
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.
4.92 out of 5 average rating, 62 reviews
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
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
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
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
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
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
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
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, 3 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, 310 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

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach
4.94 out of 5 average rating, 85 reviews
Olive Branch Villa Oracabessa *Luxury*
5.0 out of 5 average rating, 18 reviews
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
Williams Chill Cove
5.0 out of 5 average rating, 9 reviews
Dance Hill Villa, Woodside St Mary, JA
5.0 out of 5 average rating, 3 reviews
Almond cottages in Tropical and seaside garden
4.95 out of 5 average rating, 60 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
- Saint Ann's Bay Vacation rentals
- Santiago de Cuba Vacation rentals
- Spanish Town Vacation rentals
- May Pen Vacation rentals
- Old Harbour Vacation rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Rafjam Bed & Breakfast
- Strawberry Hill
- Green Grotto Caves
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach
- Frenchman's Cove Beach
- Errol Flynn Marina




