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Vacation Rentals & Villas in Portland Parish

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169 Houses

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$58

mango ridge backpackers retreat

Port Antonio cottage

2 bedrooms / 1 bathroom / sleeps 4

“The Right Place for the Right Traveler” For the adventure traveler who finds charm in the rustic, this place is a great value. Compared to resort expectations, it is thin on amenities, but I've been here twice and have always found it comfortable and very friendly. Insects are an issue, but they weren't bad enough to dampen my stay at all. It all depends on what for you equals comfort and what minimal amenities you feel you need.The best thing to do is just to call and ask questions to see if this meets your desires. It certainly met mine. The cabins were clean with nice touches and sit on the side of a hill. There is a steep climb up a path of stone stairs to the cabins, but once you are up there you are rewarded with a beautiful view of the town below and the bay beyond. I found the view along with the jungle-like setting with its many fruit trees to be inspiring and a great place to write.There generally is pleasant breeze that makes even a hot day feel comfortable, and while it can rain quite a bit at times, it is often short and it still manages to have a lot of sun. The town is noisy, often into the night, but there were also regular periods of quiet and calm. While this town is off the beaten path from some of the more well-known tourist areas, many Jamaicans I met from around the island said Port antonio and the surrounding parish of Portland is their favorite place in Jamaica. I can see why. It has interesting sights and potential adventures, and again, for the right kind of traveler this is a great deal.

Responds fast! avg. 2 hours 8 minutes

Price per night from

$58

Serendipity Beach Villa at Turtle Bay

Manchioneal house

4 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 2 hours 21 minutes

Price per night from

$290

Shotover Gardens Estate - cabin with pool

Port Antonio log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$35

Beach Front Wifi+ View... 5 minutes walk from the beach

Long Bay apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$35

ThA BLuE HoLe @ ThA LaGooN SpoT

Port Antonio condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$116

LUXURY PROPERTY FOR LESS: 25% OFF RATES : SPECUTULAR ALLIGATOR HEAD OCEAN VIEW.

Port Antonio house

4 bedrooms / 4 bathrooms / sleeps 10

“Paradise Found” The first time I traveled to the Chateau was in 1995 for my honeymoon. Since then I have returned four times. There was no internet then, and only a few pictures provided via snail mail. We were so suprised at the wonder of the Chateau and surrounding area. Getting to the Chateau is the biggest challenge best to fly into Kingston and rent a car and driver. The driver will get you there safetly and then you have care to enjoy all Port Antonio has to offer. The driver returns when you leave and takes the drive back to the airport. The Chateau is beautiful. The pictures on the intenet show the real thing, they are not shot at the best angles, but really show what is there and what you get. The three bedrooms all have seperate bathrooms, so perfect for couples traveling together. The views are spectacular from the Chateua and it will become for ever engrained in your memeroy. The staff truly help to make you vacation spectacular. Nalbert, Doris, and Sylvia are the best. Drois cooks the best food ever, no restuarant has ever compared. She will cook what you want and take you to the store to get all that will be needed for the trip. You will be suprised at the fantasic meals she creates from the shopping adventure. You do not need to go with, but do as it is a geat experience and a way to ease in around Port Antonio. Sulvia keeps the place spotless and always has a huge smile. Nalbert will take care of all of your needs and is a wealth of information about Jamaica itself and the area. The staff are there when you need them and disappear quietly when you don't. Port Antonio itself is the most beautiful place I have ever been. I have travelled through out the caribbean and Mexico, and still is the most beautiful place on earth. The vegitation is huges, the rivers so serene, and the beaches will make you long to see them again. The best parts, there are no crowds. If you are looking for paradise this is the place to be!!!

