
Portland Rentals

- From $576 per night (USD)
VRBO
Spacious romantic beach front villa located in Turtle Bay Beach Portland Jamaica
- Bedrooms:
- 9
- Bathrooms:
- 4
- Sleeps:
- 10
Serendipity is a 4 bedroom. 3 full bathrooms and 3 half bathroom villa with 2 enclosed outside showers and an outside sh ...
From $576 per night (USD)VRBO
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Expedia
Garden Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Guests will love the quiet, beautiful mountain and garden views our paradise offers. Seasonal fruits whether guinep, man ...
Click For PricingExpedia
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VRBO
Peaceful MartNicos Garden Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space This enclosed 2-bedroom apartment is perfect for the avid nature lover, who loves the quiet garden scen ...
Click For PricingVRBO
- From $153 per night (USD)
VRBO
The Little Country House W\/ Private Chef
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Little Country House, a cozy retreat nestled in the rolling hills of St. Andrew on a serene small farm. S ...
From $153 per night (USD)VRBO
- From $4135 per night (USD)
VRBO
My cabin at the peak of Blue Mountain is nature’s finest retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
My rustic beauty located at almost 4,400ft above sea level overlooking the beautiful island of Jamaica is a desirable an ...
From $4135 per night (USD)VRBO
- From $43 per night (USD)
Expedia
Escape to Brittz villa \nBook now and let your nature-filled experience begin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape from the commercialized concept of resort living and enjoy a one-on-one vacation filled with excitement and real ...
From $43 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Blissful Tides
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
We offer 4 spaciously elegantly designed bedrooms with en-suite bathrooms. Wake up to the sound of crashing waves and st ...
From $675 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Serenity 2-Bed Apartment in Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Discover Port Antonio from our lovely apartment. This stylish apartment is perfect for a holiday away whilst enjoying al ...
From $105 per night (USD)Expedia
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VRBO
Comfy Guest Rooms
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 6
Room amenities Accessibility Closed-captioned TV Tile flooring in room Bathroom Bathtub Private bathroom Slippers Toothb ...
Click For PricingVRBO
- From $121 per night (USD)
Expedia
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
10 bedrooms, maximum 2 guest per room and only $120 per room per night. The house sits on a hill, and you can see all of ...
From $121 per night (USD)Expedia
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VRBO
Nonsuch Falls & Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Nonsuch Falls, a hidden gem in the heart of the Jamaican rainforest. Nonsuch Falls offers guided tours to one of the tal ...
Click For PricingVRBO
- From $500 per night (USD)
Expedia
Your family's next getaway is finally here. Darlingford Farm, Jamaica.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Darlingford Farm, is nestled on 128 acres of lush fields between the beautiful Caribbean Sea and the majestic Blue Mount ...
From $500 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Chic Port Antonio Villa w\/Stunning Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our spacious three-bedroom retreat accommodates up to six guests, featuring air-conditioned rooms with one king, one que ...
From $188 per night (USD)VRBO
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Expedia
Titchfield Guest House
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 8
Featuring a garden, terrace and views of quiet street, Titchfield Guest House is set in Port Antonio, 700 metres from Bi ...
Click For PricingExpedia
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VRBO
Graceful Hospitality Serenity in the heart of Portland on the Peninsula.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Combining luxury and comfort, the Royal Family Suite is a vacationer’s dream come true. Decorated with exquisite taste, ...
Click For PricingVRBO
- From $96 per night (USD)
Expedia
Bright Country Apartment at Robin Hood guesthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Relax with your family in friendly Sherwood Forest. Where you’ll be Fairy Hill, Portland Parish, Jamaica *private and ...
From $96 per night (USD)Expedia
- From $46 per night (USD)
VRBO
Upstairs Room with Terrace at RobinHood guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this place About this place *Big, well equipped kitchen *Everything new and clean *50 to 100 mbs very reliable int ...
From $46 per night (USD)VRBO
- From $46 per night (USD)
Expedia
Downstairs Bedroom at Robin Hood guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this place *Big, well equipped kitchen *Everything new and clean *50 to 100 mbs very reliable internet *Queen bed ...
From $46 per night (USD)Expedia
- From $46 per night (USD)
VRBO
Jeff's Downstairs Room at Robin Hood guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this place *Big, well equipped shared kitchen *Everything new and clean *50 to 100 mbs very reliable internet *Que ...
From $46 per night (USD)VRBO
- From $71 per night (USD)
Expedia
Blue Balcony Room at Robin Hood guest house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this place *Big, well equipped kitchen *Everything new and clean *50 to 100 mbs very reliable internet *Queen bed ...
From $71 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Weekendz- Cozy 2BRD Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come and unwind and relax in our serene 2 bedroom apartment located in the cool cool parish of Portland. Our apartment f ...
