Holiday rentals in Brandon Hill

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!

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.

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!

Rest with no Stress In A gated community

Relax with the whole family at this peaceful place to stay. very quiet and peaceful, Please show respect to the neighbors so no loud noise/party, no car speeding, and friends are limited. with this gated community it is well secure with a remote gate, and everyone look out for each other's so please make sure the gate is close before driving off, when you are coming in and out, the shopping area is 5 minutes away from the house. and the house is 5 minutes away from the Linstead Exit Toll Road.

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! ✨

Pyramid Springs

Our luxurious home with SOLAR POWER in a gated Jamaican community with 24-hour security offers an array of complimentary amenities, including a tennis court, gym, community pool, playground, air conditioning, Wi-Fi, Netflix, YouTube, Electric stove with oven, Air fryer, and a large refrigerator/freezer. Located central to all airports, 10 min to Dunns River Falls/Dolphin Cove; 15 min to Chukka & Plantation Cove, and 5 minutes’ drive to beaches in Ocho Rios.

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.

Ecoscape - Eco River Cottage w/ Private Spring

Escape to your own secluded eco-retreat where nature, comfort, and authentic Jamaica come together. What you’ll love: ✔Private river setting and natural spring ✔Peaceful, lush forest surroundings ✔Romantic boho-style 1 bedroom cottage ✔Only 30 minutes from Ocho Rios Wake up to birdsong, enjoy coffee by your spring-fed yard, and unwind in a serene, nature-filled escape. Perfect for couples, creatives, and anyone seeking privacy and calm.

Wake Up 15ft From the Sea · Chef · Reef Ocho Rios

Fifteen steps from your deck to the Caribbean Sea. Peacock Villa is a beachfront retreat built from local guango and cedar with your private chef included. Dine on the deck or beach — à la carte or market-fresh, your choice. Swim seven minutes to a coral reef. Snorkeling gear, paddleboard and kayak all provided. Queen bed, air conditioning, housekeeping included. Sleeps 2. Ocho Rios markets, restaurants and shops — all walkable.

Evertonbnb 22 - With Private Pool and Spa

An Airbnb with a difference in Old Harbour St. Catherine, Jamaica. Private Pool and Spa. Enjoy Pool side Movie Nights on a 150 inch home theater projector screen. 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. Book your romatic weekend getaway or time out with friends or family.

HershyB's Farm & Guest House

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 not wheelchair accessible, you will need to climb steps to access the apartment.