
Holiday rentals in Douglas Castle
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Top-rated holiday rentals in Douglas Castle
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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!
4.92 out of 5 average rating, 126 reviews
Ocean View • Pool • Pickleball • Gated | For 12
Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf
4.95 out of 5 average rating, 43 reviews
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, 101 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
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. 🇯🇲
4.85 out of 5 average rating, 47 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
Tranquil Oasis Ocho Rios (Starlink/Solar)
Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet as well as back up water supply and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.
4.96 out of 5 average rating, 215 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
The Luxe Paradise
Modern 2-bedroom Retreat in Clarendon! Just 3 minutes away from Millennium Mall, popular restaurants, supermarket, gas station, Highway 2000, close to Murrays Fish & Jerk Hut, and much more! Enjoy a fully equipped apartment with a private terrace, A/C, fully kitchen, Wifi & Smart TV. Book now and enjoy Clarendon with comfort, convenience, and a touch of luxury!
5.0 out of 5 average rating, 26 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 reviewsPopular amenities for Douglas Castle holiday rentals
Other great holiday rentals in Douglas Castle

Hermon Escape
4.64 out of 5 average rating, 22 reviews
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4.92 out of 5 average rating, 13 reviews
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4.8 out of 5 average rating, 30 reviews
Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach
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Beachfront Villa · Private Chef · Ocho Rios
4.91 out of 5 average rating, 46 reviews
Ecoscape | Private River Retreat near Ocho Rios
4.82 out of 5 average rating, 77 reviews
4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios
4.91 out of 5 average rating, 64 reviews
Catch My Drift Villa: Chef services available
4.88 out of 5 average rating, 60 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





