Vacation rentals in Highgate

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Top-rated vacation rentals in Highgate

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Guest favorite
Home in Ocho Rios

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

4.92 out of 5 average rating, 62 reviews
Guest favorite
A row of single-story yellow houses is set along a quiet road. Each house features a sloped roof and well-maintained gardens that include a variety of green shrubs and plants. Tall palm trees line the background, adding to the serene atmosphere.
Home in Linstead

Rest with no Stress In A gated community

Relax with the whole family at this peaceful place to stay. very quiet and peaceful, Please show respect to the neighbors so no loud noise/party, no car speeding, and friends are limited. with this gated community it is well secure with a remote gate, and everyone look out for each other's so please make sure the gate is close before driving off, when you are coming in and out, the shopping area is 5 minutes away from the house. and the house is 5 minutes away from the Linstead Exit Toll Road.

4.96 out of 5 average rating, 25 reviews
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

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.

4.88 out of 5 average rating, 59 reviews
Guest favorite
Home in Saint Mary

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.

4.89 out of 5 average rating, 91 reviews
Superhost
Home in Port Maria

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.

4.79 out of 5 average rating, 29 reviews
Guest favorite
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

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

4.85 out of 5 average rating, 121 reviews
Superhost
Villa in Boscobel

3BR | A/C | 24HR | Ocho Rios 15 min | Beach 10 min

Welcome to ISLAND LUSH, nestled in a gated community in the hills, with 24/7 security. Modern amenities include A/C, ceiling fans, Wi-Fi, hot water, security cameras, 2 water tanks, and smart TVs. ISLAND LUSH is close to Ocho Rios, beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... NEW: 7-seater van for rent! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.

4.88 out of 5 average rating, 25 reviews
Guest favorite
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

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.

4.93 out of 5 average rating, 14 reviews
Guest favorite
Home in Port Maria

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 !! ! ! My main goal for You to enjoy your time with your loved ones ! 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 !

4.86 out of 5 average rating, 43 reviews
Superhost
Tiny home in Blue Mountains

Tiny Forest Cabin| King Bed | Private Waterfall

Tucked away in the Blue Mountains of Jamaica, this off-grid forest cabin was designed for couples seeking peace, privacy, and a deeper connection with nature. Wake to birdsong, wander to our spring-fed river and private waterfall, then return to your king bed beneath the forest canopy. Thoughtfully designed with modern comforts and natural materials, it’s the perfect escape to slow down, reconnect, and breathe.

5.0 out of 5 average rating, 3 reviews
Guest favorite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle

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!!!

4.94 out of 5 average rating, 310 reviews
Superhost
A spacious living area is furnished with a comfortable sectional sofa in a neutral tone, accented by decorative blue pillows. A flat-screen TV is mounted on the wall, and a dining area can be seen in the background, featuring bar stools and a clock on the wall.
Villa in Tower Isle

BeyondViewVilla/Tropical/ Pool/Starlink/SolarPower

Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to a breathtaking sunrise or unwind with a beautiful sunset hence the name Beyond View Villa. The cool breeze, whistling wind, and fresh, crisp air provide the perfect conditions to rest, relax, and recharge by the pool or on the deck.

4.89 out of 5 average rating, 36 reviews

Popular amenities for Highgate vacation rentals