Middlesex County Vacation Homes from ₩174,738

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Our top choices for Middlesex County vacation homes

A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

1. Harbour Oasis Retreat - Charming 2 Bedroom House

Old Harbour

₩284,926 total

includes taxes & fees

Sep 4 - Sep 5

A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

2. Phoenix Park Villas Portmore

Portmore

Kimoya

₩455,865 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a bed, dresser, mirror, and curtains.

3. 3 Bedroom Cozy House in Drax Hall

Ocho Rios

"Last minute while at airport I received an email to say that the place reserved was no longer available. After being on the phone for over an hour I was offered another place which was smaller. I had no choice but to take it or me and my kids would have been on the street. Upon entering the place, it was immediately noticed that it was not clean, no light bulbs, 1 tv in one of the bedrooms. Front door did not close properly. Cushions ripped up. I got the impression that the place was on the...

Samantha

₩448,113 total

includes taxes & fees

Oct 4 - Oct 5

A gated entrance with a central building and two smaller structures on either side.

4. DeJee Lodging

Ocho Rios

Winston

₩174,738 total

includes taxes & fees

Oct 2 - Oct 3

A covered balcony with white balustrades, a stone floor, and a view of greenery.

5. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay

₩692,187 total

includes taxes & fees

Sep 29 - Sep 30

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Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

8/10 Good

"Room was clean but had a damp smell the first day. With a little personal housecleaning smell no longer exists. We were offered another room. Because of the breath taken view, we kept the same room. Staff, was extremely friendly and always greeted us with a smile, with the exception of a few. However everyone is entitled to an off day. We did not utilize the swim up bar, but it was always full. Balcony amazing, but needed a light bulb. Minor improvements needed, but will definitely return!"

Couples Tower Isle All Inclusive

10/10 Excellent

"We had such a wonderful stay at Tower Island! The setting is absolutely beautiful, with stunning ocean views and that relaxed Jamaican atmosphere you hope for when you come on vacation. The staff were friendly, welcoming and genuinely made us feel looked after throughout our stay. The grounds are gorgeous, the rooms were comfortable, and everything felt peaceful and well cared for. We especially loved being able to relax by the water, enjoy the beautiful scenery and just completely switch off. The food was very good, and there was plenty of choice. What really stood out, though, was the warmth of the people — everyone we met was helpful and made our trip feel special. Jamaica is a beautiful country, and Tower Island was a fantastic place to enjoy it. We left with some lovely memories and would definitely recommend it to anyone looking for a relaxing Caribbean getaway. Thank you for a wonderful stay — we’ll miss Jamaica"

Whispering Seas

10/10 Excellent

"Our stay at Whispering Seas was lovely. It did start out a little rocky, but Melanie, Melanie, Melanie!! The communication with Melanie was top-tier, and she addressed our issue immediately. I am planning on returning with my entire family next year and hope Melanie will have space to accommodate us all. Two suggestions I have are: having 2 blow dryers available to those who frequent the pool/beach, and a full-length mirror. I have to add that the location is perfect, as it is right outside of Ocho Rios, less than 10 minutes from the hustle and bustle. I am already missing the views and hearing the waves crashing along the shore. Thanks, Melanie for an awesome week away."

Villa Sonate

10/10 Excellent

"The room and bathroom were clean and spacious. The staff were courteous and helpful. The Jamaican breakfast was delicious. The air conditioning along with the fan worked well. Good running water in the shower. The grounds were well kept. I have absolutely no complaints. When I saw the hotel rating I was curious as to how this older hotel has such an excellent rating (9/1 0). There was nothing here that could be considered modern except for their brilliant idea to use solar panels as covering for the car park. What makes this hotel a winner, I believe, is the quiet, laid back, relaxing atmosphere (old charm) away from the crowds associated with large all-inclusive resorts."

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Middlesex County Vacation Homes information

Number of reviews	5
Accommodation	104 Vacation Homes
Lowest Price	₩174,738
Highest Price	₩692,187

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Our top choices for Middlesex County vacation homes

1. Harbour Oasis Retreat - Charming 2 Bedroom House

2. Phoenix Park Villas Portmore

3. 3 Bedroom Cozy House in Drax Hall

4. DeJee Lodging

5. Sandy Bay Paradise Retreat - 7 Bedrooms

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Couples Tower Isle All Inclusive

Golf View Hotel

Whispering Seas

The Cardiff Hotel & Spa

Villa Sonate

Mandeview Hotel

The Garden Hotel Mandeville

Tamarind Tree Hotel

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

1. Harbour Oasis Retreat - Charming 2 Bedroom House

2. Phoenix Park Villas Portmore

3. 3 Bedroom Cozy House in Drax Hall

4. DeJee Lodging

5. Sandy Bay Paradise Retreat - 7 Bedrooms

Find vacation rentals that suit your style

Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Find out more about Middlesex County

Middlesex County Vacation Homes information