Holiday houses in Highgate

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Top-rated holiday rentals in Highgate

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Superhost
A spacious bedroom features large windows that allow natural light to fill the room. A vibrant yellow bedspread covers a spacious bed, complemented by natural wooden furnishings. A round table and woven rug enhance the earthy decor, while lush greenery is visible through the windows.
Condo in Gayle
4.79 out of 5 average rating, 19 reviews

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Hike to your own river or explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 20 minutes from Ocho Rios and Ian Fleming Airport, this gated retreat offers the perfect blend of comfort and adventure.

Top Guest favourite
A modern villa with a light blue façade is set within a landscaped yard. Lush green grass and colorful plants create a welcoming entrance. The site is surrounded by neighboring homes, with clear blue skies above.
Villa in Huddersfield
5 out of 5 average rating, 13 reviews

2BR SOLAR | Ocho Rios 15 min | Beach 10 min | 24HR

THE RUBY is a serene ECO SMART villa nestled in a gated community in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including 24/7 security, solar power + battery, A/C, ceiling fans, Wi-Fi, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Extras: car seat, crib, baby bath and highchair.

Superhost
A spacious villa with a vibrant purple exterior is showcased, featuring a large pool in the foreground. A covered outdoor seating area offers shade beside the water. The upper level includes numerous balconies, providing views of the surrounding landscape and sky.
Home in Port Maria
4.7 out of 5 average rating, 40 reviews

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Superhost
Villa in Port Maria
4.93 out of 5 average rating, 29 reviews

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

Guest favourite
Home in Port Maria
4.84 out of 5 average rating, 38 reviews

Tropical Breeze Villa

Our space is special as you will enjoy 3 separate bedrooms ,2 bathrooms for your convenience! We have everything to keep you cool ! And you can do your cooking as well ! Enjoy your stay and your privacy always respected !! The house is not shared with others ! My main goal for You to enjoy your time with your loved ones and Fell like you home away from home ! We are in a very safe location by local road where you can access stores near by and restaurant and the beach 5 min drive !

Top Guest favourite
Guesthouse in Port Maria
4.89 out of 5 average rating, 84 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Superhost
Home in Port Maria
4.91 out of 5 average rating, 23 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Superhost
An inviting pool area is featured at dusk, surrounded by lush tropical landscaping. The gentle curve of the pool is highlighted by soft lighting, while soft hues of the evening sky reflect on the calm ocean waters in the background.
Home in Ocho Rios
4.82 out of 5 average rating, 22 reviews

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Winter Discount. Skip the Resort 🌞 Escape to Paradise Penthouse in the heart of Ocho Rios! This 3 story oceanfront gem is nestled in the exclusive, 24 hour gated community of Crystal Cove, offering the ultimate tropical getaway. Relax in style with stunning ocean views, chef prepared breakfast and dinner , access to a driver, and endless comfort. Perfectly located on Main Street, you’re minutes away from local culture and adventure. Your dream Jamaican vacation awaits! ✨

Guest favourite
A wooden bedroom features a spacious bed adorned with white linens and teal accents. A large window provides views of the surrounding greenery, enhancing natural light. Air conditioning is visible above the bed, and a door leads to an outdoor balcony.
Cabin in Portland Parish
4.86 out of 5 average rating, 84 reviews

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 116 reviews

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

Guest favourite
The exterior of the home showcases elegant wrought iron gates framed by white columns. A stone pathway leads through a grassy area, accompanied by potted plants, creating a welcoming entrance that blends architecture with nature.
Home in Richmond
4.93 out of 5 average rating, 14 reviews

Secluded Haven 2 bedroom st Mary Jamaica.

Discover Your Authentic Jamaican Getaway! Welcome to your ideal Jamaican retreat—a charming 2-bedroom escape perfect for both relaxation and adventure. Unwind in comfort with a luxurious king-sized bed and enjoy air-conditioning along with access to Netflix and YouTube. As the sun sets, the property’s warm glow is perfect for BBQs, drinks, and savoring the tropical ambiance. With two convenient entrances and a spacious layout, this home is designed for a memorable stay.

Top Guest favourite
The entrance to The Nest Cottage is framed by tropical greenery, featuring wooden stairs leading to a porch with brown railings. The cottage showcases red accents and traditional wooden shutters, creating a harmonious blend with the surrounding nature.
Place to stay in Kingston
4.97 out of 5 average rating, 64 reviews

The Nest Cottage Blue Mountains, Jamaica

Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.

Popular amenities for Highgate holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. Highgate