Family-friendly vacation rentals in Hellshire

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.

4.84 out of 5 average rating, 238 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

FamilyKitchenAccess

A cozy living area is featured, with a dark sectional sofa accented by colorful throw pillows. Large windows are adorned with orange and beige curtains, allowing natural light to filter in. A circular coffee table sits in front of the sofa, surrounded by eight dining chairs.

4.89 out of 5 average rating, 61 reviews

Sunshine Retreat

Sunshine Retreat is located in a peaceful gated community in Portmore.Close proximity to all the necessary amenities such as supermarket, movie theatre and beaches.10mins away from the highway to the north coast.The property gives you an entertaining setting with wifi, Netflix, Alexa & 3 TVs. Rooms are equipped with Air Conditioning, TVs, Night Lights.The Kitchen provides all the appliances to make your stay comfortable. The ambience sets the right tone to kick back and relax with good company.

FamilyIndoor spacesCheckout

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, 95 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.

FamilyIndoor spacesComfort

4.94 out of 5 average rating, 17 reviews

Phoenix Sunshine Suite

Our house consist of a furnished 1 bedroom with AC and an ensuite bathroom, water heater, open concept living and dining rooms, kitchen fully air condition. Wireless internet and HD Smart TV with cable. The community is newly built and boasted amenities such as a kiddies playground, football field, a multipurpose court, jogging trail and gazebos. The property is in close proximity to Restaurants, Sovereign Shopping Mall, Hung Way Shopping Mall, Pharmacies, Movie Theatre, Banks, Beaches .

KitchenIndoor spacesLocation

4.71 out of 5 average rating, 153 reviews

A vibrant living area features a coral-colored sofa adorned with decorative pillows. Two turquoise ottomans are placed on a patterned area rug. Bright blue and pink curtains frame a window, allowing natural light to fill the space. A small table with lamps adds functional elegance.

Home in Hellshire

TaylorMade 2 bdrm - Near the beach

Sandhill Vista is a calm relaxing community nestled at the foot hills of the Hellshire; overlooking the Caribbean sea. The house is ideal for families, couples seeking serenity. Relaxed ocean front environment for re-cupping from a great day of adventure. All bedrooms are fitted with cable TV for your comfort. We guarantee Fresh linens and towels, a fully equip Kitchen, Hot water, in-suite laundry. Lockbox access and 24/7 Support are designed to make your stay as smooth as possible.

KitchenIndoor spacesLocation

5 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.

FamilyKitchenBackyard

4.9 out of 5 average rating, 172 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!

FamilyKitchenCondition

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.

4.86 out of 5 average rating, 147 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!!!!

KitchenIndoor spacesComfort

5 out of 5 average rating, 26 reviews

Suite Serene @ Phoenix Park Village1 24h Security

Suite Serene –A Luxurious Escape in Portmore St. Catherine... Welcome to Suite Serene, a peaceful sanctuary where comfort and warmth embrace you upon arrival. Tucked away in the secured and gated community of Phoenix Park Village 1 Portmore St. Catherine, this haven is designed for quiet moments wrapped in beauty. This vacation stay is in close proximity to beaches, restaurants, movie theater, gyms and other amenities, yet designed for your privacy.

KitchenIndoor spacesLocation

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.

4.92 out of 5 average rating, 51 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.

FamilyKitchenCheck-in

4.81 out of 5 average rating, 139 reviews

A spacious bed is adorned with a textured white quilt, complemented by two pillows. A bedside lamp casts a soft glow, while a small potted plant adds a touch of greenery to the nightstand. Neutral walls create a serene backdrop.

Condo in Portmore

City/Ocean View, Pool, Beach: Resort Like Vacation

Step into your dream getaway! This luxurious studio apartment blends coastal charm with city vibes, offering killer views of both skyline, beach and mountains. Splash in the pool, hit the beach, or chill in the lobby—whatever floats your boat! Elevator? Check. Meeting room? Got it. Plus, an epic mix of city buzz and mountain zen. Ready for an unforgettable escape? Let's do this! Nb. The wine on the picture is not included with your stay

Indoor spacesFamilyBathroom

4.85 out of 5 average rating, 13 reviews

Apartment in Portmore

Modern 1BR Oasis: Pool & Gym

Relax in this stylish one bedroom retreat featuring full access to a sparkling pool and modern gym. This sleek private space offers the prefer balance of fitness and leisure for your next getaway. Enjoy complete privacy during your stay! Your booking includes your own private bedroom, fully equipped kitchen, and private bathroom. The only shared areas on the property are the outdoor yard space and parking area.

