A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

Vacation Rentals in Portland

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Our top choices for Portland vacation rentals

A cozy living room with wicker furniture, a coffee table, and a patterned rug.

1. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is ₩640,575
₩770,956 total
includes taxes & fees
Sep 26 - Sep 27
The Grand Sinopia Inn Portland
A deck with outdoor seating and a view of the ocean at dusk.

2. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is ₩445,563
₩628,015 total
includes taxes & fees
Sep 30 - Oct 1
Ridge Bay Chateau
A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

3. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is ₩114,456
₩132,990 total
includes taxes & fees
Sep 26 - Sep 27
Windbreak Villa
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

4. Reggae Legends Estate

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
The price is ₩192,022
₩222,191 total
includes taxes & fees
Sep 26 - Sep 27
Reggae Legends Estate
A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

5. The Gardens

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (67 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
The price is ₩129,699
₩131,064 total
includes taxes & fees
Sep 26 - Sep 27
The Gardens
A wooden desk with a laptop and a desk lamp.

6. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
The price is ₩218,440
₩395,936 total
includes taxes & fees
Sep 29 - Sep 30
1BR Comfort City Apartment with pool
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

7. 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 ₩235,506
₩454,813 total
includes taxes & fees
Sep 26 - Sep 27
Phoenix Park Villas Portmore
A two-story house with a red-tiled roof, surrounded by lush greenery and trees.

8. Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.5 star property
Aeolus Valley
The price is ₩95,051
₩173,475 total
includes taxes & fees
Sep 27 - Sep 28
Can sleep 7 people with private parking
A modern indoor swimming pool with glass walls, a wooden deck, and a multi-level building with balconies and hanging lights.

9. Apartment with roof top pool

Apartment with roof top pool
2.0 star property
Half Way Tree
7.2 out of 10, Good, (10 reviews)
"Rooms were excellent, really loved the roof was a beautiful view. People were friendly and kind couldnt have asked for a better stay!!"
United States
Jacqueline
The price is ₩322,541
₩518,737 total
includes taxes & fees
Sep 27 - Sep 28
Apartment with roof top pool
A living room with a sofa, a wooden coffee table, a dining table with chairs, and a red vase with decorative sticks.

10. Kingvilla

Kingvilla
2.0 star property
Port Morant
The price is ₩88,741
₩129,289 total
includes taxes & fees
Oct 19 - Oct 20
Kingvilla
A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

11. Modern 1BR Condo in Kingston

Modern 1BR Condo in Kingston
2.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Excellent location absolutely loved it. The only thing was they had ants… everywhere"
United States
Robin
The price is ₩149,699
₩332,230 total
includes taxes & fees
Sep 26 - Sep 27
Modern 1BR Condo in Kingston
A swimming pool with a clear water surface reflecting surrounding buildings, a covered area with stairs, and a metal railing along the pool's edge.

12. 1BR Premium Apartments Nitram

1BR Premium Apartments Nitram
2.0 star property
Kingston
The price is ₩273,050
₩458,738 total
includes taxes & fees
Sep 28 - Sep 29
1BR Premium Apartments Nitram
A hotel room with a bed, two bedside tables, a wall-mounted air conditioner, and a window with blue curtains.

13. Kingston Comfy 2BR Apartment

Kingston Comfy 2BR Apartment
2.0 star property
Half Way Tree
The price is ₩382,270
₩543,369 total
includes taxes & fees
Sep 30 - Oct 1
Kingston Comfy 2BR Apartment

14. VIA Braemar Suites - with roof-top pool

VIA Braemar Suites - with roof-top pool
2.0 star property
New Kingston
10.0 out of 10, Exceptional, (1 review)
The price is ₩273,050
₩458,738 total
includes taxes & fees
Sep 28 - Sep 29
VIA Braemar Suites - with roof-top pool
A rooftop pool with a wooden deck, surrounded by white railings, and overlooking a cityscape.

15. New Kingston Comfy 2BR Apartment

New Kingston Comfy 2BR Apartment
2.0 star property
New Kingston
The price is ₩327,660
₩480,568 total
includes taxes & fees
Sep 28 - Sep 29
New Kingston Comfy 2BR Apartment
A balcony with artificial grass, a window with curtains, and a small outdoor seating area.

16. 2BR Comfy City Apartment - The Rogers

2BR Comfy City Apartment - The Rogers
2.0 star property
Half Way Tree
The price is ₩382,270
₩584,341 total
includes taxes & fees
Sep 28 - Sep 29
2BR Comfy City Apartment - The Rogers
A modern kitchen with white cabinets, a stainless steel sink, a blender, and a potted plant.

17. VIA Braemar Apartment with rooftop pool

VIA Braemar Apartment with rooftop pool
2.0 star property
New Kingston
The price is ₩273,050
₩417,767 total
includes taxes & fees
Sep 29 - Sep 30
VIA Braemar Apartment with rooftop pool
A modern living room with a sofa, a dining table with chairs, a ceiling fan, and a TV mounted on the wall.

18. Premium Suite at The Vineyards

Premium Suite at The Vineyards
2.0 star property
Kingston
2.0 out of 10, (1 review)
The price is ₩200,637
₩436,886 total
includes taxes & fees
Sep 26 - Sep 27
Premium Suite at The Vineyards
A deck with blue lounge chairs and a small blue boat, overlooking a river with a forested hillside in the background.

19. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is ₩109,220
₩126,968 total
includes taxes & fees
Sep 26 - Sep 27
Tapioca Village Retreat
A balcony with a white door, a wicker chair, and potted plants.

20. Kingston Comfy 1BR Apartment with pool

Kingston Comfy 1BR Apartment with pool
2.0 star property
Half Way Tree
The price is ₩273,050
₩417,767 total
includes taxes & fees
Sep 28 - Sep 29
Kingston Comfy 1BR Apartment with pool
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

Geejam

Geejam

10/10 Excellent
"Excellent hotel for a quiet stay. Very nice rooms and excellent views. The website and marketing information should make it clear that staying at the property may be difficult for some people as walking the property will require guest to go up and down a number a steps."
Rudolph 1-night trip
Posted 8 hours ago
Geejam

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