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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Middlesex County holiday homes

Family House, Garden View | Private kitchen

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 €283
includes taxes & fees
17 Jul - 18 Jul
Phoenix Park Villas Portmore
Outdoor pool

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 €144
includes taxes & fees
17 Jul - 18 Jul
Cute and Cozy Ez Home
Outdoor pool

Richmond Villa Rental Management

Richmond Villa Rental Management
3.5 star property
Ocho Rios
6.0 out of 10, (2 reviews)
"Property met out expectations. Close to the pool. Kid friendly. Great place to have a relaxintion vacation. "
United States
Lucien
The price is €537
includes taxes & fees
15 Jul - 16 Jul
Richmond Villa Rental Management
Pool

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 €257
includes taxes & fees
12 Aug - 13 Aug
Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
Family House

3 Bedroom Cozy House in Drax Hall

3 Bedroom Cozy House in Drax Hall
3.5 star property
Ocho Rios
The price is €324
includes taxes & fees
15 Jul - 16 Jul
3 Bedroom Cozy House in Drax Hall
Front of property

DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
8.8 out of 10, Excellent, (3 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 €199
includes taxes & fees
17 Jul - 18 Jul
DeJee Lodging
Beach nearby

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 €127
includes taxes & fees
3 Aug - 4 Aug
Ac'ed 2 bedroom Beach House
Interior

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
15 Jul - 16 Jul
Charming 2-bedroom house in Portmore with WiFi, AC
Outdoor pool

A Suite Home entire pool home

A Suite Home entire pool home
Ocho Rios
7.4 out of 10, Good, (11 reviews)
"Nice view, close to attractions and stores and entertainment."
United States
Donovan
The price is €126
includes taxes & fees
13 Aug - 14 Aug
A Suite Home entire pool home
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Entire Hilltop Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville

Entire Hilltop Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
Mandeville
2.0 out of 10, (2 reviews)
"No water after day 2 of a 5 day stay. WiFi didn’t work until day 4, place was not bad but with a hot country with no running water and the host knew as he’s was told by there caretakers of the property, the host offer a night refund or a night elsewhere but when I tried to contact him back I was not getting any answer"
United Kingdom
Robert
The price is €86
includes taxes & fees
22 Jul - 23 Jul
Entire Hilltop Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
House | Pool

Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is €180
includes taxes & fees
11 Aug - 12 Aug
Harbour Oasis Retreat - Charming 2 Bedroom House
Beach

Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water

Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water
Port Maria
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place 3 bedroom with nice bathroom in the rooms nice community next to everything... the host was very nice and easy to get along with.... "
United States
Shanna
The price is €310
includes taxes & fees
15 Jul - 16 Jul
Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water
Private kitchen

Soleil Hartland Palms

Soleil Hartland Palms
2.0 star property
St. Ann's Bay
The price is €216
includes taxes & fees
15 Jul - 16 Jul
Soleil Hartland Palms
Apartment, 1 Bedroom, Kitchen, Pool View | Private kitchen

Paradisiac Euphoria Beach Access Pool

Paradisiac Euphoria Beach Access Pool
3.0 star property
St. Ann's Bay
The price is €344
includes taxes & fees
5 Aug - 6 Aug
Paradisiac Euphoria Beach Access Pool
Smart TV

Modern Gem w/free parking on premises

Modern Gem w/free parking on premises
Discovery Bay
9.4 out of 10, Exceptional, (6 reviews)
"This is a very well kept house in a hated community. Definitely need a car to access. Otherwise very pleasant for a short stay"
United States
Gunjan
The price is €187
includes taxes & fees
12 Aug - 13 Aug
Modern Gem w/free parking on premises
House, 3 Bedrooms, Accessible | Living room

Royal Palm Luxury Villa

Royal Palm Luxury Villa
2.0 star property
Great Pond
The price is €373
includes taxes & fees
15 Jul - 16 Jul
Royal Palm Luxury Villa
3 bedrooms, desk, iron/ironing board, travel cot

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
Exterior

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 €114
includes taxes & fees
15 Jul - 16 Jul
Home in St. Catherine section 2
Exterior detail

Cozy Jacuzzi 2bd - 5 minutes from the beach!

Cozy Jacuzzi 2bd - 5 minutes from the beach!
Hellshire
10.0 out of 10, Exceptional, (1 review)
"Very nice clean and professional "
United States
Sarah I.
Cozy Jacuzzi 2bd - 5 minutes from the beach!
Interior

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
The price is €158
includes taxes & fees
12 Aug - 13 Aug
Charming refuge at Colbeck Manor
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

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

10/10 Excellent
"Absolutely the best vacation I’ve been on. Me and my girlfriend had the time of our lives. The staff here is exceptional!!!! Hands down the best resort I could ever imagine!!!"
Gregory 4-night trip
Posted 2 hours ago
Couples Tower Isle All Inclusive

Find out more about Middlesex County

Middlesex County Holiday Homes information

Number of reviews
61
Accommodation
532 Holiday Homes
Lowest Price
€83
Highest Price
€537