Holiday houses 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 in Oracabessa
5 out of 5 average rating, 22 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.

Guest favourite
A modern villa with a light blue façade is set within a landscaped yard. Lush green grass and colorful plants create a welcoming entrance. The site is surrounded by neighboring homes, with clear blue skies above.
Villa in Huddersfield
5 out of 5 average rating, 8 reviews

2 BR SOLAR | OchoRios 15 min | Beach 10 min | 24HR

THE RUBY is a serene SMART ECO villa nestled in a gated community in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including 24/7 security, solar power + battery, A/C, ceiling fans, Wi-Fi, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Extras: car seat, crib, baby bath and highchair.

Guest favourite
Villa in Port Maria
5 out of 5 average rating, 28 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 cozy bedroom features a spacious bed covered with a neutral-toned quilt. A bedside table holds a lamp, casting a soft glow. Open doors reveal a balcony with greenery visible, enhancing the natural atmosphere of the cottage.
Cottage in Charles Town
5 out of 5 average rating, 7 reviews

Ackee Tree Cottage

Located in the lush hills on the border of St. Mary & St. Ann, this cozy cottage is perfect for those wanting a getaway surrounded by nature. 20 mins from Ocho Rios, this cottage is perfect for those wanting to escape, but don't want to be in complete isolation; it is in close proximity to beaches, rivers, restaurants and local bars. This Cottage is located on a beautiful 4.5 acre property with a main house and one other cottage - to book other cottage visit https://abnb.me/tqCFotkasIb

Guest favourite
Guesthouse in Port Maria
4.88 out of 5 average rating, 78 reviews

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.

Guest favourite
Home in Port Maria
5 out of 5 average rating, 15 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.

Superhost
A swimming pool is seen amidst lush greenery, with tall banana plants surrounding the area. Two individuals are seated at the pool's edge, enjoying the view of the ocean. A large umbrella provides shade over a wooden table and chairs nearby.
Guest suite in Boscobel
4.82 out of 5 average rating, 79 reviews

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.

Superhost
A private gazebo offers a spacious seating area with a glass-top table and dark wicker chairs. The structure features a white lattice design, framing sweeping ocean views and a vibrant sunset. Surrounding greenery enhances the tranquil atmosphere.
Condo in Ocho Rios
4.88 out of 5 average rating, 257 reviews

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo at upscale Columbus Heights in the hills of Ocho Rios. The perfect gateway with postcard-like panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions in the area only minutes away. Do you see yourself here?

Guest favourite
The exterior of the house is shown, featuring large windows with decorative bars and striped awnings. A well-maintained garden is present at the base of the house, illuminated by soft lighting, creating a welcoming ambiance in the early evening.
Home in Port Maria
4.82 out of 5 average rating, 33 reviews

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 ! If you have more than 6 people staying there is extra charge ! Enjoy your stay and your privacy ! You will have a lot of privacy as it's a house by it self ! 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 and many stores near by and restaurants!

Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.98 out of 5 average rating, 66 reviews

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.

Guest favourite
A traditional wooden cottage sits amidst lush tropical vegetation. Its front porch features wooden railings, and a pathway of gravel leads to the entrance. Surrounding foliage includes tall plants and trees, creating a serene and natural atmosphere.
Cabin in Oracabessa
4.94 out of 5 average rating, 53 reviews

Papa Curvin's Cottages & Seaside Tropical Garden 1

From the STAR deck or laying in the hammock you will be able to enjoy the beautiful view of the sea on the propety, or discover exotic birds and butterflies in the lush vegetation. In the evenings you can watch the light of fireflies. If you want to, you can fish directly on the property or get refreshed by jumping from the cliffs into the sea, if the sea conditions allow. Enjoy our sun deck overlooking the cliffs giving you a panoramic view of the ocean. And: Visit our CAVE!

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, 52 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!

Popular amenities for St. Ann's Bay holiday rentals

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