
Apartment holiday rentals in Portland
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Top-rated apartment rentals in Portland
Guests agree: These apartments are highly rated for location, cleanliness and more.

Cozy Locale Gold
Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure
ValueFamilyWalkability
4.87 out of 5 average rating, 247 reviews
Kelly’s Luxury Suite - Where Comfort Meets Style.
Step into modern luxury in the heart of Liguanea. Kelly’s Luxury Suite offers the perfect blend of elegance, comfort, and convenience. Ideal for business travelers, couples, and weekend explorers seeking a serene city escape. Unwind in a beautifully designed space featuring a chic living area, fully equipped kitchen, and cozy bedroom accented with designer touches and ambient lighting. Wake up to peaceful views, enjoy your morning coffee on the balcony with premium amenities at your fingertips.
LocationFamilyGetting around
4.96 out of 5 average rating, 48 reviews
Octopus Cottage, Hummingbirds, Mountain & Sea View
PLEASE NOTE: We do not accept children under 13. Our guests call Searenity beautiful, peaceful and healing - and Octopus is where many of them stay. A private cottage with its own bathroom, outdoor kitchenette, king bed (or two twins on request), and a hammock facing the Blue Mountain peak, Nonsuch Falls and the coastline. Hummingbirds visit the feeders daily. Swim in our 25m lap pool, train in the open-air Jungle Gym, and reach Frenchman’s Cove in 5 minutes. A true birdwatcher’s retreat.
FamilyValueCheck-in
4.99 out of 5 average rating, 70 reviews
Villa DreMar
Enjoy a stylish experience at this centrally-located exquisite apartment. It offers relaxation and comfort. Nestled in the most beautiful, peaceful Parish in Jamaica. Perfectly placed 5 minutes from Port Antonio Town. It is ideally located in close proximity to restaurants, supermarkets, and white sand beaches, with a variety of activities to enjoy. Mesmerize by short, scenic drive to attractions such as Somerset Falls, Nanny Falls, Frenchman's Cove, Blue Lagoon and Boston jerk Centre.
ValueLocationHospitality
4.85 out of 5 average rating, 60 reviews
Private Oasis Portland Gated Suite Near Boston Bay
Escape to Private Oasis Portland, a gated retreat only 3 minutes from Long Bay and 5 minutes from the surf and world-renowned jerk pork at Boston Beach! Perfect for all couples, small families, and digital nomads. Enjoy a full kitchen for home-cooked meals, self-check-in, powerful AC, and high-speed Wi-Fi. You are also just minutes away from the stunning Blue Lagoon and Reach Falls! The gazebo in our community uniquely sits at the most northeasterly point of Jamaica🏝️! Enjoy your stay!
FamilyValueCheckout
4.87 out of 5 average rating, 89 reviews
2 Bdr. Apartment with Ocean View near Port Antonio
Retreat to a serene haven where simplicity reigns supreme! Awaken to the soothing melodies of nature each day. Savor your morning coffee with a picturesque ocean view and the golden sun rising on the horizon. This cozy apartment comprises two bedrooms and one bathroom, catering perfectly to friends, couples, business travelers, or small families prioritizing comfort over extravagance. Complete with a fully equipped kitchen, living room, dining area, AC in bedrooms and complimentary Wi-Fi.
FamilyLocationNearby
4.7 out of 5 average rating, 33 reviews
Stylish 1-BR Apt in Kingston's Best Neighborhood
Discover the ultimate Kingston getaway in this stunning 1-bedroom apartment located just off Wellington Avenue. Boasting breathtaking city views, this cozy retreat comfortably hosts up to 2 guests, making it ideal for a romantic escape, a family trip, or a small group adventure. With dining, supermarkets, coffee shops, and entertainment just 10 minutes away, you'll enjoy convenient access to the best Kingston has to offer. Book your stay today and experience unmatched comfort and style!
LocationValueQuiet
4.91 out of 5 average rating, 89 reviews
Charming Studio Apartment in the Heart of Kingston
A comfortable, private setting with necessary amenities and lovely yard space in a quiet, middle-class neighbourhood . With Hope Botanical Gardens just a stone's throw away and other main attractions such as Kingston Dub Club, Devon House, the Bob Marley Museum, visitors will be sure to appreciate the central location. Guests will also enjoy being minutes away from Liguanea which has Sovereign Centre, coffee shops, restaurants, pharmacies, supermarkets, banks and more.
FamilyLocationCheckout
4.88 out of 5 average rating, 139 reviews
Hideaway Suite
Escape to Paradise: The HideAway Suite in Portland,Jamaica with Breathtaking Views! HideAway is a quant, spacious 1BR apartment just on the outskirts of Port Antonio with breathtaking views Jamaica's Eastern coastline, and the world-famous Blue Mountains. It’s the perfect spot for the short stays here in Portland! We are conveniently just: -20 minutes from Frenchman's Cove Beach -25 minutes from the Blue Lagoon -35 minutes from the world renowned Boston Jerk Center
LocationHospitalityComfort
4.67 out of 5 average rating, 3 reviews
Frangipani, San San, Portland, Jamaica
Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.
ValueFamilyNearby
4.95 out of 5 average rating, 167 reviews
Gary's Apartment
This two bedroom apartment offers a king or twin bed setup in both bedrooms, kitchen, living room, broadband internet, hot water, and lush surroundings. Just 15 minutes from Port Antonio and a 12-minute walk to the Rio Grande River. I live upstairs and am happy to help with anything you need, including tours or airport pickups. A safe, peaceful, space with the essentials for a restful stay. (NOTE: second bedroom accessible only for 2 or more guests).
LocationFamilyRiver
4.81 out of 5 average rating, 31 reviews
Stay a While
A spacious flat in secure, gated complex with a private outdoor patio, private parking and access to community pool and entertainment spaces. Quick access to Kingston hot spots. Also adjoins my other two listings also in Long Mountain CountryClub " Modern flat with a view" and "In and out". Entire property is perfect for families who wish to stay together but in separate sleeping spaces.
FamilyLocationAccuracy
4.98 out of 5 average rating, 124 reviewsPopular amenities for Portland apartment rentals
Weekly apartment rentals

