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.

Precious Studio with a Vast Ocean View

We are fully operational post Hurricane Melissa with power, water & wifi Unwind at this stunning ocean-view studio only 5 minutes away from the heart of Ocho Rios. The studio is freshly renovated with granite counter tops in the kitchen and bathroom, and porcelain tile throughout for a luxurious yet homey feel. Enjoy the vast ocean view and dip your toes in the water only a few steps out from the patio. This studio is the perfect place for relaxing, listening to the ocean and enjoying the breeze

By The Bay Oracabessa Queen Ensuite & kitchenette

Unique and convenient, 50 yards from safe crystal clear swimming and snorkelling. A short stroll for all your supplies and eateries. Plan your next north coast excusion while relaxing in our walled garden or go and soak up the fishing folk vibes on the bay. Just off the A3, Ocho Rios & other attractions are 20 minute drive. Daily flights into Ian Fleming international. Business, pleasure, relaxation and adventure, it’s all here! Need more beds? By The Bay Two is a bookable adjoining room.

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

The Ocean Ridge - Ocho Rios, Stunning Sea Views

The Ocean Ridge Apartment (K1), Sky Castles, Columbus Heights, in Ocho Rios. With jaw-dropping views of the sea & cruise ships, this renovated studio apartment is ideally located for a relaxing getaway or a longer remote working vacation. The unit is bright & uncluttered with a tastefully modern décor. K1 is located in a gated hillside community, close to all major attractions, some walkable. The area provides unparalleled scenic views of the sea, mountains & flora of a tropical paradise.

Cheerful two 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.

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.

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!

Vacation home away from home !

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 is not shared with others ! My main goal for You to enjoy your time with your loved ones and Fell like you home away from home ! We are in a very safe location by local road where you can access stores near by and restaurants!

King Bed Studo/Gated/Near Ocho Rios

Escape to your peaceful retreat in the hills of Boscobel, St. Mary. This private 1-bedroom suite offers a king bed, en-suite bathroom, and private entrance. Enjoy the unique clear dome lounge—perfect for stargazing or morning coffee. Located in a quiet gated community just minutes from beaches and Ocho Rios, it’s ideal for couples, solo travelers, or business guests seeking comfort, privacy, and relaxation.

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.