Family-friendly holiday rentals in Caribbean Estates, Greater Portmore

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.

4.85 out of 5 average rating, 212 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

A charming exterior of a single-story home is highlighted by soft outdoor lighting. A small seating area with two chairs is positioned by the entrance, framed by well-maintained landscaping. Lush greenery and gravel paths lead up to the welcoming front door.

4.95 out of 5 average rating, 59 reviews

Gated Cozy Urban Luxe Retreat

Phoenix V is your city oasis. Find serenity in our secure haven, blending luxury & tranquility. setting the stage for a peaceful escape from the bustling urban landscape. Our home invites you to unwind while enjoying a cozy ambiance. Enjoy a luxurious bedroom as the living area opens to a contemporary, fully-equipped kitchen. Central location, minutes from cultural gems & vibrant life. Relax on the private verandah with lush views. Perfect for business or leisure, book your home away from home!

A king-sized bed is adorned with a scattering of rose petals, creating a romantic ambiance. Soft lighting from small candles complements the festive decorations, including balloons and gold lettering. The cozy atmosphere is enhanced by a bottle and two glasses placed on a decorative tray.

4.82 out of 5 average rating, 149 reviews

Relaxing king size bed

Relax is located in the sunshine city of greater portmore st. Catherine, about 40 minutes drive from Norman Manley International airport. There is one bedroom with one king bed, a air condition unit, television, there is also a bathroom, living and dining area, varandah kitchen and a mini gym. We also offer free WiFi and park space and it sorrounded by recreational areas such as restaurants, supermarkets, clubs, gas stations and beaches about 7 to 8 minutes from the property, it’s very relaxing

An open living and dining area is featured, showcasing a modern chandelier and a TV positioned across from two comfortable sofas. A wooden dining table is visible, surrounded by sturdy chairs. Natural light enters through large windows, enhancing the spacious ambiance.

4.89 out of 5 average rating, 56 reviews

Caribbean Comfort Gated: Cozy Elegance, 3 bedrooms

Welcome to Estate Comfort, nestled in a secure gated community. This luxurious 3-bedroom Airbnb has spaciousness and style with 4 cozy beds; each room offers comfort and elegance. Perfect getaway for family, friends or business travelers. Revel in peace of a private neighborhood and enjoy the convenience of nearby attractions. Vacation is more than just a stay; it's an experience of relaxation and convenience. Book now. FYI: The inside Stairs does not access upstairs, access is from outside.

Home in Saint Catherine Parish

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.

4.9 out of 5 average rating, 135 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.

Treehouse in St. Andrew Parish

A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.

4.84 out of 5 average rating, 124 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

A cozy bedroom features a queen-sized bed adorned with a light-colored bedspread and decorative pillows. Bright yellow walls create a warm ambiance, complemented by artwork above the headboard. Natural light enters through sheer curtains, and a bedside table holds a small arrangement of flowers and a book.

4.9 out of 5 average rating, 156 reviews

★ Suite Comfort ★ Classic and Modern City Haven ☀

Welcome to Phoenix Park Village.This house is located in the beautiful city of Portmore. Whether you are here on business or pleasure, you will find that this home will suit all your needs. This flat is tastefully decorated and equipped with modern furniture and appliances, Free Wifi, Smart TVs with fire stick for home entertainment streaming, Internal Washer, hot water pipes, AC Units and Ceiling Fans. Nothing but elegance and comfort for the ultimate JAMAICAN VACATION!

A modern dining area is showcased with a round white table surrounded by four sleek gray chairs. Fresh yellow flowers are placed in the center. Natural light floods the space through a decorative window, highlighting the adjacent kitchen and laundry appliances.

4.85 out of 5 average rating, 127 reviews

GATED COMMUNITY!! 2BR/1BA Home Portmore/Jamaica!

Relax with your family, This place can host up to 6 people, this house have air conditioning in "ALL" rooms. This house also includes a washer & dryer, high-speed internet WIFI, along with smart 4K TV’s. Rest assured with 24 hour security on premises in this gated community. Don’t want to cook? this house is 8 minutes away from popular restaurants and 20 to 35 minutes from Kingston and Norman Manley International Airport Depending on traffic. Why wait Book now!!!!

4.91 out of 5 average rating, 110 reviews

Townhouse in Portmore

The Oasis @ Portmore Country Club

The Oasis vacation home, is a modern decorated home located in Portmore Country Club community, a quiet, peaceful and family orientated gated community with 24/7 security. The property is located 25 minutes from Kingston and 1 hr. from Ocho Rios travelling on the North South Highway. The house is within walking distance from the well known Sovereign Village and Hung Way shopping mall with restaurants, movie theater, pharmacies and other convenient stores.

