3 Mar - 4 Mar
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Family House, Garden View | Private kitchen

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
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 AU$353
includes taxes & fees
3 Mar - 4 Mar
Phoenix Park Villas Portmore
Fridge, microwave, oven, stovetop

Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!

Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!
Harbour View
8.0 out of 10, Very good, (2 reviews)
"My stay here was awesome. The space was very clean and Kimarly was very friendly and helpful with local recommendations. Responses were quick too. I will definitely book again."
United States
Sara L.
Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!
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

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

10/10 Excellent
"The hotel was neat clean and inviting. The reception area had a pleasant fruity aroma and was nicely decorated. The room was clean and pleasant. Breakfast was included and was excellent which gave us a good start to our day. The staff was pleasant and the amenities were fine. Hotel location was central and convenient."
judi 3-night trip
Posted 12 hours ago
The Courtleigh Hotel and Suites

Find out more about Portland

Portland Holiday Homes information

Number of reviews
32
Accommodation
521 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$353

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