Holiday rentals in Douglas Castle

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.

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

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!

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! ✨

Onyx Villa @ The Cove, Ocho Rios

Welcome to Onyx Villa, your perfect modern and stylish getaway in the heart of Ocho Rios. This centrally located two-bedroom, two-and-a-half-bathroom villa offers the ideal balance of comfort and luxury. Situated in the gated Happy Cove Estate, our villa provides access to a pool, kids park, a clubhouse, and a gym. Just 5 minutes from top attractions like Dunn’s River Falls, Dolphin Cove, and Margaritaville, this cozy retreat is perfect for relaxation and adventure alike.

Sunflower Vacation Villa Ocho Rios 2 bedrooms

This modern stylish vacation spot located in the Tourist mecca of Ocho Rios Jamaica is the perfect spot for your Holiday retreat. Located just 15 minutes drive from the New Ocho Rios Airport and 2 mins from the Ocho Rios Pier in the gated community of Happycove Estates at the foot of Fern Gully this newly built home offers comfort, security and style while giving access to the many gorgeous beaches and hot spots that Ocho Rios has to offer.

Umbrella Cottages in Tropical seaside garden

Quite small but very cosy - 🌿 Jungle Cabin with Outdoor Stone Shower Cozy wooden cabin surrounded by lush nature near Oracabessa/Ocho Rios. A peaceful hideaway perfect for relaxing and reconnecting. • Open-air kitchen • Unique outdoor stone shower • Private terrace + hammock • Quiet, green surroundings Simple, authentic, and full of charm – ideal for nature lovers and couples looking for a calm escape

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

❤️ Villa 382• Next to Pool• Full AC• 4 Smart TVs

A relaxed beachy atmosphere with a host of amenities to include: • Next to the pool/ clubhouse/ gym • Fast WiFi • Entire house air conditioned • Netflix/ YouTube in bedrooms & living room • Cable in bedrooms and living room • Self check-in • Barbecue grill • Corn hole • Board games • Fully stocked Kitchen

Evertonbnb 592 - With Private Heated Jacuzzi Pool

Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping.