Holiday rentals in Haddo

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Top-rated holiday rentals in Haddo

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

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Superhost
A serene view is captured from a pool area, showcasing lush tropical plants and a glimpse of the ocean in the distance during sunset. The sky is adorned with soft hues, reflecting on the water's surface, creating a calming atmosphere.
Home in Reading
4.82 out of 5 average rating, 50 reviews

Whiterock Pink Bougainvillea Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

Top guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 211 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Superhost
A charming light blue house featuring a welcoming entrance with an arched window. Comfortable seating is arranged on the porch, providing a relaxing spot to enjoy the surrounding landscape. The front yard is well-kept, with a neatly trimmed lawn extending towards the driveway.
Home in Montego Bay
4.86 out of 5 average rating, 29 reviews

Tranquil Escape West Village 2 bed 2 Bath

Discover your peaceful retreat in this charming 2-bedroom, 2-bathroom home. This residence is securely fenced all around, ensuring your privacy and safety. Enjoy our tiny ocean view from the mountains, creating a serene atmosphere. Located just 10 minutes from Fairview Shopping Complex, 15 minutes to Doctors Cave Beach, and 20 minutes to Sangster Airport, this home perfectly combines tranquility with accessibility. Experience the ideal blend of comfort and natural beauty in your private oasis.

Superhost
Two wooden lounge chairs with blue cushions are positioned on a stone terrace, overlooking calm blue waters. A thatched gazebo is visible to the right, and lush greenery frames the scene, enhancing the serene coastal setting.
Cottage in Westmoreland Parish
4.86 out of 5 average rating, 139 reviews

Sea Bird Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Sea Bird is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 14. It's a stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded or romantic getaway.

Top guest favourite
A well-lit living area features a comfortable brown sofa and a wooden coffee table atop a striped rug. Large windows allow natural light to flow in, with greenery visible outside. A small plant on the table adds a touch of nature to the space.
Cabin in Anchovy
4.98 out of 5 average rating, 107 reviews

Ripe Plantain Cabin

Ripe Plantain offers 180 degrees view of lush mountainsides. The cool breeze, whistling wind, fresh crisp air provide the perfect condition to rest, relax and recharge. Off the main, a short ride up the bumpy hill leads to the perfect escape. This oasis is ideally located off the beaten track giving a break from the hustle and bustle of everyday living yet it is in close proximity to some of Jamaica’s finest attractions. Be sure to relax by the pool and make memories by the firepit.

Superhost
Cabin in West End
4.83 out of 5 average rating, 6 reviews

Ocean View Family Cottage Nature Pool Pet Friendly

Welcome to Happiness Cottage, a spacious 2 bedroom escape with sofa beds at Negril Huts — a warm, nature-filled retreat on Negril’s West End cliffs. Surrounded by lush greenery and natural wood tones, this airy cottage blends comfort with the beauty of the outdoors. Just steps from the cliffside pool and Caribbean Sea, enjoy golden sunsets, ocean breezes, and peaceful moments. Perfect for families with pets, friends, or retreats seeking connection, calm, and the true spirit of Negril.

Guest favourite
Home in Little London
5 out of 5 average rating, 13 reviews

Tranquil Negril Hideaway

Welcome to Sunsets and Beaches—your island getaway! This charming two-bedroom house offers the perfect blend of comfort and convenience with modern amenities designed to make your stay unforgettable. Located just 15 minutes from the vibrant resort town of Negril and Negril Seven Mile Beach, you'll have endless opportunities to soak up the sun, indulge in local cuisine, and explore Jamaica's natural beauty. Your tropical escape awaits—book now and make memories that last a lifetime!

Top guest favourite
A bright living area features a light-colored sofa accompanied by two woven chairs. A television is mounted on the wall displaying the Netflix logo. Large windows provide natural light, while a ceiling fan adds comfort. A neutral rug defines the seating space.
Townhouse in Montego Bay
4.97 out of 5 average rating, 39 reviews

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

Welcome to Casa 4 Chill - a renovated, fully air-conditioned townhouse tucked inside the gated Mango Walk Country Club in Montego Bay, Jamaica. Just 5 minutes from Sangster International Airport and a short drive to Doctor's Cave Beach and the famous Hip Strip, this is your safe, comfortable base for exploring Jamaica your way. Swim in the community pool with stunning ocean views, then come home to a modern kitchen, fresh linens, and total peace of mind.

Guest favourite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.98 out of 5 average rating, 134 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Top guest favourite
The entrance features a charming pathway of manicured grass leading to a wooden door, surrounded by vibrant flowers and lush greenery in decorative pots. The exterior is characterized by light-colored walls and a spacious balcony above, providing a welcoming ambiance.
Flat in Sandy Bay
4.96 out of 5 average rating, 113 reviews

Oleander Staycation

Just 30 minutes from Sangster International Airport and the lively resort town of Montego Bay, Oleander Staycation is your perfect island escape any time of the year. In only five minutes on foot, you can be at the beach, and when you return, you’ll enjoy the comfort of a safe, welcoming neighborhood. For everyone’s comfort, we kindly ask that only registered guests stay overnight.

Guest favourite
An infinity pool reflects the vibrant blue sky, surrounded by palms. Sailboats float peacefully in the water, with tropical villas visible in the background. The scene captures a calm, inviting atmosphere, enhancing the connection between the pool and the waterfront.
Townhouse in Montego Bay
4.92 out of 5 average rating, 71 reviews

Caribbean 4br Ocean Retreat Pool Gym Walk to Beach

Welcome to Stay Awhile, our modern Caribbean family villa where a private oasis awaits you. Feel right at home in a beautiful open space that flows into a perfect combination of indoor/outdoor tropical living. Highlights - Infinity Pool * Private Beach Access * Gym * Kids Play Area * Housekeeping * Gas Grill/BBQ * Gated Waterfront Community * Chef/Cook on request * Spa Services

Guest favourite
Apartment in Reading
4.97 out of 5 average rating, 74 reviews

Vacay Home Gated | Parking

A modern and spacious one-bedroom apartment located within a secure, gated complex, just a 5-minute drive from the city’s largest shopping and commercial center and only 15 minutes from MBJ Airport. This prime location is ideal for both vacation and business travel. Please ensure to read amenities included and house rules prior to booking.

Popular amenities for Haddo holiday rentals