Family-friendly holiday rentals in Boscobel

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...

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!

3BR | A/C | 24HR | Ocho Rios 15 min | Beach 10 min

Welcome to ISLAND LUSH, nestled in a gated community in the hills, with 24/7 security. Modern amenities include A/C, ceiling fans, Wi-Fi, hot water, security cameras, 2 water tanks, and smart TVs. ISLAND LUSH is close to Ocho Rios, beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... COMMING SOON: NEW 7-seater van for rental! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to an oceanfront restaurant, local jerk centre, bar and grocery store. We can host up to 4 guests. As we have many couples traveling we offer a discounted base rate for 2 guests, each additional guest comes with an additional fee up to a maximum of 4. Access to the 2nd bedroom encurs a one time charge of $50.00 to cover the cleaning fee.

Catch My Drift: Bamboo Studio

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our suite is perfect for your next getaway. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. Ready for adventure? We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

2BR SOLAR Ocho Rios 15 min Beach 10 min 24hrSec AC

THE RUBY is a serene ECO SMART VILLA in a gated community in the hills, 15 minutes to Ocho Rios and ideal for families/remote workers. It features: 24/7 Security, SOLAR, A/C, Fans, Wi-Fi, 2 Water Tanks, Fenced/Gated Yard, Security Cameras, 4 Smart TV, Water Filtration, Patio with Lit Pergola, Basketball, Cards, Jenga, Chess, Checkers, Ludo, Dominoes, BBQ, Baby Crib & Bath, Highchair and Workstation with Dual Monitors. THE RUBY VILLA is our home away from home... Enjoy your stay!

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

North Coastal Rental

This is not just rental. It’s accommodation with your comfort , convenience and safety in mind. The property is located in a well secured, gated community with security guard and CCTV. This property is located on the North coast with less than fifteen (15) minutes from Ocho Rios, having the likes of Mystic mountain, Duns River falls and all the desired amenities. We love to host but better yet, we love to make you happy in comfort and style so let us spoil you!

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

🌴 Discover Beyond Escape , a beautifully designed, solar-powered villa tucked away in the secure Gates of Edgehill community in Boscobel, just outside Ocho Rios. Whether you're planning a family vacation, couples' escape, or group getaway, you'll enjoy modern comforts, a fully equipped kitchen, high-speed Wi-Fi, and free parking—all within easy reach of Jamaica's most iconic beaches, waterfalls, and attractions.

clean, comfy & quiet w/views * No Fees *

Relax in this oceanfront 1BR/1BA condo in peaceful Tower Isle, just 10 mins from Ocho Rios. Enjoy stunning sea views from your private balcony, direct beach access, a pool, A/C, Wi-Fi, and a fully equipped kitchen. Located in a gated complex. Perfect for couples, families, or remote work in paradise. Close to Dunn’s River Falls, restaurants, and local shops. Book your island escape today!

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!!!