Holiday houses in Middlesex County

4.86 out of 5 average rating, 191 reviews

Home in Portmore

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Superhost

Apartment in Ocho Rios

5 out of 5 average rating, 3 reviews

White River Ocho Rios Suite

Looking for a comfortable, budget-friendly escape just minutes from Ocho Rios? This charming 1-bedroom unit is the perfect spot offering everything you need for a relaxing getaway.Located just 8 minutes from Ocho Rios , you’ll be close to all the top attractions Dunn’s River Falls, Dolphin Cove, Mystic Mountain. After a day of exploring, unwind with access to a private beach just 2 mins away.A cozy atmosphere ideal for couples or solo travelers Unbeatable convenience at a budget-friendly price

4.97 out of 5 average rating, 70 reviews

Newly Furnished/24hr Sec./AC/Fast Wi-Fi/ NHV4 -1BR

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

4.84 out of 5 average rating, 122 reviews

Guest suite in Ocho Rios

HiddenTreasure Suite I 24h Sec Pool *AC *Hot Water

This suite is ideal for friends, couples, solo/business travelers which is located in upscale well sought-after Community of Draxhall Country Club which is one of the best gated communities in Jamaica. It's located close to the airport, city center and tourist attractions: Dunns River Falls Dolphine Cove Mystic Mountains Bamboo Blu Beach Draxhall Cove Ocho Rios Town Center Jerk Centers Seafood and Italian/American Restaurants Montego Bay Kingston Knutsford Express 24hrs medical services

4.89 out of 5 average rating, 220 reviews

Condo in Ocho Rios

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo at upscale Columbus Heights in the hills of Ocho Rios. The perfect gateway with postcard-like panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions in the area only minutes away. Do you see yourself here?

Superhost

Guest suite in Boscobel

4.75 out of 5 average rating, 161 reviews

Beach bungalow beside Ochi Rios /Ian Flem Airport

Relax in a very comfortable self contained villa 10 minutes from the town of Ochi Rios and 3 minutes from Ian Fleming Airport on your very own Private beach. Walking distance from super markets, markets, Beaches Boscobel resort and golf club hotel, drinking saloons with friendly local people. Private enclosed parking with monitored security. The beach sits on a ocean wildlife protected sanctuary so pardon us if its not more refined, it is still great for swimming and relaxation.

5 out of 5 average rating, 25 reviews

Apartment in Mandeville

Luxury suite with gym/ pool

Nestled in the cool hills of Mandeville this newly constructed apartment offers everything you have been looking for in your stay. It has an amazing view of this beautifully landscaped property with amenities that include swimming pool, gym, jog trail, assigned parking, club house and 24 hours security. The enviable location of this property allows for easy access to Mandeville town center, banks, hospital and shopping centers which are all within five minutes walking distance.

4.95 out of 5 average rating, 21 reviews

Apartment in Linstead

SG Apartment Complex (Apt #1)

Kick back and relax in this calm, stylish space. We are only 30 minutes away from Ocho Rios and 45 minutes outside of Kingston via toll. Not to mention, we are 5 minutes or walking distance from the famous Grant's Jerk Center, 5 mins from Fj's Smokehouse, and 25 mins away from Bush Trails Excursions Tours. The apartment is ultra-modern with all the amenities for the comfort of you and yours. Come, stay with us, we are here to serve you!

4.89 out of 5 average rating, 35 reviews

Apartment in May Pen

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Superhost

Apartment in Bog Walk

5 out of 5 average rating, 4 reviews

Church Road Haven

Relax in this modern 1-bedroom, 1-bathroom apartment, just 3 minutes from Linstead and Bog Walk. Offering privacy, comfort, and all amenities, it’s perfect for solo travelers or couples. Enjoy a stylish, cozy retreat in a central yet peaceful location. Whether for business or leisure, this space provides the ideal blend of convenience and relaxation. Book now and make it your home away from home!

