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Vacation rentals in Middlesex

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Top-rated vacation rentals in Middlesex

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A spacious bedroom is equipped with a large bed featuring a light-colored quilt. Two windows with sheer coverings allow natural light to brighten the space, while dark curtains create a calming contrast. Air conditioning and ceiling fans provide comfort, and a dresser is positioned nearby.
Home in Lucea
4.75 out of 5 average rating, 8 reviews

Rohi's Relaxing Haven

Kick back and relax in this calm and stylish space where your comfort is my priority. Enjoy the beautiful seaview from the front bedroom and verandah, the cool sea breeze and beautiful sunsets. The community is gated with 24 hours security, swimming pools, fully equipped gym, clubhouse and tennis court. About half hour away is the very vibrant city of Montego Bay and the capital of casual, Negril, where you will find seven miles of prestine beach, restaurants and a host of other attractions.

Guest favourite
A montage showcases various areas of the Wabi-Sabi Villa. The pool area features a lap pool with lounge floats, while the interior highlights a modern kitchen, a cozy living room with bookshelves, and a luxurious bedroom with a plush king-sized bed.
Villa in Hanover Parish
4.96 out of 5 average rating, 26 reviews

All-Inclusive Jamaica Getaway| Pool| Chef| Gym|Car

Welcome to Wabi-Sabi, a beautifully designed accessory dwelling unit that includes the modern amenities you need for an epic holiday. The luxury villa has two units, each with its own bedroom, bathroom, and living area. We offer an experience unlike any other, with a personal chef, free rental car, rooftop terrace with ocean views. Alcoholic beverages not included. 2 Min Drive to Park Beach 5 Min Drive to Fort Charlotte 16 Min Drive to Dolphin Cove Experience Lucea With Us & Learn More Below!

Guest favourite
A modern living area is designed with comfortable gray sofas adorned with patterned cushions. A sleek coffee table is positioned in front, and large windows allow natural light to illuminate the space. A flat-screen TV is mounted on the wall, contributing to a relaxed atmosphere.
Home in Lucea
4.93 out of 5 average rating, 15 reviews

OceanBreeze

BOOK WITH CONFIDENCE Welcome to ocean-breeze your cozy stylish family friendly vacation home. Ocean-breeze’s located in the Paris of Hanover in the middle between Montego Bay and Negril across the street from Grand Palladium Jamaica Resort. At ocean-breeze you will find everything to make your vacation memorable. Check in any time remotely! Get 24/7 gated security and customers support with helpful tips. Car rental service and certified local tour guides are available for additional charges

Top guest favourite
A modern living area is furnished with a light-colored sofa and two upholstered stools. A glass coffee table sits in front, displaying decorative elements. Sheer curtains allow natural light to illuminate the space, while mirrors add depth to the room.
Home in Lucea
4.84 out of 5 average rating, 76 reviews

Oceancomfort

Looking for a family getaway, romantic occasion, fun or business you will find this spacious luxurious modern furnished home with a wonderful scenic view of the ocean in a safe gated community (Oceanpoint). Centrally located 30 minutes between Montego Bay and Negril in the west, a peaceful place to stay. With 24 hour security enjoy our community swimming pool, Cozy clubhouse multi- purpose courts, jogging trail or check out the beach across from complex, and more amenities along the coast.

Guest favourite
A bright living and dining area features a spacious seating arrangement with a light grey sofa and an oversized chair. A wooden dining table accommodates six people, complemented by modern decor. Large windows framed with soft curtains allow natural light to illuminate the space.
Home in Lucea
4.86 out of 5 average rating, 29 reviews

SunKiss Paradise/Family 4 home/ Btw Negril & Mobay

Welcome to our now SOLAR EQUIPPED, charming two-bedroom, two-bathroom home in an exclusive oceanfront gated community. Situated between the world-renowned seven-mile beaches of Negril and the bustling cruise ship destination of Montego Bay, our home offers a haven of tranquility with 24-hour security. Just minutes away from the historic town of Lucea, where part of the famous movie Cool Runnings was filmed. Let this cozy solar packed home serve as the perfect setting for your vacation.

Guest favourite
A bright living area features a spacious sectional couch and a sleek coffee table. A large television is mounted on the wall, above a modern electric fireplace. Ambient lighting is provided by a ceiling fan and decorative fixtures, with soft colors enhancing the interior's design.
Home in Lucea
4.95 out of 5 average rating, 39 reviews

Scenic Cozy Casa- between Mobay & Negril

Scenic Cozy Casa is a tropical retreat located in the beautiful, gated community of Oceanpointe (midway between Negril and Montego Bay). Enjoy sea views to the north and lush mountains to the south, offering a serene escape. The community features two pools, a gym, jogging trail, tennis court and multi-purpose court. Relax at the clubhouse or explore the amenities. With 24-hour security, Scenic Cozy Casa is the ideal base for relaxation and adventure on Jamaica’s stunning western coast.

