Vacation Rentals & Villas in Portland Parish

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149 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

“True experience of what you envision heaven to be” The personalized service was beyond expectation, from the fishes in the home made pond, the birds in the trees, the animals in the distance, being able to watch the stars from your bedroom, and the boats as they come and go in the harbour was a breathtaking experience. The fact I could walk to the town, to the supermarket, the craft markets and other stores made my experience less challenging and more adventorous. Overall it was a great experience. Will be taking my family there next year

Price per night from

$69

Serendipity Beach Villa at Turtle Bay

Manchioneal house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

Price per night from

$659

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

$172

Tropical Private Paradise San San 5 acres 4 bedroom suites staffed estate

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

$945

NO REGRETS SERVICES

Port Antonio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$104

Beach Front House Four Bed Rooms four Bathrooms

Drapers house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$413

Villa Yemayah

Port Antonio b&b

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 14 minutes

Price per night from

$75

Pearl Ocean Villa - Vacation rental

Port Antonio guest house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$344

Villa Paola Jamaica

Port Antonio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$86

Paradise in Portland Jamaica

Port Antonio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$86

Krystal Beach House in Portland Jamaica

Port Antonio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$86

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

$344

Spicy Hill Villa, 5 Bedroom, 5 Bathroom, 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

$1,002

San Cove - Port Antonio 4 Bedroom Oceanfront

Port Antonio house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,441

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.

Price per night from

$1,718

Moon San Villa at the Blue Lagoon "5 Bedrooms"

Port Antonio b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 18 minutes

Price per night from

$1,037

PINEAPPLE HILL SEA VIEW COTTAGE

Port Antonio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$69

Price per night from

$103

Bonne Amie Villa

Port Antonio villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$1,490

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

Port Antonio villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$138

Moon San Villa at the Blue Lagoon "Suite"

Port Antonio b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 18 minutes

Price per night from

$241

Villa Juanita - 3 Bedroom Apartment 1

Port Antonio hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,117

Claudia's Cove Guest House

Port Antonio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$63

Shotover Gardens Estate-Villa with Pool

Port Antonio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Green paradise with great pool, great food, beautiful gardens.” This place was great! You're on top of a mountain so the views are breathtaking. The gardens are incredible with all kinds of edible fruits, neat birds and pretty flowers. Our family loved the pool, with a fully shaded wading pool for our little guy, plus the big pool and a hammock in the shade (only meters from the wading pool so you can relax while they splash). We were there with a big group and spent our nights in one of the smaller rooms in the villa, the luxurious master bedroom was incredible though (even has a beday!) The traditional Jamaican cuisine was fantastic! I would definitely recommend choosing the cook option because it's about a 20minute drive down a bumpy road to get to town, and it's really nice (and affordable) to just have the cooking and dishes all taken care of. The atmosphere was really relaxing. The smaller bedrooms were a little unfinished but the owner said he's going to be sprucing things up a little in the next couple months. He was great about fixing things we asked for (got a new toaster oven to replace an old one, fixed our squeaky bedroom door and got us a waste basket for our room when we asked). The snorkeling and river walk that he set up for us were fantastic. If you're looking for an authentic Jamaican experience this is the spot for you.

Price per night from

$172

Villa Juanita - Economy Room 7

Port Antonio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$113

Skankaheights Long Bay Portland Jamaica.

Long Bay house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$58

Villa Juanita - 3 Bedroom Apartment 2

Port Antonio hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,117

Villa Juanita - 5 Bedroom Apartment

Port Antonio hotel apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,490

Price per night from

$206

Sea Star - Port Antonio 5 Bedroom Oceanfront

Port Antonio house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,501

Villa Juanita - Economy Room 1

Port Antonio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$113

Villa Juanita - 7 Bedroom Apartment

Port Antonio hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$2,120

Moon San Villa at the Blue Lagoon "Master Bedroom"

Port Antonio b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 18 minutes

Price per night from

$218

Family room - triple, double or single. Shared Bathroom

Port Antonio guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$69

Price per night from

$126

Villa Juanita - 2 Bedroom Suite #2

Port Antonio hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$797

Viewing 38 of 149
rentals in Portland Parish

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Top Destination reviews

mango ridge backpackers retreat
What a treat

I stayed at mango ridge and had a wonderful time. The cottages were perfectly comfortable, the view is terrific and the owner is a pleasure. He can hook you up with people to help show you the true Port antonio. Plus the stair way up to the place is a great workout! I will absolutely stay there again if I am lucky enough to make it back to lovely 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, 5 Bathroom, 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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