Middlesex Holiday Rentals

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Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

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, (124)
"Beautiful clean property the chef cooks very good.. pool needs some paint .. otherwise this place is amazingly beautiful and on the beach just don’t expect anything fancy.. it’s simple and easy .. definitely a vibe I’ll be back!"
Sand and Blue Seas
Villas Sur Mer
Balcony view

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is S$275
includes taxes & fees
14 Sept - 15 Sept
Villas Sur Mer
Beach House Condos Negril
Restaurant

Beach House Condos Negril

3.5 star property
9.0 out of 10, Wonderful, (55)
"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 S$193
includes taxes & fees
22 Aug - 23 Aug
Beach House Condos Negril
Dalley's Cozy Apartments
Balcony view

Dalley's Cozy Apartments

3.0 star property
8.6 out of 10, Excellent, (7)
"Nice spot. Check in could have been better but everything else was good. "
Dalley's Cozy Apartments
Monimo Ridge Suites
Property grounds

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (19)
"Was comfortable and safe "
Monimo Ridge Suites
Montego Bay Club Beach Resort
View from property

Montego Bay Club Beach Resort

3.5 star property
4.4 out of 10, (37)
"The view is out of this world and the is kept clean. "
Montego Bay Club Beach Resort
Montego Bay Club Apartments
Beach towels

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (36)
"Great location "
Montego Bay Club Apartments
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
Seascape Apartment
Exterior

Seascape Apartment

2.5 star property
7.6 out of 10, Good, (9)
"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
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
Sky Beach Rooms
Restaurant

Sky Beach Rooms

5.0 star property
2.0 out of 10, (1)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
The price is S$137
includes taxes & fees
14 Sept - 15 Sept
Sky Beach Rooms
Idle Awhile Villas
Outdoor pool

Idle Awhile Villas

4.0 star property
10.0 out of 10, Exceptional, (14)
"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
Stunning 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 S$860
includes taxes & fees
15 Aug - 16 Aug
Stunning Ocean View
MoBay Life
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
Turquoise Sea Villa
Front of property

Turquoise Sea Villa

3.5 star property
The price is S$264
includes taxes & fees
14 Sept - 15 Sept
Turquoise Sea Villa
Negril Beachside
Terrace/patio

Negril Beachside

2.0 star property
Negril Beachside
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
1 bedroom, iron/ironing board, free WiFi

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

3.0 star property
The price is S$210
includes taxes & fees
23 Aug - 24 Aug
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa 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
Sunny-shore Hideaway
Pool

Sunny-shore Hideaway

2.0 star property
The price is S$285
includes taxes & fees
21 Aug - 22 Aug
Sunny-shore Hideaway
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
Property grounds

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

3.5 star property
The price is S$429
includes taxes & fees
21 Aug - 22 Aug
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

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

10/10 Excellent
"I went here solo and had a great time! I didn’t have one complaint, the room and view was amazing the food was good every night except one night and there’s so. Itch to do around the area I absolutely loved it "
Vanessa 3-night trip
Posted 21 hours ago
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

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?

Stunning Ocean View: This holiday home rental outside of Middlesex is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a terrace and a private garden.

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 Tryall Golf Club 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.