Vacation Rentals in Portland

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Top Cities in Portland

Top Vacation Rentals in Portland

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 $162
includes taxes & fees
$162 per night
Nov 3 - Nov 4
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Heaven Villa - We are not on the water, we are above!
9.2 out of 10, Wonderful, (9)
"Heaven Villa lived up to its name, with one of the best ocean views on the island from the infinity pool and the entire back of the place. We enjoyed ourselves to the fullest at Heaven, including spectacular authentic Jamaican meals prepared by the chef for breakfast and dinner, which we enjoyed as a group. The entire staff were topnotch, especially Marjorie who managed the operation and accommodated our every request. We all love her and will forever appreciate her lovely personality and...
Heaven Villa - We are not on the water, we are above!
A place in paradise - family villa on a peninsula directly by the sea
10.0 out of 10, Exceptional, (49)
"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
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
9.6 out of 10, Exceptional, (14)
"I spent 3 weeks at the Villa with my mom and brother and we had a great time. Portland is a beautiful parish so being in the hillside with the panoramic views overlooking Portlands beauty was just breath taking. Donna is a very gracious host, very accommodating and responsive. Communicating with Donna before we even left for JA and during our time there was easy and pleasant. Donna made sure to provide useful information in the villa such as local places to eat, nearby beaches etc. On our first...
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
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 Anton Villas
The Anton Villas
Abacus Jamaica the Zana Suite
3.0 star property
8.4 out of 10, Very Good, (54)
"My hostess Novelette was very cooperative and eager to ensure my stay went well. She was always ready to answer any questions asked to make my stay comfortable. I would certainly stay here again should the opportunity arise."
Abacus Jamaica the Zana Suite
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 $575
includes taxes & fees
$489 per night
Nov 1 - Nov 2
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
20 South Apartment
4.0 star property
8.4 out of 10, Very Good, (9)
"I love the room very big an its always well clean when i checkin just love it,my second time staying there an i will go back there again.thank u "
The price is $254
includes taxes & fees
$220 per night
Nov 21 - Nov 22
20 South Apartment
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
9.0 out of 10, Wonderful, (11)
"It was a hidden gem staying at Tony’s! Norval offers very fair rates and Gary is always there to ensure that you’re well taken care of. Have to mention the ital sip from Gary is delicious!!"
The price is $63
includes taxes & fees
$63 per night
Nov 3 - Nov 4
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
The Gardens
3.0 star property
6.8 out of 10, (41)
"My stay was ok just that there are dogs on the property which is a bit annoying as they bark at you."
The price is $87
includes taxes & fees
$78 per night
Nov 1 - Nov 2
The Gardens
NewKgn Gem
10.0 out of 10, Exceptional, (21)
" The host Mikhail was very attentive, professional and respectful. The studio unit interior was just simply immaculate and welcoming. This place was just superb. I cannot think of anymore adjectives that would describe the beauty of the interior. The host Mikhail did an amazing job when putting together this studio unit. Now, to all the prospective vistors, please, treat and take care of this unit as if it were your own when staying there, because it is most certainly a...
NewKgn Gem
Casa Royale Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (67)
"Place was very clean and comfortable."
The price is $258
includes taxes & fees
$242 per night
Nov 1 - Nov 2
Casa Royale Guest Apartment
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
9.6 out of 10, Exceptional, (12)
"Overall we had a great time. The space was perfect for 2. Close to places we needed to get to. Everything was clean...no complaints. The only concern i have would be the shower, the tile in the shower is not conducive for safety, can get very slippery and the shower faucets need changing. Great space!!!"
The price is $227
includes taxes & fees
$227 per night
Nov 1 - Nov 2
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
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 "
The price is $208
includes taxes & fees
$180 per night
Nov 1 - Nov 2
Reggae Legends Estate
Exquisite, recently renovated studio apartment
10.0 out of 10, Exceptional, (11)
"This place give you the peace of my mind. Fully loaded and secured 😌 😎 "
Exquisite, recently renovated studio apartment
Kingston Luxury Condo Apartment
3.5 star property
8.0 out of 10, Very Good, (33)
"I take this apartment for the location is my 3rd time staying here... i was disappointed that the oven didn't work the extreme tiny trash can if your expecting to have a bunch of extras added don't its none only one bar of soap n a tissue roll.. old out dated kitchen appliances was highly disappointed in that ... but other than that i. Love staying here for other reasons ... for the most part checking in is getting a bit better each time...they do have a lady come n do light cleaning unannounced...
Kingston Luxury Condo Apartment
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
9.4 out of 10, Exceptional, (16)
"The house was very spacious and comfortable. The best view overlooking the mountains and ocean! The star of the entire stay was Chef Shane! Unbelievably the best variety and robust flavors in all he cooked for us! We all were so impressed with his presentation of food. He clearly cooks from his heart because you can taste the goodness in every spoonful! If it was not for Shane, Melissa and Antoinette this trip would not have been so memorable! I want to personally Thanks all 3."
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Harloe's Luxury Condominium
9.0 out of 10, Wonderful, (27)
"Centrally located, safe, quiet, and clean. Worth the expense. Would definitely stay here again. "
Harloe's Luxury Condominium
Lilford Mews Suites
3.5 star property
8.0 out of 10, Very Good, (11)
"Nice place, clean, great furniture, good price. Need to get better the communication"
Lilford Mews Suites
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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