Family-friendly holiday rentals in Hellshire

A cozy living area features bright red sofas adorned with patterned cushions. A flat-screen television is mounted on a sleek, marble-like wall. Light filters through sheer curtains, illuminating the space, while decorative wall art adds a personal touch.

5 out of 5 average rating, 15 reviews

"Home -felt Two bedroom vacation home in Portmore"

This property was built with the guest in mind and located in a quiet & family oriented neighborhood in Hellshire, Portmore. There are Security Cameras, Wifi, Cable TVs, Indoor laundry & A.C. The Airbnb has an open yard concept. Please read the list of amenities. An additional unit is on the property that is 90% complete. The AIRBNB is a separate entrance. You are 5 minutes away from Hellshire Beach and 7 mins from KFC, Pizza Hut, Grocery store, pharmacy, gas stations and a local police station.

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.

4.86 out of 5 average rating, 221 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

Townhouse in Portmore

The Royal Oasis Suite-with Jacuzzi

Welcome to your cozy and modern 2-bedroom getaway in the heart of Portmore! Perfect for couples, families, business travelers, and small friend groups, this comfortable home offers everything you need for a relaxing stay. Located just 15 minutes from Hellshire Beach, famous for its seafood and vibes, and only 2 minutes from PriceSmart, you’ll enjoy convenience, comfort, and authentic Jamaican charm. 5 minutes from movie theater and mall with a variety of restaurants including Chinese and others.

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.

4.96 out of 5 average rating, 78 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.

4.88 out of 5 average rating, 152 reviews

The living room features a colorful three-piece suite arranged around a glass coffee table, with a natural sheepskin rug beneath. Large windows are adorned with roman blinds, allowing natural light to fill the space. A ceiling fan enhances the comfort of the area.

Bungalow in Portmore

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

5 out of 5 average rating, 19 reviews

A private outdoor area features a rectangular plunge pool surrounded by lush green grass. Comfortable seating areas are arranged under a wooden pergola and gazebo, complemented by pool lounge chairs. The bright sky and light clouds create an inviting ambiance.

Home in Hellshire

Sandhill's Private Pool and Gym, Luxxe 2 Bed Villa

Escape to your private oasis! Enjoy a private plunge pool, a large gym, private backyard; entire ground floor, and easy access to Hellshire’s beautiful beaches. Our fully air-conditioned villa features high-speed WiFi, smart TVs, and all the comforts of a modern home—perfect for families or groups. Stock up on groceries or savor fresh seafood from Hellshire’s famous food stalls. Relax, unwind, and create unforgettable memories in this cozy retreat. Save now and book later.

4.9 out of 5 average rating, 159 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, 137 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!!!!

A comfortable living area features two light-colored sofas accented with yellow cushions, set against a backdrop of pale blue walls. A colorful area rug covers the polished tile floor, and large windows are dressed with flowing blue curtains that allow natural light to fill the space.

5 out of 5 average rating, 20 reviews

D'Anna's Place

Welcome to our exclusive Caribbean Estate gated property. Prepare to be enchanted by the perfect blend of privacy, luxury, and tropical beauty that awaits you. As you enter the gates of our estate, you'll be greeted by a world of elegance and tranquility. The lush gardens, swaying palm trees, and vibrant flowers create a breathtaking backdrop for your Jamaican getaway. With security and privacy at the forefront, you can fully unwind and indulge in a worry-free vacation.

4.5 out of 5 average rating, 24 reviews

The exterior of a two-story house is visible, surrounded by a low stone wall with a wooden gate. The façade features decorative arches above windows, and a well-maintained lawn adds greenery to the setting. A clear blue sky is seen above the home.

Home in Hellshire

Hellshire D'Villa Quite Area

Escape to the tropical paradise of Hellshire, Jamaica With plenty of space for up to 12 guests (kids are welcome) After a day at the beach, come home and relax on the outdoor patio or roof to gazebo with a cold drink. For those who want to explore the area, the house is conveniently located approximately 50 miles from Ochi Rois by way of toll, 17 miles from Kingston Jamaica, and only 5 miles from Shopping Mall, grocery stores, movie theaters, and more in Portmore.

4.91 out of 5 average rating, 112 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 bungalow-style home is displayed, featuring a welcoming entrance with a decorative door and a large arched window. Lush greenery surrounds the entrance, complementing the warm earth tones of the building. The roof is sloped, providing an inviting architectural detail.

4.91 out of 5 average rating, 67 reviews

Comfortable 2 bedroom Home in gated community

Welcome to our beautiful, clean and comfortable vacation home. Located in the quiet and secure Caribbean Estates community, the house is located within 15 minutes of the Fort Clarence and Hellshire beaches and all the major commercial areas of Portmore. We offer two lovely bedrooms, a bathroom, living, dining and kitchen equipped with all the amenities for your comfort. Both bedrooms have AC. Living room has a smart TV and kitchen is equipped.