From $273 per night (USD)VRBO
- From $49 per night (USD)
Expedia
Cozy apartment near attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to CocoPalm, a peaceful apartment surrounded by nature. This unit is 5 minutes drive from the town center and wa ...
From $49 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Two Bedroom Garden View Villa, Frenchman's Cove Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $376 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Luxury Two Bedroom Sea View Villa, Frenchman's Cove Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $625 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Great House Standard Suite, Frenchman's Cove Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $205 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Great House Standard Room, Frenchman's Cove Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $185 per night (USD)Expedia
- From $374 per night (USD)
VRBO
2 Bedroom Sea View Villa, Frenchman's Cove Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $374 per night (USD)VRBO
- From $237 per night (USD)
Expedia
One Bedroom Garden View Villa, Frenchman's Cove Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $237 per night (USD)Expedia
- From $295 per night (USD)
VRBO
One Bedroom Sea View Villa, Frenchman's Cove Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Frenchman's Cove Resort offers guests a unique experience, transporting you back to its original roots with traditional ...
From $295 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Eco Friendly Oasis Near Beaches and Waterfalls
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Maat is located 7.5 Miles East of Port Antonio, in the lush, rural tropical subdivision of Zion Hill/ Fairy Hill. ...
From $261 per night (USD)Expedia
- From $47 per night (USD)
VRBO
Kinda Glamping, Almost a Home with Beautiful Sea + Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This home is great for digital nomads who love off-grid living, homesteading, camping, and glamping, AND also need some ...
From $47 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Three Bedroom Sea View Villa, Frenchman's Cove Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3 bedroom villas offer guests the ultimate tranquil sanctuary in a spacious, peaceful setting, situated in the lush ...
From $508 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our three bedroom luxury villa offers our guests the ultimate tranquil sanctuary. Situated in the lush grounds of the Fr ...
From $558 per night (USD)VRBO
- From $628 per night (USD)
VRBO
Oceanfront\/ Fully Staffed\/ Free Parking - Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Serenity Serenity Serenity! Enjoy the sights and sounds of the ocean while you bask in the sun and relaxation of your pr ...
From $628 per night (USD)VRBO
- From $44 per night (USD)
VRBO
Surrounded by the forest is the Ohyo 3-Person Tent
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 35
The Blue Mountain Wilderness Retreat (BMWR) is situated 2,000 ft. asl. in the magnificent Blue Mountains and is located ...
From $44 per night (USD)VRBO
- From $44 per night (USD)
Expedia
Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 25
The Blue Mountain Wilderness Retreat (BMWR) is situated 2,000 ft. asl. in the magnificent Blue Mountains and is located ...
From $44 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Kai's Place @ Tim Pappies 3rd Floor luxury villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Soak up the modern yet vintage charm of this private fully functional 1 bedroom apartment with all off the amenities of ...
From $133 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Views from every angle - 2nd floor cozy villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Alex's Place is a 2nd floor villa with an amazing view from the unit patio of the ocean. Walk thru this luxurious unit ...
From $168 per night (USD)Expedia
- From $57 per night (USD)
VRBO
Cute Studio with Private Terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio is unique in that it has a large private terrace with a bistro table and chairs. Area can be used for loungi ...
From $57 per night (USD)VRBO
- From $419 per night (USD)
Expedia
VIEWS! Hiking, Nature - Blue Mountain Peak
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Modern-Rustic Cabin - Large industrial-style kitchen, cozy wood floors nestled at the beginning of the ascent to the Blu ...
From $419 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Horse Shoe Villas A family friendly 2 bedroom villa near to it all
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Horse shoe Villas is family operated and located in beautiful Port Antonio 5minutes walk from the knutsford express bus ...
From $146 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Horse Shoe Villa Port Antonio air conditioned close to it all\n family friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Horse shoe Villas is family friendly and operated safe air conditioned offers free internet free parking outdoor space ...
From $135 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Breathtaking beachfront house where healing begins. \n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Isle Villa is a rustic, rural beach front retreat set in lush Long Bay Portland, Jamaica's most beautiful Parish ...
From $435 per night (USD)VRBO
- From $89 per night (USD)
Expedia
King’s Hidden Treasure
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A Quiet Home away from home, 10 minutes walk to the beach, cable television , All Rooms air condition , Hot water, Blac ...
From $89 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Portland Seaview Getaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
When reserving accommodations with Portland Seaview Getaway, anticipate a tranquil and rejuvenating setting nestled in t ...
From $406 per night (USD)VRBO
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Expedia
Private Waterfront Escape for Nature Lovers.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Watch beautiful sunsets from the 800 sq ft living room/work space. Swim in the 3-tier pool or take the steps to the smal ...
