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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Middlesex County holiday rentals

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

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 ₹19,989
₹36,081 total
includes taxes & fees
26 Jul - 27 Jul
Phoenix Park Villas Portmore
Deluxe Double Room, Garden View | Living area

Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is ₹72,426
₹83,386 total
includes taxes & fees
27 Jul - 28 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 ₹8,691
₹9,657 total
includes taxes & fees
26 Jul - 27 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 ₹11,588
₹23,563 total
includes taxes & fees
27 Jul - 28 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 ₹33,799
₹49,106 total
includes taxes & fees
26 Jul - 27 Jul
The Crest - Serenity Oasis Villa
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is ₹7,055
₹12,555 total
includes taxes & fees
5 Aug - 6 Aug
Serenity Oasis Apartment
Luxury Penthouse, Ocean View, Oceanfront | 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 ₹37,476
₹43,194 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 ₹27,039
₹1,321,209 total
includes taxes & fees
26 Jul - 27 Jul
Cozy Relaxing Home in Old Harbour
Beach/ocean view

Fisherman's Point Ocean View Hotel

Fisherman's Point Ocean View Hotel
5.0 star property
Ocho Rios
5.8 out of 10, (34 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 ₹27,811
₹32,176 total
includes taxes & fees
26 Jul - 27 Jul
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 ₹9,386
₹11,953 total
includes taxes & fees
28 Jul - 29 Jul
Fisherman's Point Resort
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 ₹14,258
₹21,321 total
includes taxes & fees
1 Aug - 2 Aug
DeJee Lodging
Family House | 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 ₹22,114
₹35,668 total
includes taxes & fees
29 Jul - 30 Jul
3 Bedroom Cozy House in Drax Hall
Outdoor pool

Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (26 reviews)
"Property was clean plus very quiet ...my overall experience was very good...i would book again"
Canada
Anonymous traveller
The price is ₹5,664
₹9,024 total
includes taxes & fees
2 Aug - 3 Aug
Mountain Top Villa
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 ₹14,992
₹27,356 total
includes taxes & fees
30 Jul - 31 Jul
Villa at The Palms
House | Property grounds

Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is ₹39,185
₹47,936 total
includes taxes & fees
26 Jul - 27 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

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

8/10 Good
":) the property just opened up after the hurricane last October but it looks pretty good even though we only have a portion of it is open right now. The staff was super helpful. Food was ok for an inclusive resort."
jeffrey 3-night trip
Posted 5 hours ago
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Find out more about Middlesex County

Holiday Rentals in Middlesex County

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