Pet-friendly holiday rentals in Hellshire

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

Welcome to your perfect getaway! This centrally located 2-bedroom house comfortably sleeps 4 and offers you all the modern amenities you need for a relaxing stay. Located just minutes from highways, beaches, countless dining options and malls. it’s the ideal retreat from the hustle and bustle of the outside world. Whatever brings you to Portmore, come kick back, relax and enjoy our home. ✨ We Also Offer: - Car rental for your convenience - Airport service to make your visit hassle free

Outdoor spacesAccessTV

The kitchen area features modern appliances, including a stainless steel refrigerator and oven. A round glass dining table is accompanied by four black chairs with a zebra pattern. Natural light enters through the window, illuminating the granite countertop and cabinetry.

4.81 out of 5 average rating, 70 reviews

Dream Villa #Hellshire Beach, Fish & Festival

This warm and inviting transitional decor style home is modern but functional and equipped with appliances to provide convenience and comfort, fully AC Located in the serene gated community of Caribbean Estates, it's 8 mins away from popular beaches in Hellshire and the Twin Sisters Caves attraction. Supermarkets, pharmacies, gas stations and shopping malls plus new movie theatre are 3 mins away. It's also 7 mins away from both the north and south coast highways and only 20 mins from Kingston!

Wi-FiBackyardLong stay

4.91 out of 5 average rating, 11 reviews

Home in Caymanas Park

Luxury Beyond Experience Oasis

Your Tropical Home Away From Home! Welcome to your personal slice of paradise at Caymanas Country Club Phase 1—where vacation dreams meet island serenity. Tucked away on the border of Kingston & St. Catherine, this cozy, stylish, and secure oasis is the perfect escape for couples, small families, solo adventurers, and digital nomads seeking comfort and Caribbean charm with a splash of luxury. Local restaurants and shops are just minutes away, and for day-trippers, the north coast is calling!

HospitalityFamilyAccuracy

4.89 out of 5 average rating, 323 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

Just imagine yourself sunbathing on your own private balcony with the beautiful carribbean sea is right at your doorsteps. The nights when you can snuggle up and star gaze while listening to the sound of the waves. My place is close enough to the airport with a view of the planes landing and taking off and the ships entering n leaving port but just outside of the hustle and bustle of city life. If you want to relax this is the place for you to come and unwind and let us take care of you.

PetsOutdoor spacesBeach

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.

Outdoor spacesWalkabilityCleanliness

4.97 out of 5 average rating, 34 reviews

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.

Home in Old Harbour

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.

AmenitiesCheckoutComfort

4.79 out of 5 average rating, 108 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

This beautiful penthouse is centrally located in the peaceful, prime location of Liguanea. It is modern and luxurious and offers the perfect blend of comfort and convenience with stunning mountain views from the balcony. It is fully equipped with 24-hour security, free parking on the premises, a swimming pool, and an entertainment area on the rooftop. Whether you’re here for a weekend getaway or an extended stay, this is the ideal spot for you!

Outdoor spacesWalkabilityCleanliness

Holiday home in Hellshire

4.8 out of 5 average rating, 69 reviews

Hellshire king and Queen beds

Relaxing in Hellshire Jamaica Relaxing Hellshire is located in a gated community full of peace and quiet just a stroll away from the famous Hellshire Beach. The house has two bedrooms, two bathrooms, a mini gym, ac units, water heater, verandah and parking area. It's a total getaway to reprogram your mine and body as God wants you to. Come and enjoy your body will love you for it.

TVComfortFamily

5.0 out of 5 average rating, 10 reviews

The Phoenix Place

Welcome to The Phoenix Place, a peaceful and stylish retreat located in the quiet, secure community of Phoenix Park, Portmore. Thoughtfully furnished with modern décor, this space is perfect for relaxing after work or exploring Jamaica. Enjoy comfort, convenience, and easy access to shopping, dining, beaches, and major roadways all while unwinding in a calm residential setting.

