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Vacation rentals in Portland Cottage

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Portland Cottage

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

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 232 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Top guest favorite
Home in Portmore
5 out of 5 average rating, 21 reviews

Poolhouse@Countryclub | Private Pool | Gated

Enjoy a peaceful stay within a secure, gated community. This centrally located oasis places you close to Portmore’s entertainment and shopping areas. Just a 3-minute walk brings you to the community’s private convenience store, restaurant, and deli, while Starbucks and other dining options are only a 7-minute walk away. The famous Hellshire Beach is a 15-minute drive, perfect for enjoying fresh seafood . The Norman Manley Intl Airport is just 45 minutes away, making travel easy and stress-free.

Superhost
The exterior of the apartment is showcased, featuring a two-story white structure with blue accents. A secure fence and electric gate provide safety. Surrounding greenery enhances the peaceful environment, while a covered porch area offers a shaded space to relax.
Home in Sandy Bay
4.79 out of 5 average rating, 53 reviews

PAARJ Peaceful Escape with Pool, Garden&Parking #1

This spacious retreat is located in a quiet neighborhood, minutes from the Millennium Mall, May Pen Town Centre and close to the highway. ✨Features Swimming Pool Two electric/remote-control gates for easy, secure access Solar water heating system Grilled windows and doors for added safety 8-lens, 24-hour security camera system (external) Off-street parking for up to 4 cars. Well kept garden This retreat is safe, spacious, peaceful and relaxing. Ideal if you're visiting for work or leisure.

Guest favorite
A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.
Home in Portmore
4.96 out of 5 average rating, 91 reviews

Chillax Island Stay – Private Pool & Gazebo

🌴 Welcome to Chillax Island Stay, your fully solar-powered, comfortable getaway. Experience our modern solar and battery backup system, which ensures uninterrupted essential amenities even during power outages. Whether you’re visiting family, working remotely, or seeking a relaxing escape, you’ll appreciate a clean, secure environment where everything functions smoothly. Unwind in our spacious backyard, complete with a private pool, beautiful gazebo, and plenty of space to relax and chill.

Superhost
A spacious outdoor area features a crystal-blue pool with built-in seating and a hot tub. Surrounding the pool, several lounge chairs are positioned under an umbrella, while a well-maintained garden with vibrant flowers offers a natural border.
Villa in Lionel Town
4.86 out of 5 average rating, 96 reviews

Country Villa

Villa de Campaña is a breath taking 3 bedroom,3 bathroom with a exquisite private crystal ocean blue pool and gym. If you adore nature and privacy then this is the place to be . Salt river mineral bath is just 15 mins away and also the wonderful white sand beach seafood restaurant Villa de Campaña is ideally located along the south coast. The property is fitted with a 35ft pool, gym, fish pond and indoor design for comfort. No visitors - only the 6 guests on booking permitted in the villa

Guest favorite
The kitchen features modern cabinetry in navy blue and white, complemented by a marble countertop. A gas stove and stainless steel refrigerator are visible. Colorful decor, including sunflowers and pineapples, adorn the island. LED lighting along the ceiling adds a contemporary touch.
Home in Old Harbour
5 out of 5 average rating, 10 reviews

Modern Home ( Gated Community) NHV3 Old Harbour 1

Modern Home Gated. Fully Solar 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

Top guest favorite
A comfortable living area features a spacious sectional sofa, complemented by a coffee table and inviting decorative accents. Bright artwork depicting beach scenes adorns the wall, while a dining table with chairs is positioned nearby, enhancing the functional layout of the open space.
Home in Old Harbour
4.97 out of 5 average rating, 33 reviews

Camerons Cove-378 Home in Whim Estates Old Harbour

A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

Top guest favorite
Home in Old Harbour
4.97 out of 5 average rating, 95 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Top guest favorite
A modern open-plan kitchen integrates with a spacious living area, featuring sleek cabinetry and stainless steel appliances. Sunlight brightens the glossy tiled floor, while a comfortable sectional sofa adorned with yellow and gray pillows invites relaxation. Large windows provide views of the outdoor surroundings.
Apartment in Mineral Hieghts
5 out of 5 average rating, 23 reviews

The Luxe Paradise

Modern 2-bedroom Retreat in Clarendon! Just 3 minutes away from Millennium Mall, popular restaurants, supermarket, gas station, Highway 2000, close to Murrays Fish & Jerk Hut, and much more! Enjoy a fully equipped apartment with a private terrace, A/C, fully kitchen, Wifi & Smart TV. Book now and enjoy Clarendon with comfort, convenience, and a touch of luxury!

Guest favorite
Home in Old Harbour
4.83 out of 5 average rating, 24 reviews

Harmony Suites @ The Concierge 4BD RM.

Magnificently nested in a secure Old Harbour community is Harmony Suites. It is a modern and stylish four bedrooms property that is less than 1km from the town center. Additionally, its is fully equipped with all the amenities that make it a home away from home, and like no other, provides a panoramic view of Caribbean Sea and the famous Old Harbour Bay.

Top guest favorite
Townhouse in Portmore
5 out of 5 average rating, 10 reviews

Casa 28 | Luxury 2BR 2.5BA | 24HR Gated Security

Welcome to Casa 28 – Your Private Jamaican Escape! Wake up to warm Caribbean sunshine in a peaceful, secure gated community in Portmore Country Club II, designed for comfort, relaxation, and convenience. Whether you’re visiting Jamaica for a getaway, business, or to reconnect with family, Casa 28 offers the perfect blend of modern living and island charm.

Guest favorite
A vibrant two-story house is displayed, featuring a yellow exterior with white accents. A balcony spans the upper floor, supported by decorative columns. The entrance is framed by large garage doors, while a secure black gate separates the property from the street.
Home in Old Harbour
4.88 out of 5 average rating, 41 reviews

Nate Luxury Stay airbnb

Have fun with the entire family in this luxury Airbnb. Great place for family and friends gathering. Cool mountain view. Close to all central locations. 24-hour surveillance surrounding the building. This property is only 2-4 minute from all major highways. Breakfast is available for an additional charge. Must be ordered 24 hours in advance.

Popular amenities for Portland Cottage vacation rentals

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. Portland Cottage