Vacation Homes in Portland

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Top Cities in Portland

Our top choices for Portland vacation homes

RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 1300.00 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 588
AED 678 total
includes taxes & fees
24 Mar - 25 Mar
RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
10.0 out of 10, Exceptional, (5 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 529
AED 1,107 total
includes taxes & fees
24 Mar - 25 Mar
Phoenix Park Villas Portmore

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

Walk to U.S. Embassy | 24/7 Security
New Kingston
8.8 out of 10, Excellent, (6 reviews)
"Good property in safe neighborhood, close to many amenities."
United States
Ritwik
Walk to U.S. Embassy | 24/7 Security

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

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

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.

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.

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 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.

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

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
24 Mar - 25 Mar
Charming 2-bedroom house in Portmore with WiFi, AC

Bohemian Lodge - The Artiste's Boutique Villa

Bohemian Lodge - The Artiste's Boutique Villa
Jack's Hill
9.4 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed our stay. We hope to stay again the next time we visit. Tarik is a wonderful host. "
United States
SHANI B.
Bohemian Lodge - The Artiste's Boutique Villa

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

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very Good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is AED 367
AED 485 total
includes taxes & fees
31 Mar - 1 Apr
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

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!

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
24 Mar - 25 Mar
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

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

Enjoy your vacation/holiday in this beautifully one-bedroom unit
Port Antonio
9.0 out of 10, Wonderful, (2 reviews)
"This was my second time staying here and it was exactly as described, host was responsive when needed. And i enjoyed my stay and would definitely stay here again when in Portland. "
United Kingdom
Katrina M.
Enjoy your vacation/holiday in this beautifully one-bedroom unit
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