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

Holiday Homes in Middlesex County

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Check prices for these dates

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

Our top choices for Middlesex County holiday homes

A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

1. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is €179
includes taxes & fees
30 Aug - 31 Aug
Harbour Oasis Retreat - Charming 2 Bedroom House
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

2. Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is €323
includes taxes & fees
4 Sept - 5 Sept
Phoenix Park Villas Portmore
A swimming pool with a wooden deck, a staircase leading to a balcony, and a building with large windows and decorative trim.

3. A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room

A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room
Sandy Bay
A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room
A gated entrance with a central building and two smaller structures on either side.

4. DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
9.0 out of 10, Wonderful, (4 reviews)
"The facility is safe clean attractive and the rooms have everything you needed for ur comfort experience was wonderful 100/100👍"
United States
Winston
The price is €158
includes taxes & fees
2 Sept - 3 Sept
DeJee Lodging
A coastal view with clear turquoise waters and a grassy foreground.

5. Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House
Hellshire
9.4 out of 10, Exceptional, (16 reviews)
"Felt like home."
United States
Ashlie G.
The price is €128
includes taxes & fees
31 Aug - 1 Sept
Ac'ed 2 bedroom Beach House
A multi-story building with a red-tiled roof, multiple balconies, and a car parked in front.

6. Cozy upstairs apartment for two with great views. Book your stay today.

Cozy upstairs apartment for two with great views. Book your stay today.
Williamsfield
10.0 out of 10, Exceptional, (1 review)
"Our stay was excellent. The Hosts are very gracious and kind. The property is very clean and welcoming. We are very appreciative of all the complementary teas coffees, and other beverages left there for us to sample.We will be booking a return, hopefully sometime over the summer"
United States
Janea G.
The price is €94
includes taxes & fees
30 Aug - 31 Aug
Cozy upstairs apartment for two with great views. Book your stay today.
A kitchen with wooden cabinets, a stainless steel stove, and a tiled backsplash.

7. Relax and enjoy in this beautiful home in a quiet neighbourhood.

Relax and enjoy in this beautiful home in a quiet neighbourhood.
Mineral Hieghts
Relax and enjoy in this beautiful home in a quiet neighbourhood.
A colorful building with a sign that reads "Relax N Sunshine."

8. Relax N SunShine Peaceful, Retreat

Relax N SunShine Peaceful, Retreat
May Pen
4.8 out of 10, (3 reviews)
"I enjoyed my brief stay with my son we were received warmly. The vibes were awesome. Nice garden area also."
United States
Mikisa
The price is €50
includes taxes & fees
31 Aug - 1 Sept
Relax N SunShine Peaceful, Retreat
A bedroom with a bed, dresser, mirror, and curtains.

9. 3 Bedroom Cozy House in Drax Hall

3 Bedroom Cozy House in Drax Hall
3.5 star property
Ocho Rios
4.0 out of 10, (1 review)
"Last minute while at airport I received an email to say that the place reserved was no longer available. After being on the phone for over an hour I was offered another place which was smaller. I had no choice but to take it or me and my kids would have been on the street. Upon entering the place, it was immediately noticed that it was not clean, no light bulbs, 1 tv in one of the bedrooms. Front door did not close properly. Cushions ripped up. I got the impression that the place was on the...
United States
Samantha
The price is €296
includes taxes & fees
30 Aug - 31 Aug
3 Bedroom Cozy House in Drax Hall
A potted snake plant in a modern indoor setting with a reflective floor and a black shelf unit in the background.

10. Charming refuge at Colbeck Manor

Charming refuge at Colbeck Manor
Old Harbour
10.0 out of 10, Exceptional, (2 reviews)
"Host Duwayne was excellent, very attentive, house was clean and comfy. Would stay again "
United States
chin
Charming refuge at Colbeck Manor
A swimming pool area with a waterfall feature, a television screen, and a mural of a house.

11. Cute and Cozy Ez Home

Cute and Cozy Ez Home
Bridgeport
9.2 out of 10, Wonderful, (5 reviews)
"Came back at the perfect time of the year, got to try some mangoes and they were absolutely delicious right from treee in the yard. Ms James and her family are amazing hosts! Me and my fiancé look forward to booking again!! Thank you! "
United States
shardae w.
The price is €141
includes taxes & fees
30 Aug - 31 Aug
Cute and Cozy Ez Home
A swimming pool with blue lounge chairs and umbrellas, surrounded by houses with sloped roofs.

12. Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi

Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
St. Ann Parish
Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
A covered balcony with white balustrades, a stone floor, and a view of greenery.

13. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is €432
includes taxes & fees
31 Aug - 1 Sept
Sandy Bay Paradise Retreat - 7 Bedrooms
A bedroom with a bed, a dresser, a television, and a wall decoration.

14. The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi

The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
Spanish Town
The price is €110
includes taxes & fees
30 Aug - 31 Aug
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
A covered outdoor area with a table and chairs, potted plants, and a view of buildings and trees.

15. one bedroom cozy and quiet neighborhood 10min from ocho rios town

one bedroom cozy and quiet neighborhood 10min from ocho rios town
St. Mary Parish
10.0 out of 10, Exceptional, (1 review)
one bedroom cozy and quiet neighborhood 10min from ocho rios town
A modern building with a Starbucks logo on the facade, large windows, and a small tree in front.

16. PLAN YOUR GETAWAY UNDER THE SUN Dazzle Key Suite

PLAN YOUR GETAWAY UNDER THE SUN Dazzle Key Suite
Greenwich Estate
10.0 out of 10, Exceptional, (3 reviews)
"This property was excellent, the host was the best!!, communication with the host was indeed at its best. Cleanliness and comfort was also at its best!!"
United States
Raphaela
The price is €297
includes taxes & fees
30 Aug - 31 Aug
PLAN YOUR GETAWAY UNDER THE SUN Dazzle Key Suite
A modern bedroom with a large bed, a ceiling fan, and a view of the outdoors through the window.

17. Ochi Modern Boho Villa - Seaside Escape

Ochi Modern Boho Villa - Seaside Escape
Bonham Springs
10.0 out of 10, Exceptional, (1 review)
"The property is quite comfortable and spacious. The Host is just the best at responding to our needs!"
United States
Vanessa W.
Ochi Modern Boho Villa - Seaside Escape
A view through a metal gate into a courtyard with a car parked outside, a small garden, and a building in the background.

18. Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC
Portmore
10.0 out of 10, Exceptional, (8 reviews)
"Room was spotless, very caring host."
United Kingdom
Sophia
The price is €83
includes taxes & fees
2 Sept - 3 Sept
Charming 2-bedroom house in Portmore with WiFi, AC
A modern living room with a dining area, a sofa set, a TV mounted on the wall, and a decorative vase with pampas grass.

19. Family-friendly Serenity 2-bedroom house with AC in Old Harbour

Family-friendly Serenity 2-bedroom house with AC in Old Harbour
Old Harbour
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
A modern laundry room with two front-loading washing machines.

20. Ultra Luxurious 2-bedroom house in Portmore Gated Community

Ultra Luxurious 2-bedroom house in Portmore Gated Community
Portmore
10.0 out of 10, Exceptional, (1 review)
"Luxury home indeed, very beautiful home, really enjoyed our stay, will definitely stay here again on future trips."
United States
Kayona F.
The price is €161
includes taxes & fees
30 Aug - 31 Aug
Ultra Luxurious 2-bedroom house in Portmore Gated Community
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 Holiday Homes information

Number of reviews
42
Accommodation
536 Holiday Homes
Lowest Price
€50
Highest Price
€432