Outdoor spacesCheck-inHospitality

4.75 out of 5 average rating, 16 reviews

A two-story building features a light-colored exterior with a terracotta-tiled roof. The entrance is framed by decorative greenery and wrought iron accents. Balconies with wooden railings provide additional outdoor space, while palm trees gently sway in the foreground.

Villa in Portmore

Entire Oceanfront Villa in Gated Community

Kids wake to mountain views, parents to ocean breezes. Private beach no crowds, just sandcastles and safe swims. Spacious rooms for everyone, lush garden, and a community pool with sea views. Kingston's fun is close, but your calm retreat is quieter. Morning coffee, sunset stories, zero compromise. Family paradise awaits book before peak fills up.

BeachCheck-inAccuracy

5.0 out of 5 average rating, 14 reviews

Phoenix Villa Gated Home/AC rooms/ King beds

Relax in this peaceful, family friendly vacation home. Situated in the beautiful gated community of Phoenix Park Village 2, with 24hr security. The home is centrally located to shopping malls, Movie theater, supermarket, beaches and restaurants. The home is fully equipped with all the necessary amenities to remind you of home.

Sleep qualityComfortAccuracy

5.0 out of 5 average rating, 4 reviews

Quiet Abode-Escape to Serenity

Relax at this peaceful and family-friendly haven! Located in a central spot, a spacious Quiet Abode that offers a cozy atmosphere perfect for relaxation and rejuvenation. Unwind and enjoy quality time with loved ones in a tranquil setting that is ideal for making unforgettable memories.

ConditionCheck-inCheckout

Popular amenities for Hellshire pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5.0 out of 5 average rating, 3 reviews

Home in Spanish Town

Palm Gate Retreat

Wi-FiSleep qualityCleanliness

4.84 out of 5 average rating, 77 reviews

A vibrant yellow house is set against a clear blue sky, complemented by a distinctive blue and white striped awning. A silver car is parked in the driveway, while a gated entrance leads to the property. Lush greenery enhances the exterior's welcoming atmosphere.

Home in Old Harbour

Jerry's Little Cottage fully air-conditioned

Outdoor spacesWalkabilityHospitality

4.87 out of 5 average rating, 31 reviews

Home in Spanish Town

Cool & Cozy Retreat in Jacar Homes

Outdoor spacesWalkabilityGetting around

4.82 out of 5 average rating, 62 reviews

A spacious seating area is furnished with a dark sectional sofa adorned with colorful cushions. A round glass coffee table sits in the center, complemented by a small potted plant. Natural light streams in through a window, with light-colored curtains framing the view.

Home in Kingston

Secluded Paradise Bungalow

WalkabilityOutdoor spacesTV

4.94 out of 5 average rating, 31 reviews

Comfy, Relaxing Home For You

AmenitiesQuietComfort

4.83 out of 5 average rating, 35 reviews

A single-story house, featuring a light-colored exterior with a gable roof, is positioned on a grassy area. Large windows allow for ample natural light, while a double door entrance provides access to the interior. A clear sky is visible in the background.

Home in Old Harbour

Home away from home

WalkabilityWi-FiLong stay

5.0 out of 5 average rating, 9 reviews

Bethesda Manor - "Your Oasis of Peace"

Outdoor spacesComfortCleanliness

4.85 out of 5 average rating, 99 reviews

A spacious living area is equipped with a white sofa and a coffee table atop a soft rug. Natural light filters through large windows, illuminating the room. Indoor plants add a touch of greenery, while art pieces adorn the walls, contributing to a calm ambiance.

Home in Kingston

Yoga Deck & Cottage Loft: Walkable, Games & More

WalkabilityOutdoor spacesLong stay

Pet-friendly home rentals with a pool

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.

