Title: Middlesex County Villas from CA $128 | Expedia.ca

[Middlesex County Travel Guide](https://expedia.ca/Middlesex-County.dx553248635975177226)[Hotels in Middlesex County](https://expedia.ca/Middlesex-County-Hotels.d553248635975177226.Travel-Guide-Hotels)[Vacation Rentals in Middlesex County](https://expedia.ca/Middlesex-County-Vacation-Rentals.d553248635975177226.Travel-Guide-VacationRentals)[Flights to Middlesex County](https://expedia.ca/Cheap-Flights-To-Middlesex-County.d553248635975177226.Travel-Guide-Flights)[Middlesex County Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesex-County.d553248635975177226.Car-Rental-Guide)[Middlesex County Vacation Packages](https://expedia.ca/Middlesex-County.d553248635975177226.Destination-Travel-Guides)

![Better than Dunns River Falls. Rope swings, jump off the falls into amazing turquoise blue water. Far fewer people](https://images.trvl-media.com/place/553248635209673480/780a0162-974c-427e-b049-593f2e948510.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mike Gauthier

# Search Middlesex County Villa Rentals from CA $128

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975177226&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlesex County villas

![Gazebo](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/91c0af09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/d3979ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Villa, 2 Bedrooms, Pool Access, Hill View | View from room](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/0d1e5406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, 2 Bedrooms, Accessible, Garden View](https://images.trvl-media.com/lodging/14000000/13090000/13081000/13080939/1c5629b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Victoria Golf Retreat

[](https://www.expedia.ca/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

Kingston

9.0/10

Wonderful

(81)

"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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Desmond

[](https://www.expedia.ca/Kingston-Hotels-Casa-Victoria-Golf-Retreat.h13080939.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/8e10e97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/52e2be59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/a5c38b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/28000000/27050000/27040700/27040675/4674e8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Top Villa

[](https://www.expedia.ca/Mandeville-Hotels-Mountain-Top-Villa.h27040675.Hotel-Information)

Mandeville

8.4/10

Very good

(24)

"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Daniel

[](https://www.expedia.ca/Mandeville-Hotels-Mountain-Top-Villa.h27040675.Hotel-Information)

![2 outdoor pools](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/d4bcfe9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Villa, 3 Bedrooms, Accessible, Hill View](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/44bed1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Villa, 3 Bedrooms, Accessible, Hill View | View from room](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/e1aaba74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Bedrooms, Pool Access, Garden View | Private kitchen](https://images.trvl-media.com/lodging/20000000/19110000/19105500/19105425/810af769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Country Club Villa I

[](https://www.expedia.ca/Kingston-Hotels-The-Country-Club-Villa-I.h19105425.Hotel-Information)

Kingston

9.0/10

Wonderful

(10)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $185

CA $341 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Kingston-Hotels-The-Country-Club-Villa-I.h19105425.Hotel-Information)

![10 outdoor pools](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/ddb469db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/136282b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/c84447d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121300000/121290700/121290640/acf1de6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coolshade Villas - Richmond Estate

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Coolshade-Villas-Richmond-Estate.h121290640.Hotel-Information)

St. Ann's Bay

CA $176

CA $342 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Coolshade-Villas-Richmond-Estate.h121290640.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/f709f427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 3 Bedrooms, Ensuite, Garden View | Living area](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/5e75df41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa, 3 Bedrooms, Ensuite, Garden View (New 3)](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/51568ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23590000/23588000/23587948/ebbe0fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Princess Ocho Rios Vacation Villa

[](https://www.expedia.ca/Montego-Bay-Hotels-Casa-Princess-Ocho-Rios-Vacation-Villa.h23587948.Hotel-Information)

Ocho Rios

8.4/10

Very good

(84)

"Beautiful, safe community and spacious property. Softer pillows would make it excellent"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

TRUDY ANN

CA $223

CA $414 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Montego-Bay-Hotels-Casa-Princess-Ocho-Rios-Vacation-Villa.h23587948.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/996537a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/4d51c78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/7cc9a206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92160000/92150500/92150486/e9524ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tapioca Village Retreat

[](https://www.expedia.ca/Tapioca-Village-Retreat.h92150486.Hotel-Information)

Castleton

6.0/10

(2)

"There is so much nature and friendliness! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Günter

