
Holiday rentals in Douglas Castle
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Top-rated holiday rentals in Douglas Castle
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Private Seafront Villa near Ochi
Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!
4.94 out of 5 average rating, 82 reviews
Star Apple Getaway |Pool |Playground
Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.
4.98 out of 5 average rating, 102 reviews
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!
4.75 out of 5 average rating, 12 reviews
Ecoscape | Private River Retreat near Ocho Rios
Escape to Ecoscape, your private river eco-retreat in Jamaica’s lush countryside near Ocho Rios. Wake to yellow-billed parrots, breathe fresh mountain air, unwind in a hammock & fall asleep to the soothing sounds of the river. Feel the earth beneath your feet, explore tropical greenery & experience Jamaica at its most natural. Perfect for nature lovers seeking privacy, simplicity & a peaceful place to slow down, reconnect & recharge. Come for the cottage. Stay for the river. Leave restored.
4.82 out of 5 average rating, 77 reviews
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.
4.87 out of 5 average rating, 213 reviews
NEW~ Pool Access 3BR •Gated • Walk to the Beach
Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned
4.86 out of 5 average rating, 22 reviews
Hershy B's -'The Cottage'
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 accessible by steps, it , there is no wheelchair access
4.83 out of 5 average rating, 18 reviews
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
4.9 out of 5 average rating, 10 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!!!
4.94 out of 5 average rating, 311 reviews
Sea Vista Escape | Pool | Hot Tub | Gated | For 12
Welcome to Sea Vista Escape. A luxury villa in the Greater Ocho Rios. Perfect for families, friends, reunions, birthdays, anniversaries, bachelor/bachelorette trips, and special events. • Ocean views • Hot tub • Game room • Fast Wi-Fi • Gated community • Private chef & catering available • Airport transfers & celebration packages
5.0 out of 5 average rating, 3 reviews
Las Olas Villa 4BR Pool, Chef, Ocho Rios
Escape to Las Olas Villa, a private four-bedroom retreat near Ocho Rios with pool, basketball court and four ensuite king bedrooms. Our concierge team arranges everything from private chef to yacht charters, in-villa massages, and airport transfers, excursions and more! Arrive, unwind, and let Jamaica come to you.
5.0 out of 5 average rating, 7 reviews
Obsidian Luxury Ocean Oasis
Modern 3BR, 3.5BA villa in Ocho Rios, St. Ann. Enjoy a private beach, A/C, Wi-Fi, gated security, and optional chef service. Perfect for families or groups seeking luxury and relaxation near Dunn’s River Falls, Mystic Mountain, and top restaurants. Stylish, comfortable, and peaceful—your ideal Jamaican getaway.
4.86 out of 5 average rating, 21 reviewsPopular amenities for Douglas Castle holiday rentals
Other great holiday rentals in Douglas Castle

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach
4.93 out of 5 average rating, 86 reviews
Swing Bed in the Hills: Secure Escape, Fast wifi
4.85 out of 5 average rating, 47 reviews
The Luxe Paradise
5.0 out of 5 average rating, 27 reviews
Clandon Ridge Townhouse
4.98 out of 5 average rating, 85 reviews
4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios
4.91 out of 5 average rating, 64 reviews
Salt & Breeze Villa - Apartment in Ocho Rios
5.0 out of 5 average rating, 28 reviews
Close to OchiˑACˑBeach ClubˑCookˑFamilyˑSun Villaˑ
4.92 out of 5 average rating, 13 reviews
Beachfront Villa · Private Chef · Ocho Rios
4.91 out of 5 average rating, 47 reviewsDestinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Saint Ann's Bay Holiday rentals
- Santiago de Cuba Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Doctor's Cave Beach
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- YS Falls
- Floyd's Pelican Bar
- Devon House
- Fort Clarence Beach
- Reggae Beach
- Rafjam Bed & Breakfast
- Harmony Beach Park
- Martha Brae Rafting Village
- Strawberry Hill
- Somerset Falls
- Green Grotto Caves
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas





