Vacation rentals in Middlesex County

4.86 out of 5 average rating, 191 reviews

A swimming pool is visible, featuring clear water and a mosaic floor with the phrase 'HIDDEN GEMS' submerged. The pool is bordered with blue tiles, creating a modern and inviting atmosphere.

Home in Portmore

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

4.98 out of 5 average rating, 43 reviews

A large television showcases a cozy living room scene with a stone fireplace and textiles. A green decorative plant and a fan are positioned nearby, while soft lighting creates a relaxing ambiance. The space is inviting with warm colors and textures.

Home in Portmore

Gated Cozy Urban Luxe Retreat

Phoenix V is your city oasis. Find serenity in our secure haven, blending luxury & tranquility. setting the stage for a peaceful escape from the bustling urban landscape. Our home invites you to unwind while enjoying a cozy ambiance. Enjoy a luxurious bedroom as the living area opens to a contemporary, fully-equipped kitchen. Central location, minutes from cultural gems & vibrant life. Relax on the private verandah with lush views. Perfect for business or leisure, book your home away from home!

4.82 out of 5 average rating, 265 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)

A modern kitchen area features a stainless steel gas stove with five burners and an oven below. A countertop extends alongside a microwave and a sink, complementing the warm wood cabinetry. A small potted plant and a decorative sign add subtle touches to the space.

4.97 out of 5 average rating, 70 reviews

Newly Furnished/24hr Sec./AC/Fast Wi-Fi/ NHV4 -1BR

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

A scenic view is framed by a yellow window, showcasing the ocean and a cruise ship in the distance. Lush palm trees and vibrant greenery are visible in the foreground, enhancing the natural beauty of the surrounding area.

4.89 out of 5 average rating, 220 reviews

One of Ocho Rios Best Getaway Airbnb!

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

Superhost

A serene coastal view is displayed from a private balcony, featuring a glass table and two modern chairs. The turquoise water gently meets the sandy shore, surrounded by lush greenery and rocky cliffs under a clear blue sky.

Guest suite in Boscobel

4.75 out of 5 average rating, 161 reviews

Beach bungalow beside Ochi Rios /Ian Flem Airport

Relax in a very comfortable self contained villa 10 minutes from the town of Ochi Rios and 3 minutes from Ian Fleming Airport on your very own Private beach. Walking distance from super markets, markets, Beaches Boscobel resort and golf club hotel, drinking saloons with friendly local people. Private enclosed parking with monitored security. The beach sits on a ocean wildlife protected sanctuary so pardon us if its not more refined, it is still great for swimming and relaxation.

4.97 out of 5 average rating, 35 reviews

The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.

Home in Galina

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

4.95 out of 5 average rating, 21 reviews

A textured wall is illuminated by a modern light fixture, casting warm rays of yellow and orange. Two windows frame the light, enhancing the structure's design with a subtle contrast to the illuminated area.

Apartment in Linstead

SG Apartment Complex (Apt #1)

Kick back and relax in this calm, stylish space. We are only 30 minutes away from Ocho Rios and 45 minutes outside of Kingston via toll. Not to mention, we are 5 minutes or walking distance from the famous Grant's Jerk Center, 5 mins from Fj's Smokehouse, and 25 mins away from Bush Trails Excursions Tours. The apartment is ultra-modern with all the amenities for the comfort of you and yours. Come, stay with us, we are here to serve you!

4.89 out of 5 average rating, 37 reviews

A modern bathroom is displayed, featuring a glass sink set on a dark marble countertop. Circular mirror hangs above the sink, and a wall-mounted organizer holds toiletries. A white toilet sits adjacent, surrounded by elegant marbled walls that enhance the room's clean aesthetic.

Apartment in May Pen

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Superhost

A modern bathroom features a glass-enclosed shower with a rainfall showerhead. A white vanity with a sink is against one wall, alongside a toilet. Natural light enters through a small window, and decorative rugs with a leaf pattern add a touch of comfort.

Apartment in Bog Walk

5 out of 5 average rating, 4 reviews

Church Road Haven

Relax in this modern 1-bedroom, 1-bathroom apartment, just 3 minutes from Linstead and Bog Walk. Offering privacy, comfort, and all amenities, it’s perfect for solo travelers or couples. Enjoy a stylish, cozy retreat in a central yet peaceful location. Whether for business or leisure, this space provides the ideal blend of convenience and relaxation. Book now and make it your home away from home!