CA $111

CA $128 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Tapioca-Village-Retreat.h92150486.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119150000/119142600/119142519/eb4e4aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119150000/119142600/119142519/a86014ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 outdoor pools](https://images.trvl-media.com/lodging/120000000/119150000/119142600/119142519/133aebf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119150000/119142600/119142519/ce99eb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Villa in Drax Hall Country Club

[](https://www.expedia.ca/St-Anns-Bay-Hotels-3BR-Villa-In-Drax-Hall-Country-Club.h119142519.Hotel-Information)

St. Ann's Bay

CA $307

CA $458 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/St-Anns-Bay-Hotels-3BR-Villa-In-Drax-Hall-Country-Club.h119142519.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29485800/29485711/w997h665x0y0-1033946d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/30000000/29490000/29485800/29485711/7ac02e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/30000000/29490000/29485800/29485711/f535a253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29490000/29485800/29485711/b4326579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

[](https://www.expedia.ca/Ocho-Rios-Hotels-2Bedrooms-2Bathroom-Swimming-Pool-Gated-Community-Drier-Free-Wifi.h29485711.Hotel-Information)

Ocho Rios

9.6/10

Exceptional

(23)

"Quiet and relaxing stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer S.

CA $143

CA $259 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Ocho-Rios-Hotels-2Bedrooms-2Bathroom-Swimming-Pool-Gated-Community-Drier-Free-Wifi.h29485711.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/67000000/66200000/66197100/66197031/302f04c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Villa, Pool Access, Garden Area | In-room dining](https://images.trvl-media.com/lodging/67000000/66200000/66197100/66197031/7ab0bc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Villa, Pool Access, Garden Area](https://images.trvl-media.com/lodging/67000000/66200000/66197100/66197031/e3b173f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Villa, Pool Access, Garden Area | Living area](https://images.trvl-media.com/lodging/67000000/66200000/66197100/66197031/52270a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocho Rios at Coolshade Richmond

[](https://www.expedia.ca/Montego-Bay-Hotels-Ocho-Rios-At-Coolshade-Richmond.h66197031.Hotel-Information)

St. Ann's Bay

CA $155

CA $331 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Montego-Bay-Hotels-Ocho-Rios-At-Coolshade-Richmond.h66197031.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/2dc773a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/b5b2e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Private Pool, Pool View](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/d606640d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Private Pool, Pool View](https://images.trvl-media.com/lodging/120000000/119940000/119930200/119930136/b67bd0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Opulenz DraxHall

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Opulenz-DraxHall.h119930136.Hotel-Information)

St. Ann's Bay

CA $7,205

CA $8,564 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Opulenz-DraxHall.h119930136.Hotel-Information)

![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Living room](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/4954be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - indoor](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/12bf8dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Private kitchen](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/2bab948c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, 2 Bedrooms, 2 Bathrooms, Beach View | Living room](https://images.trvl-media.com/lodging/17000000/16790000/16781100/16781008/bcada131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Beach Estate Country Club Villa

[](https://www.expedia.ca/Hellshire-Hotels-The-Beach-Estate-Country-Club-Villa.h16781008.Hotel-Information)

Hellshire

10/10

Exceptional

(1)

"We had everything we needed, and the place was clean and comfortable. The property manager went above and beyond to make sure we had an amazing place to stay even after I had problems with Orbitz booking process. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $227

CA $403 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Hellshire-Hotels-The-Beach-Estate-Country-Club-Villa.h16781008.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27121800/27121747/0768f4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27121800/27121747/615b50ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27121800/27121747/ee0e8816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27121800/27121747/c6e21b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Ocho-Rios-Hotels-Comfy-Bedrooms-With-Swimming-Pool-Plus-Free-Wifi.h27121747.Hotel-Information)

Ocho Rios

8.6/10

Excellent

(28)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Summer D.

CA $144

CA $189 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Ocho-Rios-Hotels-Comfy-Bedrooms-With-Swimming-Pool-Plus-Free-Wifi.h27121747.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111990000/111989800/111989755/w1438h1695x1y113-edc23e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111990000/111989800/111989755/w1440h1056x0y431-c7c985ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111990000/111989800/111989755/w1440h1073x0y424-29e29652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111990000/111989800/111989755/e762cfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax by the pool with the sounds of waves and enjoy ocean and mountains views

[](https://www.expedia.ca/Portmore-Hotels-Moonlight-And-Mangos.h111989755.Hotel-Information)

Portmore

10/10

Exceptional

(2)

"The hose was very attentive. She explained everything and was easy to reach. The house was very clean and spacious. They security was immaculate, and I was afraid afraid to sleep there overall, the say was good. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

monique s.

