Holiday rentals in Douglas Castle

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Top-rated holiday rentals in Douglas Castle

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Ocho Rios
4.96 out of 5 average rating, 107 reviews

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn

Discover your dream escape in a luxurious smart home nestled in a gated community with 24 hrs security. Mins from Ocho Rios. *AC *Pool *Self check-in *Digital lock *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pan, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene product *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib *Grill

Guest favourite
Villa in Runaway Bay
4.95 out of 5 average rating, 42 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

Guest favourite
A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.
Villa in Ocho Rios
4.94 out of 5 average rating, 82 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!

Superhost
A modern kitchen features grey cabinets and granite countertops, with a gas stove, microwave, and kettle visible. The kitchen island includes seating for three. Natural light enters through a window adorned with decorative glass, illuminating the space.
Home in Crooked River
4.73 out of 5 average rating, 11 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!

Superhost
A serene pool area is surrounded by lush greenery and tropical plants. The large infinity pool reflects the clear sky, with lounge chairs arranged around it. A covered clubhouse is visible in the background, providing shaded seating.
Bungalow in Saint Ann
4.92 out of 5 average rating, 13 reviews

Close to OchiˑACˑBeach ClubˑCookˑFamilyˑSun Villaˑ

Experience beautiful Jamaica at our smoke free Sun Villa, perfect for families. Nestled between the Caribbean Sea & lush mountain sides. A 15 min drive away from Dunns River & Ochi attractions. Your home away from home in a safe gated community. Amenities include: • Pool/gym 5 min walk • Basketball & Tennis court 5 min walk • 24hr security • Cook or Driver available upon request • Exclusive access to Beach Club-2.5km • Free Wifi - Starlink • Solar Powered • TV • AC • Fully stocked kitchen

Guest favourite
Home in Browns Town
4.85 out of 5 average rating, 47 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. 🇯🇲

Top guest favourite
Townhouse in Ocho Rios
4.97 out of 5 average rating, 140 reviews

My Palm Retreat, POOL, Gated, Fully A/C, King Bed

Luxe Modern Centrally Located Open Concept W/ Modern Decor.8bed| 2.5 Baths, Liv, Dining, Well Equipped Kitchen , Sparkling Pool w/ Gazebo, games, Pool Table.Spacious master w/ nightstands and a dresser, plus a spa-like ensuite bathroom. Large enclosed Patio.2nd Bedroom w/Queen Bed, Daybed with trundle, TV, nightstand,3rd bedroom Twin and bunk bed, nightstand and dresser. 2nd Bath Rainhead Shower.5 minutes to Pearly Beach,Laughing Waters,Dunn’s River Falls,Mystic Mountain,Dolphin Cove,1212L

Superhost
A charming rustic cottage constructed from wooden logs is nestled among lush tropical foliage. Tall palm trees and vibrant greenery surround the cottage, enhancing its natural setting. A small porch with seating offers a welcoming entry, complemented by flowering plants in the foreground.
Cottage in Saint Ann
4.81 out of 5 average rating, 75 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.

Superhost
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Saint Ann
4.87 out of 5 average rating, 213 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.

Top guest favourite
A private pool area is featured with a clear blue water pool, surrounded by lush greenery and lounge chairs. The backdrop includes a two-story townhouse and a hilly landscape, adding to the tranquil environment.
Townhouse
4.96 out of 5 average rating, 214 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.

Superhost
An aerial view showcases a spacious property with a well-maintained pool surrounded by lush greenery. A multi-level house is seen in the background, complete with a balcony. A cozy seating area and additional structures can be spotted adjacent to the pool, enhancing the outdoor space.
Home
4.64 out of 5 average rating, 22 reviews

Hermon Escape

This scenic Mount Hermon property features 8 bedrooms across 3 units ideal for large groups. Unit 1 has 3 beds/3 baths, Unit 2 has 2 beds/1 bath, and Unit 3 has 3 beds/3.5 baths. Located 3,000 ft above sea level, it offers cool weather, nature trails, and stunning views. Just minutes from Ocho Rios and nearby attractions, it also boasts security lighting, two fish ponds, pineapple plants, and fruit trees perfect for a peaceful getaway or family retreat.

Guest favourite
Home in Plantation Village
4.86 out of 5 average rating, 22 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

Popular amenities for Douglas Castle holiday rentals