4.77 out of 5 average rating, 133 reviews

Kingsley's Hillman Apartment

Outdoor spacesWalkabilityValue

4.83 out of 5 average rating, 46 reviews

A tranquil pool area is illustrated, surrounded by lush greenery and featuring a covered patio. The clear water reflects the sky, and a red-tiled roof structure offers shaded seating. Sunlight casts gentle patterns on the surface, enhancing the serene environment.

Apartment in Portmore

Classy Airbnb near the airport

WalkabilityAccuracyLaundry

4.95 out of 5 average rating, 19 reviews

Nitram’s Exquisite king suites/pool

WalkabilityConditionLocation

4.98 out of 5 average rating, 57 reviews

A private pool is framed by landscaped greenery and palm trees, providing a refreshing space for relaxation. Two lounge chairs are positioned nearby on the sunlit deck. The adjacent house features arched windows, contributing to a serene and inviting outdoor setting.

Villa in Kingston

Lea On The Hill Cheerful with view of the city

WalkabilityOutdoor spacesQuiet

4.76 out of 5 average rating, 29 reviews

A serene pool area is featured, surrounded by lush greenery and decorative stone walls. Sunlight reflects off the water, and a gentle staircase leads into the pool. Spacious outdoor tiles provide an ample area for relaxation near the water.

Townhouse in Liguanea

The Urban Escape

DecorCheckoutPool

4.77 out of 5 average rating, 30 reviews

A modern bedroom features a spacious bed with crisp white linens, complemented by a plush neutral blanket. A textured area rug covers the floor, while soft lighting is provided by sleek ceiling fixtures. A comfortable chair and a mirrored wardrobe add to the room's functionality.

Condo in Kingston

Aurora Bliss

WalkabilityComfortHospitality

Home in Caymanas Country Club Phase I

A cozy living area features a soft gray sofa adorned with decorative pillows, complemented by a stylish gold coffee table. Natural light fills the room through sheer curtains, and a flat-screen television is mounted on the wall. A bouquet of white tulips decorates the granite countertop.

4.75 out of 5 average rating, 83 reviews

Irie Luxury Home, Caymanas w/pool

Outdoor spacesValueHospitality

4.84 out of 5 average rating, 32 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

WalkabilityAccessView

Private, pet-friendly home rentals

4.88 out of 5 average rating, 81 reviews

A spacious lawn area is dappled with sunlight, featuring wooden lounge chairs and shaded spots beneath leafy trees. The grassy expanse is bordered by a low wall, creating a relaxing atmosphere perfect for lounging or socializing.

Condo in Golden Spring

Kingston Reggae Garden APT river & swimming hole

WalkabilityOutdoor spacesCondition

Guest suite in Old Harbour

5.0 out of 5 average rating, 12 reviews

Tropical Oasis - your home away from home

QuietConditionAccuracy

5.0 out of 5 average rating, 17 reviews

Central City home

Outdoor spacesWalkabilityAccuracy

Apartment in Harbour View

An outdoor sitting area is framed by vibrant green and yellow walls, featuring two light-colored chairs and a wooden table. Lush plants surround the space, with neatly arranged stones and grass-like mats creating an inviting ambiance for relaxation.

4.93 out of 5 average rating, 30 reviews

Harbour View Inn

Outdoor spacesWalkabilityLong stay

4.59 out of 5 average rating, 22 reviews

ND's Tiny Paradise

WalkabilityComfortFamily

4.75 out of 5 average rating, 48 reviews

The exterior of the three-story apartment is presented, featuring a light-colored facade and multiple large windows that offer views of the surrounding greenery. A stone pathway leads to the front door, enhancing the inviting entrance. Lush trees and plants contribute to the serene environment.

Condo in Kingston

A Lovely Jamaican Get-Away

Outdoor spacesAccuracyQuiet

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.

4.79 out of 5 average rating, 124 reviews

Peaceful 1BR Apt near Devon House

WalkabilityPetsComfort

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.