Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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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.

Top guest favourite
Flat in Montego Bay
5.0 out of 5 average rating, 9 reviews

Oceanfront Lagoon Oasis Beach Pool Gym Tennis

Welcome to The Lagoons, a rare waterfront escape nestled on a narrow peninsula, surrounded by a stunning blue oasis that captures the true essence of oceanfront living. From all angles take in breathtaking panoramic views of turquoise waters, lush mountains and majestic cruise ships docking by the harbor like a moving postcard. The condo itself is newly renovated with the most modern, stylish and luxurious finishings. No expense has been spared in creating this stunning retreat. Pool Tennis Gym

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
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.

Guest favourite
A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.
Apartment in Montego Bay
4.85 out of 5 average rating, 109 reviews

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

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 Saint James
4.98 out of 5 average rating, 108 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.

Guest favourite
Home in Little London
5.0 out of 5 average rating, 14 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!

Superhost
The exterior features a modern two-level building with large glass doors leading to a spacious terrace. A beautifully designed pool with a mosaic tiled edge reflects the blue sky, surrounded by lush greenery and comfortable outdoor seating.
Flat in Westmoreland,
4.84 out of 5 average rating, 32 reviews

The Indianna ~ Luxury Pool & Spa

Welcome to the luxurious studio nestled in a peaceful community in Whitehouse. Escape the big-city crowds and immerse yourself in the lavish ambiance of the sun-soaked pool backyard while being close to numerous local attractions and sunny beaches.<br><br>Here's a glimpse of our fantastic offer:<br><br> Comfortable Queen Bed<br> Open Studio Living<br> Fully Equipped Kitchen<br> Backyard (Private Pool, Jacuzzi, Seating)<br> Smart Tv<br> Wi-Fi<br> Maid Service (additional cost)<br>

Guest favourite
A spacious outdoor area features well-maintained gardens and a straw-roof cabana beside the shimmering Caribbean Sea. Comfortable seating is arranged under a vibrant orange umbrella, with a patio set positioned near a grill, inviting leisurely outdoor dining experiences.
Home
4.77 out of 5 average rating, 75 reviews

Snorkeler's Cove - Negril, Jamaica

Welcome to your Jamaican paradise, a hidden gem perched atop a picturesque cliff overlooking the breathtaking Caribbean Sea. Nestled within the exclusive gated community, Little Bay Country Club, this newly renovated home offers a slice of island heaven. Your own private furnished cabana beckons, as well as the leisurely stroll to the world-famous 7-mile beach. With every sunrise at Snorkeler's Cove, you'll be greeted by a barrage of colors painting the horizon.

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
4.98 out of 5 average rating, 135 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.

Guest favourite
Apartment in Reading
4.97 out of 5 average rating, 75 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.

Superhost
The exterior of the villa features a warm, terracotta-colored facade, complemented by decorative ironwork around the arches. A single large window allows natural light to illuminate the interior. Lush greenery can be seen in the background, enhancing the inviting atmosphere.
Home in Amity
4.83 out of 5 average rating, 18 reviews

Zed's Villa Entire home

Welcome to Zed's Villa! Our stylish 2 bedrooms, 1 bathroom home is the epitome of modern comfort and convenience. Perfect for both business and leisure travelers. Location Amity, Westmoreland 15 minutes to Savannah La Mar 20 minutes to Bluefield Beach 25 minutes to Mayfield Falls 25 minutes to Benta Falls 30 minutes to Roaring River

Top guest favourite
A rustic cabin with a wooden exterior and a green metal roof is situated amid lush greenery. The front porch features two chairs and is surrounded by tropical plants. A well-maintained lawn adds to the natural setting, and hills are visible in the background.
Cabin in Lethe
5.0 out of 5 average rating, 83 reviews

Singh's Cabin in the Hills

Rustic cabin in the cool hills of Lethe, St. James. Located near the Great river ,relax at this peaceful place while enjoying the adventures in the mountains. Transportation services available by licensed JUTA tour driver at your services.

Popular amenities for Caledonia holiday rentals