Price per night from

$608

Gungu Lane Hostel/Porti Jammin'

Port Antonio house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$21

Ridge Bay Chateau 3 cottages:Green Pastures, Still Waters, Lily of The Valley

Port Antonio villa

7 bedrooms / 6 bathrooms / sleeps 18

“Nature's ambiance” Wow! Ridge Bay's soothing ambiance provided the serenity that I needed. The warmth that the cottage offers allowed me to return to the Jamaican "No Problem” frame of mind. I turned off my cell phone, the internet, and I enjoyed myself reveling in reading, listening to music and walking. Ridge Bay is the ideal place for anyone who seeks spiritual awakening from Mother Nature. My friend and I shall surely return there soon. Candy

Price per night from

$243

Krystal Beach House in Portland Jamaica

Port Antonio house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$87

NO REGRETS SERVICES

Port Antonio house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 59 minutes

Price per night from

$64

Happy Villa – The Splendor of Fairy Hill

Boston Bay house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$76

Villa Paola Jamaica

Port Antonio villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$87

Villa Yemayah

Port Antonio b&b

1 bedroom / 3 bathrooms / sleeps 2

Price per night from

$76

Paradise in Portland Jamaica

Port Antonio house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$87

Beach Front House Four Bed Rooms four Bathrooms

Port Antonio house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$417

Bolt Hole Cottage

Portland Parish villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$290

Tranquil Retreat Port Antonio

Port Antonio house

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$87

Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica

Port Antonio villa

5 bedrooms / 5 bathrooms / sleeps 10

“Best Service” I had one of the best New Years weekends at Spicy Hill. The staff was more than accommodating, meals were excellent thanks to Denny! The bedrooms were immaculate and comfortable. I would suggest all when visiting Portland to stay at Spicy Hill!

Price per night from

$1,042

Spacious, Modern, Relaxing and comfortable "2 Bedroom Villa A" LaSol

Drapers villa

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$150

Pearl Ocean Villa - Vacation rental

Port Antonio guest house

6 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$232

Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches

Port Antonio villa

4 bedrooms / 7 bathrooms / sleeps 14

“My favorite spot in the world!” I have travelled extensively, but have now found my favorite place. Nothing compares to the experience my friends and I had at Norse Hill. From the moment we entered the villa, we were greeted as if we were dear old friends that had been gone too long. The welcoming smiles of the staff made you feel at home immediately. The accommodations were top notch. All sleeping rooms were ensuite with wonderful linens and tastefully decorated. Perfect for a large group or family with lots of great entertaining space. The surrounding Botanical gardens had generous paths that wound around the 8 acres the home is situated on. Hours can be spent wandering these beautiful gardens. The staff has many wonderful recommendations for excursions that are all conveniently located close by. The meals prepared by the chef were amazing. He made sure we experienced all the local favorites served in a beautifully set dining room, open to the view of the ocean. I would highly recommend Norse Hill to the most astute traveller. My week at the Villa will standout in my fondest of memories.

Responds fast! avg. 2 hours 14 minutes

Price per night from

$868

San Cove - Port Antonio 4 Bedroom Oceanfront

Port Antonio house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,156

Bonne Amie Villa

Port Antonio villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$1,505

All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area

Port Antonio b&b

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 35 minutes

Price per night from

$105

Tranquility Villa - Port Antonio & Blue Mountains

Port Antonio villa

2 bedrooms / 1 bathroom / sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

Price per night from

$307

Bolt Hole Villa

Port Antonio villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$629

Moon San Villa at the Blue Lagoon "5 Bedrooms"

Port Antonio b&b

5 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$1,048

PINEAPPLE HILL SEA VIEW COTTAGE

Port Antonio house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$70

Claudia's Cove Guest House

Port Antonio apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$64

Skankaheights Long Bay Portland Jamaica.

