Portland holiday rentals

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Recommended by KAYAK

Best Portland holiday rentals

Tranquil and spacious 2 bedroom home - Manchioneal - Bedroom
Tranquil and spacious 2 bedroom home
Manchioneal, Jamaica
House
Air conditioning
£55+
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Pimento Lodge Resort - Long Bay - Beach
Pimento Lodge Resort
Long Bay, Jamaica
9.1Wonderful(127)
Lodge
Parking
Free Wi-Fi
Pool
Air conditioning
£136+
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The Ocean View Villa - Port Antonio - Balcony
The Ocean View Villa
Port Antonio, Jamaica
Apartment
Air conditioning
£57+
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Back Packer’s Paradise - Port Antonio - Beach
Back Packer’s Paradise
Port Antonio, Jamaica
House
£40+
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Inn The Town - Port Antonio - Bedroom
Inn The Town
Port Antonio, Jamaica
8.8Very Good(180)
Apartment
Parking
Free Wi-Fi
Air conditioning
£107+
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Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching - Port Antonio - Bedroom
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching
Port Antonio, Jamaica
9.7Wonderful(50)
Cottage
Free Wi-Fi
Pool
Air conditioning
£166+
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Ridge Bay Chateau - Port Antonio - Patio
Ridge Bay Chateau
Port Antonio, Jamaica
8.5Very Good(8)
House
Free Wi-Fi
Air conditioning
£107+
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Spicy Hill Villa - Port Antonio - Lobby
Spicy Hill Villa
Port Antonio, Jamaica
9.3Wonderful(30)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
£775+
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Serenity 2-bed Apartment in Port Antonio, Portland - Port Antonio - Living room
Serenity 2-bed Apartment in Port Antonio, Portland
Port Antonio, Jamaica
7.6Good(5)
Apartment
Free Wi-Fi
£94+
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I View - In Long Bay - Long Bay
I View - In Long Bay
Long Bay, Jamaica
9.3Wonderful(102)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£54+
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Long Bay, Rosehill View Garden - Port Antonio
Long Bay, Rosehill View Garden
Port Antonio, Jamaica
5.0Fair(1)
Apartment
Parking
Free Wi-Fi
£52+
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Tranquility Villa - Port Antonio
Tranquility Villa
Port Antonio, Jamaica
8.6Very Good(9)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
£229+
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Tha Lagoon Spot Caribbean Breeze - Port Antonio
Tha Lagoon Spot Caribbean Breeze
Port Antonio, Jamaica
6.6Okay(13)
Apartment
Free Wi-Fi
Pool
Pet-friendly
£49+
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The Fan Villa - Port Antonio
The Fan Villa
Port Antonio, Jamaica
9.6Wonderful(60)
Apartment
Free Wi-Fi
Pool
Air conditioning
£336+
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Fairy Hill Palms - Port Antonio
Fairy Hill Palms
Port Antonio, Jamaica
9.0Wonderful(107)
Homestay
Parking
Free Wi-Fi
£36+
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Fantastic views at Friends - Port Antonio
Fantastic views at Friends
Port Antonio, Jamaica
9.8Wonderful(105)
Apartment
Parking
Free Wi-Fi
£79+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
August
£76
£68
Cheapest month to stay with an average 54% drop in price.
Most expensive month to stay with an average 62% 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

  • What is the most popular holiday rental destination in Portland?

    Based on KAYAK holiday rental searches, the most popular destination is Port Antonio (100% of total searches to Portland).

  • 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, houses, villas, agritourism, homestays, cabins, lodges and cottages.

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

    There are a number of dog and pet-friendly Portland holiday rentals, with around 4% 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

Holiday rentals in Portland

Port Antonio holiday rentals