Middlesex County Villas from CA $129

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Middlesex County villas

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

1. Mountain Top Villa

Mandeville

Robert

CA $129 total

includes taxes & fees

Aug 30 - Aug 31

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

2. Villa at The Palms

St. Ann's Bay

Michelle

CA $414 total

includes taxes & fees

Aug 30 - Aug 31

3. Tuscany Sun Villa at Legacy Townhouse

Thompson Town

CA $1,196 total

includes taxes & fees

Aug 30 - Aug 31

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

4. 2BR The Crest - 15 mins Ocho Rios

St. Ann's Bay

CA $403 total

includes taxes & fees

Sep 3 - Sep 4

5. Comfy 3BR Villa - Paradisiac Beach Club

St. Ann Parish

CA $756 total

includes taxes & fees

Aug 30 - Aug 31

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.

6. DraxHall Villa

Saint Ann's Bay

CA $465 total

includes taxes & fees

Sep 3 - Sep 4

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

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

Ocho Rios

Summer D.

CA $190 total

includes taxes & fees

Aug 31 - Sep 1

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

8. 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

CA $410 total

includes taxes & fees

Aug 30 - Aug 31

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

9. 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

Ocho Rios

Devon

CA $288 total

includes taxes & fees

Sep 3 - Sep 4

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

10. Tapioca Village Retreat

Castleton

Günter

CA $129 total

includes taxes & fees

Aug 30 - Aug 31

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

11. Island Treasure Villa

St. Ann, Ocho Rios

David

CA $377 total

includes taxes & fees

Aug 30 - Aug 31

A swimming pool with lounge chairs and a white fence.

12. 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...

CA $334 total

includes taxes & fees

Sep 2 - Sep 3