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Portland Villas | Unique Getaways

Escape to tranquil Portland, Jamaica, where secluded villas blend with breathtaking beaches, lush greenery & vibrant culture, making for a truly unforgettable holiday experience.

Villas in Portland

Riverhouse Villa 5Bed 4BathRiverhouse Villa 5Bed 4Bath/Pool/Pool
£602  night
10
6
5
Details View Offers
Heaven Villa - We are not on the water, we are above!
4.7/5
£978  night
14
7
6
Details View Offers
Luxury Two Bedroom Sea View Villa, Frenchman's Cove Resort
£365  night
4
2
2
Details View Offers
Three Bedroom Sea View Villa, Frenchman's Cove Resort
£299  night
6
3
3
Details View Offers
Port Antonio Seaside Villa in Jamaica SeaStar
5.0/5
£1129  night
10
5
6
Details View Offers
ROYAL VILLA 360
£64  night
4
3
2
Details View Offers
A place in paradise - family villa on a peninsula directly by the sea
5.0/5
£479  night
10
4
4
Details View Offers
One Bedroom Sea View Villa, Frenchman's Cove Resort
£139  night
2
1
1
Details View Offers
Rose Hill Villa with sea view
£147  night
4
2
1
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Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
£327  night
6
3
1
Details View Offers
Luxe 4-Bedroom Panorama VillaLuxe 4-Bedroom Panorama Villa/Access to Geejam Hotel/Access to Geejam Hotel
£2633  night
8
4
5
Details View Offers
Villa Jamille • Stunningly Designed wVilla Jamille • Stunningly Designed w/ Pool, Sauna & Beach Access/ Pool, Sauna & Beach Access
£1712  night
12
6
7
Details View Offers
2 Bedroom Sea View Villa, Frenchman's Cove Resort
£219  night
4
2
2
Details View Offers
Remarkable 2-Bed Villa in Fair Prospect Sea View
£112  night
4
2
2
Details View Offers
LillyBelleMar,San San Port Antonio,with pristine views and world class amenities
£1129  night
12
5
4
Details View Offers
Sea Star Villa, Blue Lagoon
£1129  night
10
5
6
Details View Offers
Kai's Place @ Tim Pappies 3rd Floor luxury villa
5.0/5
£70  night
4
1
1
Details View Offers
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
4.3/5
£677  night
10
5
5
Details View Offers
Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel
£3385  night
12
6
7
Details View Offers
Horse Shoe Villa Port Antonio air conditioned close to it allHorse Shoe Villa Port Antonio air conditioned close to it alln family friendlyn family friendly
£76  night
4
2
1
Details View Offers

Why a holiday villa in Portland

Portland, Jamaica is a tranquil haven waiting to be discovered. This charming region on the north coast offers a unique blend of natural beauty, rich history, and warm hospitality that makes it the perfect destination for a villa holiday. From the moment you arrive, you'll feel like you're stepping into a tropical paradise, with lush green hills, picturesque villages, and stunning beaches at your doorstep.

Imagine waking up each morning to the sound of birdsong and spending your days exploring hidden coves, snorkeling in crystal-clear waters, or simply lounging on the beach. In the evenings, enjoy local cuisine and craft beers in one of Portland's many laid-back eateries or bars. Our carefully curated selection of villas in Portland offers the perfect base for you to experience this incredible region like a true local, with all the comforts and amenities you need to make your holiday truly unforgettable.

When to rent a villa in Portland

The best time to visit Portland, Jamaica for a villa holiday is from December to April, when the weather is at its most pleasant. During these months, you can expect warm sunny days with average temperatures ranging from 75°F to 85°F (24°C to 30°C), making it perfect for outdoor activities like snorkeling, swimming, and exploring the local beaches. The gentle trade winds also provide a welcome cooling breeze, ensuring that your villa holiday remains comfortable and enjoyable.

If you're looking for a more relaxed pace, consider visiting during the shoulder season of May or June, when the crowds have dissipated and prices are lower. The weather is still warm and sunny, but with a hint of tropical humidity starting to build up in preparation for the rainy season. This time of year offers a great opportunity to experience Portland's local culture and cuisine, without the throngs of tourists that arrive during the peak season. Alternatively, if you're not fussed about rain, the villas are generally less crowded and prices are lower in July and August, making it a more budget-friendly option for your villa holiday in Portland.

Where to go in Portland

Portland's coastline offers a diverse range of settings for your villa holiday, each with its own unique character. For those seeking a tranquil retreat, consider the picturesque villages of Port Antonio and Boston Bay, where you can spend your days exploring secluded beaches, lush forests, and charming local markets. If you're looking for a more lively atmosphere, head to the town of Port Antonio itself, which boasts a vibrant dining scene, with top-notch restaurants serving up fresh seafood and local cuisine.

Alternatively, consider staying in the quieter areas surrounding Port Antonio, such as Milk River or Hope Bay, where you can enjoy stunning views, peaceful walks, and direct access to some of Portland's most beautiful beaches. With our expertly curated selection of villas throughout the region, you're sure to find the perfect base from which to explore this incredible part of Jamaica.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Private pool villas
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Villas in Portland

Riverhouse Villa 5Bed 4BathRiverhouse Villa 5Bed 4Bath/Pool/Pool
£602  night
10
6
5
Details View Offers
Heaven Villa - We are not on the water, we are above!
4.7/5
£978  night
14
7
6
Details View Offers
Luxury Two Bedroom Sea View Villa, Frenchman's Cove Resort
£365  night
4
2
2
Details View Offers
Three Bedroom Sea View Villa, Frenchman's Cove Resort
£299  night
6
3
3
Details View Offers
Port Antonio Seaside Villa in Jamaica SeaStar
5.0/5
£1129  night
10
5
6
Details View Offers
ROYAL VILLA 360
£64  night
4
3
2
Details View Offers
A place in paradise - family villa on a peninsula directly by the sea
5.0/5
£479  night
10
4
4
Details View Offers
One Bedroom Sea View Villa, Frenchman's Cove Resort
£139  night
2
1
1
Details View Offers
Rose Hill Villa with sea view
£147  night
4
2
1
Details View Offers
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
£327  night
6
3
1
Details View Offers
Luxe 4-Bedroom Panorama VillaLuxe 4-Bedroom Panorama Villa/Access to Geejam Hotel/Access to Geejam Hotel
£2633  night
8
4
5
Details View Offers
Villa Jamille • Stunningly Designed wVilla Jamille • Stunningly Designed w/ Pool, Sauna & Beach Access/ Pool, Sauna & Beach Access
£1712  night
12
6
7
Details View Offers
2 Bedroom Sea View Villa, Frenchman's Cove Resort
£219  night
4
2
2
Details View Offers
Remarkable 2-Bed Villa in Fair Prospect Sea View
£112  night
4
2
2
Details View Offers
LillyBelleMar,San San Port Antonio,with pristine views and world class amenities
£1129  night
12
5
4
Details View Offers
Sea Star Villa, Blue Lagoon
£1129  night
10
5
6
Details View Offers
Kai's Place @ Tim Pappies 3rd Floor luxury villa
5.0/5
£70  night
4
1
1
Details View Offers
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
4.3/5
£677  night
10
5
5
Details View Offers
Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel
£3385  night
12
6
7
Details View Offers
Horse Shoe Villa Port Antonio air conditioned close to it allHorse Shoe Villa Port Antonio air conditioned close to it alln family friendlyn family friendly
£76  night
4
2
1
Details View Offers