Vacation rentals in Caledonia

4.83 out of 5 average rating, 370 reviews

A private community pool is surrounded by palm trees, set against a backdrop of a clear blue sky and distant coastline. The pool's calm water reflects the vibrant surroundings, providing a serene space for relaxation and enjoyment.

Condo in Montego Bay

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

4.84 out of 5 average rating, 115 reviews

A modern villa is showcased from a high angle, featuring a private infinity pool surrounded by lounge chairs. Large glass sliding doors provide access to the spacious interior, while lush greenery forms a backdrop. The outdoor terrace is equipped with sun umbrellas for shade.

Villa in Westmoreland

Belfont Villa

Belfont Villa is a stunning, architecturally modern villa situated on Jamaica's South Coast in the idyllic fishing village of Whitehouse. Unwind in the private infinity pool, relax in the sauna, admire the villa's incredible art collection, or take a 5 minute drive to the local white sandy beach! Newly built in 2016, Belfont Villa's luxurious and contemporary surroundings provide a peaceful and tropical haven. The villa offers breathtaking views of a tropical rainforest and the Caribbean Sea.

Guest suite in Tryall Gardens, Montego Bay

A sandy beach stretches along the coastline, with turquoise waters gently lapping the shore. A weathered sign stating 'Best Beach Ever' is positioned in the foreground, while beachgoers stroll leisurely in the background, enjoying the sunny day.

4.9 out of 5 average rating, 209 reviews

Sunflower Escape Parking/Beach/AC/WiFi

Located 20 minutes outside of Montego Bay en route to Negril, Sunflower Escape with all the basic modern amenities and the privacy of your space, you can truly have a pleasant escape to relaxation. 5mins walk to the beach and local seafood spot, Chukka Adventures and Dolphin Cove are just minutes away. Walk to nearby town Sandy Bay or drive to Hopewell. Enjoy dining on your private patio or chill at a spot in the yard. We also offer airport transfers and a nice car for rent at affordable rates.

Nature lodge in St. James Parish

A private balcony features a wooden railing and a single chair with an orange cushion, surrounded by lush greenery. The view showcases the dense foliage and the canopy of trees, creating a serene outdoor space for relaxation and bird watching.

4.73 out of 5 average rating, 56 reviews

Rocky - Eco Cottage on the Edge of a Rainforest

Comfortable, wooden (studio) cottage on the edge of the rainforest at Animal Farm & Nature Reserve. We are off the beaten track with no vehicular traffic and can be peaceful and quiet, but can also get quite noisy with the sounds of the numerous chickens, guinea fowl and other birds on this working farm. Ideal for the naturalist, bird watcher or for anyone wanting to get away from it all for a while- just 30 minutes from Montego Bay, but light-years away from the hustle and bustle of city life.

Apartment in Savanna la Mar

A gated entrance to a vibrant orange building is visible, framed by a decorative white fence. The architecture is characterized by arches and large windows, with a balcony above. The sky is bright with scattered clouds, enhancing the welcoming appearance of the property.

4.78 out of 5 average rating, 51 reviews

Luxurious 3-bed, 2 bath with all amenities

Windsor Luxury Palace provides a relaxing stay for your family with our 2 story, 3 bed, 2 bath (6 guests) property, nestled in a quiet & safe location conducive to adults & children. Enjoy peace & tranquility, while being greeted with pleasant smiles. Our property is gated, security monitored, with adequate parking. Your stay will include a fully equipped kitchen, Wi-Fi, Netflix, hot water & air condition (A/C) throughout. Located 6 mins away from Savanna-la-Mar & 34 mins away from Negril.

4.94 out of 5 average rating, 54 reviews

A stainless steel refrigerator is prominently displayed against a purple wall. The fridge features a built-in water dispenser and an ice maker. Nearby, bottled water is placed on the floor, and a colorful mat lies underneath, while a fire extinguisher is mounted on the wall beside it.

Home in Savanna la Mar

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

4.79 out of 5 average rating, 107 reviews

Villa in JM

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, and there are awesome local restaurants like "Osmond's". 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.

4.94 out of 5 average rating, 31 reviews

A serene waterfall cascades into a tranquil pool, surrounded by lush greenery and rocky terrain. The clear water reflects shades of green and brown, inviting visitors to appreciate the beauty of the natural setting. Surrounding foliage adds to the peaceful ambiance.

Tiny home in Maggotty

Cabin Overlooking Waterfalls

Welcome to our cabin, nestled by enchanting waterfalls! This one-bedroom retreat offers a unique and sustainable getaway for nature lovers and travelers. With its eco-friendly amenities and idyllic location by the waterfalls, our one-bedroom cabin provides an unforgettable experience that nourishes the soul and reconnects you with nature. Book your stay today and embark on a sustainable retreat that will rejuvenate your mind, body, and spirit.

4.95 out of 5 average rating, 21 reviews

A round wooden table is seen from above, featuring a carved fish sculpture at the center. Surrounding the sculpture are five stones in various shapes and colors, set against the textured surface of the weathered table. The warm-toned wooden floor provides a natural contrast.

Cabin in Auchindown

Most high Cabin on the rock

Irie Vibz at a unique Seaview Roots Cabin. This property is around an acre with green mountains and hills surrounding it with a perfect dec Ocean view, this is the property of a rastaman called I-bingi. Spend some time and get the full experience of Real Jamaican delicacies, herb teas, and self-grown fruits with Access to private beach and hiking trails. You will experience true Rastafarianism and have a personal escort on your journeys.

