Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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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.

Condo in Montego Bay

4.82 out of 5 average rating, 382 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

A spacious two-story house is surrounded by tropical landscaping and palm trees. The exterior features a warm beige color with a red-tiled roof and white columns framing the entrance. A decorative wrought-iron gate adds an element of elegance to the property's facade.

Guest suite in Tryall Gardens, Montego Bay

4.89 out of 5 average rating, 213 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.

Top guest favorite

Two umbrellas provide shade over lounge chairs on a spacious patio overlooking the water. Lush greenery is visible in the background, while the calm sea sparkles under the sun. A decorative pot is placed on the patio floor, adding to the inviting outdoor space.

Villa in Bluefields

5 out of 5 average rating, 27 reviews

South Coast, Sea View Getaway

Modern boutique property in lush Bluefields, Westmoreland. 4 private queen bedrooms, en suite baths, ceiling fans, & AC. Smaller 5th bedroom avail for additional charge. Spacious living area w/ 55" TV & WiFi. 2 upper patios with sea views. Guests are asked not to cook full meals, but a cook is on premises Monday-Saturday. Some street noise is unavoidable. Located on A2 hwy 1/2 mile from Bluefields Beach. 45 minutes to Negril, Black River, YS Falls, Appleton Estate, & Floyd's Pelican Bar.

Guest favorite

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, 179 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

A gated entrance secured by a white metal fence opens to a spacious driveway. The property features a two-story building with balconies, painted in warm tones. Lush greenery is visible in the background under a clear blue sky.

Apartment in Savanna la Mar

4.8 out of 5 average rating, 54 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.

Top guest favorite

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

4.95 out of 5 average rating, 61 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 favorite

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.

Guesthouse 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.

Superhost

A clear blue pool reflects the sky, surrounded by lush palm trees and verdant foliage. A covered bar area with seating is located nearby, providing a shaded space for relaxation. The calm atmosphere of the gated community is evident in this inviting outdoor setting.

Apartment in Montego Bay

4.8 out of 5 average rating, 205 reviews

Seawind On The Bay Montego Bay Studio

Seawind On The Bay is a safe gated community. The property has a pool and shared bar and grill with a covered community centre. The beach is a short distance away beside Secrets Hotel. A spectacular view of Montego Bay Harbor with cruise ships awaits you. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

Top guest favorite

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.

Apartment in Sandy Bay

4.95 out of 5 average rating, 106 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 favorite

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, 25 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

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, 12 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