Holiday rentals in St. Ann's Bay

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.

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.

Villa Retreat (Retreat, St. Mary, Jamaica)

Ocean View: Villa Retreat (at Tranquility Glades, Retreat, St. Mary) is a (fully furnished 3 bedroom / 2 bathroom) vacation villa/home. This hilltop residential neighborhood gives a view of both ocean and mountains. This villa is kissed by the wind which blows throughout the house. This entire house is ALL YOURS (when booked). Close to shopping, dining, famous attractions. It's 20 - 30 mins drive to (Ocho Rios, St. Ann), 10 mins drive to Tower Isle, 10 mins drive to 3 beaches and Rio Neuvo.

Drake Seaside Cottage Oceanfront Suite

Spectacular 1 mile stretch of beach with stunning views of the mountains, sea, & Cabarita island sitting on a vibrant corner with the ocean out your front door! Beachfront restaurants, cook shops, sea view bars, local fisherman area, and more steps away! This fully renovated oceanfront guest suite with private entrance has a covered veranda & a rooftop patio area for panoramic scenic views! Fall in love with this quaint town which boast it's historical charm as the 2nd oldest town in Jamaica!

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.

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.

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.

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... NEW: 7-seater van for rent! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.

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.

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 !! ! ! 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 !

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!!!

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.