Portland Vacation Rentals

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Top cities in Portland

Winnifred Beach which includes general coastal views as well as a small group of people
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Port Antonio

Port Antonio

Portland Vacation Rentals

Rose Hill Villa with sea view

Rose Hill Villa with sea view

Port Antonio Portland Parish
At this villa, guests have access to features like laundry facilities. Transportation is made easy with limo/town car service. This smoke-free villa also has barbecue grills.
Breakfast included
Kitchen
Skyview Manor Guest Apartments

Skyview Manor Guest Apartments

3.5 out of 5
20A Skyline Drive Kingston St. Andrew
Skyview Manor Guest Apartments features free WiFi in public areas, a terrace, and laundry facilities. There's free parking, as well as an airport shuttle for a fee (available 24 hours). Staff members are on hand to provide luggage storage and a safe deposit box at the front desk. Additional amenities include a picnic area, barbecue grills, and a garden.
Reggae Legends Estate

Reggae Legends Estate

2.5 out of 5
Skyline Dr Kingston St. Andrew Parish
$269 nightly
The price is $310 total per night
$310 total
Nov 23 - Nov 24
Total with taxes and fees
Guests staying at Reggae Legends Estate enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for USD 25 per person one-way. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. Other amenities at this spa villa include a refrigerator in a common area, a terrace, and laundry facilities.
One Bedroom City Apartment with Pool

One Bedroom City Apartment with Pool

3 out of 5
18 Charlemont Dr Kingston St. Andrew Parish
$304 nightly
The price is $350 total per night
$350 total
Nov 23 - Nov 24
Total with taxes and fees
An outdoor pool and free WiFi in public areas are features at this apartment. Free parking is included with your stay.
The Gardens

The Gardens

3 out of 5
23 Liguanea Avenue Kingston Saint Andrew
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $96 total per night
$96 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of The Gardens enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. You can take advantage of free parking, along with an airport shuttle for a fee. Helpful staff is there to provide a safe deposit box at the front desk, as well as offer insight about the area. Additional amenities include laundry facilities and a garden.
Pool
Parking included
New Kingston Corporate Apts at Donhead

New Kingston Corporate Apts at Donhead

3.5 out of 5
8A Donhead Ave Kingston
Guests staying at this apartment enjoy free WiFi in public areas, laundry facilities, and a garden. There's free parking, and an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Staff members can help with accommodation requests, and provide luggage storage. This smoke-free apartment building also has barbecue grills.
New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead

3 out of 5
8A Donhead Avenue, New Kingston Kingston St. Andrew
$291 nightly
The price is $311 total per night
$311 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of this apartment enjoy free WiFi in public areas, express check-in, and a terrace. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Tapioca Village Retreat

Tapioca Village Retreat

3 out of 5
Devon Pen Castleton St. Mary Parish
$80 nightly
The price is $93 total per night
$93 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of Tapioca Village Retreat enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you drive, put free parking to good use.
Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite

3 out of 5
117 Constant Spring Rd Kingston Saint Andrew
Abacus Jamaica the Zana Suite features free WiFi in public areas, coffee in a common area, and a library. Self parking is available for USD 20 per day. Helpful staff is there to provide tour or ticket assistance, as well as offer insight about the area. Additional amenities include laundry facilities and a garden.
CTBH at EI8HT Super Studios

CTBH at EI8HT Super Studios

3 out of 5
8 Kingsway Kingston St. Andrew Parish
At CTBH at EI8HT Super Studios, guests have access to laundry facilities, local meal delivery service, and a garden. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip.
Cattleya's New Kingston Guest Apartment

Cattleya's New Kingston Guest Apartment

3.5 out of 5
12A Kingsway, Apartment #3 Kingston Kingston Parish
Guests staying at this apartment enjoy free WiFi in public areas, a terrace, and a garden. There's free parking, and an airport shuttle (available 24 hours) for USD 40.00 per person one-way.
New Kingston's Deluxe Apartment

New Kingston's Deluxe Apartment

3.5 out of 5
Surbiton Road Kingston
At this apartment, guests have access to features like a terrace. There's free parking, and an airport shuttle (available 24 hours) for USD 40.00 per vehicle one-way. This adults-only apartment building also has a garden.
Loft - Sleeps 4 - Parking - Balcony

Loft - Sleeps 4 - Parking - Balcony

3 out of 5
Kingston Saint Andrew
At this apartment, guests have access to free WiFi in public areas. You can take advantage of free parking if you drive.
Island vibes Oasis with a beautiful Pool

Island vibes Oasis with a beautiful Pool

2 out of 5
Kingston St. Andrew Parish
$213 nightly
The price is $219 total per night
$219 total
Nov 23 - Nov 24
Total with taxes and fees
This apartment features a gym and laundry facilities.
Pool
Kitchen
Comfy & Elegant Studio @ Chelsea New Kingston

Comfy & Elegant Studio @ Chelsea New Kingston

Kingston St. Andrew Parish
$125 nightly
The price is $125 total per night
$125 total
Nov 24 - Nov 25
Total with taxes and fees
This apartment is a smoke-free apartment building.
Air conditioning
Parking available
New Kingston Serenity at The Oxford

New Kingston Serenity at The Oxford

Kingston St. Andrew Parish
At this apartment, guests have access to a hot tub, a terrace, and laundry facilities. This smoke-free apartment building also has a garden.
Hot Tub
Kitchen
New Kingston Guest Apartment At Chelsea

New Kingston Guest Apartment At Chelsea

3 out of 5
11- 17 Chelsea Avenue Kingston Saint Andrew
At this apartment, guests have access to a terrace, laundry facilities, and barbecue grills. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Friendly staff can provide luggage storage, and also offer advice about sightseeing. This smoke-free apartment building also has a garden.
Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor

2 out of 5
New Kingston Kingston St. Andrew Parish
$202 nightly
The price is $233 total per night
$233 total
Nov 28 - Nov 29
Total with taxes and fees
There's free parking if you drive.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Portland
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Portland

    Geejam

    Geejam

    San San, Port Antonio Port Antonio Portland
    $383 nightly
    The price is $419 total per night from Nov 30 to Dec 1
    $419 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9.6/10 Exceptional! (73 reviews)
    Sea Cliff Resort

    Sea Cliff Resort

    Ross Craig Long Bay Portland
    8.2/10 Very Good! (164 reviews)
    Jamaica Palace Hotel

    Jamaica Palace Hotel

    Williamsfield Port Antonio Portland
    $147 nightly
    The price is $164 total per night from Nov 24 to Nov 25
    $164 total
    Nov 24 - Nov 25
    Total with taxes and fees
    8.2/10 Very Good! (257 reviews)

Orbitz makes it easy to find vacation rentals in Portland 

🏠 What is the best price for a Portland vacation rental?


Portland rentals range between $93 and $419 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Portland can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Portland getaway. Orbitz filters your search results so you can find the best Portland vacation rental for you. We have tons of options.


🏠 Are cancellations free on Portland vacation rentals with Orbitz?


You may be able to cancel or amend your Portland vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Portland?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Portland by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Portland?


When you book a Portland vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Portland?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Portland—with plenty of hidden gems. We also have plenty of inventory in Portland main cities and near popular attraction spots.


🏠 Why should I book my Portland vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Portland vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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