Portland, Surrey Area Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Portland, Surrey Area on RentalSaver.com!

Portland Rentals

From $571 per night (USD)
VRBO
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 $571 per night (USD)
VRBO
From $188 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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, ...
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Expedia
From $96 per night (USD)
VRBO
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)
VRBO
From $46 per night (USD)
Expedia
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)
Expedia
From $46 per night (USD)
VRBO
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)
VRBO
From $46 per night (USD)
Expedia
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)
Expedia
From $46 per night (USD)
VRBO
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 $46 per night (USD)
VRBO
From $215 per night (USD)
Expedia
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 $215 per night (USD)
Expedia
From $49 per night (USD)
VRBO
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)
VRBO
From $257 per night (USD)
Expedia
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 $257 per night (USD)
Expedia
From $224 per night (USD)
VRBO
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 $224 per night (USD)
VRBO
From $346 per night (USD)
Expedia
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 $346 per night (USD)
Expedia
From $261 per night (USD)
VRBO
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)
VRBO
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 $647 per night (USD)
VRBO
Oceanfront/ Fully Staffed/ Free Parking - Getaway!
Bedrooms:
3
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 $647 per night (USD)
VRBO
From $44 per night (USD)
Expedia
Surrounded by the forest is the Ohyo 3-Person Tent
Bedrooms:
0
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)
Expedia
From $44 per night (USD)
VRBO
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)
VRBO
From $96 per night (USD)
Expedia
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 $96 per night (USD)
Expedia
From $131 per night (USD)
VRBO
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 $131 per night (USD)
VRBO
From $58 per night (USD)
Expedia
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 $58 per night (USD)
Expedia
From $423 per night (USD)
VRBO
HeadBack Hiking Lodge - 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 $423 per night (USD)
VRBO
From $106 per night (USD)
Expedia
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 $106 per night (USD)
Expedia
$Horse Shoe Villa Port Antonio air conditioned close to it all\n family friendly$
From $107 per night (USD)
VRBO
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 $107 per night (USD)
VRBO
$Breathtaking beachfront house where healing begins. \n$
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)
VRBO
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)
VRBO
From $406 per night (USD)
Expedia
Portland Seaview Getaway
Bedrooms:
3
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)
Expedia
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VRBO
Private Waterfront Escape for Nature Lovers.
Bedrooms:
6
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 ...
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VRBO
From $115 per night (USD)
Expedia
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 $115 per night (USD)
Expedia
From $182 per night (USD)
VRBO
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 $182 per night (USD)
VRBO
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Expedia
Sea Star Villa, Blue Lagoon
Bedrooms:
5
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 ...
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Expedia
From $960 per night (USD)
VRBO
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 $960 per night (USD)
VRBO
From $1551 per night (USD)
Expedia
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 $1551 per night (USD)
Expedia
From $187 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 $187 per night (USD)
VRBO
From $187 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 $187 per night (USD)
Expedia
From $243 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 $243 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Hidden Gem Emerald in Buff Bay,
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A copy of a valid ID must be provided for all confirmed bookings. Forget your worries in this beautiful and Spacious hom ...
From $157 per night (USD)
Expedia
From $130 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 $130 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 $93 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 $93 per night (USD)
VRBO
From $100 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 $100 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Modern Chateau
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to our beautiful, modern home – a perfect blend of style, comfort, and Caribbean charm. Designed with attention ...
From $256 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Jellyfish Cottage , Peaceful Retreat with Pool, Ocean & Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About Jellyfish Cottage at Searenity Jellyfish Cottage is part of Searenity Cottages, a small collection of modern isla ...
From $215 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Lionfish Cottage , Peaceful Retreat with Pool, Ocean & Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About Lionfish Cottage at Searenity Lionfish Cottage is a private retreat designed for two, blending comfort with a pea ...
From $208 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Relaxing Cottage with Panoramic Mountain, Waterfall & Coast Views, sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the embrace of Portland’s lush greenery, Turtle Cottage is a peaceful sanctuary where time seems to slow down ...
