Vacation rentals in Highgate

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Top-rated vacation rentals in Highgate

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

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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
4.81 out of 5 average rating, 21 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.

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
4.85 out of 5 average rating, 39 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 !

Superhost
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.9 out of 5 average rating, 51 reviews

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

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
4.92 out of 5 average rating, 24 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.

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.

Guest favourite
An inviting villa is showcased at night, surrounded by lush greenery and illuminated by string lights. A well-maintained lawn with stone pathways leads to the entrance. Tropical plants complement the vibrant architecture, creating a serene ambiance in a peaceful setting.
Guest suite in Ocho Rios
4.88 out of 5 average rating, 161 reviews

Wake Up 15ft From the Sea · Chef · Reef Ocho Rios

Fifteen steps from your deck to the Caribbean Sea. Peacock Villa is a beachfront retreat built from local guango and cedar with your private chef included. Dine on the deck or beach — à la carte or market-fresh, your choice. Swim seven minutes to a coral reef. Snorkeling gear, paddleboard and kayak all provided. Queen bed, air conditioning, housekeeping included. Sleeps 2. Ocho Rios markets, restaurants and shops — all walkable.

Top guest favourite
Tiny homes in Oracabessa
4.91 out of 5 average rating, 57 reviews

Umbrella Cottages in Tropical seaside garden

Quite small but very cosy - 🌿 Jungle Cabin with Outdoor Stone Shower Cozy wooden cabin surrounded by lush nature near Oracabessa/Ocho Rios. A peaceful hideaway perfect for relaxing and reconnecting. • Open-air kitchen • Unique outdoor stone shower • Private terrace + hammock • Quiet, green surroundings Simple, authentic, and full of charm – ideal for nature lovers and couples looking for a calm escape

Guest favourite
Home in Tower Isle
4.94 out of 5 average rating, 296 reviews

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

Popular amenities for Highgate vacation rentals

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