Holiday rentals in St. Ann's Bay

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Top-rated holiday rentals in St. Ann's Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Place to stay
5 out of 5 average rating, 26 reviews

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.

Superhost
Villa in Port Maria
4.93 out of 5 average rating, 29 reviews

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!

Guest favourite
A verandah offers a serene space with two comfortable chairs and a small table. A stack of books rests on the table beside a cup, with views of the ocean and palm trees in the background, enhancing a peaceful atmosphere.
Apartment in Tower Isle
4.84 out of 5 average rating, 198 reviews

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

Guest favourite
Home in Port Maria
4.83 out of 5 average rating, 35 reviews

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 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 restaurant and the beach 5 min drive !

Superhost
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.9 out of 5 average rating, 50 reviews

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.

Top guest favourite
Guest house in Port Maria
4.89 out of 5 average rating, 81 reviews

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.

Guest favourite
Home in Port Maria
4.95 out of 5 average rating, 22 reviews

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.

Guest favourite
The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.
Home in Galina
4.98 out of 5 average rating, 57 reviews

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!

Superhost
Cottage in Saint Ann's Bay
4.84 out of 5 average rating, 57 reviews

Ecoscape Cottage by the River -1 BR near Ocho Rios

Nestled in the woods above a gentle river, this boho-inspired 1BR cottage blends seclusion & adventure. Just 30 min. from Ocho Rios, a natural spring flows in your front yard, creating a serene water feature. Inside, enjoy an open-concept living, kitchen & dining area with warm décor. The inviting king BR, with rustic barn door, opens to a spacious glass walk-in shower and wooden deck pergola. Sip your favorite drink to forest bird songs and the soothing stream below.

Superhost
The exterior view of the vacation home is captured, showcasing a well-manicured lawn and a small, leafy tree in the foreground. Two distinct rooflines can be seen, with large windows allowing natural light into the house. Mature trees provide additional greenery around the property.
Home in Tower Isle
4.69 out of 5 average rating, 45 reviews

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!

Guest favourite
Flat in Tower Isle
5 out of 5 average rating, 7 reviews

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.

Guest favourite
A clear turquoise sea gently laps against a rocky shoreline, where a large rock formation rises from the water. Lush greenery is visible along the cliff, and a glimpse of calm water leads to a distant dock.
Flat in Oracabessa
4.81 out of 5 average rating, 94 reviews

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.

Popular amenities for St. Ann's Bay holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. St. Ann's Bay