Long Bay house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$58

Responds fast! avg. 35 minutes

Price per night from

$156

Villa Juanita - 3 Bedroom Apartment 1

Port Antonio hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,128

Vacation house for rent in Buff Bay Portland Jamaica

Port Antonio house

2 bedrooms / 2 bathrooms / sleeps 3

Price per night from

$64

Shotover Gardens Estate-Villa with Pool

Port Antonio villa

3 bedrooms / 2 bathrooms / sleeps 6

“My private piece of paradise” I have been to Jamaica several times before, and loved it, so I was expecting a great trip this time also. Shotover Gardens was just great! The views, the landscaped grounds, the pool, the privacy. After being there a few days I realized what I liked best: the complete comfort. No, this is not a high end luxury resort with people waiting on you; you will have to make your own drinks and open your own beers. But it is a terrific place to relax and soak up everything great about Jamaica. I stayed in the cottage. It is plenty roomy for 1 or 2 (hey, it's bigger than my apartment). It is modern and functional, with a full kitchen and hot shower. It is not fancy or pretentious. But the part of the cottage I enjoyed most was the back patio facing the Blue Mountains, or the azure ocean view, depending which way you turn the chair (there are some tough choices you have to make while staying here...). I wish I had a book to write, I would do it from this patio. Truth is, I didn't spend a lot of time in the cottage except for sleeping. I spent more time at the pool. (Is my elbow sore from opening the fridge at the pool?) The views are great from here too. I don't know how often the villa and cottage have guests at the same time, but I'd bet it's rare. For my stay I had Shotover Gardens to myself, not counting the hosts (and the sometimes groundskeepers). The hosts are friendly without being intrusive and can answer any local question, whether it's where to buy something or to recommend a day trip or the finer points of Jamaican culture. I also must comment on the cottage price. The grounds, pool, views are worth the price while sleeping under a tarp! And you get the cottage too. Unbelievable! I was very surprised to find high speed wireless internet. I will be back!

Price per night from

$174

Living Akashi (Bamboo Villas & Tropical Food Island (Nature Lovers Delight)

Port Antonio villa

4 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$139

Moon San Villa at the Blue Lagoon "Suite"

Port Antonio b&b

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$243

Villa Juanita - Economy Room 7

Port Antonio hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$114

Viewing 38 of 169
rentals in Portland Parish

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Top Destination reviews

Ridge Bay Chateau 3 cottages:Green Pastures, Still Waters, Lily of The Valley
Great Villa Vacation

Our stay in Green Pastures Cottage was very enjoyable. The view is awesome from the large covered patio and the deck. There is plenty of space for 6 inside and out. Having air conditioning in the bedrooms was perfect and the breeze kept the house cool. Maxine and Gary were easy to work with. Gary was there to welcome us when we arrived to show us around and made us feel comfortable. Marva and Andre took good care of our group during our stay. The location of the villa is perfect for a trip to Reach Falls, The Blue Lagoon and the Jerk Center for delicious local food. Thank you for a great stay in Port Antonio.see more
Tranquility Villa~Port Antonio
Imagine a vacation in a beautiful villa high atop the world, wit

Tranquility villa is gorgeous! The home is spotless, and tastefully decorated in Caribbean style. This villa sits high above Port antonio with a billion dollar view! It delivers tranquility, pampering, and is centrally located for many activities. We especially enjoyed the soft music sounds of Port antonio drifting up to the villa.The villa had a great sound system of it's own that could be heard inside and outside, that we enjoyed daily. Beverly cooks anything you request. She is very helpful setting up menus,and will accompany you to the stores or will do the shopping ahead of time, or when needed upon arrival. The highlight of the day was awaiting her scrumptious meals! She was also a friend in need when I sustained a minor injury during the visit, which required going to a local hospital.(my fault..no defect in the villa!)Thanks again Beverly!! Dennis was very professional and friendly. He gave us great advise on places to visit, etc. He did all he could to pamper us during our entire stay. He fixed us daily fruit smoothie pitchers to mix with our rum for happy hour or to have at breakfast time! He took great care of us during a tropical storm we experienced while we were there, and from our viewpoint this storm was fun to watch and did not detract from our visit. The villa was safe during the storm as well as at night! I loved the view and the pool more than anything...however, you had to earn the view by ascending the road to the villa. I rented a car and drove myself for the most part. I would do it again, however, it does come with some trepidation! My nephews stated you had to earn that tranquility by arriving at the villa, but it made it all the more special! Believe me, if I could do it...so could anyone else. I have a fear of heights! Having said that I would do it again and again, and would rent a car..so it couldn't have been that bad! Hard to say goodbye to Dennis and Beverly, as well as this perfect spot in paradise!see more
Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica
One of the most fantastic private rental homes on the island of Jamaica.

