Middlesex County Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Middlesex County holiday rentals

On the beach, white sand

SandCastles Deluxe Beach Resort

SandCastles Deluxe Beach Resort
3.5 star property
Ocho Rios
7.4 out of 10, Good, (126 reviews)
"I was pleased with the overall experience and will return in the future 👍"
United States
Karen
The price is S$168
includes taxes & fees
28 May - 29 May
SandCastles Deluxe Beach Resort
Front of property

DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
8.0 out of 10, Very good, (2 reviews)
"Kids enjoyed the pool but could have been cleaner and have some seating around the pool. Small local shops around for food items. House had everything needed for the stay and very fast response from property manager when had any questions "
Canada
Erica
The price is S$290
includes taxes & fees
30 May - 31 May
DeJee Lodging
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, (9 reviews)
"The host was wonderful and quite responsive. I will definately stay again and highly recomend. "
Canada
Oko
The price is S$419
includes taxes & fees
7 Jun - 8 Jun
Ocho Rios Villa at Coolshade
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is S$169
includes taxes & fees
8 Jun - 9 Jun
Serenity Oasis Apartment
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$440
includes taxes & fees
8 Jun - 9 Jun
Phoenix Park Villas Portmore
Private beach

Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (561 reviews)
"The room was very clean and the ocean view was amazing. Will definitely be back."
United States
Tracy-Ann
The price is S$142
includes taxes & fees
3 Jun - 4 Jun
Fisherman's Point Resort
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$472
includes taxes & fees
7 Jun - 8 Jun
3 Bedroom Cozy House in Drax Hall
Outdoor dining

Ocho Rios Getaway Villa at The Palms

Ocho Rios Getaway Villa at The Palms
4.0 star property
Ocho Rios
9.4 out of 10, Exceptional, (8 reviews)
"This is an ideal family oriented gateway. The pool was awesome, the rooms were clean and spacious and the many planted trees and flowers brought ambience to the outdoors. Kevin and Lorraine were very accomodating as well. We experienced few minor issues with the bathroom plumbing and AC units but our overall stay was terrific. We will definitively be back again."
United States
Afiya
The price is S$853
includes taxes & fees
31 May - 1 Jun
Ocho Rios Getaway Villa at The Palms
Outdoor pool

Areca Homes in Draxhall

Areca Homes in Draxhall
3.0 star property
St. Ann's Bay
10.0 out of 10, Exceptional, (1 review)
"The property was clean as you see in the picture. It’s a very safe neighborhood. I would stay there again."
United States
Carol
The price is S$230
includes taxes & fees
28 May - 29 May
Areca Homes in Draxhall
Front of property

Ocho Rios at Coolshade Richmond

Ocho Rios at Coolshade Richmond
3.5 star property
St. Ann's Bay
The price is S$400
includes taxes & fees
7 Jun - 8 Jun
Ocho Rios at Coolshade Richmond
Private kitchen

Soleil Palm View Villa

Soleil Palm View Villa
3.0 star property
St. Ann's Bay
The price is S$286
includes taxes & fees
28 May - 29 May
Soleil Palm View 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$382
includes taxes & fees
3 Jun - 4 Jun
Casa Princess Ocho Rios Vacation Villa
Beach

Coolshade Villas - Richmond Estate

Coolshade Villas - Richmond Estate
2.0 star property
St. Ann's Bay
10.0 out of 10, Exceptional, (1 review)
"Convenient location to restaurants, beach and major tourists attractions. Quiet and secure community."
United States
Robert
The price is S$312
includes taxes & fees
7 Jun - 8 Jun
Coolshade Villas - Richmond Estate
Beach nearby, white sand

Fern Court Apartment With Oceanic View III

Fern Court Apartment With Oceanic View III
3.5 star property
St. Ann's Bay
9.0 out of 10, Wonderful, (14 reviews)
"When I vacation I usual stay at a hotel or a resort but this time I decided to do something different and am more than glad that I did. Being here made me feel like I have my own house on a private island. The property is in a gated community. It was very quiet and peaceful there which allowed me to really relax here. I can’t wait to come back again! Loved it."
United States
David
The price is S$373
includes taxes & fees
4 Jun - 5 Jun
Fern Court Apartment With Oceanic View III
Children’s activities

Villa at The Palms

Villa at The Palms
3.5 star property
St. Ann's Bay
The price is S$362
includes taxes & fees
7 Jun - 8 Jun
Villa at The Palms
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
9.4 out of 10, Exceptional, (3 reviews)
"Nice"
United States
Sildarius
The price is S$334
includes taxes & fees
7 Jun - 8 Jun
Relaxing Stay - Richmond Estate - 15mins Ocho Rios
Beach/ocean view

Silver Palms Charming 1BR Private Beach and Pool

Silver Palms Charming 1BR Private Beach and Pool
3.0 star property
Ocho Rios
The price is S$271
includes taxes & fees
4 Jun - 5 Jun
Silver Palms Charming 1BR Private Beach and Pool
Outdoor pool

Ocean View Villa at Coolshade Ocho Rios

Ocean View Villa at Coolshade Ocho Rios
3.5 star property
St. Ann's Bay
The price is S$400
includes taxes & fees
27 Jun - 28 Jun
Ocean View Villa at Coolshade 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 S$598
includes taxes & fees
4 Jun - 5 Jun
The Crest - Serenity Oasis Villa
Exterior

Relaxing Apartment with Ocean View

Relaxing Apartment with Ocean View
2.0 star property
Ocho Rios
The price is S$350
includes taxes & fees
28 May - 29 May
Relaxing Apartment with Ocean View
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

10/10 Excellent
"Make use of the kayaks and tours on the property. Book your restaurants when you get there. Food was great. The hotel is half under construction which was no bother at all. The section that was closed is the grande. Luxury side is open and fully functional. I enjoyed my stay. A little expensive from Montego Bay airport for cab (100) so book amstar bus. (50). Every employee there was super helpful. They will accommodate whatever you need and help you go wherever you want to. Cabs waiting on site to help you immediately go anywhere."
Christopher James 5-night trip
Posted 6 hours ago
Bahia Principe Escape Runaway Bay - All Inclusive