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

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Middlesex County holiday homes

Family House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

1. 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 £250
includes taxes & fees
20 Sept - 21 Sept
Phoenix Park Villas Portmore
Bathroom

2. At The Check-in Chill

At The Check-in Chill
2.0 star property
Old Harbour
At The Check-in Chill
Exterior

3. 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 £81
includes taxes & fees
20 Sept - 21 Sept
Cozy upstairs apartment for two with great views. Book your stay today.
House | Pool | Outdoor pool

4. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is £151
includes taxes & fees
22 Sept - 23 Sept
Harbour Oasis Retreat - Charming 2 Bedroom House
Exterior

5. Home in St. Catherine section 2

Home in St. Catherine section 2
Spanish Town
9.0 out of 10, Wonderful, (2 reviews)
"Have no complaints, my stay was a great stay "
United States
Icashea M.
The price is £87
includes taxes & fees
20 Sept - 21 Sept
Home in St. Catherine section 2
Family House | Free WiFi

6. 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 £246
includes taxes & fees
21 Sept - 22 Sept
3 Bedroom Cozy House in Drax Hall
Fridge, microwave, oven, stovetop

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
The price is £114
includes taxes & fees
20 Sept - 21 Sept
Relax and enjoy in this beautiful home in a quiet neighbourhood.
Property grounds

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 £43
includes taxes & fees
20 Sept - 21 Sept
Relax N SunShine Peaceful, Retreat
Front of property

9. 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 £96
includes taxes & fees
3 Oct - 4 Oct
DeJee Lodging
Beach nearby

10. Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House
Hellshire
9.4 out of 10, Exceptional, (16 reviews)
"Great location, great host, great stay!"
United States
Chevaughn G.
The price is £111
includes taxes & fees
21 Sept - 22 Sept
Ac'ed 2 bedroom Beach House
Interior

11. 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
Smart TV

12. 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 £71
includes taxes & fees
21 Sept - 22 Sept
Charming 2-bedroom house in Portmore with WiFi, AC
Pool

13. 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
The price is £232
includes taxes & fees
20 Sept - 21 Sept
Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
House | Property grounds

14. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is £358
includes taxes & fees
29 Sept - 30 Sept
Sandy Bay Paradise Retreat - 7 Bedrooms
Exterior detail

15. 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 £214
includes taxes & fees
2 Oct - 3 Oct
PLAN YOUR GETAWAY UNDER THE SUN Dazzle Key Suite
Outdoor pool

16. A Suite Home entire pool home

A Suite Home entire pool home
Ocho Rios
7.2 out of 10, Good, (15 reviews)
"Nice view, close to attractions and stores and entertainment."
United States
Donovan
The price is £96
includes taxes & fees
18 Oct - 19 Oct
A Suite Home entire pool home
Beach

17. Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym

Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym
Saint Ann's Bay
10.0 out of 10, Exceptional, (1 review)
"We enjoyed the home! Absolutely beautiful inside and outside. The property is so safe close to the security gate to always walk. You will love everything in the home! So modern just like your own house. Make sure you take advantage of renting this gold mine!! The host always checked in on us to make sure we were okay.. Amazing Communication! Definitely a 10 stay….. "
United States
Danielle
The price is £158
includes taxes & fees
20 Sept - 21 Sept
Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym
3 bedrooms, desk, iron/ironing board, travel cot

18. 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.
The price is £243
includes taxes & fees
20 Sept - 21 Sept
Ochi Modern Boho Villa - Seaside Escape
Outdoor pool

19. 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 £113
includes taxes & fees
20 Sept - 21 Sept
Cute and Cozy Ez Home
1 bedroom, in-room safe, desk, iron/ironing board

20. 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 £83
includes taxes & fees
3 Oct - 4 Oct
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
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

The Cardiff Hotel & Spa

The Cardiff Hotel & Spa

8/10 Good
"The room was nice and breakfast was good. Didn’t use most of the amenities, but I did go to the beach every day I was there. There is supposed to be a shuttle, however it was mostly unavailable. I walked to and from the beach most of my stay which was about 20 mins each way. On one occasion I called for pick up about a hour ahead of time and asked if the driver could pick me up. I was told “I hope so.” The private beach itself is just “okay.” If you’re looking to do any beach activities, this isn’t the hotel for you as they don’t offer any. The bar isn’t really stocked and there’s no bar tender but they do have beer. Overall, I liked the hotel and the unavailability of the beach shuttle was my only complaint."
Ashleigh 1-night trip
Posted 2 days ago
The Cardiff Hotel & Spa

Find out more about Middlesex County

Middlesex County Holiday Homes information

Number of reviews
44
Accommodation
536 Holiday Homes
Lowest Price
£43
Highest Price
£358