Holiday houses in Highgate

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and close to the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the Lighthouse community, it features an open-concept kitchen and living area for comfort. Please note the yard and outdoor areas are shared. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

Location · Value · Wi-Fi

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.

Value · Family · Barbecue

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.

Location · Family · Bathroom

Beachfront Villa & Chef | Coral Reef | Ocho Rios

Wake up to Caribbean waves and step onto your private 15x45ft deck, just 15 feet from the ocean. Your private coral reef is a 7-minute swim away snorkel gear, kayak, and paddleboard all included. Inside, every finish is hand-crafted from guango with original Jamaican artwork throughout all available for purchase. Your Chef Choose from our prix-fixe menu or visit the local market and have meals prepared to your exact taste Jamaican jerk to international cuisine, your chef has it covered.

Location · Value · Kitchen

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.

Location · Value · Hospitality

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.

Location · Family · Beach

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 can be rented for an affordable price as a single unit ! ! 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 !

Location · Value · Checkout

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

Family · Value · Hospitality

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Value · Location · Pool

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.

Location · Family · Outdoor spaces

Almond cottages in Tropical and seaside garden

Almond Cottage is a cozy retreat with a bedroom, bathroom, and fully equipped kitchen, opening onto a wonderful, spacious veranda set in a lush tropical garden with glimpses of the sea. Just steps away, our seaside platform is perfect for sunrise, stargazing, yoga, or fishing. In the evenings, enjoy fireflies and the soothing sound of the ocean. You can also fish directly from the property or, when conditions allow, take a refreshing jump from the cliffs into the sea

Location · Value · Solo travel

Purple Passion @ Blessings at Strawberry Fields

Purple Passion is a one-bedroom, dorm style cottage that is furnished with 1 queen bed and 1 bunk bed. Perfect for relaxation with the whole family with less than one minute walk to get to the beach. Our restaurant on property makes a scrumptious warm meal from scratch done to order. Ask about our meal plans. Purple Passion is also one of two dorm style cottages we have on the compound, great choice for traveling on a budget with a group of friends or family!

Family · Hospitality · View