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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Guest favourite
A covered balcony is framed by three large arches, offering a view of the surroundings. Two white wicker chairs are positioned against the stone railing, inviting relaxation. Soft light brightens the space, accentuating the lush greenery visible in the distance.
Home in Boscobel
5 out of 5 average rating, 8 reviews

Paradise Retreat - 3 bedrooms, 4 mins from airport

Escape to our tranquil retreat, nestled in the heart of Boscobel, St. Mary. This peaceful haven offers the best of both worlds - a calming atmosphere and unbeatable central location. Take advantage of our prime location, which is 4 mins away from Ian Flemmings International Airport and 15 mins from major towns: Port Maria and Ocho Rios. Experience the thrill of local attractions and hotshots a whisper away, then return to relaxation. Perfect for family get aways, couples and solo travelers...

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!

Guest favourite
A view of the ocean showcases vibrant blue waters bordered by sandy beach and lush greenery. Palm trees and well-maintained shrubs frame the scene, creating a serene setting. The horizon meets the sky, where the light blue fades into deeper hues on a clear day.
Flat in Tower Isle
5 out of 5 average rating, 8 reviews

Hideaway Condo, Tower Isle, JA

Book your hideaway destination with a great ocean view in the gated Whispering Seas Complex. This 2BD, 2BTH, features a private balcony, and both saltwater and freshwater pools on premises. The unit has a fully equipped kitchen and indoor washer and dryer. Just 15 mins from the mall, supermarket, main attractions and local shops in Ocho Rios. Five minutes from the public beach. Perfect for couples and small families. Reserve your getaway today at this peaceful and centrally-located place.

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.

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
Home in Port Maria
4.85 out of 5 average rating, 40 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 !

Guest favourite
A modern living area showcases a light-colored sofa paired with dark accent chairs. A round coffee table sits on a patterned rug, and tall windows are adorned with sheer curtains, allowing natural light to fill the space. Decorative plants and artwork enhance the inviting ambiance.
Home in Ocho Rios
4.96 out of 5 average rating, 74 reviews

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

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
4.99 out of 5 average rating, 74 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.

Top guest favourite
Cabin in Oracabessa
4.95 out of 5 average rating, 57 reviews

Almond cottages in Tropical and seaside garden

Almond Cottage is a cozy retreat with a bedroom, bathroom, and fully equipped kitchen, opening onto a wonderful, spacious veranda set in a lush tropical garden with glimpses of the sea. Just steps away, our seaside platform is perfect for sunrise, stargazing, yoga, or fishing. In the evenings, enjoy fireflies and the soothing sound of the ocean. You can also fish directly from the property or, when conditions allow, take a refreshing jump from the cliffs into the sea

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!

Guest favourite
A spacious living area is furnished with a comfortable sectional sofa in a neutral tone, accented by decorative blue pillows. A flat-screen TV is mounted on the wall, and a dining area can be seen in the background, featuring bar stools and a clock on the wall.
Villa in Tower Isle
4.9 out of 5 average rating, 30 reviews

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.

Popular amenities for St. Ann's Bay holiday rentals

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