
Vacation rentals in Highgate
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Top-rated vacation rentals in Highgate
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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.
4.91 out of 5 average rating, 64 reviews
BlissVilla:Infinity pool, stunning sea/mtn views
Location! Location! This is where tranquility meets opulence, majestic mountains and sea views pleasingly integrated in the North Coast 's newest gem, Pyramid Point, Ocho Rios. This stylish Villa is perfect for group trips, family getaways or for travelers eager to partake in the island's rich culture. Literally minutes away from all of your favourite attractions in Ocho Rios, whether Dunns River Falls, Dolphins Cove, Grizzly Plantation home of some of the biggest Reggae and Dancehall Shows.
4.66 out of 5 average rating, 158 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.
4.88 out of 5 average rating, 60 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.
4.89 out of 5 average rating, 92 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.
4.8 out of 5 average rating, 30 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.
4.93 out of 5 average rating, 14 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
5.0 out of 5 average rating, 11 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 !! ! ! 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
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, 8 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!!!
4.94 out of 5 average rating, 312 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.
4.94 out of 5 average rating, 88 reviews
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 reviewsPopular amenities for Highgate vacation rentals
Other great vacation rentals in Highgate

Kami's Serenity Suite
5.0 out of 5 average rating, 5 reviews
Sham Suite…spacious family getaway
4.63 out of 5 average rating, 8 reviews
Modern 2BR Workspace | 500Mbps WiFi, 4K TV & AC
4.9 out of 5 average rating, 10 reviews
Dance Hill Villa, Woodside St Mary, JA
5.0 out of 5 average rating, 3 reviews
Quiet Getaway
5.0 out of 5 average rating, 7 reviews
Williams Chill Cove
5.0 out of 5 average rating, 9 reviews
Almond cottages in Tropical and seaside garden
4.95 out of 5 average rating, 62 reviews
Tranquility Bay Oceanfront Retreat
5.0 out of 5 average rating, 20 reviewsDestinations to explore
- Kingston Vacation rentals
- Montego Bay Vacation rentals
- Negril Vacation rentals
- Ocho Rios Vacation rentals
- Portmore Vacation rentals
- Mandeville Vacation rentals
- Hellshire Vacation rentals
- Duncans Vacation rentals
- May Pen Vacation rentals
- Lucea Vacation rentals
- Saint Ann's Bay Vacation rentals
- Spanish Town Vacation rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- Devon House
- Fort Clarence Beach
- Reggae Beach
- Rafjam Bed & Breakfast
- Strawberry Hill
- Green Grotto Caves
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Independence Park
- Konoko Falls
- Burwood Public Beach