The exterior of a single-story house is seen under a partly cloudy sky. It features a light beige façade with white trim around the windows and door. Two large windows flank the central entrance, offering a welcoming appearance, while a flat, paved area leads to the entrance.

4.97 out of 5 average rating, 38 reviews

"Exquisite, holiday home in Portmore".

Set in the beautiful sunshine community of Portmore, Phoenix Park is a beautiful, tranquil gated community in Portmore. This community is newly built and boast amenities such as gazebo, kiddies park, football field, and 24hrs security. The house has 1 bedroom and 1 bathroom, dining room, living room and kitchen. The house has an open concept with wireless internet, HD smart television with cable and air conditioning units in the bedroom.

The exterior view of the home features a paved driveway leading to the entrance, framed by a small garden with flowers. Light-colored walls and large windows create an inviting look, and a community area with greenery is visible in the background.

4.81 out of 5 average rating, 146 reviews

Exquisite 2 bedroom garden home in gated community

Modern 2 bedroom 1 bathroom home, made and customized for your own peaceful ,relaxation in a quite gated community. The bedrooms are equipped with television with access to netflix , wi-fi ,air conditioning unit and ceiling fan in each room.The home also comes with its own washing machine and barbecue grill. Self light stove and ice 🧊 maker refrigerator. Bedside lamps with phone chargers 🔌 and alarm ⏰ to wake you up.

Guest suite in Hope Pastures

An outdoor sitting area is visible, featuring a small patio with a mix of potted plants including flowering species. A white chair and small table complement the space, providing a serene entrance to the garden apartment. The surrounding greenery adds a natural touch.

4.9 out of 5 average rating, 164 reviews

Garden apartment @ Charlemont

Wonderful location. Self-contained and spacious one bedroom garden apartment, with one queen sized bed, kitchen/diner and bathroom. Close to some of Kingstons best restaurants, cafes, bars and supermarkets. Five minute walk to the beautiful Hope Botanical Gardens and Zoo and a short drive to The University of the West Indies and The University of Technology.

Popular amenities for Caribbean Estates, Greater Portmore family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.76 out of 5 average rating, 87 reviews

Luxury Kingston Condo| Pool & 24/7 Security| WIFI!

Townhouse in Beverly Hills

A serene pool area is seen, featuring a clear blue swimming pool with an integrated hot tub. Lounge chairs are positioned nearby, offering a view of the surrounding hills. The patio is surrounded by decorative planters, enhancing the outdoor ambiance.

4.8 out of 5 average rating, 168 reviews

5 star comfort and environment at best cost

The image presents a modern condominium building featuring multiple stories with distinct color patterns. Large windows offer ample natural light, while balconies extend from the upper floors. The rooflines are elegantly designed, contributing to the contemporary aesthetic of the architecture.

4.86 out of 5 average rating, 94 reviews

Kingston - Centrally located luxury apartment

Guest suite in Constant Spring

A serene pool area is surrounded by lounge chairs and tropical plants. A shaded gazebo is positioned nearby, and a scenic view of distant mountains is visible in the background. The clear water of the pool reflects the sunlight, creating a calming atmosphere.

4.88 out of 5 average rating, 24 reviews

Ridgeview suite 4

4.7 out of 5 average rating, 147 reviews

The entrance of the suite is framed by lush greenery and colorful flower pots. A small tree provides shade while a gravel path leads toward the welcoming door. The exterior features a light yellow finish with several windows, enhancing the charm of the setting.

Guest suite in Liguanea

Paradise

4.74 out of 5 average rating, 47 reviews

The entrance of Long Mountain Country Club is lined with lush greenery and vibrant flowers. A clear view of a security kiosk is visible on the right, where a vehicle is parked, and a stop sign is positioned nearby.

Condo in Beverly Hills

Akwaaba LM Pinnacle suite

The exterior of a single-story home is displayed, featuring a warm yellow façade with decorative white columns. A small seating area with two chairs is positioned under a covered porch. Lush green grass borders the pathway leading to the entrance.

4.72 out of 5 average rating, 36 reviews

CHEERFUL TROPICAL 4BEDROOMs Villa Security 24hour

The rooftop terrace features landscaped greenery and a refreshing pool, complemented by modern lounge chairs. An expansive seating area provides a place for relaxation, while clear views of the surroundings can be enjoyed from various vantage points.

4.87 out of 5 average rating, 52 reviews

The Luxury Getaway @Via, w/Rooftop Pool & Gym.

