Holiday rentals in Middlesex

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Top-rated holiday rentals in Middlesex

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
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
Home in Lucea
4.93 out of 5 average rating, 14 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

Guest favourite
Home in Hanover Parish
4.77 out of 5 average rating, 56 reviews

Serenity Get Away

2 bedroom 2 bathroom tastefully decorated home filled with modern amenities. Take Advantage of the pool, tennis and basketball courts that the property has to offer. Take morning runs using the jogging trail or take a dip in the beautiful Caribbean sea located within walking distance of the house. Whatever you fancy Serenity get away is right for you, as we aim to please with comfort, style and cleanliness. 30 mins from Montego Bay airport. Shuttle and private transport at additional cost.

Guest favourite
Home in Lucea
4.86 out of 5 average rating, 29 reviews

% For You/ SunKiss solar home/ Negril-Lucea-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 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 Lucea
4.94 out of 5 average rating, 112 reviews

I love Lucea Nestled between Montego Bay & Negril

A secured, gated community nestled between the cities of Montego Bay and Negril. This little piece of paradise is all you need to relax and unwind. If you’d prefer an adrenaline boost, we’ve got you! The community is equipped with a gym, clubhouse, multipurpose court, tennis court, football field, running track and a private beach. We provide other services such as airport transfer, city tours, grocery deliveries, spa, housekeeping, manicure and pedicure services at an additional cost.

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
4.84 out of 5 average rating, 19 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
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
Flat 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
Home in Lucea
5 out of 5 average rating, 24 reviews

The Ultimate SeaClusion/Pools/GYM/Solar/1 Parking

Have fun with the whole family at this stylish place. Newly gated community with amenities: Two Swimming pools, gym, tennis court, soccer field, basket court, table tennis and WiFi. The home is 35 minutes from Montego Bay Airport and 45 minutes from the home to Negril. We are directly across from the sea so it is nice and breezy. You can enjoy watching the sunset across the street by the sea. The home has everything you need to make it a home away from home.

Top guest favourite
Flat 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.

Popular amenities for Middlesex holiday rentals

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