Vacation rentals in Portland Parish

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Top-rated vacation rentals in Portland Parish

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Guest favorite

Apartment in Port Antonio

4.94 out of 5 average rating, 133 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, 20% for two weeks, 25% for three weeks, and 30% for one month.

Aug 26 – Sep 2

G$18,201 GYD per night

Superhost

Apartment in Port Antonio

4.85 out of 5 average rating, 156 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

Dec 16 – 23

G$17,078 GYD per night

Guest favorite

Home in Port Antonio

4.86 out of 5 average rating, 42 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

Nov 18 – 25

G$22,020 GYD per night

Guest favorite

Villa in Long Bay

4.92 out of 5 average rating, 49 reviews

Villa Luna, Long Bay, Portland (Port Antonio)

Visit our private 5 acre farm with amazing views. Just a short walk to the fabulous Long Bay beach. You can also explore: Winnifred Beach, Boston Beach, Frenchman's Cove, Reach Falls and the fabulous Blue Lagoon. The guesthouse is private, spacious and comfortable! Its easy to relax on the farm with 360 degree view of the Blue Mountains and the ocean! We can do meals, arrange transportation and day trips at a convenient cost! Come unwind and relax where the jungle meets the sea. Villa Luna!

Jul 18 – 25

G$20,888 GYD per night

Guest favorite

Cabin in Portland Parish

4.87 out of 5 average rating, 23 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.

Mar 20 – 27

G$32,406 GYD per night

Superhost

Villa in Port Antonio

4.91 out of 5 average rating, 45 reviews

Holistic Eco Villa with Ocean View & Plunge Pool

Indulge in the ultimate peaceful getaway, surrounded by serene and relaxing ambiance. Wake up to breathtaking views of Port Antonio from the comfort of your room. Our contemporary rustic but vintage-style bedroom and bathroom, along with a Cabana Patio equipped with a daybed and Plunge Pool, offer the perfect blend of luxury and relaxation. The kitchenette is fully equipped with utensils and dishes. You simply have to experience the serenity and beauty of this place yourself.

Oct 25 – Nov 1

G$22,602 GYD per night

Guest favorite

Home in Port Antonio

4.92 out of 5 average rating, 132 reviews

Zet’s Bed & Breakfast

3-bedroom home equipped with air conditioning, solar & electric water heater, TV, and wind/solar generated electricity. Close to beach, shopping, dining, night life. **Washer & dryer available at a nominal cost. You will also hear and see goats, chickens/roosters, dogs and the usual sounds of life in the community. **Breakfast (Jamaican) will be provided at an additional cost. Comfortably sleeps six (6); 2 queen beds and 2 twin beds convert to king. Free Wi-Fi!

May 4 – 11

G$18,285 GYD per night

Guest favorite

Home in Fairy Hill

4.9 out of 5 average rating, 20 reviews

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in one of the two rooms. 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.

Aug 1 – 8

G$23,939 GYD per night

Guest favorite

Bungalow in Port Antonio

4.89 out of 5 average rating, 170 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. 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

Apr 4 – 11

G$22,269 GYD per night

Guest favorite

Home in Port Antonio

5.0 out of 5 average rating, 14 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

May 10 – 17

G$28,787 GYD per night

Superhost

Tiny home in Port Antonio

4.89 out of 5 average rating, 279 reviews

mango chalet at mango ridge 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..

Jul 6 – 13

G$14,275 GYD per night

Guest favorite

Guest suite in Kingston

4.88 out of 5 average rating, 126 reviews

Garden apartment @ 10 Charlemont

Wonderful location. Self-contained and spacious one bedroom garden apartment with kitchen/diner and bathroom. Close to some of Kingstons best restaurants, cafes, bars and supermarkets. Five minute walk to the beautiful Hope Botanical Gardens and Zoo and a short drive to The University of the West Indies and The University of Technology.

Oct 8 – 15

G$14,110 GYD per night