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, 194 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
An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.85 out of 5 average rating, 135 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Guest favourite
A serene outdoor space is depicted, featuring a private pool surrounded by lush greenery and coastal views. The ocean's vibrant blue stretches into the horizon. A decorative arch and terracotta pots enhance the tropical ambiance, creating an inviting area for relaxation.
Villa in Hopewell
4.86 out of 5 average rating, 7 reviews

Sea Glass: The Seaside Sanctuary

Named for treasures shaped by the sea, this suite features an open-concept kitchen, dining, and living area. It has 3 bedrooms: the Rocksteady Bedroom, celebrating Jamaica’s musical heritage; the Bush Bedroom, inspired by countryside calm; and the Oasis Bedroom, offering a stunning seaside vista. Find your spot to relax: under an almond tree, by the shoreline or poolside. Offload the cooking duties w/ our complimentary private chef service; just bring groceries or let us source them for you.

Top guest favourite
A modern single-story home features a light-colored exterior with a prominent yellow accent wall near the entrance. Large windows provide natural light, and a well-maintained lawn surrounds the property. The driveway leads to the front door, emphasizing the home's inviting entrance.
Home in Little London
5 out of 5 average rating, 10 reviews

The West Isle Escape

Relax and recharge at West Isle Escape, a home perfectly located between Negril Beach and Savannah-la-Mar. Enjoy access to a shared community pool, with the option to reserve the space for intimate gatherings. Just 5 minutes from Jamwest Adventure Park offering ATVs, ziplining, and more. This home is ideal for both adventure and tranquility. Whether you’re lounging poolside or enjoying a quiet night in, West Isle Escape offers the perfect balance of comfort, convenience, and island charm.

Superhost
Two white lounge chairs are positioned on the sandy beach, facing a charming villa in the background. A picnic table is visible nearby amongst the lush greenery. The villa features a covered porch with outdoor seating, inviting relaxation and outdoor enjoyment.
Villa in JM
4.8 out of 5 average rating, 110 reviews

Bel Cove Villa

Bel Cove is a modern Caribbean villa with its own private beach, a lush 3/4 acre property, and pool built into an old Lime mill. Hotspots such as Negril and Montego Bay are an hour a way. You’ll love Bel Cove because of the quaint charm, the unique people, picturesque location, and the tranquility that a hidden beach front villa affords to the weary. Bel Cove is great for families and groups looking to get away. (Please note that hurricane Melissa has damaged the over-water gazebo)

Guest favourite
An inviting living area features a dark sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A small vase with greenery sits on the table, alongside colorful candles and books. Soft curtains frame a large window, allowing natural light to fill the space.
Home in Little London
5 out of 5 average rating, 7 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
The vibrant exterior of a villa features a decorative stone façade and a landscaped front garden. A charming porch is framed by ornate railings, and a stone pathway leads to the entrance. Lush greenery and a fountain add to the inviting appearance of the home.
Home in Savanna la Mar
4.94 out of 5 average rating, 64 reviews

Roans Villa Airbnb Peaceful home with A/C

Welcome to Roan's villa. Situated in a nice quiet neighborhood where you can enjoy peace and quiet. You can enjoy having a nice cool drink on the verandah or outdoor patio overlooking the Mountainview. You can enjoy watching your favourite movies and TV shows in livingroom. Hot water is available Location Waterworks Carmel Westmoreland 15 minutes to Savannah la mar 30-40 minutes to Negril 15 minutes to Bluefield Beach 5 minutes to police station 40 -45 minutes to Montego Bay

Top guest favourite
A spacious living area features an oversize sectional sofa adorned with colorful cushions. Complementary orange armchairs provide additional seating. A large ottoman rests in front of the seating arrangement, with a modest coffee table placed nearby. Soft lighting from a decorative pendant illuminates the room.
Home in Reading
4.98 out of 5 average rating, 146 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Top 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
4.99 out of 5 average rating, 125 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
A bungalow-style retreat is surrounded by lush tropical plants, creating a serene atmosphere. The exterior features large windows, allowing natural light to illuminate the interior. A paved area offers easy access to the entrance, framed by greenery for added privacy.
Home in Hopewell
4.95 out of 5 average rating, 55 reviews

Orchard Palms

Introducing Orchard Palms, our unique Airbnb in Hopewell, Jamaica. This beachfront retreat offers modern coastal living, steps from Old Steamer beach. Enjoy comfort, sustainability, and natural beauty in this spacious accommodation with abundant windows. Dive into turquoise waters, relax on golden sands, and explore vibrant marine life. Only 20 minutes from Montego Bay, it's the perfect blend of beach and culture.

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
4.86 out of 5 average rating, 14 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

Guest favourite
The kitchen features wooden cabinetry with a natural finish, showcasing ample storage space. Appliances include a refrigerator, stove, and microwave. A countertop is equipped with a kettle and essentials, and the tile flooring complements the warm tones of the walls.
Flat in Savanna la Mar
4.79 out of 5 average rating, 43 reviews

Lovely 2-bedroom townhouse in Savannalamar

This beautiful townhouse is ideal for vacation and business travel as it is in the town of Savanna-la-Mar which is 25 minutes to Negril, 15 minutes to Roaring River Caves and one hour to Montego Bay. It is within walking distance to restaurants and shopping plazas. The property is fenced with a remote gate.

Popular amenities for Caledonia holiday rentals

  1. Airbnb
  2. Jamaica
  3. Westmoreland
  4. Caledonia