Middlesex Vacation Rentals

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Vacation Rentals in Middlesex

Montego Bay Club Apartments
Beach towels
Montego Bay Club Apartments
4.0 star property
7.8 out of 10, Good, (18)
"I enjoyed my stay at this appartment. The room was very clean and the view of the ocean from the balcony is breath taking. Shower had great flow and the wifi worked perfect. I only use the A/C twice durning my 7 day stay as the room stayed cool. The best part is the location to everything. Starbucks is just accross the street and resturants and grocery are just few min walk. I would definitley book another stay."
Montego Bay Club Apartments
Villas Sur Mer
Outdoor pool, sun loungers
Villas Sur Mer
4.0 star property
8.8 out of 10, Excellent, (131)
"Will be back. Friendly staff and good location "
The price is P 10,260
per night
Jun 20 - Jun 21
Villas Sur Mer
Beach House Condos Negril
Terrace/patio
Beach House Condos Negril
3.5 star property
8.8 out of 10, Excellent, (46)
"Stayed with my family of 6. Staff was very friendly. We felt safe on the property. Upon check-we we’re given the wrong room. Staff apologized and quickly righted the situation. Stayed in the lower jungle unit. Plenty of space. Not much hot water. Kitchen pretty bare bones. Beach is beautiful. It is more towards the end of 7 mile beach. Can walk for miles on the Sandy beach. A wind storm unfortunately came through during our stay and made a mess of the beach. The staff did there best to clean...
The price is P 7,036
per night
Jun 23 - Jun 24
Beach House Condos Negril
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Monimo Ridge Suites
View from room
Monimo Ridge Suites
3.0 star property
9.2 out of 10, Wonderful, (7)
"The property was nice, hospitality of our agent Yollanda was great, away from the loud noise of the trucks that pass by on the highway my stay was great. I would stay at this cottage again"
The price is P 6,232
per night
Jun 24 - Jun 25
Monimo Ridge Suites
Montego Bay Club Resort
View from property
Montego Bay Club Resort
3.0 star property
4.0 out of 10, (32)
"The property was nothing like the pictures. The receptionist was very friendly. The property itself was not very good. The sliding door to the balcony was broken, the tub didn’t drain and overall it just wasn’t as wxpected."
Montego Bay Club Resort
Idle Awhile Cliffs
View from property
Idle Awhile Cliffs
3.5 star property
9.0 out of 10, Wonderful, (113)
"Quiet property with rustic feel. It was away from night noise and traffic. Slept like a baby! Close to other good entertainment spots and easy to reach the beach! "
The price is P 10,920
per night
Jul 20 - Jul 21
Idle Awhile Cliffs
Idle Awhile Villas
Outdoor pool
Idle Awhile Villas
4.0 star property
10.0 out of 10, Exceptional, (11)
"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
Deluxe appartment at Point village
Private beach, white sand
Deluxe appartment at Point village
3.0 star property
9.0 out of 10, Wonderful, (11)
"Very nice complete with cooking are...easher abd dryer.....in a safe and secure gsted communiry...beautiful beach for swimming....."
Deluxe appartment at Point village
Solet's Paradise Negril
Beach/ocean view
Solet's Paradise Negril
2.5 star property
10.0 out of 10, Exceptional, (7)
"Solet’s Paradise is very comfortable and a great value stay."
Solet's Paradise Negril
Sand and Blue Seas
Dining
Sand and Blue Seas
3.0 star property
8.2 out of 10, Very Good, (98)
"Love the updated rooms modern with nice bathrooms towels and washcloths looks new but the problem I had was I saw roaches this is not the first time I told management on a previous trip so housekeeping sprayed this time they came to my room and saw for themselves so in my opinion they need to exterminate "
Sand and Blue Seas
Coral Reef Beach Suite At Montego Bay Club Resort
View from property
Coral Reef Beach Suite At Montego Bay Club Resort
2.5 star property
8.0 out of 10, Very Good, (1)
"Everything just needs up grading With better managers skill "
Coral Reef Beach Suite At Montego Bay Club Resort
The Polo Club at Racquet Club
Exterior
The Polo Club at Racquet Club
3.0 star property
The Polo Club at Racquet Club
Wabi-Sabi Villa
Exterior
Wabi-Sabi Villa
5.0 star property
10.0 out of 10, Exceptional, (1)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
The price is P 20,112
per night
Jul 20 - Jul 21
Wabi-Sabi Villa
Silent Waters Villa
2 outdoor pools, an infinity pool, sun loungers
Silent Waters Villa
5.0 star property
8.0 out of 10, Very Good, (1)
"The only concern I had was failure to follow the allergy list for meals."
Silent Waters Villa
Jamaican Loft at Sunshine Village
Exterior
Jamaican Loft at Sunshine Village
3.5 star property
7.6 out of 10, Good, (4)
"It was fine for a place to sleep and had good air con. but the double bed was so small and the futon couch was extremely uncomfortable. I know it just opened up and they replaced the double with a queen the day after we left, so that’s good for future people who stay there. If you want luxury… this is not it!! We were not expecting luxury so it was adequate. The location however was perfect!! "
The price is P 3,990
per night
Jul 20 - Jul 21
Jamaican Loft at Sunshine Village
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
Property grounds
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
3.5 star property
10.0 out of 10, Exceptional, (1)
"It was very nice and beautiful although the neighborhood is very condescending the property is very nice and quiet. The owner of the property SB., is very sweet and kind and helps with any and everything. "
The price is P 4,573
per night
Jun 21 - Jun 22
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
Stunning Ocean View
Gazebo
Stunning Ocean View
4.0 star property
10.0 out of 10, Exceptional, (7)
"The view and ambience was pure bliss!"
The price is P 29,022
per night
Jun 20 - Jun 21
Stunning Ocean View
Don't see what you're looking for?
See all available properties in Middlesex
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.

Other types of properties in Middlesex you may be interested in

SeaGarden Beach Resort - All Inclusive
Private beach nearby, white sand, beach massages, beach bar
SeaGarden Beach Resort - All Inclusive
3.5 star property
7.4 out of 10, Good, (2232)
"Personal so profesional and nice Best food ever"
The price is P 12,482
per night
Jun 25 - Jun 26
SeaGarden Beach Resort - All Inclusive
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
On the beach, white sand, beach umbrellas, beach towels
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
4.0 star property
9.4 out of 10, Exceptional, (1675)
"Beautiful resort with the friendliest, most attentive staff. Amazing views, amenities, food, and drinks."
The price is P 32,150
per night
Jul 15 - Jul 16
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Aerial view
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
4.5 star property
7.6 out of 10, Good, (1166)
"Grand Palladium is so beautiful and clean. There were a lot of things to do at the resort. "
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
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.

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:

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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. Bloody Bay 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.

Recent reviews of Middlesex properties
Expedia verified reviews

Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

5/5 Excellent
"Exceeded all our expectations! The pictures don’t do it justice, and the staff is absolutely wonderful. Probably the best all inclusive resort we’ve ever experienced. We’ll definitely be back."
A verified traveler stayed at Sunset at the Palms Resort - Adults Only - All Inclusive
Posted 12 hours ago
Sunset at the Palms Resort - Adults Only - All Inclusive