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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Middlesex County villas

Outdoor pool

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 ￥9,347
￥14,892 total
includes taxes & fees
Aug 30 - Aug 31
Mountain Top Villa
Exterior detail

2. 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 ￥21,992
￥47,681 total
includes taxes & fees
Aug 30 - Aug 31
Villa at The Palms
Deluxe Double Room, Garden View | Balcony view

3. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is ￥119,520
￥137,607 total
includes taxes & fees
Sep 3 - Sep 4
Tuscany Sun Villa at Legacy Townhouse
Exterior

4. 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 ￥25,498
￥46,373 total
includes taxes & fees
Sep 3 - Sep 4
2BR The Crest - 15 mins Ocho Rios
Exterior

5. Comfy 3BR Villa - Paradisiac Beach Club

Comfy 3BR Villa - Paradisiac Beach Club
2.0 star property
St. Ann Parish
The price is ￥60,955
￥86,991 total
includes taxes & fees
Aug 30 - Aug 31
Comfy 3BR Villa - Paradisiac Beach Club
Villa, Patio | Interior

6. DraxHall Villa

DraxHall Villa
2.0 star property
Saint Ann's Bay
The price is ￥31,872
￥53,546 total
includes taxes & fees
Aug 31 - Sep 1
DraxHall Villa
Pool

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 ￥16,770
￥21,914 total
includes taxes & fees
Aug 30 - Aug 31
Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security
Front of property

8. 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 ￥21,514
￥47,132 total
includes taxes & fees
Aug 30 - Aug 31
Ocho Rios at Coolshade Richmond
Exterior

9. 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, (30 reviews)
"Overall a perfect stay for 2 people or couples "
United States
Devon
The price is ￥19,920
￥33,625 total
includes taxes & fees
Sep 3 - Sep 4
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Terrace/patio

10. 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 ￥12,749
￥14,821 total
includes taxes & fees
Aug 30 - Aug 31
Tapioca Village Retreat
Exterior

11. Island Treasure Villa

Island Treasure Villa
St. Ann, Ocho Rios
9.8 out of 10, Exceptional, (10 reviews)
"It was great "
Canada
David
The price is ￥22,310
￥43,664 total
includes taxes & fees
Aug 30 - Aug 31
Island Treasure Villa
Pool

12. 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 ￥31,395
￥39,085 total
includes taxes & fees
Sep 3 - Sep 4
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM
Exterior

13. Coolshade Villas - Richmond Estate

Coolshade Villas - Richmond Estate
2.0 star property
St. Ann's Bay
7.0 out of 10, Good, (4 reviews)
"Convenient location to restaurants, beach and major tourists attractions. Quiet and secure community."
United States
Robert
The price is ￥16,733
￥47,133 total
includes taxes & fees
Aug 30 - Aug 31
Coolshade Villas - Richmond Estate
Pool

14. 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 ￥47,410
￥71,415 total
includes taxes & fees
Aug 31 - Sep 1
The Crest - Serenity Oasis Villa
Exterior

15. 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 ￥25,854
￥41,899 total
includes taxes & fees
Sep 29 - Sep 30
Coolshade - Richmond Estate
Exterior

16. DraxHall Villa with Private Pool

DraxHall Villa with Private Pool
2.5 star property
Saint Ann's Bay
The price is ￥57,370
￥86,853 total
includes taxes & fees
Sep 10 - Sep 11
DraxHall Villa with Private Pool
Exterior detail

17. 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)
The price is ￥38,350
￥47,602 total
includes taxes & fees
Sep 18 - Sep 19
VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL
Front of property

18. Opulenz DraxHall

Opulenz DraxHall
3.5 star property
St. Ann's Bay
The price is ￥748,049
￥892,287 total
includes taxes & fees
Aug 30 - Aug 31
Opulenz DraxHall
Villa | Balcony

19. 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 ￥14,818
￥17,199 total
includes taxes & fees
Sep 2 - Sep 3
1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi
Exterior

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

Serene Oasis: WiFi, Solar, AC, and 24/7 security
Boscobel
The price is ￥20,652
￥32,499 total
includes taxes & fees
Sep 13 - Sep 14
Serene Oasis: WiFi, Solar, AC, and 24/7 security
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

Mandeview Hotel

Mandeview Hotel

8/10 Good
"The place is dated but comfortable. The staff is very helpful and kind. Mandeville is usually cool so no AC in room; may want to reconsider this."
Norman 1-night trip
Posted 1 day ago
Mandeview Hotel

Find out more about Middlesex County

Middlesex County Villas information

Number of reviews
248
Accommodation
340 Villas
Lowest Price
￥14,821
Highest Price
￥892,287