Waterfront vacation rentals in Trelawny

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Top-rated waterfront rentals in Trelawny

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

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Superhost
A modern single-story home is framed by neatly manicured hedges and vibrant greenery. Large windows allow natural light to brighten the interior. A driveway leads up to the entrance, with a vehicle parked beside the house, and a cloudy sky adds a serene ambiance.
Home in Florence Hall Village
4.82 out of 5 average rating, 68 reviews

Villa Chateau 3 bed 3 bath in Stonebrook Manor

Keep it simple at this peaceful and centrally-located place. Located 30 min from montego Bay Airport and 45 minutes from Ocho Rios, this warm and luxurious lifestyle living is just right for you. With 24-hour security plus security cameras on premises, you will be overwhelmed with the amenities thats close by. Glistening waters restaurant and lagoon, Mystic restaurant and lagoon, a 24-h mart, swimming pool on premises and gym are just a few highlights. The private beach is 5 minutes away (876).

Guest favorite
A charming single-level villa features a red-tiled roof and white walls, surrounded by tropical greenery. A paved driveway leads to the entrance, which is adorned with a welcoming front door and large windows. Solar panels are visible on the roof, highlighting sustainability.
Home in Duncans
4.85 out of 5 average rating, 68 reviews

Steps To Beach - Spacious Clean Villa w/ Cook

45 mins from Sangster Int'l Airport is the seaside community of Duncan Bay, ideally located between Montego Bay and Ocho Rios allowing easy access to popular attractions. The villa is steps away from Duncan Bay Beach and adjacent to Jacob Taylor Beach - a fishing village with local eateries/bars. Fall asleep to the soothing sounds from a white noise machine provided in each bedroom, or to the sounds of Caribbean beats from our neighbors at Jacob Taylor Beach who sometimes play music at night.

An outdoor dining area is set with a round table for six, accompanied by comfortable chairs. A large umbrella provides shade, while a private mini pool can be seen nearby. Vibrant tropical plants and a glimpse of the ocean enhance the serene atmosphere.
Cottage in Duncans
5 out of 5 average rating, 3 reviews

30 yards to White Sand Beach in Gated Community

➤ This listing is for 2 bedrooms. Also available as a 1 or 3 bedroom. Bedrooms that are not required are locked off and not occupied by anyone. Please email for a Custom Offer if you need 1 or 3 bedrooms. ➤ 30 yards to the Silver Sands Beach. ➤ Within the Gated-Community of Silver Sands Estate. ➤ STAFF INCLUDED FREE. Cook/housekeeper working flexible 8 hour shift. ➤ Private Mini Pool ➤ FREE AIRPORT TRANSFERS for Montego Bay Airport (1 pick up & 1 drop off) when you book 7 nights or more.

Guest favorite
A cozy bedroom is furnished with a spacious bed adorned with a quilt and decorative pillows. Golden curtains frame the window, while light walls contrast with a blue feature wall. A wooden dresser, nightstand, and a decorative tray are visible, enhancing the room's charm.
Bungalow in Falmouth
5 out of 5 average rating, 11 reviews

Kl Hidden Gem Ocean-View II

Bring your spouse or partner for adventure to this great place with lots of room for fun. Located 35 minutes from the Montego Bay Airport and 40 minutes away from Ocho Rios, this relaxing retreat will make you feel right at home. We offer 24-hr security along with security cameras on the premises. A swimming pool, gym and jogging trail are some of the amenities offered. All located within 8 minutes is the 876 Beach, Margaritaville, Rafting at Martha Brae and the Falmouth Cruise Pier.

The exterior of the property features a vibrant yellow facade with decorative white railings and arches. A set of rounded stairs leads to the entrance, surrounded by neatly landscaped areas. Large windows allow for ample natural light in the upper levels.
Home in flamingo beach
4.5 out of 5 average rating, 6 reviews

Paradise @ Circle Valley

Address: Flamingo Beach, Trelawny. Unwind & enjoy a tropical getaway in a family owned & operated property. Property offers 4 bedrooms and 4 bathrooms. This beautiful home is great for couples and families and accommodates 8 individuals. The property offers TV and Wifi. Access to common areas, including the kitchen. Enjoy 3 porches giving guests multiple lounge areas. -Airport transport from MBJ- 23 mins -Witter Village shopping center-19 mins -Multiple restaurants -10 mins

A welcoming outdoor seating area is furnished with bamboo-style furniture, featuring a bright, patterned seat cushion and turquoise throw pillows. A coffee table is positioned at the center, with wooden side tables nearby, all set under a covered porch that invites relaxation.
Home in Trelawny Parish
5 out of 5 average rating, 7 reviews

Luxury OceanView Villa Walk to Beach Private Pool

Ocean Palms - Luxury 4 bedrooms/ 6 beds/ 4 bath - Sleeps 8 guests( maximum 10 sharing) Hidden paradise in Duncans Bay, Trelawny with private pool, Cable TV, WIFI. Less than 4 minutes walking distance to the beach. Close to historic town, Falmouth & other attractions (including the Luminous Lagoons) & Martha Brae (River Rafting) in Trelawny. Conveniently located with easy access to highway leading Sangster's International Airport - Montego Bay, and Dunns River Falls.

