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Vacation Homes in Portland

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Top Cities in Portland

Our top choices for Portland vacation homes

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!

Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House
Hellshire
9.4 out of 10, Exceptional, (16 reviews)
"Felt like home."
United States
Ashlie G.
The price is AED 257
AED 514 total
includes taxes & fees
29 Jun - 30 Jun
Ac'ed 2 bedroom Beach House

Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12

Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12
San San
8.4 out of 10, Very Good, (8 reviews)
"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...
United States
Anonymous traveler
Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12

FULLY APPOINTED HOME AWAY FROM HOME

FULLY APPOINTED HOME AWAY FROM HOME
Harbour View
9.0 out of 10, Wonderful, (2 reviews)
"It was very comfortable it is more suited for a couple and young children. However I did enjoyed my stay. The property owner was very very nice and available. "
United States
Winsome T.
The price is AED 220
AED 404 total
includes taxes & fees
27 Jun - 28 Jun
FULLY APPOINTED HOME AWAY FROM HOME

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

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

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

The Palms at Galina *Luxury Rental* Fully Staffed

The Palms at Galina *Luxury Rental* Fully Staffed
Galina
10.0 out of 10, Exceptional, (5 reviews)
"The highlight of this unit are the staff. The chef (Kumare) and housekeeper (Debbie) were excellent. Both were very friendly and helpful with our 2 families (14 adults in total). They truly were exceptional. The house is very well laid out with lots of room inside and outside. Each bedroom has a private bathroom. We definitely appreciated the way that there was space for all of us to gather on the main floor and other spaces where small groups could gather as well. The unit does need a...
Canada
travor b.
The Palms at Galina *Luxury Rental* Fully Staffed

Perfect View - Entire House

Perfect View - Entire House
2.0 star property
Drapers
Perfect View - Entire House

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 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 AED 595
AED 1,177 total
includes taxes & fees
28 Jun - 29 Jun
Phoenix Park Villas Portmore

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

La Petite Maison

La Petite Maison
Greater Portmore
9.0 out of 10, Wonderful, (6 reviews)
"Good small accommodation."
United Kingdom
Salom
La Petite Maison

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 260.00 US 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 AED 955
AED 1,100 total
includes taxes & fees
30 Jun - 1 Jul
RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

Cute and Cozy Ez Home

Cute and Cozy Ez Home
Bridgeport
9.2 out of 10, Wonderful, (5 reviews)
"Came back at the perfect time of the year, got to try some mangoes and they were absolutely delicious right from treee in the yard. Ms James and her family are amazing hosts! Me and my fiancé look forward to booking again!! Thank you! "
United States
shardae w.
The price is AED 312
AED 588 total
includes taxes & fees
27 Jun - 28 Jun
Cute and Cozy Ez Home

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 AED 331
AED 404 total
includes taxes & fees
8 Jul - 9 Jul
Charming 2-bedroom house in Portmore with WiFi, AC

Elegant 3BR Modern Townhouse/Secure Gated Community in prime Kingston location

Elegant 3BR Modern Townhouse/Secure Gated Community in prime Kingston location
Kingston
10.0 out of 10, Exceptional, (1 review)
"My family and I truly enjoyed our stay here and felt, safe and comfortable the entire time. We had some minor hiccups but the host was so responsive. I’m not sure he sleeps because he was constantly checking on us to make sure we were ok not out of concern but to extend assistance if we ever needed anything. I know when we come back we will be staying here again. "
United States
Allie M.
Elegant 3BR Modern Townhouse/Secure Gated Community in prime Kingston location

Spacious Port Antonio villa w/360° Sea & Mountain Views

Spacious Port Antonio villa w/360° Sea & Mountain Views
Port Antonio
9.0 out of 10, Wonderful, (7 reviews)
"We love everything, quick drive to the town, we definitely going back there."
United States
Glenston G.
Spacious Port Antonio villa w/360° Sea & Mountain Views

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill
10.0 out of 10, Exceptional, (2 reviews)
"I spent the weekend with my family for my brothers birthday and it was a lovely experience , the ambiance was great and the rooms were spacious and beautiful! I would definitely come back ! Big up !"
United States
Sheneker R.
The price is AED 1,084
AED 1,238 total
includes taxes & fees
27 Jun - 28 Jun
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

2-bed, Sleeps 4, Private Garden, Parking

2-bed, Sleeps 4, Private Garden, Parking
3.0 star property
Portmore
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

The Inn at 6 - Elegant & Pristine Home an Oasis in The City of Kingston

The Inn at 6 - Elegant & Pristine Home an Oasis in The City of Kingston
Barbican
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful time! Ms. Carol was gracious host and in fact we knew people in common. The home was like a home away from home. The welcoming bread and juices were well received. The home was well appointed. We missed mango season but we will be back. The porch and gardens were lovely. The location was great! Thanks again for a great stay! "
United States
Scheril W.
The Inn at 6 - Elegant & Pristine Home an Oasis in The City of Kingston
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