Indoor spacesLayoutSleep quality

Popular amenities for Hellshire family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 25 reviews

Home in Old Harbour

Harmony Suites @ The Concierge 4BD RM.

Indoor spacesFamilyComfort

4.86 out of 5 average rating, 105 reviews

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.

Condo in Kingston

Kingston - Centrally located luxury apartment

KitchenIndoor spacesValue

4.86 out of 5 average rating, 165 reviews

A spacious bedroom is furnished with a large wooden bed, accompanied by white linens and decorative pillows. A window with sheer burgundy curtains allows natural light to enter. Artwork adorns the walls, and a small desk and chair are positioned next to a flat-screen television.

Condo in Kingston

Alluring 1 Bedroom Penthouse Suite/ Priv. Terrace

Indoor spacesKitchenParks

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.

4.84 out of 5 average rating, 75 reviews

Simm's Estate lux with Jacuzzi

Indoor spacesFamilyQuiet

4.68 out of 5 average rating, 158 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

KitchenFamilyValue

4.7 out of 5 average rating, 23 reviews

Home in Kingston

Sky High home with panoramic Kingston views

Indoor spacesFamilySleep quality

4.9 out of 5 average rating, 50 reviews

Home in Old Harbour

Evertonbnb 22 - With Private Pool and Spa

FamilyIndoor spacesCleanliness

4.76 out of 5 average rating, 216 reviews

A tranquil beach scene is captured, featuring clear, calm turquoise waters lapping gently against soft, sandy shores. Lush green foliage is visible in the background, enhancing the serene atmosphere of the location.

Guest suite in Bull Bay

B/room on beach front near Kingston

Indoor spacesKitchenBeach

Family- and pet-friendly home rentals

4.79 out of 5 average rating, 109 reviews

A swimming pool is set against a backdrop of natural greenery and a multi-story building. The pool features a light blue surface with grey stone tiling along the edges. Large windows line one side, allowing for natural light and views of the surrounding area.

Condo in Kingston

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

FamilyIndoor spacesCheck-in

4.67 out of 5 average rating, 15 reviews

Tallawah Oasis

KitchenIndoor spacesBathroom

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.

4.82 out of 5 average rating, 45 reviews

Solace at Phoenix Park

Indoor spacesKitchenSleep quality

4.9 out of 5 average rating, 10 reviews

Shining Star

Indoor spacesConditionComfort

4.91 out of 5 average rating, 11 reviews

Home in Caymanas

Luxury Beyond Experience Oasis

FamilyLocationGetting around

4.89 out of 5 average rating, 324 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

Indoor spacesKitchenHospitality

5 out of 5 average rating, 14 reviews

Phoenix Villa Gated Home/AC rooms/ King beds

FamilyAmenitiesCheckout

4.85 out of 5 average rating, 34 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

Indoor spacesFamilyHospitality

Family-friendly home rentals with a pool

5 out of 5 average rating, 21 reviews

Oak Château: Rest, Renew, Restore.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 103 reviews

Home in Old Harbour

Elegant 2BR, Pool, Gym & Games Room - Book Now

FamilyKitchenLocation

Home in Saint Catherine Parish

A comfortable living area is presented, featuring two gray sofas with decorative cushions in shades of green and blue. A large flat-screen television sits atop a sleek glass stand. Bright curtains in alternating colors frame the windows, enhancing the room's cheerful ambiance.

4.99 out of 5 average rating, 108 reviews

Sleep Easy, Relax in Comfort

FamilyIndoor spacesNearby

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, 170 reviews

Modern flat with a view

Indoor spacesFamilyCondition

5 out of 5 average rating, 15 reviews

StayEntity in Gated Oak Estate w/Pool, Wifi +AC

FamilyIndoor spacesCheckout

4.96 out of 5 average rating, 26 reviews

Poolhouse@Countryclub | Private Pool | Gated

KitchenAir conditioningGetting around

A large, sparkling pool is highlighted in the foreground, with a shaded pergola providing seating nearby. The vibrant yellow villa stands in the background, surrounded by well-maintained outdoor landscaping and open green space, under a bright blue sky.

4.95 out of 5 average rating, 20 reviews

3D's Comfort Villa w/ Pool

Indoor spacesFamilyValue

A single-story home is set in a well-maintained yard featuring a paved driveway. The exterior showcases a gabled roof, a front door with a small porch, and a large arched window. Neat hedges line the property, adding to the welcoming appeal of the entrance.