Vacation rentals in Middlesex County

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Top-rated vacation rentals in Middlesex County

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Guest favourite
A serene ocean view is presented, with gentle waves lapping at the shore. Lush green lawn stretches towards the water, bordered by ornamental shrubs. A large tree provides shade, enhancing the natural beauty of the tranquil landscape under a clear blue sky.
Apartment in Ocho Rios
4.85 out of 5 average rating, 190 reviews

Precious Studio with a Vast Ocean View

We are fully operational post Hurricane Melissa with power, water & wifi Unwind at this stunning ocean-view studio only 5 minutes away from the heart of Ocho Rios. The studio is freshly renovated with granite counter tops in the kitchen and bathroom, and porcelain tile throughout for a luxurious yet homey feel. Enjoy the vast ocean view and dip your toes in the water only a few steps out from the patio. This studio is the perfect place for relaxing, listening to the ocean and enjoying the breeze

Top guest favourite
A bright sleeping area features a spacious bed adorned with colorful linens and decorative pillows. Large windows allow ample natural light, while a cozy bay window seat is dressed with cushions. Yellow curtains frame the windows, enhancing the cheerful ambiance.
Condo in Ocho Rios
4.93 out of 5 average rating, 279 reviews

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

Post Melissa-All utilities are working. Modern poolside studio,city+ocean views. Alexa Smart & keyless entry. Central in Ocho Rios, gated 24-hr security, Sky Castles, 5 min drive to attractions (Dunn’s River Falls, Mystic Mountain) & stores. Porcelain tiles for a luxurious feel. Equip kitchen, smart TV, Safe, shower, 1 queen bed for 2 & a sofa bed for 1. Covered patio, free parking & access to 2 pools make this a must stay. A camera is above the front door, this is for guest safety and security.

Guest favourite
A semi-open living area is presented with white walls and modern furnishings. A wooden coffee table sits in front of a comfortable sofa. Large windows overlook the sea, revealing two loungers on the balcony, creating a serene atmosphere with natural light.
Condo in Ocho Rios
4.83 out of 5 average rating, 281 reviews

Seafront Apartment nxt to Beach

My place is in Ocho Rios Jamaica , walking distance from Ocho Rios Town centre . Its a homely seafront, split level apartment within a traditional 1960s style past resort directly next to Mahogany beach. Breathtaking sea views, set within a beautiful garden. The people are lovely and the sea and beach/bar are so relaxing. You can book and set sail from the beach on a Cool Runnings catamaran cruise. My place is good for couples, solo adventurers, business travellers, and families (with kids)

Superhost
A private gazebo offers a spacious seating area with a glass-top table and dark wicker chairs. The structure features a white lattice design, framing sweeping ocean views and a vibrant sunset. Surrounding greenery enhances the tranquil atmosphere.
Condo in Ocho Rios
4.87 out of 5 average rating, 270 reviews

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo in upscale Columbus Heights, nestled in the hills of Ocho Rios. The perfect gateway with postcard-perfect panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and with direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions, all within minutes. Do you see yourself here?

Top guest favourite
A serene outdoor space is showcased, featuring a shaded gazebo surrounded by palm trees and manicured greenery. In the background, a swimming pool is visible, with residential buildings partially framed by the lush hillside.
Condo in Ocho Rios
4.93 out of 5 average rating, 127 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

The Ocean Ridge Apartment (K1), Sky Castles, Columbus Heights, in Ocho Rios. With jaw-dropping views of the sea & cruise ships, this renovated studio apartment is ideally located for a relaxing getaway or a longer remote working vacation. The unit is bright & uncluttered with a tastefully modern décor. K1 is located in a gated hillside community, close to all major attractions, some walkable. The area provides unparalleled scenic views of the sea, mountains & flora of a tropical paradise.

Guest favourite
A verandah offers a serene space with two comfortable chairs and a small table. A stack of books rests on the table beside a cup, with views of the ocean and palm trees in the background, enhancing a peaceful atmosphere.
Condo in Tower Isle
4.84 out of 5 average rating, 198 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to a beachfront restaurant, local jerk centre, bar and grocery store. We can host up to four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four. For two guests we will often close the second bedroom unless otherwise requested

Top guest favourite
A bright bedroom features a spacious bed adorned with a yellow throw blanket and decorative pillows. Natural light floods the room through large sliding glass doors, which lead to a balcony. A ceiling fan and a bedside table complement the modern décor.
Apartment in Mandeville
5 out of 5 average rating, 39 reviews

Cozy Haven Apartment with Gym, Pool and WiFi

Kick back and relax in this calm space at Avista! This modern apartment offers the perfect retreat, blending comfort and convenience. Guests can enjoy a range of amenities, including a swimming pool, clubhouse, gym, jogging trail, assigned parking and 24-hour security. The property is ideally situated close to essential facilities such as banks, restaurants and shopping centers. Whether you're visiting for business or leisure, this serene space is the perfect base for exploring Jamaica!

Top guest favourite
A spacious bedroom features a plush headboard and a neatly made bed topped with a yellow throw. Two nightstands with lamps flank the bed, and light filters through sheer curtains, illuminating the bright and airy space.
Apartment in Mandeville
5 out of 5 average rating, 49 reviews

Luxury suite with gym/ pool

Nestled in the cool hills of Mandeville this newly constructed apartment offers everything you have been looking for in your stay. It has an amazing view of this beautifully landscaped property with amenities that include swimming pool, gym, jog trail, assigned parking, club house and 24 hours security. The enviable location of this property allows for easy access to Mandeville town center, banks, hospital and shopping centers which are all within five minutes walking distance.

Top guest favourite
Home in Old Harbour
4.96 out of 5 average rating, 77 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Guest favourite
Condo in Portmore
5 out of 5 average rating, 18 reviews

Luxury Gated Condo w/Steps to the Beach & 2 Pools.

Enjoy a stylish experience at this centrally-located place. We have carefully designed this unit to be your escape from reality. This condo sits on a beachfront property with large windows that showcase breathtaking views of the Kingston Harbor and Port Royal. Guests have access to a private beach and a large pool deck facing the sea. This complex is gated community and provides 24hrs security. The unit is equipped with everything you need for a memorable stay.

Superhost
An inviting villa is showcased at night, surrounded by lush greenery and illuminated by string lights. A well-maintained lawn with stone pathways leads to the entrance. Tropical plants complement the vibrant architecture, creating a serene ambiance in a peaceful setting.
Guest suite in Ocho Rios
4.88 out of 5 average rating, 153 reviews

Central beachfront 1 bdrm villa with Chef

Our 1 bedroom villa is part of a collection of beachfront boutique villas on the same property. This includes our 2 and 3 bedroom villas. Our finishes are made from all local lumbar including guango and cedar. Peacock Villa is the perfect setting for an individual, couple or family with small child. Our open air deck adds to the character of this very special spot!

Top guest favourite
A serene bedroom featuring a spacious bed adorned with a textured yellow throw and decorative pillows. Floor-to-ceiling windows allow natural light to fill the room, complemented by soft curtains. A piece of wall art adds a contemporary touch to the neutral-toned decor.
Apartment in Mandeville
5 out of 5 average rating, 16 reviews

Picturesque Suite with Gym/Pool

Enjoy peace and tranquility at this centrally located studio in the cool hills of mandeville. Full kitchen is included. Queen size bed with air conditioner and ceiling fan. Gym on-site to get your daily dose of work out, pool is available for a dip on those sunny days. Wifi and cable TV available along with washer and dryer.

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