CA $214

CA $246 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Portmore-Hotels-Moonlight-And-Mangos.h111989755.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/b8d95120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/f801ddbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/826678b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Villa](https://images.trvl-media.com/lodging/38000000/37880000/37872300/37872247/0eb8bf4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa at The Palms

[](https://www.expedia.ca/Ocho-Rios-Hotels-Villa-At-The-Palms.h37872247.Hotel-Information)

St. Ann's Bay

[](https://www.expedia.ca/Ocho-Rios-Hotels-Villa-At-The-Palms.h37872247.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111900000/111897200/111897186/237be320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/112000000/111900000/111897200/111897186/734b4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/112000000/111900000/111897200/111897186/483d5852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/112000000/111900000/111897200/111897186/2106f7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom villa with WiFi and AC in Ocho Rios

[](https://www.expedia.ca/Ocho-Rios-Hotels-Charming-3-Bedroom-Villa-With-WiFi-And-AC-In-Ocho-Rios.h111897186.Hotel-Information)

Ocho Rios

10/10

Exceptional

(1)

CA $166

CA $193 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Ocho-Rios-Hotels-Charming-3-Bedroom-Villa-With-WiFi-And-AC-In-Ocho-Rios.h111897186.Hotel-Information)

![Villa, 3 Bedrooms, Accessible | Exterior](https://images.trvl-media.com/lodging/122000000/121470000/121464500/121464448/d3aaab6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 3 Bedrooms, Accessible](https://images.trvl-media.com/lodging/122000000/121470000/121464500/121464448/7d7985d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 3 Bedrooms, Accessible | Interior](https://images.trvl-media.com/lodging/122000000/121470000/121464500/121464448/0002df9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 3 Bedrooms, Accessible | Living room](https://images.trvl-media.com/lodging/122000000/121470000/121464500/121464448/b8390803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity Vacation Villas

[](https://www.expedia.ca/Ocho-Rios-Hotels-Serenity-Vacation-Villas.h121464448.Hotel-Information)

Ocho Rios

CA $217

CA $251 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Ocho-Rios-Hotels-Serenity-Vacation-Villas.h121464448.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111947800/111947787/a4b61dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/112000000/111950000/111947800/111947787/5e73cf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/112000000/111950000/111947800/111947787/d6c19760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111950000/111947800/111947787/86009a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillcrest Heaven Elegant Escape in Richmond Estate, St. Ann with Private Beach

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Hillcrest-Heaven-Elegant-Escape-In-Richmond-Estate.h111947787.Hotel-Information)

Priory

10/10

Exceptional

(2)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamar T.

CA $274

CA $376 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/St-Anns-Bay-Hotels-Hillcrest-Heaven-Elegant-Escape-In-Richmond-Estate.h111947787.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/93000000/92998600/92998517/133e430d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/93000000/92998600/92998517/6b0a2d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/93000000/92998600/92998517/ddb1a159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/93000000/92998600/92998517/4084449b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### tropical getaway spot

[](https://www.expedia.ca/Port-Maria-Hotels-Tropical-Getaway-Spot.h92998517.Hotel-Information)

Port Maria

8.0/10

Very good

(1)

"Breezy Castle is a getaway spot great for people who want either solitude or want to be fully immersed in a local community in a spacious, clean environment overlooking the coast of Pt Maria. You will need a vehicle because the location is quite a distance from the main road, and following Google Maps proved challenging for some. This treasure is not for everyone – if you need to be close to water, afraid of the locals, or bad roads, this is not for you, but if you are looking for tranquility...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard W.

CA $83

CA $316 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Port-Maria-Hotels-Tropical-Getaway-Spot.h92998517.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96910000/96902800/96902712/991f9ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96910000/96902800/96902712/4fc68d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96910000/96902800/96902712/b5541009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96910000/96902800/96902712/00c00791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Beachfront Villa

[](https://www.expedia.ca/Kingston-Hotels-Cozy-Beachfront-Villa.h96902712.Hotel-Information)

Portmore

CA $159

CA $187 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Kingston-Hotels-Cozy-Beachfront-Villa.h96902712.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/22000000/21400000/21397600/21397515/e384097e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21400000/21397600/21397515/7abdc555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/22000000/21400000/21397600/21397515/17f4fcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/22000000/21400000/21397600/21397515/2cc970c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocho Rios Villa at Coolshade XI

[](https://www.expedia.ca/Montego-Bay-Hotels-Ocho-Rios-Villa-At-Coolshade-XI.h21397515.Hotel-Information)

St. Ann's Bay

8.6/10

Excellent

(9)

"Expedia did not inform us upon booking about hidden massive charges that you will have to pay in USD cash when you go to pick up the keys. They do not tell you because if they do tell you, you would find that the place would not worth the booking very over price: Be very careful because it is a non refundable booking and you will not get your money back There are much cheaper hotel that are much less pricier This place is not worth the price This place is not located in Ocho...

