Portland holiday rentals

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Best Portland holiday rentals

Most recommended holiday rentals in Portland

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Jamaica House - The Blue Mountain Wilderness Retreat - Buff Bay - Bathroom
Jamaica House - The Blue Mountain Wilderness Retreat
Buff Bay, Jamaica
£51+
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Ridge View Cottage Blue Mountain Wilderness Retreat - Buff Bay - Balcony
Ridge View Cottage Blue Mountain Wilderness Retreat
Buff Bay, Jamaica
£65+
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Blissful Tides - Hope Bay - Dining room
Blissful Tides
Hope Bay, Jamaica
9.4Wonderful(5)
Parking
Free Wi-Fi
Pool
Air conditioning
£611+
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Teejay's rustic retreat - Saint Margaret’s Bay - Balcony
Teejay's rustic retreat
Saint Margaret’s Bay, Jamaica
Free Wi-Fi
Air conditioning
£151+
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Hidden next to the Blue mountain range - Port Antonio - Bedroom
Hidden next to the Blue mountain range
Port Antonio, Jamaica
£139+
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Entire Luxury Apartment with contemporary decor - Saint Margaret’s Bay - Beach
Entire Luxury Apartment with contemporary decor
Saint Margaret’s Bay, Jamaica
Free Wi-Fi
Air conditioning
£189+
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Inn The Town - Port Antonio - Bedroom
Inn The Town
Port Antonio, Jamaica
8.5Very Good(153)
Parking
Free Wi-Fi
Air conditioning
£156+
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Secluded self contained cabin close to Blue lagoon - Port Antonio - Beach
Secluded self contained cabin close to Blue lagoon
Port Antonio, Jamaica
8.9Very Good(9)
Parking
Free Wi-Fi
£52+
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Pimento Lodge Resort - Long Bay - Patio
Pimento Lodge Resort
Long Bay, Jamaica
9.1Wonderful(125)
Parking
Free Wi-Fi
Pool
Air conditioning
£106+
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Buckingham Villa -Suites Full Kitchen-Rooms Variety - Buff Bay
Buckingham Villa -Suites Full Kitchen-Rooms Variety
Buff Bay, Jamaica
8.0Very Good(1)
Parking
Free Wi-Fi
Air conditioning
£115+
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Fairy Hill Palms - Port Antonio
Fairy Hill Palms
Port Antonio, Jamaica
8.4Very Good(107)
Parking
Free Wi-Fi
£37+
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Sinopia Inn - Port Antonio
Sinopia Inn
Port Antonio, Jamaica
4.5Mediocre(53)
Parking
Free Wi-Fi
Air conditioning
£74+
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Tha Lagoon Spot - Port Antonio
Tha Lagoon Spot
Port Antonio, Jamaica
6.7Okay(67)
Parking
Free Wi-Fi
Pool
Pet-friendly
£41+
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Tha Lagoon Spot Caribbean Breeze - Port Antonio
Tha Lagoon Spot Caribbean Breeze
Port Antonio, Jamaica
5.4Fair(12)
Free Wi-Fi
Pool
Pet-friendly
£46+
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Buff Bay Farms - Buff Bay
Buff Bay Farms
Buff Bay, Jamaica
9.0Wonderful(3)
Parking
Free Wi-Fi
Air conditioning
£79+
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Roses place - Saint Mary
Roses place
Saint Mary, Jamaica
Parking
Free Wi-Fi
Pool
Air conditioning
£72+
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£16 - £929£929 - £1,842£1,842 - £2,755£2,755 - £3,667£3,667+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

July

Average price (weeknight)

£65

Average price (weekend night)

£107
Cheapest month to stay with an average 73% drop in price.
Most expensive month to stay with an average 273% 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 (50% of total searches to Portland). The next most popular destination is Manchioneal (50%).

  • 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 £47. Search here for similar prices

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

    The average price for a weekly Portland holiday rental found by KAYAK users in the last 2 weeks is £336.

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

    The average price for a monthly Portland holiday rental found by KAYAK users in the last 2 weeks is £1,440.

  • 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, houses, lodges, 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.

See more FAQs

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

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