Middlesex County Vacation Homes from ₩313,153

A waterfall cascading into a turquoise pool surrounded by lush greenery.

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Our top choices for Middlesex County vacation homes

Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Portmore

Kimoya

₩492,770 total

includes taxes & fees

Jul 7 - Jul 8

3 Bedroom Cozy House in Drax Hall

Ocho Rios

₩565,017 total

includes taxes & fees

Jul 7 - Jul 8

DeJee Lodging

Ocho Rios

Erica

₩347,170 total

includes taxes & fees

Jul 7 - Jul 8

Harbour Oasis Retreat - Charming 2 Bedroom House

Old Harbour

₩313,153 total

includes taxes & fees

Jul 14 - Jul 15

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Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

10/10 Excellent

"Great resort. The staff was great and so were the amenities. Definitely will be coming back."

Bahia Principe Escape Runaway Bay - All Inclusive

8/10 Good

"The resort stands out with its spacious layout and stunning ocean views, making it an ideal destination for travelers seeking comfort and beauty. Its large size ensures privacy even during busy times, and the well-manicured grounds add to its inviting atmosphere. The rooms are very spacious, and the bathroom is huge. I had an ocean view, and waking up to the Caribbean Sea was a therapeutic experience. The staff is welcoming, kind, and helpful, which makes guests feel truly valued and cared for. The resort also had several sitting areas where you could relax. The beach was lovely, with traditional palm-leaf umbrellas for shade."

Sea Shell Palms

8/10 Good

"My husband and I stayed for five days, and overall, we enjoyed our stay. I really liked that breakfast was provided every morning. One issue we had was that after the first morning, we didn’t have enough supplies in the room to make tea or coffee. However, once I brought it to their attention, they quickly corrected the issue and gave us extra supplies, which I really appreciated. The pool area was clean, and the hot tub was great 👍. Our room was clean, although I do think it could have been a little tidier—but I may be a little more critical because I used to be a professional housekeeper 😂. My biggest concern was the check-in process. Check-in time is 3 PM, and we arrived around 8:30 PM, but our room was not ready. The office was already closed, so a staff member had to check us in outside on the property in an area that was not secluded or private. I was very concerned for the staff member’s safety, and honestly, it still bothers me to this day. I really hope management considers a safer after-hours check-in process for their employees. With that being said, the staff did address our concerns when we brought them up, and yes, my husband and I would stay here again. 👍"

The Cardiff Hotel & Spa

10/10 Excellent

"This resort serves as a training facility for students in the hospitality industry and what a fantastic job! The staff was amazing, always willing to go the extra mile to ensure you are comfortable. A hearty Jamaican cuisine is served for breakfast. The pastries are fantastic! Not overly sweet and extremely tasty. The pool is clean and well maintained. However, the rooms are a bit dated and there is no entertainment. If you expect a high-end international experience this may not be your best option, but if you’re interested in experiencing an authentic Jamaican interaction, consider visiting. It’s always heartwarming to know that I am able to contribute to the advancement of the Jamaican community and get such a positive experience in return. A win win situation! In general, it was a good experience and I intend to return."

GoldenEye

10/10 Excellent

"A Perfect Oasis in Jamaica—I Did Not Want to Leave! This hotel is a perfect oasis in Jamaica and easily one of the best properties I have ever visited. Exquisite Estate & One-of-a-Kind Service From the absolute moment you arrive, the hospitality is unmatched. The staff have a magical way of making you feel like you are the only people on the property. Between the world-class service, the top-tier amenities, and the breathtaking grounds, this estate is truly one of a kind. Endless Activities & Wildlife You could never get bored here. The resort features two pristine beaches and three gorgeous pools to choose from. For activities, we loved the complimentary snorkeling, paddleboarding, and kayaking right off the shore. A unique highlight was the on-site turtle sanctuary, where we were lucky enough to spot turtles up close—an unforgettable experience. Magnificent Spa & Dining When it's time to unwind, the spa is magnificent and offers a world-class relaxation experience. The culinary side of the resort is just as impressive, with great choices for food and drinks that kept us spoiled for options every single day. If you are looking for an ultra-luxury Jamaican getaway with flawless service and endless activities, look no further. This place is paradise!"

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Middlesex County Vacation Homes information

Number of reviews	2
Accommodation	113 Vacation Homes
Lowest Price	₩313,153
Highest Price	₩565,017

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Our top choices for Middlesex County vacation homes

Phoenix Park Villas Portmore

3 Bedroom Cozy House in Drax Hall

DeJee Lodging

Harbour Oasis Retreat - Charming 2 Bedroom House

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

Sea Shell Palms

The Cardiff Hotel & Spa

GoldenEye

Whispering Seas

The Garden Hotel Mandeville

Franklyn D. Resort & Spa

Mountain Top Villa

Find out more about Middlesex County

Middlesex County Vacation Homes information

Search Vacation Homes in Middlesex County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Middlesex County vacation homes

Phoenix Park Villas Portmore

3 Bedroom Cozy House in Drax Hall

DeJee Lodging

Harbour Oasis Retreat - Charming 2 Bedroom House

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

Find out more about Middlesex County

Middlesex County Vacation Homes information