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
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Apartment in Montego Bay
4.82 out of 5 average rating, 395 reviews

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.

Superhost
An aerial view of the swimming pool area showcases a clear water pool surrounded by sun loungers. A palm tree adds a tropical touch, while modern buildings line the background, creating a relaxed atmosphere in the community.
Apartment in Montego Bay
4.82 out of 5 average rating, 234 reviews

1 Bedroom Miramar Condo

1 bedroom 900 square feet spacious condo in a secure gated community across from the natural beach. Close to public transport. About 10-15 minutes drive from downtown Montego Bay and 20-25 mins drive from the airport. Great amenities including 24 hour security, pool, laundry, fully equipped kitchen. Elevate Lounge - 3 mins drive, Fairview Shopping Center (Uncorked, Mystic Thai, Tutti Frutti, HILO, Progressive Foods Fairview, Fontana Pharmacy, Palace Multiplex movie theater etc.) - 10 mins drive.

Guest favourite
Home in Hanover Parish
4.85 out of 5 average rating, 141 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.

Top guest favourite
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Apartment in Montego Bay
4.95 out of 5 average rating, 147 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

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)

Superhost
Guest suite in Montego Bay
5 out of 5 average rating, 5 reviews

Lagoon’s Hidden Nook · Cozy 1BR Near MBJ

Our secure hillside lower-level unit is ideal for solo travelers, couples, professionals, or couples with a small child seeking a quiet respite. Perfect for guests who value comfort, easy transport access, and peaceful evenings away from busy tourist zones, with town just a 12–15 minute drive away. Best suited for guests comfortable using taxis or a car, or who enjoy a bit of walking as part of their authentic experience rather than expecting attractions right at the front door.

Top guest favourite
A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.
Flat in Montego Bay
4.97 out of 5 average rating, 145 reviews

Luxury studio apartment on the Hip strip

Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

Guest favourite
A cozy bedroom features a spacious bed with crisp white linens and an orange patterned throw. A matching accent pillow rests at the headboard. A dark wooden dresser complements the decor, alongside a decorative circular mirror reflecting natural light from the window.
Guest suite in Montego Bay
4.92 out of 5 average rating, 178 reviews

Irie Style Suite

This attractive space is in Anchovy town, nestled in the hills 5km above Montego Bay. You can enjoy the Real Jamaica among the locals, where everything is IRIE ;) Your PRIVATE space has all the amenities and free Wifi. Steps away you’ll find: Restaurants/Bars, Grocery, ATM, Pharmacy, Post Office, etc. ADVENTURE seekers will love the Ziplining, River Rafting/Tubing, Animal Farm, Bird Sanctuary & Hiking tours nearby. CHEAP Taxi/Buses are available 24/7 just outside my gate.

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, 107 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 exterior of the property is showcased with a modern gray fence and elegant palm trees framing the entrance. A landscaped area featuring shrubs adds greenery, while the paved driveway leads to the home.
Home in Montego Bay
4.96 out of 5 average rating, 100 reviews

Skye's Nest

Charming 2-bedroom, 1-bathroom house available on Airbnb. This cozy retreat features a tastefully decorated living space, fully equipped kitchen, and a tranquil outdoor area. Ideal for a small family or two couples, the bedrooms offer comfort and privacy. Conveniently located 8.5km from Donald Sangster International Airport (MBJ), near local attractions, this home provides a delightful blend of modern amenities and a homely atmosphere for your perfect getaway.

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, 109 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.

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.

Popular amenities for Caledonia holiday rentals

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