Default HTG hotel image

Search Holiday Rentals in Middlesex

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Middlesex holiday rentals

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

1. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.6 out of 10, Excellent, (7 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is ₹8,847
₹9,827 total
includes taxes & fees
1 Nov - 2 Nov
Sky Beach Rooms
A dining area with a wooden table and chairs, a fruit bowl, and a view of the ocean through large glass doors.

2. Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (15 reviews)
"Clean and beautiful scenery! Needed assistance after hours and the manager responded quickly to my questions and concerns. Would book again"
United States
Willie
The price is ₹50,850
₹70,000 total
includes taxes & fees
2 Nov - 3 Nov
Stunning Ocean View
A modern outdoor pool area with lounge chairs, a hot tub, and a fireplace.

3. Wabi-Sabi Villa

Wabi-Sabi Villa
5.0 star property
Lucea
10.0 out of 10, Exceptional, (2 reviews)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
United States
Andrea
The price is ₹73,985
₹94,704 total
includes taxes & fees
13 Nov - 14 Nov
Wabi-Sabi Villa
A lush garden with a swimming pool, surrounded by dense foliage and tropical plants.

4. Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.6 out of 10, Excellent, (155 reviews)
"Carmen was very accommodating during my stay at the villa. The upgraded room was beautiful. The amenities and proximity to other restaurants in walking distance was a great."
United States
Nadine
The price is ₹16,717
₹18,484 total
includes taxes & fees
15 Nov - 16 Nov
Villas Sur Mer
A coastal swimming area with boats and people.

5. Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is ₹13,499
₹22,761 total
includes taxes & fees
4 Nov - 5 Nov
Sunshine Seashore Escape Jamaica
A beach with thatched umbrellas, a white building, and pink flowers.

6. Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (64 reviews)
"Second time staying here.. reasonably priced, low-key idyllic spot"
United States
Elizabeth
The price is ₹11,431
₹14,384 total
includes taxes & fees
31 Oct - 1 Nov
Beach House Condos Negril
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

7. Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"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 "
United States
Susan
The price is ₹8,999
₹12,349 total
includes taxes & fees
31 Oct - 1 Nov
Unity Villa
Exterior

8. Sunny-shore Hideaway

Sunny-shore Hideaway
2.0 star property
Lucea
The price is ₹14,424
₹23,907 total
includes taxes & fees
6 Nov - 7 Nov
Sunny-shore Hideaway
A swimming pool with a hot tub, surrounded by palm trees and a white building.

9. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is ₹14,370
₹26,143 total
includes taxes & fees
1 Nov - 2 Nov
Turquoise Sea Villa
A staircase with stone steps and metal railings, leading upwards.

10. RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is ₹8,678
₹10,075 total
includes taxes & fees
5 Nov - 6 Nov
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"Nice"
Rafiu 4-night trip
Posted 7 hours ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Find out more about Middlesex

Holiday Rentals in Middlesex

Search for holiday rentals in Middlesex on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Middlesex using one of the methods below:

  • View our selection of featured holiday rentals in Middlesex
  • Use the map to find apartments and other holiday homes in the Middlesex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlesex while they last

Look no further and take a look at our great range of rental properties in Middlesex!

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 Hope Botanical Garden and Zoo, or get out into nature at a spot like Seven Mile Beach. Half Moon Beach 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.