Vacation rentals in Portland Parish

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Top-rated vacation rentals in Portland Parish

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Port Antonio

4.89 out of 5 average rating, 57 reviews

2br home w/spectacular sea views in Port Antonio

Indulge in breathtaking views of Port Antonio and the Caribbean Sea! A 5-minute stroll puts you in the heart of town, and a 15-minute drive takes you to Frenchman's Cove, Blue Lagoon, Winifred, and Boston Beach. You'll also enjoy 🚀 Fiber-optic internet (52 mbps download speed) 🍿 Disney+, Netflix & more 🚗 Secure garage parking Central AC Laundry service (1 week+ stays) Enhance your stay ($) ✈️ Convenient charter service to/from airport 🧘‍♀️ Private yoga session or a rejuvenating massage

Guest favorite

Bungalow in Port Antonio

4.89 out of 5 average rating, 185 reviews

Mother Nature

Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. Außerdem steht eine überdachte Außenküche zur Verfügung. Und "Brand new".... mother nature has a Pool now.... Inmitten Mutter Natur kannst du die Seele baumeln lassen und deinem flow folgen. Den Vögeln und dem Wind lauschen, die Sterne beobachten, ein Sonnenbad nehmen oder im Schatten chillen. Feel free

Guest favorite

Rental unit in Port Antonio

4.86 out of 5 average rating, 177 reviews

Cozy Locale Gold

Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure

Superhost

Rental unit in Drapers

4.89 out of 5 average rating, 19 reviews

Ocean View Stay at Serene Haven near Port Antonio

Escape to our beautiful vacation rental in Drapers Portland, just minutes from Port Antonio. Perched on a hill, it offers breathtaking views of the Caribbean Sea, creating the ideal retreat for couples, families and friends seeking an authentic Jamaican experience. Serene Haven is a quick drive to iconic spots like the famous Blue Lagoon and the stunning Frenchman's Cove Beach. Don't miss this opportunity to immerse yourself in the natural beauty, vibrant culture, and serene paradise of Jamaica!

Guest favorite

Rental unit in Fair Prospect

4.9 out of 5 average rating, 30 reviews

Private Air Conditioned Studio in Gated Complex

This hidden gem is close to Jamaica’s best attractions - The Blue Lagoon; Winnifred and Boston Beaches; Frenchman’s Cove; Reach Falls; Bath Fountain; Moore Town and Port Antonio , and so many others! - You will have NO SHARED facilities - Air conditioning and ceiling fan - Dedicated parking space - View of the Caribbean Sea - Waterfront Access - Hot water -High speed internet and office space - Access to reliable transportation - Rooftop Patio -Safe and secure location in a quiet community

Guest favorite

Home in Fairy Hill

4.85 out of 5 average rating, 81 reviews

Honeycomb Utopia: Home with AC,3mins Boston Beach

Honeycomb Utopia is super close to multiple attractions and is situated along the main, route taxi are super easy to get and are a convenient way to explore the area. Just a mere 3 mins walk from the guest house is Boston Jerk Centre and Beach, great for swimming & surfing Must see attractions Winnifred, San San, Frenchman Cove are beaches,Blue Lagoon, Reach Falls, Rio Grande Rafting are basically some of the sights among others to explore in Port Antonio, Portland. Have fun & live like a local

Guest favorite

Tiny home in Port Antonio

4.88 out of 5 average rating, 294 reviews

mango at mango ridge rustic backpack retreat

2 story cottage with upstairs bedrooms and verandah..best cottage for early risers..this cottage has the largest kitchen,about 250 steps or about 6 minute walk from the car park up a steep hill,backpacks or light luggage advised..this cottage is not completely sealed and visitors can expect to see the occasional lizard,ant or spider..please smoke outside..thanks. .hot water only if u heat it on the stove..price is for 2 people.30$ per extra guest.2nd bdroom very small..both dbl beds

Guest favorite

Cottage in Content Gap

5 out of 5 average rating, 49 reviews

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

Superhost

Cabin in Portland Parish

4.85 out of 5 average rating, 52 reviews

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

Guest favorite

Rental unit in Port Antonio

4.94 out of 5 average rating, 139 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

Guest favorite

Home in Fairy Hill

4.92 out of 5 average rating, 37 reviews

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove. Walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

Guest favorite

Home in Port Antonio

4.95 out of 5 average rating, 22 reviews

Full View Hide Away

"Escape to Paradise: Full View HideAway in Portland, Jamaica with Breathtaking Caribbean Views!" Full View Hide Away is a quant, authentically Jamaican home overlooking the bustling city of Port Antonio with breathtaking views of the Caribean Sea Jamaica's Eastern coastline, and the world-famous Blue Mountains. -20 minutes from Frenchman's Cove Beach -25 minutes from the Blue Lagoon -35 minutes from the world renowned Boston Jerk Center