Vacation rentals in Portland Cottage

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Top-rated vacation 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

4.86 out of 5 average rating, 198 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 favorite

A cozy bedroom features a queen-size bed with a light gray quilt and decorative pillows. Natural light filters through sheer curtains on either side of two windows. A bedside table holds a lamp and a vase of flowers, while an air conditioning unit is mounted above.

Home in Old Harbour

4.96 out of 5 average rating, 76 reviews

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

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.

Top guest favorite

A cozy living area features a dark brown sectional sofa and a matching chair adorned with yellow and brown cushions. A glass coffee table is centered on a patterned rug, while a lamp and art piece add a touch of elegance near a window dressed with cream curtains.

Home in Old Harbour

5 out of 5 average rating, 41 reviews

Exquisite Manor

Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

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

4.88 out of 5 average rating, 81 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

Top guest favorite

A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.

Home in Saint Catherine Parish

4.9 out of 5 average rating, 133 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Top guest favorite

Home in Old Harbour

4.95 out of 5 average rating, 59 reviews

Family 2BR Getaway, Pool, Gym & Games Galore

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

The exterior of the vacation home showcases a two-story design with a distinct color palette and arched windows. A paved driveway leads to a spacious garage, framed by decorative columns. The sky above is partly cloudy, enhancing the inviting presence of the property.

Home in Clarendon

5 out of 5 average rating, 33 reviews

Step into TRENZ …Airbnb

Step into Trenz Airbnb. A luxurious vacation home conveniently and centrally located in the gated community of Paisley Place. Trenz offers 3 modern bedrooms, each outfitted with its own en-suite bathroom, air conditioning, and hot water to sleep 6 persons comfortably. You’ll be 5 minutes away from : *May Pen Town Centre * The major highways * Millennium Mall. * Knutsford Express You’ll be 15-20 minutes away from: * Fyah Side *Murrays Fish & Jerk

Guest favorite

A comfortable bedroom is furnished with a spacious bed adorned with soft pillows and a light blanket. Black-out curtains frame the window, while artwork featuring palm trees decorates the walls. A bedside table offers storage and a remote control is placed on the bed.

Home in Old Harbour

5 out of 5 average rating, 11 reviews

JayA Suite2: Apartment in Old Harbour

A peaceful, relaxing 1 bedroom apartment. Apartment has a gate in a quiet friendly neighborhood, however the community is NOT gated. 5 mins drive into Old Harbour town and easy access to the highway. Equipped with your everyday essentials. Family friendly home away from home. IG @jayasuite876 35 minutes from Kingston Norman Manley airport via Highway 2000 Please feel free to ask any questions, for further details about the property.

Top guest favorite

A cozy bedroom features a spacious bed with a light-colored quilt and decorative pillows. Air conditioning is provided above, while large windows are adorned with teal curtains. A wooden dresser with a blue decorative vase and a mirror complement the room's serene atmosphere.

Home in Portmore

5 out of 5 average rating, 6 reviews

Gated Home 2: A/C, Airport Pickup, 15 min to Beach

Your Cozy Escape! Welcome to your second home in Phoenix Park Village 2! This stylish 2-bedroom stay is ideal for families or friends. Enjoy comfy air-conditioned rooms, a full kitchen, washer, free parking, and 24/7 security. Wheelchair accessible with airport pickup available (extra cost). Close to shops, restaurants, and entertainment. Hosted by a Superhost, you’ll feel right at home—comfort and convenience guaranteed!

Guest favorite

A modern kitchen is presented with dark cabinetry and a granite countertop. Kitchen appliances, including a microwave, stove, and double-door refrigerator, provide functionality. A dining table set for two is featured, with a glass and decorative elements, enhancing the space's practical appeal.

Apartment in May Pen

4.9 out of 5 average rating, 41 reviews

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Top guest favorite

A spacious bedroom is furnished with a large bed, featuring a vibrant blue throw across the white linens. A bedside lamp rests on a nightstand, and a piece of wall art adds a subtle touch. A bathroom is visible in the background.

Home in Old Harbour

4.94 out of 5 average rating, 18 reviews

Luxe Oasis: Pool, Gym, Chef, 24hr Security

Welcome to Luxe Oasis— your private, secure escape in the heart of Old Harbour. Whether you're traveling for rest, romance, or remote work, our modern, gated property offers the perfect blend of comfort and convenience—with home-cooked meal options available upon request! ⏳ Our calendar fills fast—especially on weekends and holidays! Book now and experience laid-back luxury at The Manor ✨

Guest favorite

A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.

Home in Old Harbour

4.9 out of 5 average rating, 41 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.