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Vacation rentals in Portland

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Portland Parish vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Other great vacation rentals in Portland

A welcoming outdoor space features a stone-paved area with vibrant flower beds and tropical plants. A shaded seating area with chairs and a table invites relaxation, while a vehicle is parked under a canopy nearby. The open landscape offers views of the surrounding greenery and sky.
Condo in Port Antonio
4.75 out of 5 average rating, 4 reviews

2 Bed Flat, Port Antonio, Portland

Guest favorite
French doors open to a private balcony adorned with a large potted plant. The view encompasses the vibrant greenery and blue sea, providing a sense of serenity and connection to nature.
Apartment in Snow Hill
4.8 out of 5 average rating, 10 reviews

Tim Pappies Nature Lodge - Kai’s Place

A colorful hammock is suspended from the wooden balcony, overlooking the Caribbean Sea. Lush greenery and hills are visible in the background, while the horizon meets a cloudy sky, creating a peaceful scene ideal for relaxation.
Cottage in Long Bay
4.57 out of 5 average rating, 115 reviews

I View - The Ocean View Cottage - 1

A well-lit bedroom features two full-size beds with dark headboards, complemented by light bedding and decorative pillows. A small lamp is placed on a bedside table. Pink curtains frame a window, and a black chair is positioned nearby. An open door reveals the adjacent kitchen area.
Home in Boston Bay
4.6 out of 5 average rating, 10 reviews

Rest Ashore 1 bedroom. sleeps 4

Wooden pathways wind through vibrant tropical foliage, leading to a cabin entrance. Brightly colored flowers frame the pathways, complementing the lush greenery. A blue door is visible in the background, set against a backdrop of trees and colorful plants.
Cabin in Portland Parish
4.69 out of 5 average rating, 36 reviews

Cabin at Jamaica Colors Hotel

Guest favorite
The entrance of the building features a sleek design with a minimalist door and a clear sign displaying 'The Loft.' Textured gray walls and a stairway leading to the entrance enhance the modern aesthetic of the property.
Loft in Drapers
4.89 out of 5 average rating, 18 reviews

The Loft

Top guest favorite
A wooden dining table is set with plates containing pancakes and a fruit assortment. Fresh juice and a coffee pot are visible, with additional items such as bread and bowls on the table. The background reveals lush greenery and a scenic view of the sea.
Apartment in Port Antonio
5 out of 5 average rating, 48 reviews

Fantastic views at "Friends" App.2

A well-lit room features polished wooden floors and a small desk with a chair. A door leads to a kitchen area with a visible refrigerator. Decorated walls include two framed artworks, and a tall decorative piece stands in the corner.
Guest suite in Boston Bay
4.7 out of 5 average rating, 23 reviews

Rocksteady Villa's Suite1

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Portland