Holiday Homes in Portland

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Top Cities in Portland

Our top choices for Portland holiday homes

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 AU$414
includes taxes & fees
19 Apr - 20 Apr
RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

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

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 AU$438
includes taxes & fees
18 Apr - 19 Apr
Phoenix Park Villas Portmore

Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House
Hellshire
9.2 out of 10, Wonderful, (15 reviews)
"Felt like home."
United States
Ashlie G.
The price is AU$188
includes taxes & fees
23 Apr - 24 Apr
Ac'ed 2 bedroom Beach House

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

Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,
Molynes Gardens
5.0 out of 10, (2 reviews)
"Need more air conditioner "
United States
Sameta
The price is AU$163
includes taxes & fees
23 Apr - 24 Apr
Hughenden couples/fam retreat, 3 brs w/AC, TVs, up to 8 guests, WiFi, AC, Ppkng,

Walk to U.S. Embassy | 24/7 Security

Walk to U.S. Embassy | 24/7 Security
New Kingston
9.0 out of 10, Wonderful, (7 reviews)
"Good property in safe neighborhood, close to many amenities."
United States
Ritwik
Walk to U.S. Embassy | 24/7 Security

La Petite Maison

La Petite Maison
Greater Portmore
8.8 out of 10, Excellent, (5 reviews)
"Good small accommodation."
United Kingdom
Salom
La Petite Maison

Hellshire king&queen beds 10 minutes walk from hellshire beach

Hellshire king&queen beds 10 minutes walk from hellshire beach
Portmore
8.8 out of 10, Excellent, (5 reviews)
"Had a nice stay"
United States
Kenrick
Hellshire king&queen beds 10 minutes walk from hellshire beach

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

El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston
New Kingston
9.8 out of 10, Exceptional, (6 reviews)
"The property very spacious and felt safe and homely. My family loves it there. The security guard very pleasant and helpful. But most importantly we felt safe. "
United Kingdom
venese
El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston

St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.

St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.
St. Thomas Parish
10.0 out of 10, Exceptional, (1 review)
St. Thomas Oasis is a charming 3-bedroom house with WiFi and AC in St. Thomas.

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

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

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

Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.

Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.
Portmore
Charming 2-bedroom house with WiFi, AC in Phoenix Park Portmore.

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

Cozy Kingston Escape-Home away from home

Cozy Kingston Escape-Home away from home
Havendale
2.0 out of 10, (1 review)
Cozy Kingston Escape-Home away from home

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 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!!"
United States
Letesa K.
The Palms at Galina *Luxury Rental* Fully Staffed

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

Casa Voilet Golf Retreat

Casa Voilet Golf Retreat
3.0 star property
Kingston
9.4 out of 10, Exceptional, (10 reviews)
"Love the colors and the over feeling of home. The wine in the rack is a bit over priced but the villa itself was a bargain."
United States
Greggson
Casa Voilet Golf Retreat

Luxury Privacy, Beach and Mountain View’s. 4 bedroom suites, sleeps 12..

Luxury Privacy, Beach and Mountain View’s. 4 bedroom 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 traveller
Luxury Privacy, Beach and Mountain View’s. 4 bedroom suites, sleeps 12..
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

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Portland Holiday Homes information

Number of reviews
45
Accommodation
521 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$438