Vacation rentals with a pool in Portland Parish

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Top-rated rentals with a pool 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 27 – Sep 3

€ 83 per night

Superhost

Guest suite in Kingston

4.77 out of 5 average rating, 154 reviews

Comfortable, modern studio with access to pool

This special place is close to everything, making it easy to plan your visit. It is modern, private and sits atop with beautiful accessible views of the beautiful city of kingston. 10 mins away from Starbucks in Liguanea, fast food like KFC, Popeyes, Soverign North and many other places to eat or just chill out. (space not designed for cooking) we provide airport pick ups and drop-offs depending on availability kindly indicate your interest at check in. I NB the pool is a shared community pool.

Mar 28 – Apr 4

€ 73 per night

Superhost

Townhouse in Kingston

4.92 out of 5 average rating, 36 reviews

Luxurious Mountain Retreat 3 BR/2.5 BTH Townhouse

Luxurious retreat in the mountains in quiet neighborhood. Enjoy the panoramic view of the Blue Mountains only minutes away from the convenience of the modern amenities of Kingston City such as attractions, shopping and restaurants. This 3 bedroom, 2.5 bathroom townhouse is located in the exclusive and gated community of Long Mountain Country Club. The unit is equipped with WiFi, laundry facilities and a/c units. There is 24-hour security, a Community Club House with pool and parking for 2 cars.

Aug 6 – 13

€ 165 per night

Guest favorite

Villa in Port Antonio

4.97 out of 5 average rating, 37 reviews

Belmont Villa Jamaica

PLEASE: NO PARTIES, NO OUTSIDE PERSONS - SEE RULES Located near Port Antonio, Jamaica, Belmont Villa is a magical place. It is situated on Alligator Head, a peninsula that overlooks San San Bay to the east, and the rough cliffs of Jamaica’s north shore to the west. Sitting on 1.8 acres of lush vegetation, Belmont enjoys peaceful tranquility and privacy, which make it an ideal getaway for a romantic retreat or a relaxed family vacation. For more information visit our homepage at belmontvilla.

Oct 10 – 17

€ 1,077 per night

Guest favorite

Villa in St. Andrew Parish

5.0 out of 5 average rating, 7 reviews

Riverhouse Villa 4bdr 3bth w/ Private Pool & River

Discover RiverHouse in Maryland, Kingston, just a 15-minute drive from central Kingston. This luxury rustic retreat, nestled in the Blue Mountains, with four bedrooms, three bathrooms, a private pool, and two decks with river views. Surrounded by lush gardens and embraced by a winding river, it's a perfect blend of opulence and nature. Experience Caribbean living at its finest in this harmonious escape, where every moment celebrates comfort and the authentic beauty of Jamaica's Blue Mountains.

Jun 1 – 8

€ 637 per night

Superhost

Treehouse in Port Antonio

5.0 out of 5 average rating, 4 reviews

Bamboo Treehouse on Boston Bay Beach w Pool

This bilevel hut nestled in the trees features stunning views, wood-carved desk, queen size bed, and ample space for storage. (yoga mats on request) An inviting stone carved bathroom boasts an outdoor tub & shower with staircase to an open-air deck. Ocean sounds, bird watching, silky trade-winds make this experience perfect for couples, a jungle work getaway or rejuvenating Caribbean solo escape. Steps away from a private beach, cliff-side pool and rustic restaurant - true paradise on earth

Jan 1 – 8

€ 250 per night

Guest favorite

Treehouse in St. Andrew Parish

4.85 out of 5 average rating, 89 reviews

Treehouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Jun 9 – 16

€ 60 per night

Guest favorite

Apartment in Kingston

4.87 out of 5 average rating, 53 reviews

Family Friendly Townhouse with Mountain View

This lovely 2-bedroom townhouse is located 5 minutes above Kingston, in the gated Long Mountain Country Club community with 24-hour security, pool and a convenience store. The community overlooks the city with an amazing view of the Caribbean Sea. Unwind daily with the picturesque, majestic Blue Mountains from the rear bedroom or garden. Bedrooms and living areas are air-conditioned for your comfort. Shopping and restaurants are within 10 mins drive and the Airport is only 25 mins away.

May 15 – 22

€ 149 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

€ 103 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

Dec 29 – Jan 5

€ 101 per night

Superhost

Cabin in Blue Mountains

4.88 out of 5 average rating, 41 reviews

Eco Cabin in Portland Private Waterfall & Pool

Our Eco Cabin is nestled in the Blue Mountains side of Portland. Our 20 acres are bordered by the crystal-clear waters of a river fed by multiple springs. Just 10min walk away is our private Waterfall, so mesmerizing we named it Beauty-Fall. Reconnect with nature, from the moment you rise, you will feel as if you are among the trees and the birds, our floor-to-ceiling glass windows bring the outdoors in while in complete privacy and comfort.

Oct 15 – 22

€ 384 per night

Guest favorite

Apartment in Kingston

4.91 out of 5 average rating, 22 reviews

Sky Castle @ Kingston 6

Unwind in the heart of the city at our Sky Castle Airbnb. Nestled just 2 minutes from shops and restaurants, and a short 10-minute drive to iconic attractions like the Bob Marley Museum, National Stadium, and Hope Gardens. Whether you're on a family vacation or a trip with friends, our space is perfect for both leisure and business. Take in breathtaking city views from our balconies and rooftop terrace, adding a touch of magic to your stay

Aug 28 – Sep 4

€ 167 per night