Our top choices for Middlesex County hotels

Tiamo Beach Resort and Spa

Runaway Bay

Janet

$227 nightly

May 28 - May 29

Total with taxes and fees

Kingsbird by the sea Inn

Discovery Bay

Sushanna

$93 nightly

May 25 - May 26

Total with taxes and fees

Morgans cliff

Boscobel

Cynthia

$225 nightly

May 25 - May 26

Total with taxes and fees

Serenity Oasis Apartment

Spanish Town

$110 nightly

Jun 6 - Jun 7

Total with taxes and fees

Family Studio, Mountain View | Iron/ironing board, free WiFi

Thebreeze22

Tollgate Clarendon Park

$126 nightly

Jun 3 - Jun 4

Total with taxes and fees

Bahia Principe Escape Runaway Bay - All Inclusive

Runaway Bay

Chloe Angelia

$369 nightly

Jun 23 - Jun 24

Total with taxes and fees

Coolshade Villas - Richmond Estate

St. Ann's Bay

Robert

$211 nightly

May 25 - May 26

Total with taxes and fees

Cambridge Heights Guest House

Port Maria

$60 nightly

May 25 - May 26

Total with taxes and fees

Sago Palm Hotel

Ocho Rios

Kevontae

$156 nightly

Jun 10 - Jun 11

Total with taxes and fees

The Cardiff Hotel & Spa

Runaway Bay

Ingrid

$119 nightly

May 25 - May 26

Total with taxes and fees

Relaxing Stay - Richmond Estate - 15mins Ocho Rios

St. Ann's Bay

Sildarius

$219 nightly

May 25 - May 26

Total with taxes and fees

ritashomeawayfromhome

River Oaks

Velletta

$67 nightly

May 25 - May 26

Total with taxes and fees

Tranquillity at The Palms

St. Ann's Bay

$216 nightly

Jun 10 - Jun 11

Total with taxes and fees

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

Phoenix Park Villas Portmore

Portmore

$271 nightly

May 25 - May 26

Total with taxes and fees

The Country Club Villa I

Kingston

Anonymous traveler

$232 nightly

May 25 - May 26

Total with taxes and fees

Villa at The Palms

St. Ann's Bay

$245 nightly

May 25 - May 26

Total with taxes and fees

Remarkable 2-bed House in Discovery Bay

Discovery Bay

$66 nightly

Jun 1 - Jun 2

Total with taxes and fees

House, 2 Bedrooms | Private kitchen | Cookware/dishes/utensils

Soleil Palm View Villa

St. Ann's Bay

$189 nightly

May 25 - May 26

Total with taxes and fees

Ocho Rios at Coolshade Richmond

St. Ann's Bay

$249 nightly

May 25 - May 26

Total with taxes and fees

Villa, Multiple Beds (Lagoon) | Minibar, individually decorated, individually furnished, desk

GoldenEye

Oracabessa

Jeremy

$648 nightly

Jun 22 - Jun 23

Total with taxes and fees

View all properties

Vacation Rentals in Middlesex County

Villa

The Country Club Villa II

Kingston

"Special instructions was not clear before booking couldn’t get a refund from host after host said they will refund the money. Place is crooked"

Villa

Ocho Rios Ocean View Villa at The Palms

St. Ann's Bay

"Clean, great customer service. Most importantly we felt safe. Would definitely stay again and again!!"

Villa

Ocho Rios Getaway Villa at The Palms

Ocho Rios

"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."

Villa

Outdoor pool, pool umbrellas, sun loungers

Ocho Rios Villa at The Palms

St. Ann's Bay

"All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good...

Vacation Home

Phoenix Park Villas Portmore

Portmore

"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 ."

Villa

La Casa De Playa Ocho Rios

Ocho Rios

"There was nothing unique about the property, the service was cheap. I paid $185 in cash on check in, which I thought was ridiculous but it was a last minute trip and the other place I wanted to stay was not available and I had a 2020 voucher for this place. they had no blankets and one set of sheets for the beds, plastic was covering the mattress. I would think putting a mattress cover over the plastic if the intention is to protect the mattress. There was no hot water for over 12hrs, the...

Villa

The Crest Rental Management

St. Ann's Bay

"The owners was reachable at any time and responded so quickly. Love their professionalism. Safe stay and great service "

Villa

Casa Princess Ocho Rios Vacation Villa

Ocho Rios

"Beautiful, safe community and spacious property. Softer pillows would make it excellent"

Villa

Ocho Rios Villa at Coolshade

St. Ann's Bay

"The host was wonderful and quite responsive. I will definately stay again and highly recomend. "

Aparthotel

Luxury Penthouse, Ocean View, Oceanfront | Terrace/patio

Blue-sky penthouse

Tower Isle

"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!"

Villa

Drax Hall Manor Country Club Villa

Ocho Rios

"The host;miss Powell was accommodating,in order to meet the needs of our check-in and check-out,and gave us a warm professional welcome.The accommodation was equipped to meet our needs in every room.I enjoyed the stay and will again ,it is recommendable. "

Villa

Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Victoria Golf Retreat

Kingston

"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"

See all vacation rentals

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middlesex County attractions

Dunn's River Falls

4.6/5 (3,777 reviews)

The natural mineral pools under these beautiful terracing waterfalls are a refreshing treat after a hike through this tropical paradise.

See properties

Learn more about Middlesex County

Explore attractions like Fern Gully and Christiana Bottom as you discover things to see and do in Middlesex County.

See all hotels in Middlesex County

Top Middlesex County Hotel Reviews

Couples Tower Isle All Inclusive

10/10 Excellent

"The sink in the room did not drain well at all took forever. The ride to the facility was entertaining but long. The food in general was okay but not great. The check-in and checkout staff were efficient, unlike other couples we’ve been at. The island bartenders and entertainment was top-notch. The repeaters dinner was very much appreciated a nice touch."

Franklyn D. Resort & Spa

8/10 Good

"This is an older resort but it’s authentic to Jamaica. The staff were amazing!!! If you want to feel the relaxed feeling of being home, this is definitely the place to be. The food was delicious and the drinks were very good. The beach was tiny but nice. There’s a larger beautiful beach for people who want something bigger. The large pool was great and the water slide was really fun. We loved it that the resort was small. We will definitely be returning!! One love!!"

Tiamo Beach Resort and Spa

10/10 Excellent

"My room had an ocean view and was clean, well appointed, and aesthetically relaxing. The staff could not have been friendlier and more generous with their time and resources to make sure I had the exact experience I wanted. I love that this is a Jamaican-owned resort, and the property was in amazing shape. It is a beautiful location. I got a wonderful massage at the spa, which was a lovely and extensive space. The weekends are more activity-heavy (live music or karaoke at night, jazz brunch on Sunday), and the weekdays were quiet and chill. Overall a 10/10 experience and I will definitely go back when I return to Jamaica!"

Little Savoy Guest House

4/10 Poor

"Little Savoy in Runaway Bay, St. Ann was a major disappointment. The property appears poorly maintained and in serious need of renovation. The hot water was unreliable, the toilet did not flush properly, the mattress was extremely uncomfortable, and the sheets were old and worn. Cleanliness was also a major issue, with roaches in the bathroom, dirt under the sink and in the closet, and even dog feces near the patio/dining area. Check-in was frustrating, as I had to wait outside in the rain for quite some time before being let in. The only positive part of my stay was the massage service, which was very good. Runaway Bay is a beautiful area, but this property needs to close temporarily, clean thoroughly, renovate, and improve guest service. Unfortunately, I would not stay here again."