Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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
4.86 out of 5 average rating, 21 reviews

Whiterock Montego Bay Bou 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, 185 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.

Guest favourite
Home in Hanover Parish
4.85 out of 5 average rating, 138 reviews

Private & Cozy two bedroom Oceanpointe House

Escape to Home away from home in a private and cozy two bedroom, two bathrooms, kitchen, laundry, living and dining room House. This recently built house is located in a new modern gated community. Air condition and ceiling fan in both bedrooms and living room, , solar electricity & hot water, water tank , Starlink internet, Granite kitchen and bathroom countertop, washer, dryer, sliding door closet, rear fencing, large patio, driveway and open floor plan. These are some of the many features.

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
4.92 out of 5 average rating, 50 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
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

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, 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.

Top guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guest house in Montego Bay
4.97 out of 5 average rating, 104 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

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
4.95 out of 5 average rating, 107 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. Need a ride? A vehicle is available for rent at an additional cost.

Top guest favourite
The spacious living area features a comfortable beige sofa adorned with bright yellow cushions, complemented by a matching armchair. Natural light is filtered through sheer curtains, enhancing the room's light tones. A modern ceiling fan is visible, alongside a well-placed potted plant and decorative items.
Apartment in Montego Bay
5 out of 5 average rating, 54 reviews

Vacay Home - Private Beach Access| Gated | Parking

Welcome to my tropical retreat, a modern and spacious 1-bedroom apartment, located within a secured, gated complex in the tourist capital of Jamaica, Montego Bay. We're 5 minutes drive to the city's largest shopping/commercial center and 15 minutes to the MBJ Airport - making this prime location the most ideal for your vacation or business trip. Additionally, unwind with complimentary access to a Private white sands beach just a short drive away!

Guest favourite
An outdoor space features a wooden table beside a small round table, with a sink built into a bamboo wall. A sign with inspirational words hangs above, complemented by a carved wooden mask. Natural light filters through an open window, enhancing the warm wooden tones.
Cabin in Auchindown
4.96 out of 5 average rating, 27 reviews

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.

Superhost
A cozy lounge area is showcased, featuring a comfortable blue armchair beside a stylish white coffee table. A Smart TV is mounted on the wall, while decorative elements like plants and lanterns add a touch of charm. Natural light filters through sheer curtains.
Flat in Montego Bay
4.78 out of 5 average rating, 265 reviews

Seawind on the Bay Studio

A 300 square feet studio in the safest, prestigious residential neighborhood of Montego Bay. Steps away from a few restaurants. About 15 minutes drive from famous Hip Strip. 5 min drive to Fairview Plaza with multiple grocery stores, restaurants, movie theater, 24 hour pharmacy etc. Free parking and swimming pool and 24 hour security. Beach access via the former Hardrock Cafe at Secrets Hotel, will remain closed until late Spring 2026.

Top guest favourite
Home in Negril
5 out of 5 average rating, 13 reviews

Hot Deal! New Designer Villa on top of Negril!

Welcome to TreeTops, a one-of-a-kind luxury designer villa tucked in the jungle hills overlooking Negril and its world-famous Seven Mile Beach, yet safely within a gated community. Celebrate Jamaican culture and nature as you unwind in total privacy, surrounded by lush fruit trees. Reconnect with loved ones, cool off in the pool, and sip a drink at your private treetop bar—an unforgettable escape in the heart of paradise.

Popular amenities for Caledonia holiday rentals

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