House holiday rentals in Boscobel

Tranquil Retreat "Home Away From Home"

Located in the cool, quiet development of Tranquility Glades, Retreat, within 15 minutes of the tourist hub of Ocho Rios and the Ian Fleming International Airport, about 5 minutes from the beaches. The location boasts two master bedrooms with bathrooms en suite plus two bedrooms and a bathroom. There is a large living and dining area, a spacious kitchen with a French door refrigerator, and a laundry area with a washer and dryer. All bedrooms are air-conditioned. Expand note to read more details.

Jamaica Escape | 2BR | Gated | 15 Min to Ocho Rios

This elegant 2-bedroom retreat is designed for guests who value comfort, privacy, and convenience. Situated in a secure gated community in Boscobel, St. Mary, the property offers a relaxing atmosphere with easy access to Ocho Rios, world-famous attractions, pristine beaches, and authentic Jamaican experiences. Whether you're planning a romantic getaway, family vacation, or extended stay, Hilltop Paradise Retreat provides the perfect setting to relax, recharge, and create unforgettable memories

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!

Orchid Oasis Retreat

Cozy spacious home, located in a quiet gated neighborhood close to popular attractions and only a 5 min drive to the center of Ocho Rios. Wheelchair access to the 1st-floor bedroom. Fully stocked kitchen and outdoor patios for relaxation. Smart Android TV in the living room and bedrooms allows you to enjoy streaming services such as Disney and Netflix—cable provided in the living room and master bedroom. Additional guest accommodation in secondary bedrooms on a twin bed(convertible ottoman).

Paradise Retreat - 3 bedrooms, 4 mins from airport

Escape to our tranquil retreat, nestled in the heart of Boscobel, St. Mary. This peaceful haven offers the best of both worlds - a calming atmosphere and unbeatable central location. Take advantage of our prime location, which is 4 mins away from Ian Flemmings International Airport and 15 mins from major towns: Port Maria and Ocho Rios. Experience the thrill of local attractions and hotshots a whisper away, then return to relaxation. Perfect for family get aways, couples and solo travelers...

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

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.

Oasis Getaway in Saint Mary

Please note: OD’s Oasis is one of two private homes on the property, with a shared yard and outdoor spaces. Escape to OD’s Oasis, a cozy one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and near the iconic Galina Lighthouse, it’s perfect for two. Featuring an open-concept kitchen and living area, it’s designed for comfort. The road has a few bumps, but the peace and convenience make it worthwhile. With Ocho Rios and Port Maria nearby, your island escape starts here!

Almond Tree at Kyah Place

Almond Tree at Kyah Place is located in Guy’s Hill town center. It is a place where you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, “easy.” We offer you a window to local culture and a different way of living. Here you can receive specialized attention or can be left completely alone. We are only steps away from shops, restaurants, supermarkets and transportation. We look forward to hosting you. One Love.

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! ✨

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

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.