Popular amenities for Hellshire family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A dining area is presented with a glass table surrounded by four modern chairs. A vibrant orchid centerpiece adds a touch of elegance. Two abstract art pieces adorn the wall, while soft, neutral curtains frame the space, complemented by warm lighting.

4.5 out of 5 average rating, 6 reviews

Luxury Oasis

4.97 out of 5 average rating, 31 reviews

A tall, gated wall is seen, featuring a decorative pattern and adjacent palm trees. Soft lighting highlights the entrance, creating a welcoming effect. A small grassy area is visible in front of the gate, contributing to the overall inviting exterior of the property.

Home in Harbour View

Home away from home

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.

4.81 out of 5 average rating, 176 reviews

5 star comfort and environment at best cost

4.86 out of 5 average rating, 21 reviews

Home in Old Harbour

Harmony Suites @ The Concierge 4BD RM.

A spacious jacuzzi is set against a modern wall design featuring light tiles with decorative accents. Two cushioned black headrests are visible, enhancing comfort. Natural light enters through a small window, illuminating the inviting space.

4.85 out of 5 average rating, 65 reviews

Simm's Estate lux with Jacuzzi

5 out of 5 average rating, 16 reviews

A modern cabin features a dark wooden exterior with large windows, allowing views of the surrounding greenery. Steps lead up to the entrance, which is framed by small plants. A sign indicating 'Cottage Blu' is prominently displayed near the door.

Cabin in Mulleth Hall

Cottage Blu

4.71 out of 5 average rating, 153 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

4.9 out of 5 average rating, 50 reviews

A modern single-story home is surrounded by a well-maintained grassy area. A small palm tree adds a touch of greenery near the entrance. The front porch features a decorative railing, and a fire pit is positioned on a stone surface, enhancing the outdoor space.

Home in Old Harbour

Evertonbnb 22 - With Private Pool and Spa

Family- and pet-friendly home rentals

4.8 out of 5 average rating, 109 reviews

The bedroom features a spacious queen-sized bed with a light-colored patterned coverlet. Two wooden nightstands with lamps are positioned on either side. A comfortable chair is placed in the corner, and a TV is mounted on the wall. Soft light filters through sheer curtains.

Apartment in Kingston 10

Peaceful 1BR Apt near Devon House

The dining area features a glass table set with two white cups and accented by a decorative placemat. A large mirror leans against the wall, while a door leads to another room. Green plants and minimal decor enhance the modern aesthetic.

4.76 out of 5 average rating, 34 reviews

Solace at Phoenix Park

4.81 out of 5 average rating, 27 reviews

A welcoming sign is displayed at the entrance, featuring the phrase 'Welcome to Our Home' in an elegant script. The sign is positioned above a decorative beaded curtain, creating an inviting atmosphere for guests as they enter.

Home in Spanish Town

Livi's Hide-Away!

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, 129 reviews

Kingsley's Hillman Apartment with pool

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, 170 reviews

Garden apartment @ Charlemont

4.88 out of 5 average rating, 8 reviews

A modern two-story building is depicted with a bright white exterior and a distinctive blue roof. A private pool is situated in the front, while a spacious terrace overlooks the area. Surrounding greenery complements the residence within a gated community.

Apartment in Paisley

Queen bed suite with full kitchen

4.88 out of 5 average rating, 318 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

4.92 out of 5 average rating, 25 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

4.95 out of 5 average rating, 20 reviews

Condo in Portmore

Luxury Gated Condo w/Steps to the Beach & 2 Pools.

4.96 out of 5 average rating, 159 reviews

Vibrant purple orchids are prominently displayed in the foreground, with a lush garden environment surrounding a clear swimming pool in the background. Tropical plants and trees are seen throughout the scene, contributing to a serene outdoor atmosphere.

Guesthouse in Norbrook

Orchid Cottage

Apartment in Beverly Hills

A cozy sleeping area is highlighted by a spacious bed adorned with a soft white quilt. Natural light is filtered through large glass doors leading to a balcony, which is surrounded by greenery. A wall-mounted television is visible, alongside a bedside lamp on a wooden table.

4.96 out of 5 average rating, 125 reviews

Modern flat with a view

4.88 out of 5 average rating, 16 reviews

OakEstate2bed 2bath|Pool &Gym|24hrSec.|CarRental

4.73 out of 5 average rating, 129 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

4.75 out of 5 average rating, 65 reviews

A view from the balcony showcases the ocean and hillside in the distance. Lush greenery and colorful flora line the shore, while a hammock is visible, inviting relaxation under the sun. Clear blue skies complement the tranquil waters.

Holiday home in Portmore

Royale Villa Escape- 2BD w/Ocean and Mountain View

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, 124 reviews

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