The entrance to Roots Villa is framed by lush green plants, providing a sense of privacy. The inviting door features horizontal slats and is complemented by a wall with a decorative pattern. A warm light fixture adds a welcoming touch to the space.
Villa in Duncans
4.77 out of 5 average rating, 13 reviews

Beachfront Roots Villa w/cook + housekeeper

Roots Villa is a beautiful home in the Silver Sands gated community. The bedrooms all open up onto a private courtyard A welcoming hammock and lounge chairs offer relaxation. The master bedroom, living room and dining area overlook breathtaking, unobstructed ocean views. Situated on a quiet street and perched above a gorgeous stretch of beach, Roots provides exceptional privacy, peace, and tranquility Walk to reggae bar and beach club Cook + housekeeper daily 9am-5pm

Guest favorite
A two-story house with a vibrant yellow exterior is set against a backdrop of cloudy skies. The structure features arched windows and balconies, with a spacious driveway leading to a garage. Lush green grass surrounds the property, adding to the serene environment.
Villa in Greenwood
5 out of 5 average rating, 6 reviews

Poinciana House- (5) Bed Rooms

Welcome to the beautiful Poinciana House. This humble dwelling is located in the community of Greenwood and it is approximately 25 minutes from the airport depending on the traffic. This house comes with a beautiful view of the ocean, and is also close by to many major attractions. We are here to provide you with a place to rest while you vacay in Montego Bay Note: to find the property in an online map, look for 257 Poinciana Drive, Saint James, Jamaica

Superhost
A beach scene features a colorful umbrella providing shade over a small table, accompanied by several blue lounge chairs lined up on soft white sand. The calm turquoise waters and clear blue sky create a serene coastal atmosphere.
Villa in Duncans

4BR Beachfront Villa w/ Private Pool and Cook

A luxurious villa retreat located in the picturesque town of Silvers Sands, Jamaica. This stunning property offers an exceptional blend of comfort, style, and relaxation, making it the perfect destination for those seeking a tranquil escape. At the heart of this retreat is a private pool where you can enjoy breathtaking views of the Caribbean Sea while lounging in serenity.

A serene beach stretches along the coastline, featuring soft white sand and clear turquoise waters. Gentle waves lap at the shore under a bright blue sky adorned with wispy clouds. A pier is visible in the distance, extending into the horizon.
Home in Silver Sands Beach Resort, Jamaica
4.88 out of 5 average rating, 16 reviews

Villa Seagull in Silver Sands with ocean view

3 BD 3 BA villa, lovely sea views and only 2 minutes to our beach, accomplished cooks, excursions recommended by owner or just chillin' and enjoying it all. Please contact for high season holiday rates, (Thanksgiving, Christmas, New Years, Easter, Jamaica Independence-1 week bookings only). There is 2 night minimum stay throughout the year.

Guest favorite
A well-lit bedroom features two extra-long single beds, each dressed in aqua-colored bedding with a geometric pattern. Soft white accents, including pillows and towels, are placed neatly. Large windows with sheer curtains allow natural light to fill the space, highlighting the contemporary decor.
Home in Florence Hall Village
4.86 out of 5 average rating, 14 reviews

2Bedroom-2bath cozy home w/(Pool, Tennis & Gym)

Nested in the cool hills of Trelawny with ocean views you find your next vacation home, Clouds. We are located 30 mins from Montego Airport and 20 from St. Ann parish, where you find Ocho Rios. Clouds is located in a 24 hours security, gated community.

Guest favorite
A spacious retreat is framed by palm trees, featuring a large swimming pool surrounded by lounge chairs. The two-story home displays a mix of traditional architecture with a wide balcony, while manicured hedges and a green lawn enhance the serene outdoor environment.
Home in Martha Brae
5 out of 5 average rating, 6 reviews

The Retreat at Martha Brae (4)

Forget your worries in this spacious and serene space. The Retreat at Martha Brae, is a secluded Home perched on the top of a ridge, overlooking the serene Martha Brae River as well as the Hills and valley's of the World famous Cockpit Country.

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