Vacation rentals in Portland Cottage

4.95 out of 5 average rating, 93 reviews

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

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The exterior of the home features a secure metal gate adorned with a sunburst design. Light-colored walls contrast with the gray driveway. A large window allows for natural light, complementing the modern architectural lines of the structure.

4.87 out of 5 average rating, 30 reviews

The Cherryhill of Old Harbor

Welcome to The Cherryhill – Your Home Away from Home in Old Harbor. Escape to comfort and convenience at The Cherryhill, a modern 2-bedroom, 1-bathroom home located in the brand-new Whim Estates gated community in Old Harbor, St. Catherine. Perfect for families, couples, or small groups. This cozy retreat offers everything you need for a relaxing stay. Enjoy a clean, secure environment just a short drive from both Spanish Town and May Pen, Clarendon, an ideal base for exploring Jamaica.

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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.

4.97 out of 5 average rating, 34 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.

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5.0 out of 5 average rating, 23 reviews

Cameron's Paradise

Welcome to Cameron's paradise !!! Where Comfort Meets Style!This enchanting retreat offers a serene oasis in the heart of old harbour 25 mins from Norman Manley airport Enjoy a modern 2-bedroom retreat with self check-in and cozy living space. Stay cool with AC, connected with free Wi-Fi, and take advantage of convenient laundry access—all in a safe, secure environment. Perfect for families, couples, or business travelers seeking a stylish and peaceful getaway. #Cameron's paradise

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5.0 out of 5 average rating, 19 reviews

Home in Hellshire

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.

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4.96 out of 5 average rating, 102 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.

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Superhost

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.

4.78 out of 5 average rating, 59 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.

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4.92 out of 5 average rating, 12 reviews

Serene Retreat in Gated Community - Entire Home

Escape to Serenity at Whim, a stylish 2-bedroom modern home within a 24-hour gated community with security, ideal for long-term stay. This unique retreat offers a calm, grounding energy with its whimsical, warm-inspired decor. Featuring a fully-equipped kitchen, air conditioning in all rooms, a tranquil bedroom, and a spacious living area, it comfortably accommodates 2-4 guests. Experience a peaceful getaway where every moment feels intentional.

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Apartment in Mineral Hieghts

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.

5.0 out of 5 average rating, 24 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!

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5.0 out of 5 average rating, 13 reviews

Townhouse in Portmore

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.

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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.