Middlesex County Villas

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

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Our top choices for Middlesex County villas

A spacious living area with a high ceiling, a ceiling fan, a sofa set, a dining table with chairs, and a TV mounted on the wall.

1. DraxHall Villa

Saint Ann's Bay

Brian

HK$2,635 total

includes taxes & fees

15 Sept - 16 Sept

A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

2. Mountain Top Villa

Mandeville

Robert

HK$733 total

includes taxes & fees

15 Sept - 16 Sept

A clear blue pool with lounge chairs and umbrellas, surrounded by buildings with a view of the ocean.

3. Villa at Richmond Estate

St. Ann's Bay

"This was an absolutely terrible experience, never in my entire life I have been treated like this after spending my money I highly recommend that this person be barred from using this platform for their shady business I was insulted by security guards telling me they are doing me a favor to sort out this woman’s incompetence we weren’t even given a code to enter the house we had to go back to security. The house was musty the sofa was grimy and smelly , not even a bottle of water was in the...

Devon

HK$2,041 total

includes taxes & fees

15 Sept - 16 Sept

A yellow house with a large window, a paved driveway, and a well-maintained lawn.

4. 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

Ocho Rios

Martina

HK$1,584 total

includes taxes & fees

17 Sept - 18 Sept

5. Tuscany Sun Villa at Legacy Townhouse

Thompson Town

HK$6,772 total

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a tiled roof, a front door, and a small garden with various plants and a palm tree.

6. Villa at The Palms

St. Ann's Bay

Michelle

HK$2,269 total

includes taxes & fees

15 Sept - 16 Sept

A resort with multiple swimming pools, lounge chairs, and umbrellas.

7. North Star Villa

Mammee Bay Estates

PATRICIA

HK$942 total

includes taxes & fees

11 Oct - 12 Oct

A two-story house with a paved driveway and a garage.

8. 2BR The Crest - 15 mins Ocho Rios

St. Ann's Bay

HK$2,282 total

includes taxes & fees

27 Sept - 28 Sept

A two-story house with a yellow exterior and brown roof.

9. Ocho Rios at Coolshade Richmond

St. Ann's Bay

"Lack of communication was terrible Reached at the property, was double booked for multiples family. The host was not answering her phone and was difficult to reach due to lack of wifi access No hot upon reaching, was not mention to guest about turning on hot water system No change of linen No access to masterbed room bathroom for bathing due to broken pipe/facet in bath tub Leakage of water from toilet broken Only was thing,that was excited was the mango tree."

Michelle f

HK$2,252 total

includes taxes & fees

15 Sept - 16 Sept

A swimming pool with lounge chairs and a white fence.

10. VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM

Mammee Bay Estates

"We had an amazing stay at this villa in Jamaica! The communication was excellent from start to finish, and it was great to meet the owner who even let us take a few plant cuttings for our home. Chris the caretaker was fantastic too — he looked after us really well throughout our stay and made everything easy. A special shoutout for letting us stay on after checkout while we waited for our taxi back to Kingston. That small gesture made a big difference. Beautiful place, great people, zero...

HK$1,839 total

includes taxes & fees

17 Sept - 18 Sept

A beachside pool area with a wooden deck and lounge chairs.

11. Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security

Ocho Rios

Summer D.

HK$1,173 total

includes taxes & fees

29 Sept - 30 Sept

A modern two-story building with a paved patio, outdoor seating, and lush landscaping.

12. Comfy 3BR Villa - Paradisiac Beach Club

St. Ann Parish

HK$4,281 total

includes taxes & fees

16 Sept - 17 Sept

A residential house with a driveway, two parked cars, and a well-maintained lawn.

13. DraxHall Villa with Private Pool

Saint Ann's Bay

HK$4,274 total

includes taxes & fees

15 Sept - 16 Sept

A house with a red roof, a white door, and a garden with various plants and a palm tree.

14. VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL

Ocho Rios

B C.

HK$2,018 total

includes taxes & fees

15 Sept - 16 Sept

A large swimming pool with a clear view of the ocean in the background, surrounded by resort-style buildings.

15. The Crest - Serenity Oasis Villa

St. Ann's Bay

Laura

HK$3,514 total

includes taxes & fees

15 Sept - 16 Sept

A residential building with a covered patio, landscaped garden, and a driveway.

16. Coolshade - Richmond Estate

St. Ann Parish

Artavia

HK$2,129 total

includes taxes & fees

15 Sept - 16 Sept

A single-story house with a tiled roof, a front porch, and a well-maintained garden with various plants and a palm tree.

17. Island Treasure Villa

St. Ann, Ocho Rios

David

HK$2,125 total

includes taxes & fees

17 Sept - 18 Sept

A residential area with a house, lush greenery, and a clear sky.

18. Tapioca Village Retreat

Castleton

Günter

HK$729 total

includes taxes & fees

15 Sept - 16 Sept

A single-story house with a front porch, a driveway, and a well-maintained lawn with various plants and a palm tree.

19. Serene Oasis: WiFi, Solar, AC, and 24/7 security

Boscobel

HK$1,529 total

includes taxes & fees

15 Sept - 16 Sept

A balcony with a round table and chairs, overlooking a coastal area with buildings and trees.

20. 1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi

Ocho Rios

Kristin

HK$895 total

includes taxes & fees

24 Sept - 25 Sept

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Top Middlesex County Hotel Reviews

The Cardiff Hotel & Spa

10/10 Excellent

"Staff were friendly and breakfast very good"

Tiamo Beach Resort and Spa

8/10 Good

"If you want a relaxing stay, this is the place to go. Unfortunately, my sister and I went during the beginning of the slow season and we were the only 2 guest for about 6 days! The Staff were all accommodating and attentive, making us feel like VIP's! The beach is small and there are on TV's, phones or tissues in the rooms, so if those are priorities you need to look elsewhere."

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."

Find out more about Middlesex County