Vacation rentals in St. Ann's Bay

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.

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Tropical Breeze Villa

Our space is special as you will enjoy 3 separate bedrooms ,2 bathrooms for your convenience! We have everything to keep you cool ! And you can do your cooking as well ! Enjoy your stay and your privacy always respected !! The house can be rented for an affordable price as a single unit ! ! My main goal for You to enjoy your time with your loved ones ! We are in a very safe location by local road where you can access stores near by and restaurant and the beach 5 min drive !

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 beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside. It's also just a short drive from Ocho Rios.

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.

Beyond Escape-Solar-Powered-3BDRM-Near Ocho Rios

🌴 Welcome to Beyond Escape, a modern, solar-powered 3-bedroom villa in the secure Gates of Edgehill community in Boscobel, near Ocho Rios. Perfect for families, couples, and groups, our peaceful retreat offers stylish comfort, high-speed Wi-Fi, a fully equipped kitchen, and free parking. Just minutes from Dunn's River Falls, James Bond Beach, Mystic Mountain, and other top north coast attractions, it's the perfect place to relax and explore Jamaica.

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

Villahi Cosy Studio

Villahi is a creator's paradise, a couple's hideaway, a family's getaway, a solo traveller's haven.....a home away from home. Located on a family-owned property, this gem is neighbour to the famous GoldenEye Resort. It is within walking distance to James Bond beach, supermarkets, 24 hr variety store & has easy access to public transport.

Villa Topenga Luxury One Bedroom - West Wing

Escape to your own slice of Jamaican luxury at Villa West, a stunning 1-bedroom apartment situated just moments from Sugar Pot Beach, Ocho Rios and Dunn’s River Falls. This impeccably designed haven offers the perfect blend of comfort and sophistication, ideal for a romantic getaway, friend’s trip or a relaxing family vacation.