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Denrick

CA $289

CA $493 total

includes taxes & fees

Jan 10 - Jan 11

[](https://www.expedia.ca/Montego-Bay-Hotels-Ocho-Rios-Villa-At-Coolshade-XI.h21397515.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&regionId=553248635975177226&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Middlesex+County%2C+Jamaica&regionId=553248635975177226&latLong=18.128002%2C-77.205589&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesex-County-Villas.d553248635975177226-aaVillas.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesex-County-Villas.d553248635975177226-aaVillas.Travel-Guide-Accommodation)

## Top Middlesex County Hotel Reviews

![Mandeview Hotel](https://images.trvl-media.com/lodging/11000000/10240000/10238600/10238599/8b2d4f33_y.jpg)

### Mandeview Hotel

10/10 Excellent

"Friendly "

[](https://expedia.ca/Mandeville-Hotels-Mandeview-Hotel.h10238599.Hotel-Information)

![Morgans cliff](https://images.trvl-media.com/lodging/28000000/27300000/27291600/27291593/477af351_y.jpg)

### Morgans cliff

10/10 Excellent

"10/10 stay will definitely be back"

[](https://expedia.ca/Montego-Bay-Hotels-Morgans-Cliff.h27291593.Hotel-Information)

![Bahia Principe Grand Jamaica - All Inclusive](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576054/d591446e_y.jpg)

### Bahia Principe Grand Jamaica - All Inclusive

10/10 Excellent

"The check in was very slow but after everything was wonderful. The staff was nice and friendly."

[](https://expedia.ca/Montego-Bay-Hotels-Bahia-Principe-Grand-Jamaica-All-Inclusive.h1576054.Hotel-Information)

![The Cardiff Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26700/26635/9cd8e947_y.jpg)

### The Cardiff Hotel & Spa

10/10 Excellent

"Yes "

[](https://expedia.ca/Montego-Bay-Hotels-The-Cardiff-Hotel-Spa.h26635.Hotel-Information)

![Villa Sonate](https://images.trvl-media.com/lodging/5000000/4050000/4046100/4046044/828d9f07_y.jpg)

### Villa Sonate

10/10 Excellent

"Spent a few days and was very pleased with the service. "

[](https://expedia.ca/Montego-Bay-Hotels-Villa-Sonate.h4046044.Hotel-Information)

![Couples Tower Isle All Inclusive](https://images.trvl-media.com/lodging/1000000/530000/522100/522057/17fe4790_y.jpg)

### Couples Tower Isle All Inclusive

10/10 Excellent

"Yes"

[](https://expedia.ca/Montego-Bay-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information)

![Golf View Hotel](https://images.trvl-media.com/lodging/5000000/4670000/4663600/4663541/7d679efd_y.jpg)

### Golf View Hotel

10/10 Excellent

"Awesome stay"

[](https://expedia.ca/Mandeville-Hotels-Golf-View-Hotel.h4663541.Hotel-Information)

![Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/8000000/7230000/7229500/7229415/c688bb82_y.jpg)

### Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

10/10 Excellent

"Great place "

[](https://expedia.ca/Montego-Bay-Hotels-Bahia-Principe-Luxury-Runaway-Bay-Adults-Only-All-Inclusive.h7229415.Hotel-Information)

![Sea Shell Palms](https://images.trvl-media.com/lodging/58000000/57970000/57966500/57966414/78973eea_y.jpg)

### Sea Shell Palms

10/10 Excellent

"Spotless rooms and Courteous staff. Breakfast delicious and delivered promptly. I will definitely visit again. "

[](https://expedia.ca/Montego-Bay-Hotels-SEA-SHELL-PALMS.h57966414.Hotel-Information)

## Find out more about Middlesex County

## Middlesex County Villas information

| Number of reviews | 161        |
| ----------------- | ---------- |
| Accommodation     | 431 Villas |
| Lowest Price      | CA $128    |
| Highest Price     | CA $8,564  |