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Check prices for these dates

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Holiday Rentals in Middlesex

Sand and Blue Seas
Outdoor dining

Sand and Blue Seas

3.0 star property
8.2 out of 10, Very good, (131)
"They were so friendly and hospitable. "
Sand and Blue Seas
Idle Awhile Cliffs
Outdoor pool, pool umbrellas, pool loungers

Idle Awhile Cliffs

3.5 star property
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
Idle Awhile Cliffs
Villas Sur Mer
Premium Cottage, 1 Queen Bed, Pool View | Balcony view

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is 4.611.425 ₫
5.098.919 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Villas Sur Mer
Montego Bay Club Apartments
Beach towels

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (39)
"I enjoyed my stay, the location was great."
Montego Bay Club Apartments
Beach House Condos Negril
Restaurant

Beach House Condos Negril

3.5 star property
9.0 out of 10, Wonderful, (56)
"Pro: separate AC in all rooms. Fully equipped kitchen. Clean. Approachable and helpful staff. Con: no toiletries. Tiny private beach with only four dry grass beach umbrellas. "
The price is 3.162.120 ₫
3.979.001 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Beach House Condos Negril
Dalley's Cozy Apartments
Balcony view

Dalley's Cozy Apartments

3.0 star property
8.8 out of 10, Excellent, (8)
"The location was great walking distance to everything was easy "
Dalley's Cozy Apartments
Monimo Ridge Suites
Property grounds

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (20)
"The property is well kept, great hospitality. I felt safe and at peace while staying at the property. This is my second time staying there. I recommend staying at this property to anyone to wishes to have peace of mind. "
Monimo Ridge Suites
Unity Villa
Electric kettle, toaster

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
Unity Villa
MoBay Life
Apartment, Beach View | Bed sheets

MoBay Life

2.5 star property
4.0 out of 10, (2)
"The property is in a great location to be able to walk into the town, harmony park beach, and the hip strip. That was the only plus "
MoBay Life
Stunning Ocean View
Family Townhome, 2 Bedrooms, Kitchen, Ocean View | In-room dining

Stunning Ocean View

4.0 star property
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
The price is 12.054.792 ₫
17.051.482 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Stunning Ocean View
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
Villa, 4 Bedrooms | Property grounds

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

3.5 star property
The price is 3.582.682 ₫
8.864.531 ₫ total
includes taxes & fees
16 Oct - 17 Oct
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
Solet's Paradise Negril
Beach/ocean view

Solet's Paradise Negril

2.5 star property
9.8 out of 10, Exceptional, (9)
"Great little gem in Negril.If you are looking for a nice relaxing place away from the hustle and bustle, this is the place. Rooms are beautiful and the staff was awesome. would absolutely stay again. Dave"
Solet's Paradise Negril
Unity Villa
Front of property

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
The price is 1.712.815 ₫
2.437.467 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Unity Villa
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Villa, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is 2.157.883 ₫
4.371.091 ₫ total
includes taxes & fees
11 Oct - 12 Oct
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Apartamento Vacacional en Bahía Montego
Exterior

Apartamento Vacacional en Bahía Montego

3.0 star property
Apartamento Vacacional en Bahía Montego
Idle Awhile Villas
Luxury Villa, 5 Bedrooms | Outdoor pool | 4 outdoor pools

Idle Awhile Villas

4.0 star property
10.0 out of 10, Exceptional, (15)
"The property was beautiful and the service was phenomenal. We had an amazing chef Raquel and butler Ryan. They accommodated our every need and Ryan had a lot of great recommendations for restaurants and activities. Would love to come back!!"
Idle Awhile Villas
Ocean View Suit-Montego Bay Club Resort
Outdoor pool

Ocean View Suit-Montego Bay Club Resort

3.5 star property
Ocean View Suit-Montego Bay Club Resort
Seascape Apartment
Exterior

Seascape Apartment

2.5 star property
7.6 out of 10, Good, (10)
"The owner daughter Ash was on the property handling it. She is beyond a sweetheart and very helpful!! ❤️This by far is the best Apartment style home where I felt safe and like as if I was surrounded by family! You will not make a bad choice by staying here for your vacation. It is in the center of everything car rental, grocery store and 7 mile beachfront is literally a walk across the street easy access!! I give this property a 10+"
Seascape Apartment
Luxury villa in Montego Bay Jamaica
Basic Apartment | Terrace/patio

Luxury villa in Montego Bay Jamaica

3.0 star property
Luxury villa in Montego Bay Jamaica
Sunrise at Point Village
On the beach

Sunrise at Point Village

2.5 star property
Sunrise at Point Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesex Hotel Reviews

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

10/10 Excellent
"God is good"
Chantel 1-night trip
Posted 10 hours ago
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Frequently asked questions

Can I find holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Middlesex?

Explore the area and family-friendly sights such as Kool Runnings Water Park, or get out into nature at a spot like Seven Mile Beach. Tryall Golf Club and Bloody Bay Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for small groups.