4.83 out of 5 average rating, 12 reviews

A serene natural setting is depicted with a gently flowing river, surrounded by lush greenery. The smooth stones of the riverbed are visible, reflecting sunlight. In the distance, a few people can be seen enjoying the peaceful environment, framed by the trees along the banks.

Home in Amity

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

4.96 out of 5 average rating, 91 reviews

An illustration displaying a cleaning tool crossed out, accompanied by a price tag symbol. The emphasis is placed on 'NO CLEANING FEE,' indicating that guests can enjoy their stay without additional cleaning charges.

Home in Savanna la Mar

Safe, Private & Modern, self-contained flat.

Take it easy at this unique and tranquil getaway, its a modern, very private, self contained upper level flat, complete with kitchen and ensuite bathroom, located in waterworks westmoreland, 15 minutes from Savlamar town, and a cold drink always awaits you, let us know if you are celebrating a special event.

4.93 out of 5 average rating, 81 reviews

The treehouse cottage is nestled among lush greenery, featuring a wooden structure elevated on stilts. A spacious balcony extends from the building, offering a view of surrounding tropical foliage. The vibrant blue exterior contrasts with the natural landscape, creating a serene and inviting setting.

Cottage in Belmont

Papaya Hill "Bird Nest" Treehouse Cottage, Belmont

Das "Bird Nest" Treehouse Cottage liegt ruhig gelegen in einem großen, parkähnlichen Grundstück am Hang inmitten wundervoller Natur. Meerblick und 360° Panoramablick sowie romantische Sonnenuntergänge in privater Atmosphäre von der eigenen Rooftop Terasse aus sind garantiert.

Vacation rentals for every style

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Popular amenities for Caledonia vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Caledonia

Home in Westmoreland Parish

4.93 out of 5 average rating, 14 reviews

Euphoric Paradise

SariahRating, 5 stars1 month ago

2nd time staying here was just as amazing as the 1st still HIGHLY RECOMMEND!!!!

5 out of 5 average rating, 91 reviews

Lounge chairs with rolled towels are positioned alongside a private infinity pool. The vibrant turquoise ocean and lush greenery are visible in the background, under a clear blue sky dotted with clouds.

Apartment in Hopewell

Oceanview Luxe Penthouse Suite + Pool & Butler

JussRating, 5 stars1 week ago

My stay at the penthouse in Jamaica was absolutely amazing! From the moment we arrived, the service was warm, professional, and welcoming. The property itself was stunning spacious, clean, and well-decorated, with breathtaking views that made every sunrise and sunset unforgettable. The amenities were top-tier, comfy beds, great air conditioning, and a rooftop area that felt like our own private oasis. Whether we were relaxing indoors or enjoying the outdoor space, we always felt at ease and well taken care of. What really stood out was the staff’s attention to detail and responsiveness. They made sure we had everything we needed and were always just a message away. Still, I would absolutely return and highly recommend this penthouse to anyone looking to enjoy a luxurious and peaceful stay in Jamaica. THANK YOU GUYS for an unforgettable experience!

Cabin in Kentucky

4.86 out of 5 average rating, 118 reviews

Mel’s Botanical Retreat “Blue Mahoe” Cottage

RouvenRating, 5 stars1 month ago

Kiara was represented by Radicia and Renaldo. We were picked up privately and driven to our excursion destinations. Punctual and incredibly friendly. We were cooked for superbly and with variety and learned a lot about the country and people. Fantastic stay.

Guesthouse in Savanna la Mar

The open living space features a comfortable seating area with a light-colored sofa and a decorative throw pillow. A dining table with chairs is visible, along with a kitchenette containing various appliances. Natural light filters through large windows, illuminating the modern tile flooring.

5 out of 5 average rating, 8 reviews

Cosy one bedroom apartment uptown savannalamar

RachellRating, 5 stars3 months ago

Jermaine’s place was absolutely amazing. It was quiet and completely comfortable. Jermaine was extremely nice and responsive to all my needs. He went above and beyond. We would definitely stay here again !

5 out of 5 average rating, 16 reviews

An open-concept living area featuring a plush sectional sofa, a glass coffee table, and ambient lighting. A sleek kitchen with stainless steel appliances is visible in the background. Decorative plants are placed throughout, adding a touch of greenery to the modern design.

Condo in Montego Bay

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

NadineRating, 5 stars1 week ago

I just left Sheena’s fantastic Airbnb, and I couldn’t be happier with my stay! Her place was truly luxurious and even more beautiful than the photos. The decor and personal touches she added throughout the space made it feel so warm and welcoming. Sheena went above and beyond as a host, offering additional services like cleaning and even massage—what a treat! I also loved the Jamaican snacks she had on hand, which really made me feel at home. The location was perfect, and the whole experience exceeded my expectations. I can’t recommend Sheena’s place enough—she made my trip extra special. Thank you so much, Sheena!

5 out of 5 average rating, 58 reviews

Cabin in Anchovy

Turn Plantain Cabin

LoriRating, 5 stars2 months ago

It was an amazing stay, truly a hidden gem 😍 I'm planning my next staycation. definitely recommend everyone to stay

4.88 out of 5 average rating, 24 reviews

An open-concept living area is displayed, featuring a modern kitchen with sleek fixtures and seating for two at a high kitchen bar. The spacious seating area leads to large glass doors that open to the pool backyard, offering views of greenery and the ocean.

Apartment in White House

The Indianna ~ Luxury Pool & Spa

StephanieRating, 5 stars3 weeks ago

We were attending a wedding and this location was perfect because it wqs t minutes from the venue. It was a seamless chexk in process. Communication was great. It was clean and nice. quiet perfect. Definitely will stay there again.