Portland holiday rentals

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Recommended by KAYAK

Best Portland holiday rentals

Blissful Tides - Hope Bay - Dining room
Blissful Tides
Hope Bay, Jamaica
9.2Wonderful(6)
House
Parking
Free Wi-Fi
Pool
Air conditioning
£806+
Check availability
Teejay's rustic retreat - Saint Margaret’s Bay - Beach
Teejay's rustic retreat
Saint Margaret’s Bay, Jamaica
9.0Wonderful(2)
Apartment
Free Wi-Fi
Air conditioning
£151+
Check availability
Kinda Glamping, Almost a Home with Beautiful Sea + Mountain Views - Fairy Hill - Beach
Kinda Glamping, Almost a Home with Beautiful Sea + Mountain Views
Fairy Hill, Jamaica
House
£40+
Check availability
4 story wood bamboo house overlooking sae an beach below - Port Antonio - Balcony
4 story wood bamboo house overlooking sae an beach below
Port Antonio, Jamaica
House
£67+
Check availability
Entire Luxury Apartment with contemporary decor - Saint Margaret’s Bay - Kitchen
Entire Luxury Apartment with contemporary decor
Saint Margaret’s Bay, Jamaica
Apartment
Free Wi-Fi
Air conditioning
£185+
Check availability
Pimento Lodge Resort - Long Bay - Balcony
Pimento Lodge Resort
Long Bay, Jamaica
9.2Wonderful(130)
Lodge
Parking
Free Wi-Fi
Pool
Air conditioning
£140+
Check availability
Inn The Town - Port Antonio - Bedroom
Inn The Town
Port Antonio, Jamaica
8.7Very Good(175)
Apartment
Parking
Free Wi-Fi
Air conditioning
£102+
Check availability
Zion High Hostel in Port Antonio - Fairy Hill - Beach
Zion High Hostel in Port Antonio
Fairy Hill, Jamaica
House
£75+
Check availability
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon - Fairy Hill - Kitchen
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill, Jamaica
House
Air conditioning
£98+
Check availability
King’s Hidden Treasure - Fairy Hill - Bedroom
King’s Hidden Treasure
Fairy Hill, Jamaica
Apartment
Air conditioning
£87+
Check availability
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC - Fairy Hill - Bedroom
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill, Jamaica
10Wonderful(1)
House
Air conditioning
£252+
Check availability
Scotts Villa - Hope Bay
Scotts Villa
Hope Bay, Jamaica
6.0Okay(1)
Apartment
Parking
Air conditioning
£107+
Check availability
Fairy Hill Palms - Port Antonio
Fairy Hill Palms
Port Antonio, Jamaica
8.9Very Good(107)
Homestay
Parking
Free Wi-Fi
£37+
Check availability
Tha Lagoon Spot - Port Antonio
Tha Lagoon Spot
Port Antonio, Jamaica
6.7Okay(71)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
£49+
Check availability
I View - In Long Bay - Long Bay
I View - In Long Bay
Long Bay, Jamaica
9.3Wonderful(99)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£48+
Check availability
Tha Lagoon Spots Cool Vybz - Port Antonio
Tha Lagoon Spots Cool Vybz
Port Antonio, Jamaica
6.7Okay(21)
Apartment
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£46+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
August
£79
£70
Cheapest month to stay with an average 49% drop in price.
Most expensive month to stay with an average 63% 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, agritourism, villas, homestays, cabins, houses, 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