Holiday houses in Hellshire Bay

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Top-rated holiday rentals in Hellshire Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.84 out of 5 average rating, 236 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

Top Guest favourite
Home in Portmore
5 out of 5 average rating, 23 reviews

Poolhouse@Countryclub | Private Pool | Gated

Enjoy a peaceful stay within a secure, gated community. This centrally located oasis places you close to Portmore’s entertainment and shopping areas. Just a 3-minute walk brings you to the community’s private convenience store, restaurant, and deli, while Starbucks and other dining options are only a 7-minute walk away. The famous Hellshire Beach is a 15-minute drive, perfect for enjoying fresh seafood . The Norman Manley Intl Airport is just 45 minutes away, making travel easy and stress-free.

Top Guest favourite
Cabin in Kingston
4.96 out of 5 average rating, 271 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Top Guest favourite
Condo in Portmore
4.92 out of 5 average rating, 13 reviews

1BR Cozy Stylish Apartment

Absolutely no smoking inside apartment or on property. Modernly designed and meticulously cleaned for a comfortable experience. Includes a functional kitchen with appliances, an air-conditioned bedroom with a comfortable bed, and a private bathroom and Cozy TV room with AC to entertain guests. Fast Wi-Fi, smart TV (Netflix), washer/dryer, and a private patio. Centrally located in a quiet, peaceful neighborhood with easy access to shopping centers, restaurants, and top local attractions.

Guest favourite
Home in Hellshire
5 out of 5 average rating, 19 reviews

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.

Top Guest favourite
A modern living area is highlighted by a large sectional sofa adorned with decorative pillows. Soft ambient lighting runs along the ceiling. A wooden coffee table sits in front of the sofa, and a television is mounted on the wall opposite the seating area.
Apartment in Kingston
4.94 out of 5 average rating, 173 reviews

Fresh Oasis City View

Welcome to your perfect getaway that is centrally-located in Kingston! This modern and stylish apartment offers breathtaking panoramic views of Kingston city, its vibrant surroundings, and the shimmering Caribbean Sea. Whether you’re visiting for business or leisure, this exclusive Airbnb rental promises comfort, convenience, and an unforgettable experience. The building has 24/7 security, gated entry, and controlled access, ensuring your safety and peace of mind.

Top Guest favourite
A well-lit living area features a light gray sofa paired with two matching accent stools. A floor lamp and a potted plant add a touch of greenery, while soft curtains frame the windows. A television is mounted on the wall, enhancing the cozy ambiance.
Cottage in Kingston
4.96 out of 5 average rating, 101 reviews

Cozy 2 Bedroom 2 Bathroom City Getaway

Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more

Guest favourite
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.
Home in Portmore
4.92 out of 5 average rating, 50 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.

Guest favourite
Apartment in Kingston
5 out of 5 average rating, 6 reviews

Kingston Luxury Condo with Skyline Views

This luxury suite sits on the 5th floor of a modern 20 story tower, offering breathtaking panoramic views of the ocean, vibrant cityscape, and lush mountains. You’re just moments away from the best the city has to offer while still enjoying a peaceful retreat above it all. This unit is located in a gated community and includes: • A sky-view infinity pool •. Free parking & high speed internet •. 24 hour security

Guest favourite
Home in Portmore
5 out of 5 average rating, 12 reviews

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

What truly sets our home apart is the balance of city energy and private serenity, with our two-bedroom suite in a secured gated community, you never have to compromise privacy and safety, after a long day exploring the nearby sites, retreat to your en-suite rain shower or have a quiet bubble bath in the spacious bathroom tub, and end the evening with a glass of wine on the private porch.

Guest favourite
A modern living room showcases a gray sofa adorned with decorative green and patterned pillows. A small side table is positioned next to the sofa, and a light rug lies beneath. Natural light filters through the white blinds, enhancing the bright and simple decor.
Home in Kingston
4.94 out of 5 average rating, 83 reviews

Fully AC 2BR | Secure, Centrally Located Kingston

Enjoy a modern, quiet 2-bedroom home centrally located in Kingston, perfect for business travelers, couples, or small groups looking for comfort, security, and convenience. ✔ Fully air-conditioned (all rooms) ✔ Fast WiFi ✔ Gated property with 24hr security cameras ✔ Self check-in with secure access code ✔ Minutes from Half Way Tree, shopping & business hubs.

Guest favourite
Townhouse in Portmore
5 out of 5 average rating, 12 reviews

Casa 28 | Luxury 2BR 2.5BA | 24HR Gated Security

Welcome to Casa 28 – Your Private Jamaican Escape! Wake up to warm Caribbean sunshine in a peaceful, secure gated community in Portmore Country Club II, designed for comfort, relaxation, and convenience. Whether you’re visiting Jamaica for a getaway, business, or to reconnect with family, Casa 28 offers the perfect blend of modern living and island charm.

Popular amenities for Hellshire Bay holiday rentals