Holiday rentals in Boscobel

Captain's Quarters - Luxury villa @ Pyramid Point

ESCAPE TO THE CAPTAIN'S QUARTERS!!!! Relax at our luxury villa or by the infinity pool with panoramic ocean views, unwind in a spacious, modern retreat, and enjoy top-tier amenities—gym, tennis, 24/7 security, clubhouse, tennis and basketball courts. Minutes from Dunn’s River Falls, Blue Hole Dolphin's Cove, Konoko Falls, White River Rafting, Mystic Mountain, Yaaman Adventure Park, Margaritaville and more Perfect for families seeking unforgettable memories BOOK NOW FOR THE ULTIMATE GETAWAY!!!

2BR SOLAR | Ocho Rios 15 min | Beach 10 min | 24HR

THE RUBY is a serene ECO SMART villa nestled in a gated community in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including 24/7 security, solar power + battery, A/C, ceiling fans, Wi-Fi, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Extras: car seat, crib, baby bath and highchair.

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 four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four. For two guests we will often close the second bedroom unless otherwise requested

Oceanfront 2BR/2BA + Pool | Near Ocho Rios

Wake up to gorgeous ocean views. Perfect for Relaxing winter stays or working remotely. For guests who love a bit of adventure, there is direct access to the sea from a natural, rocky shoreline—ideal for confident swimmers and snorkeling enthusiasts. If you are laid back, the pool provides the perfect spot to lounge. Monthly stays are welcome and discounted, msg host about extended stays. You'ill find property centrally located minutes from Ocho Rios and Ian Fleming International Airport.

Endless Summer

Endless Summer is a beautiful, quiet seafront property, located immediately across from Ian Fleming International Airport. We are located 15 minutes east of Ocho Rios, so we are close to several major attractions, beaches, family-friendly activities and dining. You’ll love my place because of the ambiance, and the location. Public or private transportation is readily available. Endless Summer is ideal for individuals seeking a quiet, place to relax, definitely not for the party crowd.

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

Spacious Villa Near Ocho Rios & Beach, Sleeps 6

Stay close to Jamaica’s top attractions while enjoying peace, privacy, and security in a quiet gated community surrounded by lush greenery. Ideal for families, couples, and groups seeking a relaxing base with easy access to beaches and local culture. * Just 15 mins to Ocho Rios * 8 mins to the beach * 10 mins to Ian Fleming Airport * Near Dunn’s River Falls, and local restaurants * 10 minutes to Oracabessa Bay Sea Turtle Project (seasonal releases) <i>A car or taxi is recommended.</i>

Cozy Island Bliss

Escape to tranquility just 20 minutes from Ocho Rios! Nestled in a safe residential area, our cozy 2-family style guest house offers comfort and relaxation. With 2 bedrooms, a full kitchen, and a small patio, it’s perfect for unwinding. Discover nearby attractions like Dunn’s River Falls and Dolphin Cove, both a short drive away. Whether you’re seeking adventure or serenity, our guest house is your gateway to the true essence of Jamaica. Book your stay to experience island living!

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

Relax&Enjoy Tower Isle/5mins drive to beach/AC/WIF

Welcome to our newly renovated 3 bedrooms, 3 full bathrooms( 2 ensuites) vacation home. Located in the upscale neighbourhood of Tower Isle, you are less than 10 minutes walk to relaxing and enjoying yourself at the beach. From the time you pull into the drive way of our property you are surrounded by large mature fruit trees that feeds the belly, as well as provide shade from the hot sun, and a nice breeze too cool the skin. We welcome you!

Villa Topenga Luxury Studio

This cozy studio apartment is the perfect place to relax and unwind on your vacation. Located in the peaceful community of Rio Nuevo, just a short drive from the popular tourist destinations of Ocho Rios, Sugar Pot Beach and Dunn's River Falls. The apartment offers the best of both worlds: tranquility and convenience. Luxuriously furnished with all the amenities you need for a comfortable stay.

Welcome to The Idyll - 3 bedroom

Don't worry about a thing at this tropical oasis. 15 minutes away from Ocho Rios in the gated Tranquility Cove Development sits the Idyll. This stylish condo offers 3 bedrooms each with en-suite bathrooms, air condition throughout and a pool area with breathtaking ocean views. We are conveniently near beaches, premier attractions, and the Ian Fleming International Airport.