Search Villas in Middlesex County

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Middlesex County villas

6 outdoor pools

Villa in St. Ann's Bay

The Crest - Serenity Oasis Villa
2.0 star property
8.0 out of 10, Very Good, (1 review)
"Location is beautiful and very secure and safe. The house and pool were lovely as well. "
United States
Laura
The price is AED 1,286
AED 1,758 total
includes taxes & fees
26 Mar - 27 Mar
The Crest - Serenity Oasis Villa
Exterior

Villa in St. Ann's Bay

Coolshade Villas - Richmond Estate
2.0 star property
The price is AED 441
AED 896 total
includes taxes & fees
24 Mar - 25 Mar
Coolshade Villas - Richmond Estate
Outdoor pool

Villa in St. Ann's Bay

Villa at Richmond Estate
3.0 star property
The price is AED 476
AED 1,011 total
includes taxes & fees
31 Mar - 1 Apr
Villa at Richmond Estate
Front of property

Villa in Ocho Rios

Royal Palm Luxury Villas
3.0 star property
The price is AED 2,083
AED 2,950 total
includes taxes & fees
8 Apr - 9 Apr
Royal Palm Luxury Villas
Property grounds

Villa in Ocho Rios

Ocho Rios Getaway Villa at The Palms
4.0 star property
9.2 out of 10, Wonderful, (7 reviews)
"This is an ideal family oriented gateway. The pool was awesome, the rooms were clean and spacious and the many planted trees and flowers brought ambience to the outdoors. Kevin and Lorraine were very accomodating as well. We experienced few minor issues with the bathroom plumbing and AC units but our overall stay was terrific. We will definitively be back again."
United States
Afiya
The price is AED 809
AED 1,360 total
includes taxes & fees
28 Mar - 29 Mar
Ocho Rios Getaway Villa at The Palms
Balcony

Villa in Runaway Bay

Euphoria at Paradisiac Beach Club
2.0 star property
The price is AED 1,594
AED 2,112 total
includes taxes & fees
24 Mar - 25 Mar
Euphoria at Paradisiac Beach Club
2 outdoor pools

Villa in Kingston

The Country Club Villa I
3.5 star property
9.0 out of 10, Wonderful, (10 reviews)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveler
The price is AED 491
AED 905 total
includes taxes & fees
3 Apr - 4 Apr
The Country Club Villa I
Property grounds

Villa in Port Maria

Braata @ Little Bay (Ocean View Villa)
10.0 out of 10, Exceptional, (2 reviews)
"The views from this property are amazing! The house is spacious and the pool was the highlight of our stay. Robinson, the caretaker was very helpful and made us feel so welcomed."
United States
Kerri P.
The price is AED 1,653
AED 2,130 total
includes taxes & fees
24 Mar - 25 Mar
Braata @ Little Bay (Ocean View Villa)
Deluxe Double Room, Garden View | Balcony view

Villa in Thompson Town

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
The price is AED 2,755
AED 3,172 total
includes taxes & fees
24 Mar - 25 Mar
Tuscany Sun Villa at Legacy Townhouse
Property grounds

Villa in St. Ann's Bay

Ocho Rios Ocean View Villa at The Palms
4.0 star property
8.6 out of 10, Excellent, (9 reviews)
"Clean, great customer service. Most importantly we felt safe. Would definitely stay again and again!!"
United States
Clovette
The price is AED 766
AED 1,309 total
includes taxes & fees
24 Mar - 25 Mar
Ocho Rios Ocean View Villa at The Palms
Property grounds

Villa in Runaway Bay

RunAway to Tranquility
7.4 out of 10, Good, (3 reviews)
"Clean and safe environment with beautiful views"
United States
Lovell
The price is AED 1,837
AED 2,692 total
includes taxes & fees
22 Apr - 23 Apr
RunAway to Tranquility
Gazebo

Villa in Kingston

Casa Victoria Golf Retreat
4.0 star property
9.8 out of 10, Exceptional, (72 reviews)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Outdoor pool, pool umbrellas, sun loungers

Villa in St. Ann's Bay

Ocho Rios Villa at Coolshade XI
3.5 star property
9.8 out of 10, Exceptional, (7 reviews)
"Very nice property. I could see the distance for one of the bedroom. Very setup and good management who delivered a good experience. The manage was so cool she took out kids to the store when we arrived."
United States
Anabell
The price is AED 759
AED 1,301 total
includes taxes & fees
24 Mar - 25 Mar
Ocho Rios Villa at Coolshade XI
Exterior

Villa in Ocho Rios

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
9.6 out of 10, Exceptional, (24 reviews)
"Quiet and relaxing stay. "
United States
Jennifer S.
The price is AED 422
AED 731 total
includes taxes & fees
6 Apr - 7 Apr
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Front of property

Villa in St. Ann's Bay

Opulenz DraxHall
3.5 star property
The price is AED 19,158
AED 22,770 total
includes taxes & fees
24 Mar - 25 Mar
Opulenz DraxHall
Outdoor pool, pool umbrellas, sun loungers

Villa in St. Ann's Bay

Ocho Rios Villa at Coolshade
3.5 star property
9.8 out of 10, Exceptional, (9 reviews)
"The host was wonderful and quite responsive. I will definately stay again and highly recomend. "
Canada
Oko
The price is AED 637
AED 1,154 total
includes taxes & fees
31 Mar - 1 Apr
Ocho Rios Villa at Coolshade
Exterior

Villa in St. Ann, Ocho Rios

Island Treasure Villa
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place to be "
United States
Towana R.
The price is AED 514
AED 1,010 total
includes taxes & fees
25 Mar - 26 Mar
Island Treasure Villa
Property grounds

Villa in Boscobel

Exquisite Eight Bedrooms Villa Situated in Boscobel, St. Mary, Jamaica.
8.0 out of 10, Very Good, (1 review)
"The property was beautiful and well kept. "
Canada
Tracy
The price is AED 2,938
AED 3,658 total
includes taxes & fees
24 Mar - 25 Mar
Exquisite Eight Bedrooms Villa Situated in Boscobel, St. Mary, Jamaica.
Exterior

Villa in Priory

Hillcrest Heaven Elegant Escape in Richmond Estate, St. Ann with Private Beach
10.0 out of 10, Exceptional, (2 reviews)
"If you need a quiet and relaxed home away from home vibe then this place is definitely a great choice. The property owner is easily accessible and ensures you get the best from your stay. "
United States
Tamar T.
The price is AED 808
AED 1,087 total
includes taxes & fees
23 Apr - 24 Apr
Hillcrest Heaven Elegant Escape in Richmond Estate, St. Ann with Private Beach
Game room

Villa in St. Ann's Bay

Casa Maurice Ocho Rios Villa
4.5 star property
The price is AED 581
AED 1,057 total
includes taxes & fees
21 Apr - 22 Apr
Casa Maurice Ocho Rios Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesex County Hotel Reviews

Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

10/10 Excellent
"The beach view was absolutely stunning. The property is still working through a few remodels after the hurricane in November 2025, but it didn’t take away from the experience. What truly makes this place special is the staff and the owner. They are some of the kindest people you’ll meet and make you feel like part of the family from the moment you artive"
Jana 4-night trip
Posted 10 hours ago
Franklyn D. Resort & Spa

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