Middlesex Vacation Rentals

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Check prices for these dates

Tonight
Jul 29 - Jul 30
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Jul 30 - Jul 31
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Vacation Rentals in Middlesex

Dalley's Cozy Apartments
Balcony view

Dalley's Cozy Apartments

3.0 star property
8.4 out of 10, Very Good, (6)
"Nice spot. Check in could have been better but everything else was good. "
Dalley's Cozy Apartments
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 P10,006
P11,064 total
includes taxes & fees
Jul 31 - Aug 1
Villas Sur Mer
Montego Bay Club Apartments
Beach towels

Montego Bay Club Apartments

4.0 star property
7.4 out of 10, Good, (34)
"Great location "
Montego Bay Club Apartments
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 P6,861
P8,634 total
includes taxes & fees
Aug 8 - Aug 9
Beach House Condos Negril
Montego Bay Club Beach Resort
View from property

Montego Bay Club Beach Resort

3.5 star property
4.4 out of 10, (36)
"The view is out of this world and the is kept clean. "
Montego Bay Club Beach Resort
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
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
Idle Awhile Cliffs
Outdoor pool, pool umbrellas, sun 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
Monimo Ridge Suites
Property grounds

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (18)
"Was a clean and safe space to spend a night before my flight back home. Very close to Montego Bay airport."
Monimo Ridge Suites
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 P6,175
P6,850 total
includes taxes & fees
Jul 31 - Aug 1
Sky Beach Rooms
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 P26,157
P38,429 total
includes taxes & fees
Jul 31 - Aug 1
Stunning Ocean View
Unity Villa
Front of property

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 P3,717
P5,289 total
includes taxes & fees
Aug 8 - Aug 9
Unity Villa
Turquoise Sea Villa
Front of property

Turquoise Sea Villa

3.5 star property
The price is P5,546
P12,153 total
includes taxes & fees
Aug 3 - Aug 4
Turquoise Sea Villa
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 P4,569
P9,309 total
includes taxes & fees
Aug 9 - Aug 10
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Seascape Apartment
Exterior

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
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 P7,217
P12,776 total
includes taxes & fees
Aug 17 - Aug 18
Sunny-shore Hideaway
Negril Beachside
Terrace/patio

Negril Beachside

2.0 star property
Negril Beachside
Nianna Chatham
Beach nearby, white sand, beach towels

Nianna Chatham

2.5 star property
The price is P12,979
P18,414 total
includes taxes & fees
Aug 5 - Aug 6
Nianna Chatham
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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"Staff and resort overall was amazing "
Gregory Allen Weaver 5-night trip
Posted 4 hours ago
Deja Resort All Inclusive

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 are some of the best vacation rentals that Middlesex has to offer?

Stunning Ocean View: You might want to consider this vacation home rental near Middlesex, which is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill 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 yard.

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 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.