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

Search Middlesex County Villa Rentals from CA $127

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (27 reviews)
"Hotal it self was beautiful , lay out great , room was a bit small but manageable. Overall a great stay I would highly recommend"
United Kingdom
Robert
The price is CA $83
CA $133 total
includes taxes & fees
Oct 28 - Oct 29
Mountain Top Villa
A resort with multiple swimming pools, lounge chairs, and umbrellas.

2. North Star Villa

North Star Villa
3.5 star property
Mammee Bay Estates
7.0 out of 10, Good, (7 reviews)
"We enjoyed our time at North Star Villa. The place was well kept, and Miss Norma was great."
United States
PATRICIA
The price is CA $155
CA $172 total
includes taxes & fees
Oct 15 - Oct 16
North Star Villa
A yellow house with a large window, a paved driveway, and a well-maintained lawn.

3. 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Ocho Rios
9.4 out of 10, Exceptional, (31 reviews)
"This was a nice and relaxed setting. Loved the gated community and quiet atmosphere. Would stay again, the home had everything we needed and was close enough to Ocho town."
United States
Martina
The price is CA $178
CA $294 total
includes taxes & fees
Oct 20 - Oct 21
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
A clear blue pool with lounge chairs and umbrellas, surrounded by buildings with a view of the ocean.

4. Villa at Richmond Estate

Villa at Richmond Estate
4.5 star property
St. Ann's Bay
5.0 out of 10, (2 reviews)
"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...
United States
Devon
The price is CA $185
CA $407 total
includes taxes & fees
Nov 5 - Nov 6
Villa at Richmond Estate
A two-story house with a paved driveway and a garage.

5. 2BR The Crest - 15 mins Ocho Rios

2BR The Crest - 15 mins Ocho Rios
2.5 star property
St. Ann's Bay
The price is CA $171
CA $348 total
includes taxes & fees
Oct 21 - Oct 22
2BR The Crest - 15 mins Ocho Rios
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

DraxHall Villa
2.0 star property
Saint Ann's Bay
2.0 out of 10, (1 review)
"I was not able to experience this property. The were no house address to go to or number to dial to connect with the host of this property. The was NO experience to review, or SHARE. This must be a PRANK or BAD dream"
United States
Brian
The price is CA $213
CA $396 total
includes taxes & fees
Oct 15 - Oct 16
DraxHall Villa
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

Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security
Ocho Rios
8.6 out of 10, Excellent, (28 reviews)
"Everything went smoothly at check in/out. The grounds were well kept and the pool and hot tub were clean. The beach is a short walk from the property which was perfect. I would stay there again."
United States
Summer D.
The price is CA $146
CA $191 total
includes taxes & fees
Oct 26 - Oct 27
Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security
A balcony with a round table and chairs, overlooking a coastal area with buildings and trees.

8. 1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi

1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi
3.5 star property
Ocho Rios
7.4 out of 10, Good, (3 reviews)
"I like Skycastles and Columbus Heights and stayed many times in this past. Its views are exceptional. This particular place was cheap. It had a futon for a sofa and plastic chairs for dinning and old seating outside. There were loads of locked spaces and it seamed cramped."
United States
Kristin
The price is CA $119
CA $138 total
includes taxes & fees
Nov 1 - Nov 2
1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi
A residential house with a driveway, two parked cars, and a well-maintained lawn.

9. DraxHall Villa with Private Pool

DraxHall Villa with Private Pool
2.5 star property
Saint Ann's Bay
The price is CA $384
CA $628 total
includes taxes & fees
Oct 15 - Oct 16
DraxHall Villa with Private Pool
A two-story house with a tiled roof, a front door, and a small garden with various plants and a palm tree.

10. Villa at The Palms

Villa at The Palms
3.5 star property
St. Ann's Bay
6.0 out of 10, (3 reviews)
"The villa was very family oriented . The pool area very clean and enjoyable. Surrounding very quiet and clean, location very nice."
United States
Michelle
The price is CA $197
CA $427 total
includes taxes & fees
Oct 15 - Oct 16
Villa at The Palms
A residential building with a covered patio, landscaped garden, and a driveway.

