
Villa holiday rentals in Portland Parish
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Top-rated villa rentals in Portland Parish
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Holiday rentals for every style
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Popular amenities for Portland Parish villa rentals
Private villa rentals

Rose Garden Pool & Villa
This is an great little country oasis in the hills of portland. Quiet and private.

Serendipity Beachfront Villa with Mountain Views
The property was breath taking, perfect location for a getaway/hideaway. The staff were very friendly and accommodating in addition I kept in communication with Delroy, who was very charming and quick to respond to my queries. I would recommend the Serendipity to anyone who wants a hideaway. I would recommend that the owners invest in air condition throughout the house, not only in the bedroom units. Must recommend that visitors to the property take the owners suggestion on a chef since there is no eateries near the property and the nearest town is miles away. I would definitely revisit the Serendipity, great accommodation💕

Inn The Town - Room #5
We intend to book this place again because it was perfect. We parked the car and walked to everywhere in the town. This is the perfect location if u want to explore port Antonio. The check in was easy… same with the check out. I will definitely be back

Search-Me-Heart Entire Villa
This was a great stay for our family as we had a larger group, each person could get private space and come together in the shared space! It's near Natural Mystic so you're right next to the night vibes but if you don't mind then the location is worthwhile because it's also very conveniently located to the beautiful Frenchman's Cove.
Luxury villa rentals

"Zyani Boutique Resort: Luxury Villa by the Sea"
ZYANI was recommended by dear friends. Our group of 7 rented the entire villa for 3 nights, and we'd all go back in a heartbeat. The focal point is the patio, directly on the ocean—it's stunning. The soothing sound of the ocean is a constant. The saltwater pool is perfect. Each bedroom is spacious, all with their own bathroom and nice little touches. If the ocean breeze isn’t enough, the ceiling and floor fans are good. We opted to hire a chef for our stay, and the meals they cooked for us were all fantastic. Stephanie and her team are friendly, attentive, and detail-oriented. The place is full of love and tranquility. I recommend you either drive or use Uber, as there's not much within walking distance. Stephanie recommended a small secluded beach nearby, and is less than a 10-minute drive. Other area attractions are 30 to 60 minutes away; Stephanie guided us on what to do (and, equally important, what to skip). Much love to Stephanie for creating a peaceful oasis in Ocho Rios! ♥️

Unique & Private 6-bedroom Villa
Ms Carline is a gem she treated us like family from day one. Very friendly and accommodating, anything we needed she was there to assist without any hesitation at all. The home is beautiful my family enjoyed every minute of it and the food was excellent. I will recommend this home to anyone and we will definitely love to return. If you are considering this place look no further this is the #1 option when staying in Kingston !

SunsVilla on the Beach- Ocho Rios
The stay was amazing. My team felt they were treated like family. The chef and caretaker were warm and wonderful. 10/10 will stay there again.

Luxury White Sand Beach Cottage 3bd w Chef
By far one of my favorite homes in Jamaica! Not my first time staying at Nathan & Melissa’s home and surely won’t be my last. This home is beautiful, the staff is amazing & the location is perfect for your stay in Ocho Rios. Highly recommend!

*Luxury Rental* The Palms at Galina
I’m officially making this my home away from home. Anytime I visit Jamaica I will be staying here, the drivers worked around our schedules and helped us with navigating the best ways to go about the day. They never complained and accommodated all of our needs. The chef kamar( I’m not sure if I’m spelling his name right) is an amazing chef and person. Made a new brother on this trip for sure. (Guess I should learn the correct spelling of his name right). Every dish was immaculate. You can tell he really loves to cook, he also made this guava and ginger juice that was phenomenal. The entire house staff made us feel so welcomed and THE HOUSE ITSELF IS SO BEAUTIFUL! The gazebo on the roof has to be my personal favorite. You see the entire view ocean, the most beautiful sunrise and the most peaceful stars twinkling all through the night. It’s truly paradise. Another visit isn’t even a question. Get the real feel for the culture and immerse yourself in the richness of Jamaica.

Bespoke Vacation Villa near Ocho Rios
Cannot say enough good things about Cedars. Wasi and his staff were attentive from beginning to end. Definitely more of a curated experience, reminiscent of a real bed and breakfast. We had a lot of time to break off and do our own thing, but Wasi was always there when issues arose. Highly recommend for anyone looking to relax and let their hair down for a few days.

Oceanside Villa Oracabessa Access to Ocean & Pool
By far the best Villa I have ever stayed at. The staff here is phenomenal, they are friendly and attentive. The Chef was amazing, we had breakfast and dinner prepared for us during are stay, and it was so delicious! Also, the view of the ocean is beyond blissful! I highly recommend this villa.
Villa rentals with a pool

Catch My Drift Villa
Catch My Drift Villa made my birthday weekend absolutely unforgettable! From start to finish, this breathtaking villa exceeded all my expectations. The staff and host were incredibly kind, courteous, and responsive, ensuring every need was met. The facilities were spotless, spacious, and well-maintained, and the amenities were top-tier—everything was fully operational and ready for a seamless stay. The villa itself was both charming and luxurious, with a perfect blend of rural chic style that made the space feel uniquely special. It truly felt like the best of both worlds, thoughtfully designed to provide a relaxing, first-class experience. Just 15 minutes outside of Ocho Rios, this villa is now my new go-to getaway. I’ll definitely be back!

*WinterSale *Skyview ~Modern/Spacious 3/3.5 Villa
Beautiful home. Lots of inside space. Kids enjoyed. Careful of the hot wata. 😂 well at least it’s hot. Close to activities. Quick and responsive host. We lost water pressure and a quick response showed how to get the reserve pump going. God bless

Grand Island Villa - 3 BDRM
This was an amazing experience that came with great recommendations for get restaurants and activities with in the area. We were also amazed by in home food delivery options that gives you the authentic Jamaican experience plus transportation. Truly in awe, definitely going back.

TamrichTouchofParadise2
Such an understanding host that was communicative and accommodating. Had travel issues and she ensured that we weren’t further inconvenienced. Definitely will be looking to stay at her place if we come back. Amazing experience dealing with her.

Serenity Retreat Villa Drax Hall w/Pool!
Great place. Would recommend to friends and family

View 76 Villa- 3Br/King Bed/Gym, Infinity Pool
Another Amazing stay! Our flight got cancelled and we had to rebook another day with Tracey and Jermaine and they were incredibly helpful during our time. I was beyond anxious a Tracey’s calm nature and proactive nature kept me calm and collected . Definitely made a friend after this stay in Tracey, she’s amazing!

HiddenTreasure 4B/4B Pool Inc'd Detached Suites
i will definitely stay again. Customer was on point , felt like i was home, neighborhood quiet and peaceful and safe. Shanique is a super host. House was clean and well kept and was just like what was on the profile pictures. Definitelywould recommend all to stay here.

LUX 2BR Villa |5 Min to Beach|POOL|GYM |Gated Cmty
Beautiful home in a quiet and safe gated community. The views from our front door were amazing! Everything was as pictured. Came in a day late due to travel delays and Travis was very understanding and accommodating! Definitely recommend! You will not be disappointed!
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