Guest favourite
Home in Hanover Parish
4.84 out of 5 average rating, 134 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 hot water, Granite kitchen and bathroom countertop, washer and dryer, complete closet with sliding doors, rear and side fencing, large patio, paving stone driveway, open floor plan , these are some of the many features.

Guest favourite
Home in Lucea
5 out of 5 average rating, 7 reviews

Island Breeze Escape

Island Breeze Escape is your cozy getaway where comfort meets island charm. Whether you’re here for relaxation, adventure, or a little of both, our space is designed to make you feel right at home—just with a fresh sea breeze and tropical vibes all around. Wake up to the gentle sound of birds chirping, enjoy nearby beaches and attractions, and end your day unwinding in a space curated for peace and ease, inside or by the pool. Perfect for solo travelers, couples, or small families!

Guest favourite
A modern living space is displayed, featuring a comfortable sectional sofa with a yellow accent pillow. Light-colored curtains frame large windows, allowing natural light to fill the room. A flat-screen TV is mounted on a minimalist console, with a dining area visible in the background.
Home in Lucea
4.85 out of 5 average rating, 20 reviews

Grand 180° Sea View OceanPointe

Welcome to The Grand 180 Degrees Sea View at Ocean Pointe, the Perfect Relaxing Vacation home located in a quiet gated community in Lucea, Hanover. Centrally located just 30mins between Montego Bay and The Beautiful Negril. Experience the Clean and Airy Beach Vibe for a Family Getaway, Business Trip or Staycation. Enjoy the Sea and Mountain views, Unique Eco-Friendly front yard, and a Private Back Yard with a 180-degree Ocean View you Cannot resist. Your home away from Home Awaits!

Guest favourite
A light-colored house is depicted with a pointed roof, featuring a front porch and large windows. Landscaped greenery surrounds the house, including a small garden and well-maintained lawn. A paved driveway leads up to the home, with a white picket fence in the background.
Home in Lucea
4.92 out of 5 average rating, 105 reviews

Sunflower Escape Deluxe Pool/Beach/Gym/AC

Escape to relaxation at this two bedroom home located halfway between two of our islands most popular tourist destinations Montego Bay and Negril. Sunflower Escape Delux has all the basic modern amenities, privacy, comfort and style. Our community is gated with free access to a pool, gym, tennis and basketball courts and jogging trail. Chukka Adventures and Dolphin Cove are just minutes away. We also offer airport transfers and a nice car for rent at affordable rates.

Top guest favourite
A modern living area features a light gray sectional sofa adorned with orange cushions. Two lamps illuminate the space alongside a wooden coffee table. Large windows are framed with sheer and dark gray curtains, while decorative plants and white flowers add a touch of elegance.
Home in Lucea
4.95 out of 5 average rating, 105 reviews

Paradise Oasis at Oceanpointe

Have fun and relax at Paradise Oasis at Oceanpointe. A tranquil yet luxurious home away from home. Nestled in the beautiful island of Jamaica, halfway between two popular tourists’ destinations – Negril and Montego Bay. This chic yet warm beauty, promises to appeal to your need for relaxation while satisfying your desire for comfort. It is simply an ideal space for solace, business trips, family vacations or a couple’s hideaway.

Guest favourite
The living area features a comfortable sofa beneath a ceiling fan, complemented by light from large windows adorned with light curtains. A smart TV is mounted on the wall, while a dining table set with decorative placemats and vibrant flowers is visible in the foreground.
Home in Hanover Parish
4.88 out of 5 average rating, 100 reviews

Comfort Suite:

Comfort Suite is a two-bedroom, two-bathroom home located at Oceanpointe in Lucea Hanover with 24-hour security. The community is nestled between Jamaica's tourist capitals, Montego Bay and Negril. Soak up the sunshine by the pool or enjoy a fun games night at the community clubhouse. Enjoy a swim with the dolphins' meters away at Dolphin Cove or horseback riding and ATV rides at Chukka Adventure Tours 10 minutes away.

Popular amenities for Middlesex vacation rentals

  1. Airbnb
  2. Jamaica
  3. Hanover
  4. Middlesex