11. Coolshade - Richmond Estate

Coolshade - Richmond Estate
2.0 star property
St. Ann Parish
2.0 out of 10, (1 review)
"SCAMMM"
United States
Artavia
The price is CA $171
CA $304 total
includes taxes & fees
Oct 15 - Oct 16
Coolshade - Richmond Estate
A large swimming pool with a clear view of the ocean in the background, surrounded by resort-style buildings.

12. The Crest - Serenity Oasis Villa

The Crest - Serenity Oasis Villa
2.0 star property
St. Ann's Bay
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 CA $299
CA $494 total
includes taxes & fees
Oct 28 - Oct 29
The Crest - Serenity Oasis Villa
A two-story house with a yellow exterior and brown roof.

13. Ocho Rios at Coolshade Richmond

Ocho Rios at Coolshade Richmond
3.5 star property
St. Ann's Bay
2.0 out of 10, (1 review)
"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."
United States
Michelle f
The price is CA $128
CA $347 total
includes taxes & fees
Oct 21 - Oct 22
Ocho Rios at Coolshade Richmond
A single-story house with a tiled roof, a front porch, and a well-maintained garden with various plants and a palm tree.

14. Island Treasure Villa

Island Treasure Villa
St. Ann, Ocho Rios
9.8 out of 10, Exceptional, (10 reviews)
The price is CA $199
CA $388 total
includes taxes & fees
Oct 19 - Oct 20
Island Treasure Villa
A residential area with a house, lush greenery, and a clear sky.

15. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is CA $109
CA $127 total
includes taxes & fees
Oct 21 - Oct 22
Tapioca Village Retreat
A modern two-story building with a paved patio, outdoor seating, and lush landscaping.

16. Comfy 3BR Villa - Paradisiac Beach Club

Comfy 3BR Villa - Paradisiac Beach Club
2.0 star property
St. Ann Parish
The price is CA $384
CA $592 total
includes taxes & fees
Oct 15 - Oct 16
Comfy 3BR Villa - Paradisiac Beach Club
A swimming pool with lounge chairs and a white fence.

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

VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM
Mammee Bay Estates
9.4 out of 10, Exceptional, (61 reviews)
"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...
United Kingdom
R
The price is CA $273
CA $334 total
includes taxes & fees
Oct 15 - Oct 16
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM
A rooftop pool area with lounge chairs, a small pool, and a view of the ocean.

18. Romantic Hilltop Villa with Bay Views & Breezes

Romantic Hilltop Villa with Bay Views & Breezes
Ocho Rios
8.0 out of 10, Very good, (2 reviews)
"The property was beautiful and the view was gorgeous. It was pretty close to many shops and restaurants. We also enjoyed the look it was right outside of the door."
United States
Loren S.
Romantic Hilltop Villa with Bay Views & Breezes
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: 2 BDRM with WiFi, Solar, AC & 24/7 security 15 mins to Ocho Rios

Serene Oasis: 2 BDRM with WiFi, Solar, AC & 24/7 security 15 mins to Ocho Rios
Boscobel
The price is CA $184
CA $271 total
includes taxes & fees
Nov 9 - Nov 10
Serene Oasis: 2 BDRM with WiFi, Solar, AC & 24/7 security 15 mins to Ocho Rios
A house with a red roof, a white door, and a garden with various plants and a palm tree.

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

VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL
Ocho Rios
8.8 out of 10, Excellent, (80 reviews)
"This property was excellent"
United States
B C.
The price is CA $300
CA $374 total
includes taxes & fees
Oct 15 - Oct 16
VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL
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

JamGolia Place

JamGolia Place

10/10 Excellent
"⭐⭐⭐⭐⭐ Wonderful stay at JamGolia Place! The property is clean, peaceful, comfortable, and offers a safe and secure environment. Breakfast was delicious and always served on time. The entire staff was friendly, welcoming, and attentive. Excellent hospitality! Highly recommended, and we would definitely return!"
Elías 3-night trip
Posted 17 hours ago
JamGolia Place

Find out more about Middlesex County

Middlesex County Villas information

Number of reviews
255
Accommodation
347 Villas
Lowest Price
CA $127
Highest Price
CA $628