Middlesex Holiday Rentals

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Holiday Rentals in Middlesex

Dalley's Cozy Apartments

3.0 star property
8.0 out of 10, Very good, (5)
"It was a great place, right spot clean big place i have everything i need to have a good time i do recommend this place"
Dalley's Cozy Apartments

Sand and Blue Seas

3.0 star property
8.2 out of 10, Very good, (123)
"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

Montego Bay Club Apartments

4.0 star property
7.4 out of 10, Good, (34)
"Great location "
Montego Bay Club Apartments

Montego Bay Club Beach Resort

3.5 star property
4.2 out of 10, (33)
"The view is out of this world and the is kept clean. "
Montego Bay Club Beach Resort

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (147)
"Amazing as always!!! "
The price is NZ$309
includes taxes & fees
18 July - 19 July
Villas Sur Mer

Beach House Condos Negril

3.5 star property
9.0 out of 10, Wonderful, (54)
"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 NZ$254
includes taxes & fees
18 July - 19 July
Beach House Condos Negril

Monimo Ridge Suites

3.0 star property
8.4 out of 10, Very good, (17)
"Was a clean and safe space to spend a night before my flight back home. Very close to Montego Bay airport."
Monimo Ridge Suites

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

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

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

Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica

10.0 out of 10, Exceptional, (32)
"You can't beat the location. Chef Marie made our vacation the most memorable yet. She is well-organized and everyday she surprised us with her excellent creations. Any issues we had were addressed as best as they could and timely.The accommodation is run like a mini private hotel-beautiful rooms and lots of space. It was private and perfect for our group of 10."
Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica

Stunning Ocean View

4.0 star property
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
The price is NZ$1,130
includes taxes & fees
22 July - 23 July
Stunning Ocean View

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 NZ$144
includes taxes & fees
4 Aug - 5 Aug
Unity Villa

Sunny-shore Hideaway

2.0 star property
The price is NZ$379
includes taxes & fees
23 July - 24 July
Sunny-shore Hideaway

Seascape Apartment

2.5 star property
7.4 out of 10, Good, (8)
"Clean and family oriented. Owner were very accommodating. I wouldn’t mind staying there again."
Seascape Apartment

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 NZ$201
includes taxes & fees
18 July - 19 July
Sky Beach Rooms

Solet's Paradise Negril

2.5 star property
9.8 out of 10, Exceptional, (9)
"Solet's Paradise is a litte 'safe haven', the place is safe and secure, the location is near to many shops, dinning and entertainment location. Ms Solets ensure that my friend and i were comfortable."
Solet's Paradise Negril

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

10.0 out of 10, Exceptional, (61)
"We had the honor to stay at Windfall Villas for our Honeymoon and it was the best decision we could’ve made. From the clean nice thoughtful well equipped house to the beautiful outdoor & Pool area there is nothing more you could ask for!! We were amazed by the huge wonderful garden with lots of flowers & plants that you can all fully enjoy to yourself we really felt like we landed right into Jamaican Paradise! Special thanks to Mel and Marsha who made us feel so welcome and help us out with...
The price is NZ$520
includes taxes & fees
23 July - 24 July
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Turquoise Sea Villa

3.5 star property
The price is NZ$357
includes taxes & fees
18 July - 19 July
Turquoise Sea Villa

Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible

10.0 out of 10, Exceptional, (41)
"Mr Ralph was an amazing host! Our flight got canceled due to the Heathrow chaos and he was so patient and kind, making sure we could reschedule. The villa is absolutely stunning and the staff made our trip unforgettable.The chefs spoiled us with incredible Jamaican food, and they went all out for my mum’s birthday….decorations, a floating breakfast, the works! Couldn’t have asked for a better experience. Highly recommend!"
Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible
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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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.