Vacation Homes in Portland

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Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

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

Vacation Homes in Portland

Our top choices for Portland vacation homes

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

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 4,775
AED 5,502 total
includes taxes & fees
3 Oct - 4 Oct
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
2 Bedroom Townhouse at Surbiton Square
Premium Townhome, 2 Bedrooms, Executive Level | View from room

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 Sep - 4 Sep
2 Bedroom Townhouse at Surbiton Square
Charming 2-bedroom house in Portmore with WiFi, AC
Interior

Charming 2-bedroom house in Portmore with WiFi, AC

10.0 out of 10, Exceptional, (5)
"A well appointed and neatly organized dwelling nestled within Kingston port-side residential community for the traveler on the go for a day, a week or an extended stay. Best to book well in advance for accommodations."
The price is AED 404
AED 477 total
includes taxes & fees
3 Sep - 4 Sep
Charming 2-bedroom house in Portmore with WiFi, AC
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Exterior detail

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

10.0 out of 10, Exceptional, (2)
"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 !"
The price is AED 975
AED 1,111 total
includes taxes & fees
3 Sep - 4 Sep
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Caribe Estate Guest Apartment I
Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Caribe Estate Guest Apartment I

3.0 star property
8.8 out of 10, Excellent, (6)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
The price is AED 422
AED 822 total
includes taxes & fees
15 Sep - 16 Sep
Caribe Estate Guest Apartment I
Enjoy your vacation/holiday in this beautifully one-bedroom unit
Exterior detail

Enjoy your vacation/holiday in this beautifully one-bedroom unit

10.0 out of 10, Exceptional, (1)
"Great Location Responsive HostClean and tidyEverything as described and photos are true likeness of property. Everything in working order.Property was easy to find.Friendly community. Get taxi right outside gate.I booked some extra days to stay here.Worth the price."
Enjoy your vacation/holiday in this beautifully one-bedroom unit
Beautiful Townhouse in Gated Kingstons Haven
Exterior

Beautiful Townhouse in Gated Kingstons Haven

The price is AED 551
AED 757 total
includes taxes & fees
3 Sep - 4 Sep
Beautiful Townhouse in Gated Kingstons Haven
Phoenix Manor - Relax and unwind in the most serene atmosphere
Property grounds

Phoenix Manor - Relax and unwind in the most serene atmosphere

Phoenix Manor - Relax and unwind in the most serene atmosphere
Cozy Kingston Escape-Home away from home
Private kitchen

Cozy Kingston Escape-Home away from home

2.0 out of 10, (1)
Cozy Kingston Escape-Home away from home
30mins away from the airport, 15mins from the famous Hellshire Beach.
Terrace/patio

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

30mins away from the airport, 15mins from the famous Hellshire Beach.
Cute and Cozy Ez Home
Property grounds

Cute and Cozy Ez Home

10.0 out of 10, Exceptional, (4)
"It was comfortable and communication was great. "
The price is AED 312
AED 588 total
includes taxes & fees
3 Sep - 4 Sep
Cute and Cozy Ez Home
Taylormade Golf Retreat III
2 outdoor pools

Taylormade Golf Retreat III

3.5 star property
10.0 out of 10, Exceptional, (1)
"Excellent communication and customer service. The property is in great condition. One disadvantage, the pool was a mirage (we never saw one)."
Taylormade Golf Retreat III
La Petite Maison
Fridge, microwave, oven, stovetop

La Petite Maison

8.8 out of 10, Excellent, (5)
"Good small accommodation."
La Petite Maison
Harmony Vybz Apartment
Fridge, microwave, stovetop, electric kettle

Harmony Vybz Apartment

10.0 out of 10, Exceptional, (1)
"I recently stayed in Kingston, Jamaica, for three nights over New Year’s Eve, and this VRBO rental was the perfect spot to experience the vibrant heart of the city. Nestled in what’s locally known as a cul-de-sac (similar to the concept in the States), this property offered an incredible blend of comfort and cultural immersion.The surrounding streets were alive with energy—children playing, delicious food from street vendors, and unique local shopping options just steps away. It truly felt like...
Harmony Vybz Apartment
Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,
Property grounds

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

8.0 out of 10, Very Good, (1)
"Need more air conditioner "
Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,
Charming 1-bedroom house in Kingston
Private kitchen

Charming 1-bedroom house in Kingston

2.0 star property
The price is AED 239
AED 386 total
includes taxes & fees
3 Sep - 4 Sep
Charming 1-bedroom house in Kingston
Charming 1-bedroom House in St Thomas Jamaica
House | Beach

Charming 1-bedroom House in St Thomas Jamaica

3.5 star property
2.0 out of 10, (1)
"The room was not in the house as shown. It was not gated parking. The bathroom was dirty There was a frog in the toilet. The bed looked unmade and dusty. Decor was not welcoming and homey "
Charming 1-bedroom House in St Thomas Jamaica
Spacious Port Antonio villa w/360° Sea & Mountain Views
Property grounds

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

9.0 out of 10, Wonderful, (7)
"We love everything, quick drive to the town, we definitely going back there."
Spacious Port Antonio villa w/360° Sea & Mountain Views
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 Driver Bj, chef James and housekeeper Tamar they took very good care of us. They did everything to make sure we were comfortable. Best vacation spot ever!! The house was just like the pictures!!"
The Palms at Galina *Luxury Rental* Fully Staffed
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Private kitchen

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

8.0 out of 10, Very Good, (1)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
The price is AED 312
AED 426 total
includes taxes & fees
8 Sep - 9 Sep
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
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