From $230 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Octopus Cottage , Peaceful Retreat with Pool, Ocean & Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About Octopus Cottage at Searenity Octopus Cottage is designed for up to four guests who want the peace of a private re ...
From $205 per night (USD)
VRBO
From $2469 per night (USD)
Expedia
Villa Jamille • Stunningly Designed w/ Pool, Sauna & Beach Access
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Welcome to Villa Jamille – one of the most iconic & historical villas in all of Jamaica. A full-service, freshly renova ...
From $2469 per night (USD)
Expedia
From $60 per night (USD)
VRBO
Enjoy your vacation/holiday in this beautifully one-bedroom unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is beautifully a one-bedroom unit located on the ground floor. Unit has it's own kitchen, bathroom, laundry machine ...
From $60 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Forest Cottage – Your Perfect Jamaican Getaway Nestled in the lush, scenic surroundings of Fairy Hill, Fores ...
From $207 per night (USD)
Expedia
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VRBO
Perfect two bedroom apartments for family and friends Port Antonio with AC, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your home away from home in Port Antonio with 2 bedrooms. This peaceful apartment offers a cozy atmosphere with 1 queen ...
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VRBO
From $147 per night (USD)
Expedia
Rasta Villa B&B
Bedrooms:
8
Bathrooms:
8
Sleeps:
8
About this place Enjoy oceanfront views, authentic Jamaican breakfast, exquisite herbal teas, and a cannabis-friendly at ...
From $147 per night (USD)
Expedia
From $132 per night (USD)
VRBO
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Portland DreamEscape in Fairy Hill from this brilliant 2-bedroom house. With 2 queen beds and 2 b ...
From $132 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Port Antonio is waiting for you at this 2-bedroom house. Step inside this delightful property featuring 1 queen bed, 1 f ...
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Expedia
From $175 per night (USD)
VRBO
Charming Beach Front 2-bedroom house with WiFi, AC in nice Long Bay, Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This fabulous apartment in Long Bay offers a cozy retreat with 2 queen beds and a living room with a futon. Enjoy the co ...
From $175 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fully air conditioned room, hot water showers, clean and quiet place away from home. Walking distance from the famous Tr ...
From $143 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Charming 3 bedroom cottage with WiFi, AC in marvelous Boston Bay, blackrockvilla
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Boston Bay is waiting for you at this lovely 2-bedroom cottage. With 2 queen beds and 2 bathrooms with showers, this ama ...
From $558 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Old world Jamaica charm
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to a cozy cottage in the heart of Jamaicas Blue Mountains, surrounded by lush, ever-blooming gardens.This hidden ...
From $364 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Charming 1-bedroom apartment with AC, WiFi in enchanting Port Antonio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this apartment your home away from home while you visit Port Antonio. This cozy space features a soothing bedro ...
From $102 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Large 4 bedroom with views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this charming 4-bedroom, 2-bathroom retreat in scenic Draper, Jamaica, WI. Perfect for families or small group ...
From $384 per night (USD)
VRBO
From $101 per night (USD)
VRBO
Pet friendly 1 bedroom fosters home in Port antonio with WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in this air conditioned 1 bedroom home in Portland with a plush king sized bed, fast WiFi, and everything you ne ...
From $101 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Beautiful 3-bedroom house with Oceanview in Hope Bay and AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom house in Hope Bay is perfect for your escape. With 2 queen beds and 1 king bed, this superb property offe ...
From $341 per night (USD)
Expedia
From $119 per night (USD)
VRBO
Charming 2-bedroom cottage in delightful Portland ,Jamaica West Indies with AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience Portland Parish like a local in this fabulous 2-bedroom cottage. The cozy space features a bedroom with 2 que ...
From $119 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Ocean view 2BR villa, AC, indoor access to rooftop lounge- SnowHill, Portland
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our villa, your private slice of paradise in scenic Portland, Jamaica. Set on a lush one acre property with f ...
From $310 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Ocean View Suite with Rooftop Lounge – Portland, Jamaica
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to breathtaking Caribbean Sea views in this private 1-bedroom suite at Purevibe Villa. Your stay includes exclus ...
From $174 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Welcoming 2-bedroom house with AC in Long Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stay comfortably in Long Bay at this 2-bedroom house. Marvelous with 1 queen bed and 1 full bed, this cozy retreat offer ...
From $179 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Patch and Porch
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Escape to paradise: cozy tiny cottage in rural Jamaica, port Antonio. Discover the tranquil beauty of rural Jamaica at o ...
From $175 per night (USD)
VRBO
From $72 per night (USD)
Expedia
Private Oasis - Portland’s Coastal Gated Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover a peaceful retreat with stunning ocean and mountain views. Enjoy modern comforts—air conditioning, fast WiFi, a ...
From $72 per night (USD)
Expedia

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Portland Rentals

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Results: 168 Rentals