Spicy Hill is located in the lush verdant parish of Portland and is a warm and inviting vacation home, beautifully landscaped, flowing lawns, fauna and flora. It has all the modern amenities for one's comfort including games/entertainment room and swimming pool and has easy access to the beach. The staff is well trained, courteous and polite and make you feel as if you are in your own home. Whether one wants a holiday full of excitement and buzz or just a place to relax and read a book, Spicy Hill offers everything and suits the need of any visitor. I would visit at any time. Douglas Thompsonsee more
Tranquility Villa - Port Antonio & Blue Mountains
Imagine a vacation in a beautiful villa high atop the world, wit

Tranquility villa is gorgeous! The home is spotless, and tastefully decorated in Caribbean style. This villa sits high above Port antonio with a billion dollar view! It delivers tranquility, pampering, and is centrally located for many activities. We especially enjoyed the soft music sounds of Port antonio drifting up to the villa.The villa had a great sound system of it's own that could be heard inside and outside, that we enjoyed daily. Beverly cooks anything you request. She is very helpful setting up menus,and will accompany you to the stores or will do the shopping ahead of time, or when needed upon arrival. The highlight of the day was awaiting her scrumptious meals! She was also a friend in need when I sustained a minor injury during the visit, which required going to a local hospital.(my fault..no defect in the villa!)Thanks again Beverly!! Dennis was very professional and friendly. He gave us great advise on places to visit, etc. He did all he could to pamper us during our entire stay. He fixed us daily fruit smoothie pitchers to mix with our rum for happy hour or to have at breakfast time! He took great care of us during a tropical storm we experienced while we were there, and from our viewpoint this storm was fun to watch and did not detract from our visit. The villa was safe during the storm as well as at night! I loved the view and the pool more than anything...however, you had to earn the view by ascending the road to the villa. I rented a car and drove myself for the most part. I would do it again, however, it does come with some trepidation! My nephews stated you had to earn that tranquility by arriving at the villa, but it made it all the more special! Believe me, if I could do it...so could anyone else. I have a fear of heights! Having said that I would do it again and again, and would rent a car..so it couldn't have been that bad! Hard to say goodbye to Dennis and Beverly, as well as this perfect spot in paradise!see more
Shotover Gardens Estate-Villa with Pool
We found ourselves in the lap of nature !!!

Booking: Enquiry was responded quickly. All questions answered. Navigation: My Garmin Nuvi (with updated North america map) guided us to the guest house based on coordinates (18.174401,-76.486135), which I confirmed from Derick (the owner) before the journey. I put these coordinates on google map to find the exact location. Road to the guest house: The moment we got off the main highway at Port antonio, we found the internal hilly roads were not as well maintained. Our Toyota Corolla (from island car rentals) did fine though. But last 0.5 mile stretch was indeed scary. Derick did his best to take care of that stretch before we returned. Guest House location: Exotic views. Wide green fields and vegetation. Guest House amenities: In such a place all we wanted is a bed to sleep, a clean bathroom, a place to cook and to hook our laptop to house wifi connection. We got everything. Hospitality: This is something we liked the most. Derick is one of the finest host I have ever met. He understood that our rental car may suffer some damage in navigating the roads outside his property. For that he was kind enough to provide us with to-and-fro ride on his SUV to the choicest attractions, for 2 consecutive days. Overall: We will live to cherish this fine memory of few days, we spent with Derick and her wife Sherene. Thank you!!!see more
Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches
Absolutely Fabulous!

We have finally returned from Norse Hill. What a wonderful and beautiful property! Everyone who works with Norse Hill has created an experience for my family we will never forget. I want to thank you them all for making this experience so seamless and pleasant for me. Not just the planning, but also the execution. I must send a special thank you to the staff at Norse Hill. Alma's cooking was nothing short of fabulous. The house was always spic and span, and I must thank Paula and Wayne for that. Wayne was able to easily help us with anything we needed to plan that involved leaving the property and heading into town. They were all so polite and made our experience absolutely excellent. Thank you again for providing the means for memories created to last us a lifetime!see more

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