Holiday houses in Oracabessa

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Top-rated holiday rentals in Oracabessa

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Guest favourite
Home in Ocho Rios
4.92 out of 5 average rating, 61 reviews

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.

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Guest favourite
Villa in Oracabessa
5.0 out of 5 average rating, 18 reviews

Olive Branch Villa Oracabessa *Luxury*

Just minutes from the beach and nestled in the exotic hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped grounds with a panoramic view of the Caribbean Sea. This 10,900 square foot villa boasts 4 well appointed bedrooms each with a sea view. The villa features a swimming pool with a large deck overlooking the Oracabessa Bay with a fine dining experience and first class service to leave you with a smile. If it is your first visit we are confident that it won't be your last.

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Guest favourite
The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.
Home in Galina
4.99 out of 5 average rating, 67 reviews

Oasis Getaway in Saint Mary

Please note: OD’s Oasis is one of two private homes on the property, with a shared yard and outdoor spaces. Escape to OD’s Oasis, a cozy one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and near the iconic Galina Lighthouse, it’s perfect for two. Featuring an open-concept kitchen and living area, it’s designed for comfort. The road has a few bumps, but the peace and convenience make it worthwhile. With Ocho Rios and Port Maria nearby, your island escape starts here!

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Guest favourite
Apartment in Tower Isle
4.9 out of 5 average rating, 21 reviews

Teal Horizon~OceanfrontCaribbeanEscape |Tower Isle

Escape to an authentic Jamaican paradise at The Waves Apartment in the coveted Tower Isle. Welcome to Teal Horizon where your dream vacation becomes reality! Our luxurious 2-bedroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love This Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Unobstructed, breathtaking ocean views ✔︎ Feel the warmth of authentic Caribbean charm mixed with COMFORT

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Top Guest favourite
Home in Saint Mary
4.9 out of 5 average rating, 88 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.

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Superhost
A swimming pool is seen amidst lush greenery, with tall banana plants surrounding the area. Two individuals are seated at the pool's edge, enjoying the view of the ocean. A large umbrella provides shade over a wooden table and chairs nearby.
Guest suite in Boscobel
4.81 out of 5 average rating, 90 reviews

Catch My Drift: Bamboo Studio

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our suite is perfect for your next getaway. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. Ready for adventure? We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

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Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.96 out of 5 average rating, 76 reviews

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.

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Superhost
Guest suite in Ocho Rios
4.88 out of 5 average rating, 168 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.

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Superhost
Villa in Oracabessa
4.86 out of 5 average rating, 14 reviews

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

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Top Guest favourite
Apartment in Ocho Rios
4.96 out of 5 average rating, 49 reviews

Villa Topenga Luxury Studio

This cozy studio apartment is the perfect place to relax and unwind on your vacation. Located in the peaceful community of Rio Nuevo, just a short drive from the popular tourist destinations of Ocho Rios, Sugar Pot Beach and Dunn's River Falls. The apartment offers the best of both worlds: tranquility and convenience. Luxuriously furnished with all the amenities you need for a comfortable stay.

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Top Guest favourite
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
4.94 out of 5 average rating, 306 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!!!

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Top Guest favourite
A view of the ocean is framed by lush green foliage, showcasing varying shades of blue and turquoise water. A boat is anchored on the calm sea, creating a serene scene that highlights the natural beauty of the coastal environment.
Apartment in Race Course
4.85 out of 5 average rating, 168 reviews

Villahi Large One Bedroom

Villahi is a creator's paradise, a couple's hideaway, a family's getaway, a solo traveller's haven.....a home away from home. Located on a family-owned property, this gem is neighbour to the famous GoldenEye Resort. It is within walking distance to James Bond beach, supermarkets, 24 hr variety store & has easy access to public transport.

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