Vacation rentals in Douglas Castle

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Top-rated vacation rentals in Douglas Castle

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Top guest favorite
The exterior of the villa is showcased at night, illuminated by red lighting from the windows. A well-paved driveway leads to the entrance, framed by decorative plants. The two-story structure features a modern design with balcony railings and a welcoming ambiance.
Home in Ocho Rios
4.91 out of 5 average rating, 105 reviews

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!

Guest favorite
Home in Ocho Rios
4.91 out of 5 average rating, 56 reviews

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.

Guest favorite
Home in Browns Town
4.85 out of 5 average rating, 46 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. 🇯🇲

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
4.7 out of 5 average rating, 10 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
Villa in Discovery Bay
4.79 out of 5 average rating, 34 reviews

10 min to Runaway Bay Beach-Full Kitchen-BBQ

Set on 44,000 ft² / 1-acre in Discovery Bay, 3 min → Bengal Beach (15 min walk) ✓ Superhost care + 4.8★ average, 29 reviews ★ Extremely safe, community ✓ Free early check-in ✓ 1 hr ✈ Montego Bay Airport (MBJ) ✓ Dinning table for 6, family gatherings welcome ✓ Full equipped + Stocked kitchen ✓ Flexible visitor policy ✓ Surround sound in ceiling ✓ Rooftop terrace, outdoor seating & treetop views ✓ Meals by in-home chef available ★ “The rooftop seating provided a great view of the greenery.”

Guest favorite
A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.
Home in Runaway Bay
4.95 out of 5 average rating, 152 reviews

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Top guest favorite
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 Laughlands District
4.89 out of 5 average rating, 202 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.

Superhost
An inviting pool area is featured at dusk, surrounded by lush tropical landscaping. The gentle curve of the pool is highlighted by soft lighting, while soft hues of the evening sky reflect on the calm ocean waters in the background.
Home in Ocho Rios
4.78 out of 5 average rating, 23 reviews

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! ✨

Guest favorite
A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.
Villa in Ocho Rios
4.93 out of 5 average rating, 116 reviews

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.

Guest favorite
Home in Saint Ann's Bay
4.8 out of 5 average rating, 5 reviews

DraxHall~3BR~Pool~Beach Access| 24hr Security

Enjoy this family friendly modern oasis that is a 3Bedroom 3Bathroom villa with Pool & Beach Access at Fairway Estate in Drax Hall. ✔ Location A+ just stone throw to Starbucks, Bus Station and many food stops. ✔ 3 Comfortable BRs ✔ Full Stocked Kitchen ✔ Backyard Garden ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Workspace ✔ Laundry ✔ Community Amenities (Tennis, Pool & Beach) See more below!

Guest favorite
A charming entrance is framed by lush greenery, featuring tall tropical plants alongside a set of steps leading up to a cozy white building. Large windows reflect natural light, and a sloped metal roof adds character to the structure.
Loft in Summerfield
4.82 out of 5 average rating, 17 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

Guest favorite
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guesthouse in Spring Garden
5 out of 5 average rating, 8 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

Popular amenities for Douglas Castle vacation rentals

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. Douglas Castle