Middlesex County Private Holiday Homes

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Our top choices for Middlesex County holiday homes

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

1. Phoenix Park Villas Portmore

Portmore

Kimoya

RM1,364 total

includes taxes & fees

23 Sept - 24 Sept

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

2. DeJee Lodging

Ocho Rios

Winston

RM525 total

includes taxes & fees

6 Oct - 7 Oct

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

3. Harbour Oasis Retreat - Charming 2 Bedroom House

Old Harbour

RM836 total

includes taxes & fees

23 Sept - 24 Sept

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

4. 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

RM1,345 total

includes taxes & fees

30 Sept - 1 Oct

A kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

5. Soleil Hartland Palms

St. Ann's Bay

RM963 total

includes taxes & fees

6 Oct - 7 Oct

A resort with a large pool, beach area, and ocean view.

6. Sunset Arecahomes Beach Access Pool Water Park

Discovery Bay

RM1,212 total

includes taxes & fees

22 Oct - 23 Oct

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

7. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay

RM2,055 total

includes taxes & fees

23 Sept - 24 Sept

8. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Falmouth Historic Town Centre

Marcia

RM844 total

includes taxes & fees

19 Oct - 20 Oct

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Top Middlesex County Hotel Reviews

GoldenEye

10/10 Excellent

"Golden Eye is always great. Love Beach Hut 43 overlooking the snorkler’s cove. Gets you every time!"

The Cardiff Hotel & Spa

8/10 Good

"The room was nice and breakfast was good. Didn’t use most of the amenities, but I did go to the beach every day I was there. There is supposed to be a shuttle, however it was mostly unavailable. I walked to and from the beach most of my stay which was about 20 mins each way. On one occasion I called for pick up about a hour ahead of time and asked if the driver could pick me up. I was told “I hope so.” The private beach itself is just “okay.” If you’re looking to do any beach activities, this isn’t the hotel for you as they don’t offer any. The bar isn’t really stocked and there’s no bar tender but they do have beer. Overall, I liked the hotel and the unavailability of the beach shuttle was my only complaint."

Tiamo Beach Resort and Spa

10/10 Excellent

"TOP TIER Birthday Experience! From the time I booked through Expedia until the moment I departed, my experience at Tiamo Beach Resort was TOP TIER! I spent two nights celebrating my birthday, and I truly felt special in every way. Check in was seamless, I was greeted with a delicious mocktail, and the staff went above and beyond to decorate my room with beautiful Happy Birthday touches. My room was spotless and comfortable, with hot water and a luxurious tub on the balcony overlooking the water. Waking up to that view every morning was everything. The entire resort was extremely clean, the beach was peaceful and relaxing, and the food was absolutely delicious. Breakfast was included with both traditional and Jamaican style options available, and every meal was so flavorful. A very special shoutout to Malik at the front desk, Chef Birch, and Romi, the General Manager. What an incredible team! Your hospitality, kindness, and attention to detail made my birthday celebration unforgettable. Chef Birch prepared amazing meals, Malik made check in effortless, and Romi ensured every part of my stay was exceptional. They even arranged my transportation to Kingston Airport, making my departure completely stress free. Tiamo gave me the perfect reset, relaxation, and self care experience I truly needed. If you're celebrating a birthday, milestone, or any special occasion, Tiamo Beach Resort is the place to be. I can't wait to come back. Thank you Team Tiamo!"

Find out more about Middlesex County