4.93 out of 5 average rating, 30 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.

4.85 out of 5 average rating, 13 reviews

Loft in Summerfield

Hershy B's -'The Cottage'

My place is close to family-friendly activities and public transport. You’ll love my place because of the cosiness, the location, and the views. You can go hiking through the farm and enjoy the organic beauty of Jamaica. My place is good for couples, solo adventurers, business travellers and families. The apartment is accessible by steps, it , there is no wheelchair access

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4.93 out of 5 average rating, 45 reviews

Home in Portmore

Modern Cozy Haven

ChrisRating, 5 stars4 weeks ago

This place was perfect for us. We felt right at home in this cozy home. It was clean and had everything that you could look for in an Airbnb. We didn’t have to go and purchase anything that we wouldn’t have had in our own home. This home was perfect for our needs and we appreciate the attention to detail and responsiveness of the host.

4.85 out of 5 average rating, 53 reviews

Apartment in Portmore

"Phoenix Tranquility"

KeresseRating, 5 stars1 month ago

Great place to stay, looks exactly like what is on the website which I love. Did not disappoint Neighborhood really quite and peaceful. Security is really good, which makes you feel reassured leaving and coming back home any hours of the night. I would definitely recommend and stay again.

4.67 out of 5 average rating, 3 reviews

Modern Home New Harbour (Village Old Harbour)

KevinRating, 5 stars1 month ago

The host at Modern Home Old Harbour was incredibly friendly and helpful the responded to my messages promptly. The place was clean elegant and nice and I felt like I was being treated like a valued customer, and I appreciate that. I would recommend this place to anyone

5 out of 5 average rating, 12 reviews

Apartment in Mandeville

Cozy Haven Apartment with Gym, Pool and WiFi

JermaineRating, 5 stars6 days ago

My stay was a home away from home 🏡. peaceful and private 😌. communication was friendly and accommodating.

4.92 out of 5 average rating, 49 reviews

Villa in Ocho Rios

Private Seafront Villa near Ochi

ChristieRating, 5 stars4 weeks ago

It was a crew of us that stayed at Take Five for 3 days for a wellness retreat. The property was beautiful and suitable for relaxation. We were given an early check-in for 10am thanks to ajoanne for being so accommoding to our party. We did meet Jackie finishing up downstairs with cleaning because ahe wasn't aware we had an early check-in but it didnt bother us one h bit. We went upstairs to our rooms and everything was clean, and prepared. Then we went out for a few hours. When we got back we had an issue getting inside but there was a security on property that called her to get assistance - it was a small fix. The code wasn't activated but in a few short minutes the problem was solved. The only other issue we had was while we had our grounding session outside, the guy responsible to mow the lawn was cutting the grass for a few hours and it was a bit disturbing. But everything else was great! Jackie prepared our meals and they were delicious! We'd definitely stay again @ Take Five!

Home in Crooked River

4.83 out of 5 average rating, 6 reviews

Livingwell Homes Jamaica

QuintonRating, 5 stars1 month ago

if you haven't booked yet... DO IT!! Jodyanns place is remarkable and she is the best host ever. Jodyanns place is very remote and exactly the vibes I was looking for. The place is huge and clean, it comes with dishes pots pans cutlery everything you need to disconnect and have some quality time or family time. The community vibe was some icing on the cake. The host has several resources very close to help with anything you need. I was taken to a local grocery to purchase food items that I would have never found by myself. Directions to a local waterfall and llocation of the center of the island... which you can see from their farm. We were given sugar cane and food items LIKE CACAO pineapple oranges and mango from a farm located on the same street as jodyanns place (actually a family farm). We were in direct and responsive communication with resources that made our trip even better.

5 out of 5 average rating, 17 reviews

The Cherryhill of Old Harbor

AleneRating, 5 stars2 days ago

Vance was very quick to respond whenever I message him. His place was welcoming and I looks just like the picture. I would definitely stay there again.