A clear blue pool is framed by a sunbathing area, featuring a few lounge chairs. A shaded structure is visible in the background, providing a space for relaxation. The surrounding landscape includes open green areas and distant homes under a bright sky.

4.94 out of 5 average rating, 31 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.

4.97 out of 5 average rating, 103 reviews

An aerial view captures a coastal area featuring vibrant green landscapes, urban structures, and a serene bay. The coastline is dotted with boats, and a variety of buildings, including a hotel, is visible along the shore, highlighting the proximity to both nature and amenities.

Apartment in Ocho Rios

SCH Airbnb Mystic Ridge Resort

Come to SCHAirbnb at Mystic Ridge Resort for a spacious, family friendly atmosphere. Comfortably sleeps up to four people, with kitchen, wifi with TV in bedroom and living room. Access to pool and tennis court. Located 2.4km from Mytic Mountain and about 10 minutes walk from Ochi Rios Bay beach. Close to restaurants and transportation. Excellent picturesque view of the city.

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Popular amenities for Middlesex County vacation rentals

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Other great vacation rentals in Middlesex County

A lush garden is framed by vibrant flowering bushes in various colors, set against a backdrop of a clear blue sky. Palm trees sway gently, and the sea can be seen in the distance, complementing the scenic hillside landscape of Ocho Rios.

4.91 out of 5 average rating, 98 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

RovardRating, 5 stars2 days ago

Very friendly host with perfect getaway location.

5 out of 5 average rating, 10 reviews

Evertonbnb 592 - With Private Heated Jacuzzi Pool

AngelRating, 5 stars2 days ago

My family and I really loved our 10 day vacation in Everton's home, he made sure that we had all of the necessities that we would need for the start of trip, the kitchen was fully equipped with cookware and dinnerware for all of your meal needs, the home was extremely clean and the necessities was an oasis. Everton was by far one of the best host that I've had the pleasure of booking with and I will continue to book with him anytime we come to visit Jamaica. Thank you Everton for making our stay a lovely one.

4.67 out of 5 average rating, 3 reviews

Modern Home New Harbour (Village Old Harbour)

KevinRating, 5 stars1 month ago

The host at Modern Home Old Harbour was incredibly friendly and helpful the responded to my messages promptly. The place was clean elegant and nice and I felt like I was being treated like a valued customer, and I appreciate that. I would recommend this place to anyone

4.73 out of 5 average rating, 15 reviews

An aerial view highlights a beach area with a gentle curve of sandy shore meeting clear turquoise waters. Small beach huts and structures are visible along the shoreline, while people can be seen enjoying the water. The image captures the serene coastal environment.

Home in Portmore

Solace at Phoenix Park

KadiaRating, 5 stars2 months ago

I enjoyed my stay at solace it felt like home.. Latoya was very welcoming and responsive, place was clean and well kept, neighborhood was nice and peaceful. I’m truly grateful for such an experience and wouldn’t hesitate to return. If you’re looking for a spot in portmore that gives peace and comfort solace is the place, everything was smooth from checking in to checking out 10/10 would recommend. :)

5 out of 5 average rating, 12 reviews

A serene swimming pool is surrounded by a clean, tiled deck and lush greenery. Tall palms frame the area, and modern cabanas are positioned at the far end, offering shaded seating. The pool's clear water reflects the bright sky, creating a tranquil outdoor space.

Apartment in Mandeville

Cozy Haven Apartment with Gym, Pool and WiFi

JermaineRating, 5 stars1 week ago

My stay was a home away from home 🏡. peaceful and private 😌. communication was friendly and accommodating.

4.93 out of 5 average rating, 14 reviews

Apartment in Mandeville

Luxury Oasis of Toni’s Estate

NeseanRating, 5 stars2 months ago

all positives no negatives. feels like home away from home.

A sandy beach scene features sun loungers arranged under minimal shade. Crystal-clear water reflects the blue sky, while visitors enjoy various activities along the shoreline. In the background, buildings and lush greenery create a tranquil coastal atmosphere, with boats anchored in the bay.

5 out of 5 average rating, 14 reviews

Beachfront apartment Ocho Rios

MarciaRating, 5 stars1 week ago

I stayed at this apartment for 3 weeks and had no complaints. The host was great and her response time was on point. Attention to detail was apparent throughout the apartment (A26) I will be booking this apartment again on my next trip to Ocho Rios.