Middlesex Holiday Rentals

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Middlesex holiday rentals

Exterior

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is S$149
includes taxes & fees
17 Apr - 18 Apr
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
Balcony

Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
10.0 out of 10, Exceptional, (1 review)
"Great atmosphere and awesome service. Clean and spacious apartment with a modern touch. Definitely looking forward to a future stay"
United States
Shantel
The price is S$108
includes taxes & fees
17 Apr - 18 Apr
Modern Home 10minstobeach, Private Cliff, AC Wifi
Exterior

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 S$165
includes taxes & fees
18 Apr - 19 Apr
Unity Villa
Private kitchen

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is S$658
includes taxes & fees
15 Apr - 16 Apr
Casia Villa
Front of property

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 S$1,445
includes taxes & fees
17 Apr - 18 Apr
Wabi-Sabi Villa
View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
The price is S$141
includes taxes & fees
18 Apr - 19 Apr
Claudeville Condo
Pool

Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is S$327
includes taxes & fees
19 Apr - 20 Apr
Sunshine Seashore Escape Jamaica
Terrace/patio

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is S$733
includes taxes & fees
12 Apr - 13 Apr
The Shallhome
Beach nearby, white sand, beach towels

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is S$308
includes taxes & fees
12 Apr - 13 Apr
Nianna Chatham
1 bedroom, iron/ironing board, free WiFi

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

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is S$322
includes taxes & fees
19 Apr - 20 Apr
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Balcony view

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (152 reviews)
"We did not use the hot tub put the pool area including the hot tub looked very relaxing. Located in a beautiful garden area "
Canada
Faye
The price is S$265
includes taxes & fees
11 May - 12 May
Villas Sur Mer
Blackout curtains, iron/ironing board, free WiFi

Eleven30 Luxury Apartments

Eleven30 Luxury Apartments
3.0 star property
Negril
The price is S$181
includes taxes & fees
12 Apr - 13 Apr
Eleven30 Luxury Apartments
In-room dining

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (12 reviews)
"The view and ambience was pure bliss!"
United States
Roxanne
The price is S$936
includes taxes & fees
16 Apr - 17 Apr
Stunning Ocean View
Outdoor pool, pool umbrellas, pool loungers

Idle Awhile Cliffs

Idle Awhile Cliffs
4.0 star property
West End
9.0 out of 10, Wonderful, (121 reviews)
"Staying at Idle awhile cliff is a great stay, however be aware of the very idle vibe. Things are extremely relaxed. Most people go out for dinner in the evenings, so staff is normally gone by 7pm on the dot. This property has so much potential but I am afraid it’s a tad bit neglected because it is the smaller of the 3 properties. The concept of the room is amazing. At night it’s extremely dark in this area and away from most of what’s happening on the west end. Upon arriving we notice a few...
United States
Annie-Kay
The price is S$268
includes taxes & fees
18 Apr - 19 Apr
Idle Awhile Cliffs
Property grounds

Beach House Condos Negril

Beach House Condos Negril
3.5 star property
Negril
9.0 out of 10, Wonderful, (59 reviews)
"It was like staying in a 5 star hotel. Was comfortable like home. Rooms were spotless. Beautiful ambiance and clean grounds. Staff was professional and pleasant. "
United States
Tamar
The price is S$192
includes taxes & fees
4 May - 5 May
Beach House Condos Negril
Reception

Negril Beachside

Negril Beachside
2.0 star property
Negril
8.0 out of 10, Very good, (1 review)
The price is S$193
includes taxes & fees
22 Apr - 23 Apr
Negril Beachside
Exterior

La Costa Villa

La Costa Villa
3.0 star property
Montego Bay
The price is S$1,097
includes taxes & fees
12 Apr - 13 Apr
La Costa Villa
Exterior

Sunny-shore Hideaway

Sunny-shore Hideaway
2.0 star property
Lucea
The price is S$324
includes taxes & fees
12 Apr - 13 Apr
Sunny-shore Hideaway
Beach towels

Montego Bay Club Apartments

Montego Bay Club Apartments
4.0 star property
Hip Strip
7.4 out of 10, Good, (63 reviews)
"I enjoyed my stay although there was no room service "
United States
Nigeria
The price is S$224
includes taxes & fees
22 Apr - 23 Apr
Montego Bay Club Apartments
Property grounds

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
3.5 star property
Montego Bay
The price is S$538
includes taxes & fees
13 Apr - 14 Apr
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
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

Couples Negril All Inclusive

Couples Negril All Inclusive

10/10 Excellent
"It was excellent "
Samantha 5-night trip
Posted 8 hours ago
Couples Negril 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 are some of the best holiday rentals that Middlesex has to offer?

Deluxe appartment at Point village: This holiday home rental outside of Middlesex has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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. 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.