Sanctum Apartment 2 An Oasis in the City
LocationValueNearby
4.93 out of 5 average rating, 42 reviews
Townhouse with Scenic Views in Gated Community
FamilyLocationCleanliness
4.89 out of 5 average rating, 81 reviews
Studio 16. Garden base for encountering Kingston.
ValueLocationAir conditioning
4.96 out of 5 average rating, 55 reviews
Diplomat Oasis: Walk to US Embassy :Mont Charles
LocationIndoor spacesParking
4.89 out of 5 average rating, 19 reviews
Modern 2BR w/ Pool | Gated Near New Kingston
LocationValueCheck-in
4.76 out of 5 average rating, 82 reviews
Quiet Oasis #2
Outdoor spacesCheck-inHospitality
5.0 out of 5 average rating, 5 reviews
Loft Too Studio
LocationCleanlinessHospitality
New place to stay
Quiet Home in Portland | Hummingbird Château
ValueFamilyDecor
5.0 out of 5 average rating, 13 reviewsPrivate apartment rentals

Orange Oasis
WalkabilityWi-FiKitchen

Bird Bliss, Burlington Portland.
LocationFamilyHospitality
4.85 out of 5 average rating, 13 reviews
Spacious, Oceanview One-Bedroom Getaway
FamilyLocationCheck-in
4.67 out of 5 average rating, 91 reviews
Exceptional 2Bdrms-Red Hassell Manor, Port Antonio
LocationFamilyCleanliness
4.85 out of 5 average rating, 26 reviews
The Nugent's
CleanlinessViewHospitality
5.0 out of 5 average rating, 3 reviews
Inn The Town - Apt #1
FamilyValueCleanliness
4.8 out of 5 average rating, 46 reviews
The Wesley Suite-Ocean View
ValueLocationCheck-in
4.6 out of 5 average rating, 68 reviews
The Nineteen@Monte Charles - Liguanea, Kingston.
LocationFamilySleep quality
4.81 out of 5 average rating, 37 reviewsApartment rentals with a hot tub

Serenity Heights
LocationKitchenCondition
4.75 out of 5 average rating, 8 reviews
Tim Pappies Nature Lodge - Alex’s Place
LocationHospitalityComfort
5.0 out of 5 average rating, 6 reviews
Marley's 2 Bedroom, 2 Bathroom Suite
ValueLocationView
4.68 out of 5 average rating, 19 reviews
Jacuzzi apartment at Zion Hill Retreat(1br)
ValueFamilyWalkability
4.56 out of 5 average rating, 16 reviews
Private Suite w Rental Car Access
Sleep qualityHospitality

Luxury room with view!

PHS Portland Comfort Stay
HospitalityCheck-inIndoor spaces

Tim Pappies Nature Lodge - Kai’s Place
LocationValueCheckout
4.82 out of 5 average rating, 11 reviewsDestinations to explore
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