Middlesex County Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Middlesex County Vacation Homes

Gorgeous Hideout
Private beach nearby

Gorgeous Hideout

3.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
The price is CA $186
CA $351 total
includes taxes & fees
Aug 31 - Sep 1
Gorgeous Hideout
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
6 bedrooms, in-room safe, iron/ironing board, travel crib

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

9.6 out of 10, Exceptional, (38)
"the house was nice and had everything we needed. staff was amazing they really made the difference. we would go back for sure "
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Hallelujah House - 3BR Retreat w/ Chef, Beach, & Island Experiences
Property grounds

Hallelujah House - 3BR Retreat w/ Chef, Beach, & Island Experiences

9.0 out of 10, Wonderful, (2)
"Hidden gem. House manager was easy to get a hold of. Housekeeper was amazing and thorough at her job."
Hallelujah House - 3BR Retreat w/ Chef, Beach, & Island Experiences
Columbus Heights Sea View
Interior

Columbus Heights Sea View

3.0 star property
9.6 out of 10, Exceptional, (16)
"Great Place, Will Be Back Soon!"
Columbus Heights Sea View
Treasure Manor
Outdoor pool

Treasure Manor

3.0 star property
2.0 out of 10, (1)
"This property was a scam and expedia was of no assistance in helping me get my money back. From before I reached Jamaica I contacted expedia to let them know I was unable to get in contact with the property. I did not have access to the property and yet expedia sees no issue with taking my money to give to these scammers."
Treasure Manor
Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town
On the beach, sun loungers, beach towels

Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town

10.0 out of 10, Exceptional, (115)
"We had a great vacation. We travel to Jamaica every year and decided to stay at this property. The home is spacious, clean and comfortable. The view is absolutely amazing. The staff went above and beyond to make our stay comfortable. Pepe was on top of everything and took care of our every need from coffee in the morning to cocktails in the evening! He even took us in the ocean and made us feel comfortable exploring because he knows the ocean so well. Chef Wang prepared traditional...
Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town
Portside Villa: Private deck and beach access, with amazing views of the ocean
Outdoor pool

Portside Villa: Private deck and beach access, with amazing views of the ocean

9.6 out of 10, Exceptional, (30)
"Wanted to give an excellent review for the portside Villa … the staff there was amazing. They assisted us with everything that we needed. The chef was amazing. They even assisted with decorating for my husband birthday and the cleaning Had fresh towels every day made our bed every day. Definitely will be returning if I visit Jamaica again thank you so much."
Portside Villa: Private deck and beach access, with amazing views of the ocean
Breathtaking Ocean-view, hot-tub, pool, rooftop access & grill
Outdoor pool

Breathtaking Ocean-view, hot-tub, pool, rooftop access & grill

10.0 out of 10, Exceptional, (4)
"Let me start by saying how wonderful the hosts are. They made sure we were absolutely comfortable. They assisted with our transportation and the husband was wonderful enough to introduce us to a wonderful restaurant named sharkies! The place is super clean with everything you’ll need to be comfortable. Pool, playground and tennis court right outside the property. We felt very comfortable and safe in the area.We would absolutely stay here again. "
The price is CA $440
CA $504 total
includes taxes & fees
Aug 18 - Aug 19
Breathtaking Ocean-view, hot-tub, pool, rooftop access & grill
Charming 2-bedroom house in Portmore with WiFi, AC
Interior

Charming 2-bedroom house in Portmore with WiFi, AC

10.0 out of 10, Exceptional, (5)
"A well appointed and neatly organized dwelling nestled within Kingston port-side residential community for the traveler on the go for a day, a week or an extended stay. Best to book well in advance for accommodations."
The price is CA $96
CA $124 total
includes taxes & fees
Aug 20 - Aug 21
Charming 2-bedroom house in Portmore with WiFi, AC
Yahweh's house Spacious Town house gated community. Near gas station supermarket
Smart TV

Yahweh's house Spacious Town house gated community. Near gas station supermarket

9.6 out of 10, Exceptional, (9)
"My stays on the property was wonderful would do it again "
Yahweh's house Spacious Town house gated community. Near gas station supermarket
Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.
Pool

Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.

10.0 out of 10, Exceptional, (6)
"The coco palms experience was aboveboard. The home beautiful. Beds so comfy and cozy I didn’t want to get out of them. Home has everything needed and decorated beautifully. I give the property and the host five stars. Thank you for making my stay perfect and pristine. Shonda "
Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.
Suite Dreamers Cottage
Fridge, microwave, oven, stovetop

Suite Dreamers Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property and house were immaculate and very quaint. Everything was easy to use and clean. Neighbourhood was fantastic as all neighbours were very friendly and a few stopped to chat and check in with us. Would definitely book this place again!"
Suite Dreamers Cottage
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
Interior

Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

6.0 out of 10, (2)
"The worst theres no kitchen they lied n said there was .. its not an apartment at all its more of a hostal someone lives downstairs... they ripped me off suggest no stay here this is a acam 100%"
The price is CA $37
CA $168 total
includes taxes & fees
Aug 13 - Aug 14
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
Savannah's Escape is a Two (2) Bedroom two (2) Bathroom house.
Outdoor pool

Savannah's Escape is a Two (2) Bedroom two (2) Bathroom house.

9.2 out of 10, Wonderful, (15)
"Nice place "
Savannah's Escape is a Two (2) Bedroom two (2) Bathroom house.
Crown Royal Villas, Priory
Pool

Crown Royal Villas, Priory

9.0 out of 10, Wonderful, (43)
"Great place for a family stay. "
Crown Royal Villas, Priory
Spacious Oceanview Home: The Perfect Venue for Special Events & Large Groups
Outdoor dining

Spacious Oceanview Home: The Perfect Venue for Special Events & Large Groups

Spacious Oceanview Home: The Perfect Venue for Special Events & Large Groups
JustFun Home St Ann Jamaica, with modern amenities
2 bedrooms, iron/ironing board, WiFi, bed sheets

JustFun Home St Ann Jamaica, with modern amenities

9.8 out of 10, Exceptional, (6)
"Stay was great very homestyle "
JustFun Home St Ann Jamaica, with modern amenities
Comfy Beds-Pool-Clean Getaway-2 mins to Ocho Rios
Pool

Comfy Beds-Pool-Clean Getaway-2 mins to Ocho Rios

10.0 out of 10, Exceptional, (2)
"Absolutely stunning property! Modernized and cozy! Was a beautiful get away for a week."
Comfy Beds-Pool-Clean Getaway-2 mins to Ocho Rios
Villa Cocomo Tranquility and Peace
Outdoor pool

Villa Cocomo Tranquility and Peace

10.0 out of 10, Exceptional, (2)
"The property was well kept and clean. Felt like home away from home. "
Villa Cocomo Tranquility and Peace
Luxury 4Bedroom, Private Gated Guest House - Welcome to tranquillity & Paradise!
Smart TV

Luxury 4Bedroom, Private Gated Guest House - Welcome to tranquillity & Paradise!

8.0 out of 10, Very good, (1)
"The area was quiet and very spacious..the house was clean and welcoming "
Luxury 4Bedroom, Private Gated Guest House - Welcome to tranquillity & Paradise!
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
"Beautiful resort. Perfect for folks our age (early 40s). Plenty to do without being huge. Easy access to off resort activities also. "
Angela 4-night trip
Posted 2 days ago
Couples Tower Isle All Inclusive