Vacation Homes in Portland

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Top Cities in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
Vacation HomesVacation Homes

Port Antonio

Port Antonio

Compare 404 Vacation Homes in Portland with updated reviews, rates, and availability.

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston
Exterior detail

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

The price is AED 305
AED 452 total
includes taxes & fees
27 Dec - 28 Dec
Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston
"Little Paradise" on a peninsula right by the sea!
Exterior

"Little Paradise" on a peninsula right by the sea!

10.0 out of 10, Exceptional, (25)
"Soo very beautiful and we were grateful for the " upgrade " :) ..Just what the "doctor ordered" .We rode our bikes and went everywhere ..."
"Little Paradise" on a peninsula right by the sea!
constructed fully furnished two bed bedroom house with one and half bathroom

constructed fully furnished two bed bedroom house with one and half bathroom

10.0 out of 10, Exceptional, (1)
"Me and my family had a wonderful stay here in this home from Dec 23- Jan 7th. Let’s start off by saying the owner Natalie is so sweet and respectful. Inside was so nice and clean, it was very spacious and felt like home. Natalie and her family treated us as if we were her family they were all very welcoming, and if I had any questions or concerns she always was a phone call away. In the area there is a mall and other activities to do things. When we come back for vacation we will definitely book...
The price is AED 312
AED 386 total
includes taxes & fees
27 Dec - 28 Dec
constructed fully furnished two bed bedroom house with one and half bathroom
La Petite Maison
Private kitchen

La Petite Maison

10.0 out of 10, Exceptional, (1)
La Petite Maison
Beautiful Townhouse in Gated Kingstons Haven
Exterior

Beautiful Townhouse in Gated Kingstons Haven

The price is AED 551
AED 749 total
includes taxes & fees
27 Dec - 28 Dec
Beautiful Townhouse in Gated Kingstons Haven
Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>
Room

Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>

6.0 out of 10, (2)
"I never got too stay there the owner double booked and I had to sleep in a car in Jamaica. I travel from U.S.A to Jamaica just to let this lady tell me someone is staying there. Do not stay here."
Caribbean estate deluxe 2 villa<br>Near Hellshire beach..<br>
Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!
Main Bedroom

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

The price is AED 349
AED 588 total
includes taxes & fees
8 Jan - 9 January 2025
Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!
Charming 1-bedroom house with WiFi and AC in welcoming Kingston
Bathroom

Charming 1-bedroom house with WiFi and AC in welcoming Kingston

2.0 star property
2.0 out of 10, (1)
"Host cancelled four hours before checking in Never responded to messages Charged me for stay yet I never stayed there Still owed refund"
The price is AED 184
AED 312 total
includes taxes & fees
27 Dec - 28 Dec
Charming 1-bedroom house with WiFi and AC in welcoming Kingston
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Beach

Hope Bay-Peaceful getaway w/ pool and steps to natural beach

8.0 out of 10, Very Good, (6)
"Great place. Down to earth and clean place. The host is always available and respond quickly."
The price is AED 461
AED 581 total
includes taxes & fees
29 Dec - 30 Dec
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Exterior

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

9.4 out of 10, Exceptional, (16)
"Very spacious house accommodating our large group of 22 people. Rooms are large, most with their own bathroom. Several king beds, the rest queen. Beds comfortable. House clean. Housekeeper very friendly and kept the property clean. Always asked what she could do to make our stay better. Chef made excellent food. Helpful for shopping. Breakfast was around 10 am and dinner around 7 pm unless we asked for other times. Pool initially with algae but was cleaned within a few days. Drivers - BJ and...
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport
Pool

Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

10.0 out of 10, Exceptional, (1)
"It was great would definitely come there again."
The price is AED 213
AED 286 total
includes taxes & fees
27 Dec - 28 Dec
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport
Cozy Crib 5mins from the airport
Living area

Cozy Crib 5mins from the airport

3.5 star property
10.0 out of 10, Exceptional, (8)
"Conviently located near the airport and a short drive to both Port Royal and Wickie Wackie beach. We loved the design and the space for both of us to use our own bedroom and bathroom. All at a reasonable price. We would consider staying here again if we go back to Jamaica."
Cozy Crib 5mins from the airport
Beautiful House, Sea and mountain View property less than 1 mile from shopping
side view of the house

Beautiful House, Sea and mountain View property less than 1 mile from shopping

9.6 out of 10, Exceptional, (5)
"First I must say this house is even more beautiful than the pictures. My Family and I loved , did I say loved this place. It deserves more than a 5 star ratings, it has everything I needed felt like I was at my own house. The property was CLEAN and exactly as described. The neighborhood was quiet and I felt safe. Everything I needed was in close proximity our host Mr. Anthony is amazing very understanding, readily available and accommodating. I am really looking forward to staying at this...
Beautiful House, Sea and mountain View property less than 1 mile from shopping
The Palms at Galina *Luxury Rental* Fully Staffed
Exterior

The Palms at Galina *Luxury Rental* Fully Staffed

10.0 out of 10, Exceptional, (4)
"The home is huge and met the need for our group of 10 people who stayed overnight each night. The Chef’s food was amazing, we only wish that the portions would have been larger but we wouldn’t know how to gauge what is needed. The Chef was very pleasant as was the cleaning staff. The drivers available were very friendly and accommodating. We felt very safe."
The Palms at Galina *Luxury Rental* Fully Staffed
Charming 2-bed House in Portmore Gated Community
Exterior

Charming 2-bed House in Portmore Gated Community

3.0 star property
9.4 out of 10, Exceptional, (3)
"This is my 2nd time staying here the community is very quiet and i felt safe "
Charming 2-bed House in Portmore Gated Community
Cute and Cozy Ez Home
Pool

Cute and Cozy Ez Home

10.0 out of 10, Exceptional, (3)
"When we first arrive we was greeted by Mrs Bernice who was absolutely wonderful and accommodating! Her hospitality exceeded my expectations. Better than the resort we stayed at! The breakfast was wonderful, and she offer dinner. Food was amazing. I will always stay here when I come to Portmore. Thank you Mrs Bernice"
The price is AED 312
AED 459 total
includes taxes & fees
10 Jan - 11 January 2025
Cute and Cozy Ez Home
Elegant & Pristine Home an Oasis in The City of Kingston
Full Front of Property

Elegant & Pristine Home an Oasis in The City of Kingston

10.0 out of 10, Exceptional, (9)
"We had been planning a trip back to Jamaica to show our daughters where their dad grew up, and this included four days in Kingston. Carol was a fabulous host… making sure we knew about the country entry requirements, and answering all our questions with the traditional Jamaican hospitality we have come to love. The house had ample space for our group of ten, and was absolutely gorgeous. It is conveniently located to many attractions in Kingston including the Devon House and Bon Marley museum....
Elegant & Pristine Home an Oasis in The City of Kingston
El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston
Living area

El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston

9.4 out of 10, Exceptional, (3)
"Accommodation was clean and comfortable. Over and beyond aassistance"
El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
Property grounds

RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views

10.0 out of 10, Exceptional, (1)
"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."
The price is AED 441
AED 519 total
includes taxes & fees
31 Dec - 1 January 2025
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
2 Bedroom Townhouse at Surbiton Square
Living area

2 Bedroom Townhouse at Surbiton Square

3.5 star property
7.2 out of 10, Good, (5)
"Not a nice Place"
The price is AED 543
AED 914 total
includes taxes & fees
3 Jan - 4 January 2025
2 Bedroom Townhouse at Surbiton Square
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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