Click For PricingExpedia
- From $155 per night (USD)
VRBO
Charming 1-bedroom apartment with WiFi and AC in beautiful Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Consider this apartment your home away from home while you visit Port Antonio. This quaint rental features a cozy bedroo ...
From $155 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Chic hotel deluxe rooms with WiFi, in fabulous Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this charming hotel in Port Antonio. This amazing property offers a cozy living room with a luxurious king be ...
From $242 per night (USD)Expedia
- From $1844 per night (USD)
VRBO
Sea Star Villa, Blue Lagoon
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Sea Star is amongst the ultra-luxurious villas located on the world famous Blue Lagoon Strip. Nestled between the lush v ...
From $1844 per night (USD)VRBO
- From $1020 per night (USD)
Expedia
Classic seafront three-bedroom villa in tranquil, stunning San San, Port Antonio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A staffed, three-bedroom villa in the classic, gracious Jamaican Georgian style, all rooms facing the sea, in Jamaica's ...
From $1020 per night (USD)Expedia
- From $1514 per night (USD)
VRBO
LillyBelleMar,San San Port Antonio,with pristine views and world class amenities
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stay comfortably in Port Antonio Jamaica at this 5-bedroom villa close to the world famous Blue Lagoon. This unbelievab ...
From $1514 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Cozy 3-bedroom house with AC and WiFi in Fairy Hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Consider this house your home away from home while you visit Fairy Hill. This adorable property features 3 queen beds, 1 ...
From $211 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Luxury Havens, in the hills of Passley Gardens, overlooking Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to one of our serene comfortable king-sized havens in our hotel located in the hills of Passley Gardens overlooki ...
From $126 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Luxury Havens in the hills of Passley Gardens overlooking Port Antonio town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relaxing, spacious rooms, fantastic sea and mountain views, close to beaches and rafting. Enjoy the comfort, clear your ...
From $139 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Luxury havens with two kings or a king and queen bed, overlooking Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to one of our luxurious, comfortable Quad Havens, located in the hills of Passley Gardens overlooking Port Antoni ...
From $175 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Hidden Gem Emerald in Buff Bay Portland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Forget your worries in this spacious and serene space 296 Woodstock Housing Scheme. Nested in the heart of Buff Bay Port ...
From $165 per night (USD)Expedia
- From $102 per night (USD)
VRBO
Mastter Bedroom - Ferdi's Place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Snow Hill like a local in this brilliant 1-bedroom apartment. With amenities like a washing machine, WiFi, an ...
From $102 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Jett Room - Ferdi's Place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located in Port Antonio, this brilliant apartment is a dream. With 1 cozy bedroom featuring a bunk bed, guests can enjoy ...
From $202 per night (USD)Expedia
- From $83 per night (USD)
VRBO
Charming 1-Bedroom House in Beautiful Boston Bay with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover the beauty of Boston Bay from this quaint 1-bedroom house. The cozy features 1 queen bed and 1 sofa bed, perfe ...
From $83 per night (USD)VRBO
- From $72 per night (USD)
Expedia
Ling Ling Room - Ferdi's Place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this apartment your home away from home while you visit Portland. This brilliant space offers a cozy bedroom, a ...
From $72 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Modern Chateau
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this cool hotel in Portland. With 2 bedrooms and 3 bathrooms, this enchanting property offers AC, a washing m ...
From $256 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Jellyfish cottage in peaceful Port Antonio with fitness facility, WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a private retreat in our cozy cottage, complete with a private bathroom and an outdoor kitchenette on the balc ...
From $190 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Charming 1-bedroom house with WiFi and AC in gorgeous Windsor Castle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay comfortably in Windsor Castle at this 1-bedroom house. The bedroom features a cozy queen bed, perfect for a good ni ...
From $200 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Lionfish cottage in peaceful Port Antonio with fitness facility, WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a private retreat in our cozy cottage, complete with a private bathroom and an outdoor kitchenette on the balc ...
From $190 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Turtle cottage in peaceful Port Antonio with fitness facility, WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a private retreat in our cozy cottage, complete with a private bathroom and an outdoor kitchenette on the balc ...
From $210 per night (USD)VRBO
- Click For Pricing
Expedia
Octopus cottage in peaceful Port Antonio with fitness facility, WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a private retreat in our cozy cottage, complete with a private bathroom and an outdoor kitchenette on the balc ...
Click For PricingExpedia
- From $136 per night (USD)
VRBO
Charming cottage with AC and WiFi in tranquil Port Antonio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Port Antonio adventure begins at this terrific 1-bedroom cottage. The cozy space features a queen bed, a fully equi ...
From $136 per night (USD)VRBO