Vacation rentals in Oracabessa

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Top-rated vacation rentals in Oracabessa

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Superhost

A comfortable seating area is highlighted by a wicker couch and a chair, both adorned with teal cushions. A small side table holds a glass and a plant, while lush greenery provides a natural backdrop, enhancing the serene outdoor setting.

Cottage in Charles Town

4.85 out of 5 average rating, 20 reviews

Bougainvillea Cottage

Located in the lush hills on the border of St. Mary & St. Ann, this cozy cottage is perfect for those wanting a getaway surrounded by nature 20 mins from Ocho Rios, this cottage is perfect for those wanting to escape, but don't want to be in complete isolation; it is in close proximity to beaches, rivers, restaurants and local bars This Cottage is located on a beautiful 4.5 acre property with a main house and one other cottage- to book other cottage visit https://www.airbnb.com/slink/bYsESIg8

Superhost

A modern villa with a light blue façade is set within a landscaped yard. Lush green grass and colorful plants create a welcoming entrance. The site is surrounded by neighboring homes, with clear blue skies above.

Villa in Huddersfield

5 out of 5 average rating, 4 reviews

2BR | Ocho Rios 15mins | Beach 10mins | 24HR Gated

THE RUBY is a serene SMART ECO villa nestled in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including A/C units, ceiling fans, Wi-Fi, backup solar power with battery, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, whole home water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Also available: car seat, crib, baby bath and highchair.

Guest favorite

A secondary bedroom is designed with aqua-themed decor. Two twin beds are dressed in white linens with teal accents. A mirrored closet reflects the room's colors, while curtains frame the window, allowing natural light to fill the space.

Home in Boscobel

4.86 out of 5 average rating, 7 reviews

Rest & Renew Vacation Getaway

Rest and Renew Vacation Getaway is a nestled in the Lush green parish of St. Mary just 15 minutes outside Ocho Rios and 9 mins from the Ian Fleming Airport. This peaceful retreat is surrounded by white Sandy Beaches and local attractions authentically delivering the Jamaican culture. Our cozy two bedroom bungalow is luxuriously designed and decorated to pamper you with comfort, style and relaxation. We are a safe haven for your desire offering gated 24hrs security in a new modern development.

Guest favorite

Aerial view of a spacious villa surrounded by lush greenery, highlighting its modern architecture. The tranquil Caribbean Sea is visible in the distance, along with rolling hills beneath a partly cloudy sky, creating a serene tropical setting.

Villa in Port Maria

5 out of 5 average rating, 26 reviews

Escape to Paradise @ Breezy Castle St.Mary Jamaica

Escape to paradise at Breezy Castle, a nature lover's hideaway in the cool hills of St.Mary, overlooking the lush Blue Mountains and turquoise Caribbean Sea. Wake up to the refreshing mountain air and a cup of freshly brewed Jamaican coffee. The chirps of birds and warm Jamaican sunshine is to die for. Pamper yourself, retreat into this beautiful, serene villa and savour delicious Jamaican cooking. Cost for the villa = List price × number of guest/s AN UNFORGETTABLE EXPERIENCE AWAITS YOU!

Superhost

A serene view from a shaded terrace showcases a spacious lawn leading to the sparkling ocean. Comfortable lounge chairs are arranged on the grass, framed by palm trees swaying gently in the breeze, inviting relaxation and tranquility.

Villa in Oracabessa

5 out of 5 average rating, 4 reviews

Oceanside Villa Oracabessa Access to Ocean & Pool

VIVA LA MAR, a luxurious Oceanside Villa in exclusive Golden Cove gated community, just 20 minutes from Ocho Rios. Enjoy daily housekeeping and enhance your stay with a private Chef and Butler for a truly indulgent experience. Savor authentic Caribbean cuisine prepared just for you. One of only four resort villas, offering unparalleled luxury, tranquility, and breathtaking ocean views, with easy access to the new Ocho Rios Airport and direct Miami flights. Ask about adding a private Chef.

Guest favorite

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

4.82 out of 5 average rating, 78 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.

Superhost

A serene beach scene captures gently lapping waves against a sandy shore, framed by lush palm trees. The calm water reflects the clear blue sky, creating a tranquil coastal atmosphere. A stone wall marks the edge of the beach, blending with the natural landscape.

Guesthouse in Boscobel

4.92 out of 5 average rating, 13 reviews

Cozy Island Bliss

Escape to tranquility just 20 minutes from Ocho Rios! Nestled in a safe residential area, our cozy 2-family style guest house offers comfort and relaxation. With 2 bedrooms, a full kitchen, and a small patio, it’s perfect for unwinding. Discover nearby attractions like Dunn’s River Falls and Dolphin Cove, both a short drive away. Whether you’re seeking adventure or serenity, our guest house is your gateway to the true essence of Jamaica. Book your stay to experience island living!

Guest favorite

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

4.98 out of 5 average rating, 63 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.

Guest favorite

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

4.97 out of 5 average rating, 39 reviews

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. 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!

Top guest favorite

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 Oracabessa

4.84 out of 5 average rating, 161 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.

Top guest favorite

The exterior of the villa features a contemporary design with large glass windows and a prominent central entrance. Lush greenery is positioned around the property, and potted plants are strategically placed near the entrance. The structure is complemented by a wooden awning and a modern color palette.

Apartment in Rio Nuevo

5 out of 5 average rating, 17 reviews

Villa Topenga Luxury One Bedroom - West Wing

Escape to your own slice of Jamaican luxury at Villa West, a stunning 1-bedroom apartment situated just moments from Sugar Pot Beach, Ocho Rios and Dunn’s River Falls. This impeccably designed haven offers the perfect blend of comfort and sophistication, ideal for a romantic getaway, friend’s trip or a relaxing family vacation.

Guest favorite

The living area features a white sofa and a wooden coffee table, with natural light filtering through large glass doors that open to the outdoor space. A wall-mounted television is visible, and a dining table with chairs is positioned in the background, providing a cozy dining option.

Condo in Ocho Rios

4.85 out of 5 average rating, 161 reviews

Ocho Rios oceanfront condo

Carib Condos, right on the sea on a quiet cul de sac in Ocho Rios, completely renovated bright and light apartment. Within walking distance to the town. Dunn’s River Falls, Dolphin Cove, Chukka Tours are nearby attractions. If you have any questions, just ask, I'd be happy to answer.