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Holiday houses in Portland Cottage

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland Cottage

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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
4.85 out of 5 average rating, 226 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

Guest favourite
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
4.89 out of 5 average rating, 89 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 favourite
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, 9 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.

Guest favourite
A comfortable seating area showcases two light gray sofas with a geometric area rug beneath. A round coffee table with a decorative tray is centered between the sofas. Large windows are adorned with light blue curtains, allowing natural light to illuminate the space.
Home in May Pen
4.92 out of 5 average rating, 12 reviews

Kgap Ranch,3 bedrooms with private pool and gym

KGAP Ranch, a perfect family getaway. Enjoy the experience that this 3 bedroom,3.5 bathroom oasis has to offer. Located in a quiet,safe & centrally located neighborhood. Less than 3 minutes access to high way 2000, 30 minutes from Kingston where major attractions like Usain Bolt tracks & records,Club Meca, Macau Gaming lounge & Bar.We are one hour away from excursions in Ocho Rios.KGAP Ranch is equipped with coded doors & security gates. Our host is responsive and reachable 24 hours.

Top Guest favourite
Home in Old Harbour
4.96 out of 5 average rating, 28 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.

Guest favourite
Home in Hellshire
5 out of 5 average rating, 17 reviews

Luxurious 6 bed villa w/own pool

Your whole group will be comfortable in this spacious, tastefully furnished and unique villa. Chill at the private plunge pool or stroll to the pristine waters of hellshire for sand, sun and sea. Gather as a family or a as a group to make memories in this hidden paradise. Equipped with fast free WiFi, smart TVs, large kitchens, many seating areas, you will have everything you need for a weekend, family reunion, and small events. Don't hesitate to book early for the best prices.

Top Guest favourite
Home in Old Harbour
4.97 out of 5 average rating, 87 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.

Guest favourite
A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.
Home in Old Harbour
4.87 out of 5 average rating, 53 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Top Guest favourite
A modern kitchen is presented with sleek cabinetry and stainless-steel appliances. Soft blue lighting highlights the granite countertops. An electric kettle and coffee maker are visible, alongside decorative kitchen mats. A window offers natural light, enhancing the functional space.
Condo in Kingston
4.89 out of 5 average rating, 334 reviews

Stunning smart apt with pool & amazing sunset view

Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.

Guest favourite
Home in Old Harbour
4.9 out of 5 average rating, 50 reviews

Evertonbnb 22 - With Private Pool and Spa

An Airbnb with a difference in Old Harbour St. Catherine, Jamaica. Private Pool and Spa. Enjoy Pool side Movie Nights on a 150 inch home theater projector screen. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping. Book your romatic weekend getaway or time out with friends or family.

Top Guest favourite
Townhouse in Portmore
5 out of 5 average rating, 9 reviews

Casa 28 | Gated 1BR | Near Beaches & Kingston

Your Private Escape at Casa 28 Step into your own private retreat in the heart of Portmore, located in Portmore Country Club II. This thoughtfully designed 1-bedroom townhouse offers the perfect space for rest, relaxation, and convenience—ideal for solo travelers, couples, or business stays. Wake up to natural light, enjoy peaceful surroundings, and experience Jamaica at your own pace.

Superhost
Home in Old Harbour
4.78 out of 5 average rating, 9 reviews

Casamara

Casamara is located in the new harbor village 3 gated community, it's a safe and comfortable environment. the place is equipped with all the amenities that you would need for a relaxing stay. there are two 55 inches tv in both bedrooms, there's 65 inches tv in the living Room with complimentary Netflix, washer/dryer, hot water, air conditioner, security camera around the premises.

Popular amenities for Portland Cottage holiday rentals

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