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

Middlesex County Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Middlesex County holiday rentals

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 HK$1,623
HK$2,930 total
includes taxes & fees
31 Jul - 1 Aug
Phoenix Park Villas Portmore
Living area

Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is HK$5,882
HK$6,772 total
includes taxes & fees
28 Jul - 29 Jul
Tuscany Sun Villa at Legacy Townhouse
Exterior

Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is HK$706
HK$784 total
includes taxes & fees
28 Jul - 29 Jul
Caldo Tours
10 outdoor pools

Relaxing Stay - Richmond Estate - 15mins Ocho Rios

Relaxing Stay - Richmond Estate - 15mins Ocho Rios
2.0 star property
St. Ann's Bay
8.4 out of 10, Very good, (5 reviews)
"Nice"
United States
Sildarius
The price is HK$941
HK$1,914 total
includes taxes & fees
29 Jul - 30 Jul
Relaxing Stay - Richmond Estate - 15mins Ocho Rios
6 outdoor pools

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 HK$2,745
HK$3,988 total
includes taxes & fees
28 Jul - 29 Jul
The Crest - Serenity Oasis Villa
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is HK$600
HK$1,051 total
includes taxes & fees
29 Jul - 30 Jul
Serenity Oasis Apartment
Terrace/patio

Blue-sky penthouse

Blue-sky penthouse
4.5 star property
Tower Isle
9.0 out of 10, Wonderful, (2 reviews)
"What a fabulous penthouse! We could not recommend this location more highly: gorgeous views, spacious, well-appointed kitchen, inviting bedrooms. Everything has been thought of and provided by our responsive host. My family can’t wait to return!"
United States
Tammy
The price is HK$3,106
HK$3,579 total
includes taxes & fees
28 Jul - 29 Jul
Blue-sky penthouse
Living area

Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is HK$1,976
HK$107,048 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Relaxing Home in Old Harbour
On the beach

Light escape mixes luxury with homey - 2 mins from the beach!

Light escape mixes luxury with homey - 2 mins from the beach!
Ocho Rios
9.6 out of 10, Exceptional, (57 reviews)
"Travel from Nashville Tennessee for a 5 day stay, from start to finish the communication was on point. Anything missed was address within a reasonable timeframe.. If you’re thinking about getting the place, just go ahead and get it. we definitely will be staying here again in the future. There’s not much to say other than come.. come and enjoy a secluded stay. Thank you Everton ✊ respect"
United States
Denise
The price is HK$695
HK$1,056 total
includes taxes & fees
10 Aug - 11 Aug
Light escape mixes luxury with homey - 2 mins from the beach!
Beach/ocean view

Fisherman's Point Ocean View Hotel

Fisherman's Point Ocean View Hotel
5.0 star property
Ocho Rios
6.0 out of 10, (35 reviews)
"Our 7 night stay was great! The room was clean, the location is walking distance to everything and it has 24 hour security. Our host made sure we had everything we needed and was only a text away if we had any questions. Highly recommend if you want to experience Jamaica and its culture. We will be back "
Canada
Danyell Freedom Faylee
The price is HK$2,259
HK$2,613 total
includes taxes & fees
2 Aug - 3 Aug
Fisherman's Point Ocean View Hotel
Private beach

Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (585 reviews)
"Very clean and secure place to stay for a vacation will visit again soon"
United States
Celena
The price is HK$953
HK$1,190 total
includes taxes & fees
29 Jul - 30 Jul
Fisherman's Point Resort
Outdoor pool

The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach
Ocho Rios
9.6 out of 10, Exceptional, (68 reviews)
"The host was very friendly and the room was clean and came equipped with air conditioning."
Canada
Shereeka
The price is HK$508
HK$726 total
includes taxes & fees
3 Aug - 4 Aug
The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach
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 HK$1,200
HK$1,780 total
includes taxes & fees
28 Jul - 29 Jul
DeJee Lodging
Free WiFi

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 HK$1,616
HK$2,690 total
includes taxes & fees
28 Jul - 29 Jul
3 Bedroom Cozy House in Drax Hall
Exterior detail

Bayfront Budget Friendly 2 Bedrooms and 2 Bathrooms Apt in Gated Community

Bayfront Budget Friendly 2 Bedrooms and 2 Bathrooms Apt in Gated Community
Portmore
9.8 out of 10, Exceptional, (8 reviews)
"My stay was perfect!"
United States
ANDRENE
The price is HK$596
HK$1,749 total
includes taxes & fees
30 Jul - 31 Jul
Bayfront Budget Friendly 2 Bedrooms and 2 Bathrooms Apt in Gated Community
Outdoor pool

Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (27 reviews)
"This hidden gem was more than I expected and I was super surprised and feel blessed because I had the place all to myself the entire stay and I really enjoyed the pool. The house was gorgeous, clean, beds were comfortable and everything was in working condition. The check in process was seamless. I am definitely looking forward to staying here again."
United States
Deon
The price is HK$460
HK$733 total
includes taxes & fees
28 Jul - 29 Jul
Mountain Top Villa
Pool

WatersEdge -B3

WatersEdge -B3
Tower Isle
10.0 out of 10, Exceptional, (7 reviews)
"Clean and comfortable "
United States
Anneka
The price is HK$1,553
HK$2,494 total
includes taxes & fees
28 Jul - 29 Jul
WatersEdge -B3
Outdoor pool

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

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Ocho Rios
9.6 out of 10, Exceptional, (29 reviews)
"Overall a perfect stay for 2 people or couples "
United States
Devon
The price is HK$980
HK$1,631 total
includes taxes & fees
30 Jul - 31 Jul
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Children’s activities

Villa at The Palms

Villa at The Palms
3.5 star property
St. Ann's Bay
8.0 out of 10, Very good, (1 review)
"This was our first time traveling as a family internationally. I believe the property I booked was different from the property I checked into. The villa we were assigned to was on the Crest lot and not Villa at the Palms. The villa was clean and bright. There was a pool close to the property's entrance along with an open gym. Our overall experience was pleasant and I would probably stay again in the future."
United States
Regina
The price is HK$1,082
HK$2,301 total
includes taxes & fees
3 Aug - 4 Aug
Villa at The Palms
Property grounds

Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is HK$3,231
HK$3,949 total
includes taxes & fees
29 Jul - 30 Jul
Sandy Bay Paradise Retreat - 7 Bedrooms
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
"Rooms clean, staff extremely friendly and helpful. Assortment of food choices."
Sean 8-night trip
Posted 3 hours ago
Couples Tower Isle All Inclusive

Find out more about Middlesex County

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