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Holiday houses in Middlesex

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Top-rated holiday rentals in Middlesex

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Superhost
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 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, 77 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
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.

Guest favourite
A spacious bedroom features a large wooden bed with a decorative headboard and light-colored bedding. A dresser displays a wooden finish, complemented by a mirror on the wall. Natural light enters through an open door, enhancing the bright and airy feel of the room.
Apartment in Green Island
4.91 out of 5 average rating, 23 reviews

Stunning Nature-Views StudioApt

Welcome! Make this stunning studio apartment your home away from home. Nestled on 2 acres, the villa is surrounded by luscious nature with sunset and partial sea views. You will be only 15mins drive away from the resort town of Negril and 45mins drive away from Montego Bay, the second city, with a direct highway connection. The studio is self-contained with private, self-check in access, ample parking and 24/7 surveillance. We speak English, Italian and Spanish!

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, 101 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.

Guest favourite
A spacious sleeping area is highlighted by a simple wooden bed frame and two wooden nightstands. Large windows with slatted wooden shutters provide natural light, while a ceiling fan adds to the ambiance. A cozy seating area with wicker chairs complements the serene atmosphere.
Apartment in Green Island
4.84 out of 5 average rating, 43 reviews

Bamboo loft at Papaya Beach JA

Escape to a tranquil oasis, nestled on a private beach. This studio apartment offers a breathtaking view of the sunset, bathed in natural light from its large windows. Cozy and inviting, it features a queen bed and a compact kitchenette, ideal for unwinding after exploring nearby attractions. A 10-minute drive away lies the vibrant Negril 7-mile beach, while our private beach and gardens provide a peaceful retreat.

Popular amenities for Middlesex holiday rentals

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