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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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, 64 reviews

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and close to the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the Lighthouse community, it features an open-concept kitchen and living area for comfort. Please note the yard and outdoor areas are shared. 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
A spacious villa with a vibrant purple exterior is showcased, featuring a large pool in the foreground. A covered outdoor seating area offers shade beside the water. The upper level includes numerous balconies, providing views of the surrounding landscape and sky.
Home in Port Maria
4.7 out of 5 average rating, 40 reviews

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Superhost
A spacious bedroom features large windows that allow natural light to fill the room. A vibrant yellow bedspread covers a spacious bed, complemented by natural wooden furnishings. A round table and woven rug enhance the earthy decor, while lush greenery is visible through the windows.
Condo in Gayle
4.65 out of 5 average rating, 23 reviews

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unplug and unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 40 minutes from Ocho Rios or Ian Fleming Airport , this gated retreat offers the perfect blend of rustic comfort, peace and adventure.

Guest favourite
Villa in Rio Nuevo
4.91 out of 5 average rating, 46 reviews

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.

Guest favourite
An outdoor dining table is set with plates and cups, accompanied by a centerpiece of fresh fruit. The table overlooks a grassy area leading to the shoreline, providing views of the Caribbean Sea. The calm waters and rock formations are visible in the background.
Condo in Tower Isle
4.9 out of 5 average rating, 102 reviews

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Premium Apt coastal decor done to a high standard. Spacious, airy, lots of light & comfortable. Spectacular sea views . Steps from the Pool and Beach Cove. Fully equipped with linen, towels etc. Kitchen features granite counter tops with all amenities. Sea Palms is 7 minutes east of Ocho Rios. Restaurants, Shopping, Attractions. Self catering or Housekeeper/Cook on request at reasonable costs. Laundry Service included INSTANT BOOKINGS NOT ACCEPTED FOR SAME DAY & NOT ON SAT OR SUN.innong.

Top Guest favourite
Home in Port Maria
4.89 out of 5 average rating, 85 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.

Superhost
Home in Port Maria
4.84 out of 5 average rating, 25 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
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Laughlands District
4.88 out of 5 average rating, 205 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Guest favourite
Home in Port Maria
4.85 out of 5 average rating, 39 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 can be rented for an affordable price as a single unit ! ! 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 !

Superhost
Villa in Boscobel
4.89 out of 5 average rating, 18 reviews

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 beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside. It's also just a short drive from Ocho Rios.

Superhost
A vibrant entrance features a pink door and colorful exterior walls in shades of orange and yellow. A charming chair with floral upholstery is positioned on the porch. Decorative cutouts in the railings provide a playful touch, complemented by lush greenery along the pathway.
Cabin in Robins Bay
4.6 out of 5 average rating, 5 reviews

Purple Passion @ Blessings at Strawberry Fields

Purple Passion is a one-bedroom, dorm style cottage that is furnished with 1 queen bed and 1 bunk bed. Perfect for relaxation with the whole family with less than one minute walk to get to the beach. Our restaurant on property makes a scrumptious warm meal from scratch done to order. Ask about our meal plans. Purple Passion is also one of two dorm style cottages we have on the compound, great choice for traveling on a budget with a group of friends or family!

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

Breezy Castle villa with Sea & Blue Mountain views

A secluded mountain villa with ocean views, a private pool, a fireplace, and a swing in the heart of tourist Jamaica. Just 10 minutes from Dunn’s River Falls, Ocho Rios Harbor, Dolphin’s Cave, and Mystic Mountain. Enjoy panoramic ocean views from a lush bird sanctuary. The sea breeze, birdsong, and tranquility surrounded by a tropical garden. Complete seclusion and relaxation. We look forward to welcoming you!

Popular amenities for St. Ann's Bay holiday rentals

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