Vacation rentals in Douglas Castle

3BR 2-Story Villa in Ocho Rios with Private Pool

Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This haven is a mere 5-minute drive from the bustling heart of Ocho Rios. Revel in the convenience of proximity to supermarkets, restaurants, nightlife & adventures. Immerse yourself in exhilarating attractions like Dunn's River Falls, Margaritaville, Mystic Mountain & Dolphin Cove. Your Jamaican dream escape begins here – a symphony of comfort, luxury, and unforgettable experiences!

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Hike to your own river or explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 20 minutes from Ocho Rios and Ian Fleming Airport, this gated retreat offers the perfect blend of comfort and adventure.

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.

Swing Bed in the Hills: Secure Escape, Fast wifi

Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

Livingwell Homes Jamaica

Unwind in this charming getaway, in the heart of rural Jamaica. Surrounded by lush greenery & soothing sounds of nature, this peaceful retreat is perfect for travelers looking to relax & experience authentic island living. Wake up to fresh country air & soak in the serene atmosphere. The home is fully equipped with all the essentials. Whether you're exploring, visiting family, or enjoying the countryside, this is the perfect spot. Come experience the beauty & tranquility of Clarendon Jamaica!

Bahia - Charming seaside cabin, loft/wood shutters

Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Winter Discount. Skip the Resort 🌞 Escape to Paradise Penthouse in the heart of Ocho Rios! This 3 story oceanfront gem is nestled in the exclusive, 24 hour gated community of Crystal Cove, offering the ultimate tropical getaway. Relax in style with stunning ocean views, chef prepared breakfast and dinner , access to a driver, and endless comfort. Perfectly located on Main Street, you’re minutes away from local culture and adventure. Your dream Jamaican vacation awaits! ✨

A/C cabin outdoor jacuzzi, access to private beach

Take a visit to the historical city of Runaway Bay, St. Ann. Stay at the Cozy Cabin and experience a piece of this historical city. The cabin is nestled in the cool hills of Runaway bay. It is yet, conveniently located just 5 - 10 minutes drive from world renowned restaurants and excursion experiences. Kick back and relax in comfort and style. Get the best of both worlds: the magical Runaway Bay mountains and the beautiful Caribbean sea. A vacation you will never forget!

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

HershyB's Farm & Guest House

My place is close to family-friendly activities and public transport. You’ll love my place because of the cosiness, the location, and the views. You can go hiking through the farm and enjoy the organic beauty of Jamaica. My place is good for couples, solo adventurers, business travellers and families. The apartment is not wheelchair accessible, you will need to climb steps to access the apartment.

Exclusive Mountain & Farm Villa Escape

Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican