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
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Middlesex County holiday rentals

Pool

Coolshade - Richmond Estate

Coolshade - Richmond Estate
2.0 star property
St. Ann Parish
The price is S$286
includes taxes & fees
13 Jul - 14 Jul
Coolshade - Richmond Estate
Private beach

Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (575 reviews)
"Very clean and secure place to stay for a vacation will visit again soon"
United States
Celena
The price is S$168
includes taxes & fees
15 Jul - 16 Jul
Fisherman's Point Resort
Outdoor pool

Sky Castles

Sky Castles
2.5 star property
Ocho Rios
5.4 out of 10, (32 reviews)
"The most amazing staff. Communication is the best of any hotel ever booked EVER!!!! Love you guys. See you soon. "
United States
Ian
The price is S$187
includes taxes & fees
21 Jul - 22 Jul
Sky Castles
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 S$417
includes taxes & fees
13 Jul - 14 Jul
Phoenix Park Villas Portmore
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 S$121
includes taxes & fees
13 Jul - 14 Jul
Mountain Top Villa
Egyptian cotton sheets, premium bedding, in-room safe

Casa Princess Ocho Rios Vacation Villa

Casa Princess Ocho Rios Vacation Villa
3.5 star property
Ocho Rios
9.6 out of 10, Exceptional, (68 reviews)
"Beautiful, safe community and spacious property. Softer pillows would make it excellent"
United States
TRUDY ANN
The price is S$387
includes taxes & fees
13 Jul - 14 Jul
Casa Princess Ocho Rios Vacation Villa
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is S$156
includes taxes & fees
20 Jul - 21 Jul
Serenity Oasis Apartment
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 S$430
includes taxes & fees
13 Jul - 14 Jul
Fisherman's Point Ocean View Hotel
Free WiFi

3 Bedroom Cozy House in Drax Hall

3 Bedroom Cozy House in Drax Hall
3.5 star property
Ocho Rios
The price is S$477
includes taxes & fees
13 Jul - 14 Jul
3 Bedroom Cozy House in Drax Hall
Front of property

Summer Time Suite

Summer Time Suite
3.5 star property
Ocho Rios
2.0 out of 10, (1 review)
"I never got to stay at this property, although my credit card was billed to stay at this property. I was redirected to another motel (Sandcastle Resort) in the area due to no availability. The hotel I was redirected to was clearly not aware of my reservation or my presence. Nothing in the room was prepared for guest arrival. Spiders and cobwebs were in every common area, which shows no one did the basic cleaning and upkeep. There was no running water every day from 12am-2pm! I couldn't shower or...
United States
Jocelyn
The price is S$216
includes taxes & fees
14 Jul - 15 Jul
Summer Time Suite
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 S$792
includes taxes & fees
13 Jul - 14 Jul
Richmond Villa Rental Management
Games room

Casa Maurice Ocho Rios Villa

Casa Maurice Ocho Rios Villa
4.5 star property
St. Ann's Bay
2.0 out of 10, (1 review)
"They don’t give people their refund!"
United States
Norringhton
The price is S$372
includes taxes & fees
10 Aug - 11 Aug
Casa Maurice Ocho Rios Villa
Beach nearby

2 Bed Apt with Balcony at Runaway Bay

2 Bed Apt with Balcony at Runaway Bay
3.5 star property
Runaway Bay
The price is S$621
includes taxes & fees
17 Jul - 18 Jul
2 Bed Apt with Balcony at Runaway Bay
Beach nearby, white sand

Ocho Rios Villa at Coolshade

Ocho Rios Villa at Coolshade
3.5 star property
St. Ann's Bay
9.8 out of 10, Exceptional, (10 reviews)
"The host was wonderful and quite responsive. I will definately stay again and highly recomend. "
Canada
Oko
The price is S$415
includes taxes & fees
14 Jul - 15 Jul
Ocho Rios Villa at Coolshade
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 S$553
includes taxes & fees
13 Jul - 14 Jul
The Crest - Serenity Oasis Villa
Private kitchen

Soleil Hartland Palms

Soleil Hartland Palms
2.0 star property
St. Ann's Bay
The price is S$318
includes taxes & fees
13 Jul - 14 Jul
Soleil Hartland Palms
Exterior

3 Bedroom Beachfront Cozy House

3 Bedroom Beachfront Cozy House
2.0 star property
Tower Isle
The price is S$1,033
includes taxes & fees
13 Jul - 14 Jul
3 Bedroom Beachfront Cozy House
Living area

Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is S$17,670
includes taxes & fees
13 Jul - 14 Jul
Cozy Relaxing Home in Old Harbour
Free WiFi

Leisure Duplex At Csompo Silver Manor

Leisure Duplex At Csompo Silver Manor
2.0 star property
Tower Isle
6.0 out of 10, (2 reviews)
"Cool place "
United States
Cedric
The price is S$194
includes taxes & fees
13 Jul - 14 Jul
Leisure Duplex At Csompo Silver Manor
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Immaculate 2-bed Apartment in Spanish Town

Immaculate 2-bed Apartment in Spanish Town
3.0 star property
Spanish Town
The price is S$101
includes taxes & fees
13 Jul - 14 Jul
Immaculate 2-bed Apartment in Spanish Town
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 - All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

8/10 Good
"The staff was helpful and friendly. The hotel and my room was clean. It"
Sabrina 2-night trip
Posted less than an hour ago
Bahia Principe Escape Runaway Bay - All Inclusive