Portland holiday rentals

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Best Portland holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$0 - $1,930$1,930 - $3,859$3,859 - $5,787$5,787 - $7,716$7,716+ per night

Property type

ApartmentCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Portland

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Port Antonio Residence - Port Antonio
Port Antonio Residence
Port Antonio, Jamaica
9.7Wonderful(38)
Free Wi-Fi
$49+
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Fairy Hill Palms - Port Antonio
Fairy Hill Palms
Port Antonio, Jamaica
8.6Very Good(108)
Parking
Free Wi-Fi
$82+
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Tha Lagoon Spot - Port Antonio
Tha Lagoon Spot
Port Antonio, Jamaica
6.8Okay(68)
Parking
Free Wi-Fi
Pool
Pet friendly
$90+
Check availability
The room of the city of Ioannis Paradisos 1 - Port Antonio - Bedroom
The room of the city of Ioannis Paradisos 1
Port Antonio, Jamaica
$93+
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The villa with ocean view - Manchioneal - Balcony
The villa with ocean view
Manchioneal, Jamaica
$95+
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Tha Lagoon Spots Cool Vybz - Port Antonio
Tha Lagoon Spots Cool Vybz
Port Antonio, Jamaica
6.9Okay(21)
Free Wi-Fi
Pool
Pet friendly
$100+
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Tha Lagoon Spot Caribbean Breeze - Port Antonio
Tha Lagoon Spot Caribbean Breeze
Port Antonio, Jamaica
6.6Okay(13)
Free Wi-Fi
Pool
Pet friendly
$100+
Check availability
I View - In Long Bay - Long Bay
I View - In Long Bay
Long Bay, Jamaica
9.3Wonderful(97)
Parking
Free Wi-Fi
Pet friendly
$121+
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Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway. - Port Antonio - Balcony
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Port Antonio, Jamaica
7.5Good(2)
Free Wi-Fi
$149+
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Kai's Place at Tim Pappies 3rd Floor luxury villa - Port Antonio
Kai's Place at Tim Pappies 3rd Floor luxury villa
Port Antonio, Jamaica
9.5Wonderful(21)
Parking
Free Wi-Fi
Pool
Pet friendly
$161+
Check availability
Sinopia Inn - Port Antonio
Sinopia Inn
Port Antonio, Jamaica
4.5Mediocre(53)
Parking
Free Wi-Fi
$162+
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The Loft - Port Antonio
The Loft
Port Antonio, Jamaica
10Wonderful(1)
Parking
Free Wi-Fi
$249+
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Inn The Town - Port Antonio - Bedroom
Inn The Town
Port Antonio, Jamaica
8.6Very Good(160)
Parking
Free Wi-Fi
$282+
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Pimento Lodge Resort - Long Bay - Patio
Pimento Lodge Resort
Long Bay, Jamaica
9.1Wonderful(126)
Parking
Free Wi-Fi
Pool
$377+
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Port Antonio Seaside Villa in Jamaica SeaStar - Port Antonio - Patio
Port Antonio Seaside Villa in Jamaica SeaStar
Port Antonio, Jamaica
Spa
$2,785+
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Cocosan Villa - Port Antonio - Living room
Cocosan Villa
Port Antonio, Jamaica
Free Wi-Fi
Spa
$7,834+
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Good to know

Low season

July

High season

May

Average price (weeknight)

$242

Average price (weekend night)

$156
Cheapest month to stay with an average 76% drop in price.
Most expensive month to stay with an average 83% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a holiday home in Portland

  • How much is a holiday rental in Portland for tonight?

    In the last 72 hours, users have found Portland holiday rentals for tonight for as little as $90. Search here for similar prices

  • How much is a holiday rental in Portland for this weekend?

    In the last 72 hours, users have found Portland holiday rentals for this weekend for as little as $100 per night. Search here for similar prices

  • What types of holiday rentals are available in Portland?

    There are loads of different property types that you can make your holiday home in Portland. You’ll find apartments, homestays, cabins, lodges, houses, farm stays and villas.

  • Are there any pet-friendly holiday rentals in Portland?

    There are a number of dog and pet-friendly Portland holiday rentals, with around 8% allowing you to bring your pet along with you.

Where to stay in Portland?

Our map will help you find the perfect place to stay in Portland by showing you the exact location of each holiday home.

Everything you need to know for your stay in Portland

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