Holiday rentals in St. Ann's Bay

*Luxury Rental* The Palms at Galina

Let us take the work out of planning your next trip to Jamaica! We offer an all inclusive option! > 8 bedrooms > 7.5bathrooms >>Property accommodates up to 16 guest >> Housekeeping & personal daily Chef are included in the rental price >> We can arrange round-trip airport transportation and/or a full-time driver >>Tour guide services if needed >> Need more room? Book our sister property: The Palms at Wentworth for an additional 4 bedrooms and up to 8 more guest (inquire for more details)

Value · Family · Nearby

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.

Family · Location · TV

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.

Location · Family · Nearby

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.

Value · Location · Getting around

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.

Location · Family · Walkability

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.

Family · Value · Amenities

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.

Value · Family · Checkout

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 !

Family · Location · Amenities

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!!!

Family · Value · Pool

BeyondViewVilla/Tropical/ Pool/Starlink/SolarPower

Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to a breathtaking sunrise or unwind with a beautiful sunset hence the name Beyond View Villa. The cool breeze, whistling wind, and fresh, crisp air provide the perfect conditions to rest, relax, and recharge by the pool or on the deck.

Family · Location · Air conditioning

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.

Location · Family · Bathroom

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.

Value · Location · Sleep quality