Vacation rentals with a pool in Portland

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. 10m drive away from Starbucks 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. NB the pool is a community pool 7min walk

Location · Value · Nearby

Kelly’s Luxury Suite - Where Comfort Meets Style.

Step into modern luxury in the heart of Liguanea. Kelly’s Luxury Suite offers the perfect blend of elegance, comfort, and convenience. Ideal for business travelers, couples, and weekend explorers seeking a serene city escape. Unwind in a beautifully designed space featuring a chic living area, fully equipped kitchen, and cozy bedroom accented with designer touches and ambient lighting. Wake up to peaceful views, enjoy your morning coffee on the balcony with premium amenities at your fingertips.

Location · Family · Check-in

Sierra Vista @ Mont Charles - Liguanea Kingston 6

Welcome to your home away from home in the heart of Kingston’s most sought-after neighborhood with the perfect blend of comfort, style, and convenience for travelers, business professionals, or anyone seeking a peaceful city retreat. Located in the prestigious Kingston 6 area, you're just minutes away from The U.S.A Embassy, Liguanea Plaza, Sovereign Centre, and local restaurants, The University of the West Indies & University Hospital, Bob Marley Museum and Hope Gardens and Devon House .

Family · Location · Access

Holistic Eco Villa with Ocean View & Plunge Pool

A serene retreat nestled in the hills of Passley Garden. The road to our property is steep and rocky, requiring a 4-wheel drive vehicle. Our villa is part of a holistic, eco-friendly operation, surrounded by lush tropical plants and offering a partial view of Port Antonio. A private wooden deck, complete with a cabana and plunge pool exclusively for our guests. Please note that the villa does not include a full kitchen with appliances. Kindly read our full description and reviews.

Location · Value · Pool

The Ridge Cottage at Iya Ites

A 10-acre estate set high upon a hill where ocean views collide with mountain breezes, a paradise unlike any other beckons to be experienced. Iya Ites—local dialect for Higher Heights— is a private property in the John Crow Mountains of Port Antonio, hidden in a lush tropical forest overlooking the crystalline waters of the Caribbean below. Far away from the noise of the tourist crowds, Iya Ites is your invitation to an exclusive and authentic Jamaican vacation.

Family · Location · Outdoor spaces

Riverhouse Villa 5BDR/4BT with Pool & River

Riverhouse Villa – Luxury Rustic Riverfront Retreat with Private Pool Escape to Riverhouse Villa, a luxury rustic riverfront villa surrounded by nature. Enjoy a private swimming pool, direct river access, and peaceful surroundings ideal for relaxation. This stylish retreat blends natural wood and stone finishes with modern comforts, featuring spacious living areas, comfortable bedrooms, and high-speed Wi-Fi—perfect for romantic getaways or quiet luxury escapes.

Family · Location · Comfort

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.

Location · Family · Beach

Starfish Cottage

IMPORTANT NOTE: This property does not accept children under 13. Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.

Value · Location · Kitchen

Lotus Rise at Ashton | Pool Villa – Kingston 6

Private Kingston 6 villa near Liguanea with pool, swim-up bar, and outdoor kitchen. Lotus Rise at Ashton features 3 bedrooms, each with a private bathroom, plus a spacious master suite. Bedrooms are air-conditioned. Enjoy a fully equipped kitchen and lush outdoor spaces with fruit trees and patio seating. Minutes from Sovereign Centre, Liguanea Plaza, restaurants, UWI, Hope Gardens, and the Bob Marley Museum. Entire property is exclusively yours.

Location · Family · Outdoor spaces

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.

Location · Family · Walkability

Mother Nature

*Mother Nature is a detached round stone house with a green roof terrace. The house has a king-size bed, a private bathroom, wooden and stone terrace, as well as a large garden. *There is also a covered outdoor kitchen available with all the utensils you need. Cooking with mountain views. *And again you have another view from the covered gazebo. In the midst of Mother Nature you can relax and watch birds, stars and clouds. *Feel free

Value · Location · Air conditioning

Vista Azul - Cozy, ground floor apartment

This apartment offers all you need in a compact, cheery space: one air-conditioned bedroom with a Queen-sized bed, full 3 piece-bathroom ensuite; Living Room with cable television, Kitchen - complete with a 4-burner gas stove, refrigerator and microwave; Dining area and Porch. Guests also have access to free WiFi, the large entertainment deck, pool and large fruited backyard.

Location · Value · Nearby