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 15 reviews

A spacious living area features a modern sectional sofa adorned with decorative cushions in various colors. A glass coffee table sits in the center, topped with a floral arrangement. Natural light filters in through large windows, draped with stylish, dark curtains.

Condo in Portmore

Bayfront Villas and Apartment - Portmore

4.85 out of 5 average rating, 26 reviews

A cozy sleeping area features a spacious bed dressed in white linens, complemented by decorative pillows. A dark wooden dresser and matching nightstand are present, with stylish lamps providing soft lighting. Light filters through the window, framed by gray curtains.

Home in Spanish Town

Cozy Retreat in Jacar Homes

Apartment in Constant Spring

A parking area is visible in the foreground, surrounded by multi-story buildings with a tropical landscape in the background. Palm trees add greenery, while a guardhouse stands at the entrance. The sky is partly cloudy, providing a bright and open atmosphere.

4.76 out of 5 average rating, 124 reviews

Kingsley's Hillman Apartment with pool

A bright sleeping area features a large bed with a rich red coverlet, complemented by various textured throw pillows. A sleek dark sofa is positioned in front, alongside a small circular table. Natural light filters through a window adorned with floral valances.

4.86 out of 5 average rating, 50 reviews

Cottage styled apartment in Kingston , Jamaica

A modern living area features elegant white marble flooring and a neutral color palette. A flat-screen TV is mounted on the wall, while a coffee table sits in the center. A dining area with wooden chairs and a small table is visible, leading to an open kitchen space.

4.97 out of 5 average rating, 33 reviews

A Place To Return.

4.89 out of 5 average rating, 305 reviews

A private balcony offers a serene view of the Caribbean Sea, showcasing gentle waves lapping against a rocky shore. The landscape features a mix of sandy and rocky terrain, set against a cloudy sky that hints at the upcoming sunset.

Guest suite in Bull Bay

Rustic Beauty Beach Front Hideaway

4.93 out of 5 average rating, 14 reviews

Apartment in Portmore

Spacious two bedrooms with sea and city view

4.91 out of 5 average rating, 23 reviews

A modern entrance gate is featured, designed with horizontal wooden slats and a circular cut-out. Behind the gate, a driveway leads to a parked car. Lush greenery surrounds the property, while a tiled area provides a welcoming view of the exterior.

Guesthouse in Portmore

Tropical Retreat - Unwind in our 2 Bedroom Stay

Family-friendly home rentals with a pool

A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.

4.94 out of 5 average rating, 187 reviews

Light &Bright 1-bedroom Apartment w pool

A dining area is visible with a wooden table set for four, featuring plates and napkins. A bowl of snacks and a water bottle are placed on the grey stone countertop. In the background, artwork adorns the wall alongside a Smart TV, and a green plant adds a touch of freshness.

4.94 out of 5 average rating, 216 reviews

A New Gem in Kingston, 1 BR Modern Luxury Apt

4.72 out of 5 average rating, 127 reviews

A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.

Home in Spanish Town

Comfort Cottage | private pool | 24hr security

A stylish living area features a brown leather sofa, a sleek desk with a modern chair, and a round coffee table. Large windows allow natural light to fill the space, while art pieces adorn the walls, contributing to the contemporary design.

4.79 out of 5 average rating, 123 reviews

Pure Elegance I Kingston City (Resort Style Pool)

Apartment in Beverly Hills

A modern living area is presented with a black leather sofa adorned with decorative pillows in shades of blue and white. A matching ottoman complements the seating. A glass dining table with black chairs is visible in the background, featuring unique cut-out designs.

4.85 out of 5 average rating, 224 reviews

CityFive Kgn 1 BDRM Blue Mtn & City Views fr Deck

Apartment in New Kingston

A spacious living area features a comfortable gray sofa and loveseat with decorative blue cushions. A glass coffee table is positioned on a modern area rug. In the background, a kitchen is visible, showcasing dark cabinetry and sleek appliances.

4.91 out of 5 average rating, 117 reviews

Renewal at The Bromptons, New Kingston.

Apartment in West Cumberland

A dining area is seen with a glass table set for four, featuring colorful bowls and glassware. The living space is furnished with a dark sofa, highlighted by vibrant cushions. Light filters in through sheer curtains, adding warmth to the inviting atmosphere.

4.94 out of 5 average rating, 118 reviews

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*

The modern exterior of the gated complex is displayed, featuring a blend of light and dark blue facades. The entrance sign indicates 'Harloe's Place,' while multiple balconies are visible on the upper floors, enhancing the structure's contemporary design.