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Middlesex Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlesex vacation rentals

1 bedroom, iron/ironing board, WiFi (free)

1. 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 P5,995
P14,886 total
includes taxes & fees
Aug 20 - Aug 21
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
View from room

2. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (27 reviews)
"The property was very close to the airport. Bed is comfortable. Only thing is I would av appreciated a kitchen curtain. Apart from that it was great and I love the host she is sweet"
United States
Devine
The price is P5,816
P6,749 total
includes taxes & fees
Aug 9 - Aug 10
Claudeville Condo
Terrace/patio

3. The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is P30,408
P35,030 total
includes taxes & fees
Aug 21 - Aug 22
The Shallhome
Private kitchen

4. Casia Villa

Casia Villa
3.0 star property
Montego Bay
2.0 out of 10, (1 review)
"We waited forever in a shadycary office"
United States
Michael
The price is P24,630
P31,427 total
includes taxes & fees
Aug 15 - Aug 16
Casia Villa
2 bedrooms, desk, laptop workspace, iron/ironing board

5. YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning

YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
3.5 star property
Montego Bay
6.0 out of 10, (2 reviews)
"They was not any bed spread provided for one of the bed. The room -the the pressing iron for clothing was burn as shown in yhe picture. That's the first time ever wearing my nee suit smh. The flooring need cleaning The electronic not functional period. The bathroom shower dirty. The walls was stripping and needs of painting. The windows shows mold and grime No bathroom soap was provides The kitchen no soap was provides until later the following day smh. Things to wash pons and plates wasnt...
United States
Kenean
The price is P8,062
P20,473 total
includes taxes & fees
Aug 20 - Aug 21
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
Beach nearby, white sand, beach towels

6. Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is P10,156
P15,389 total
includes taxes & fees
Aug 9 - Aug 10
Hospitality Expert CP
Beach

7. CPA3

CPA3
3.5 star property
Montego Bay
6.8 out of 10, (3 reviews)
"Nice place to stay but they give 1 towel for each guest to use for 3 days in a row and also if u come to visit family or etc.. they give alot of trouble having guest over but it was a nice place to stay."
United States
ashley
The price is P8,717
P13,133 total
includes taxes & fees
Aug 22 - Aug 23
CPA3
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

Samsara Cliff Resort

Samsara Cliff Resort

8/10 Good
"The property was comfortably, had a little issue but it was dealt with by the staff"
shanell 2-night trip
Posted 3 hours ago
Samsara Cliff Resort

Find out more about Middlesex

Search for holiday rentals in Middlesex on Expedia! 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
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Look no further and take a look at our great range of rental properties in Middlesex!

Frequently asked questions

Can I find vacation rentals in Middlesex?

Yes, we have vacation rentals near popular local attractions in Middlesex, or you can choose a more remote option if you want a relaxing place to 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 larger area.

What are vacation rentals like in Middlesex?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Middlesex. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.