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

One Bedroom City Apartment with Pool

One Bedroom City Apartment with Pool

3 out of 5
18 Charlemont Dr Kingston St. Andrew Parish
$244 nightly
The price is $281 total per night
$281 total
Jan 17 - Jan 18
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
Jan 13 - Jan 14
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
1Bdrm, A/C, Wi-Fi, Washer & Dryer - Spacious Apt

1Bdrm, A/C, Wi-Fi, Washer & Dryer - Spacious Apt

Kingston 6 St. Andrew
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden.
Kitchen
Washer
New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead

3 out of 5
8A Donhead Avenue, New Kingston Kingston St. Andrew
$284 nightly
The price is $303 total per night
$303 total
Jan 18 - Jan 19
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
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.
Free WiFi
Air conditioning
The Guest Apartments at Border Crossings

The Guest Apartments at Border Crossings

4.5 out of 5
41 Border Ave Kingston St. Andrew Parish
$190 nightly
The price is $206 total per night
$206 total
Feb 10 - Feb 11
Total with taxes and fees
Guests of The Guest Apartments at Border Crossings enjoy features like free WiFi in public areas. You can take advantage of free parking if you drive.
Kingsway New Kingston Guest Apartment II

Kingsway New Kingston Guest Apartment II

3.5 out of 5
Kingston St. Andrew
$280 nightly
The price is $299 total per night
$299 total
Feb 12 - Feb 13
Total with taxes and fees
Guests staying at this apartment enjoy free WiFi in public areas, laundry facilities, and a garden. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Staff members are on hand to provide concierge services and luggage storage. This smoke-free apartment building also has barbecue grills.
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 Guest Apartments at Abbey

New Kingston Guest Apartments at Abbey

3.5 out of 5
44 Trafalgar Road Kingston
Guests of this apartment 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 (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, barbecue grills, and a garden.
Executive Suites at The Bromptons

Executive Suites at The Bromptons

3.5 out of 5
Apt. 6, 6 Brompton Road, Kingston 5 Kingston
Guests of this apartment have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for USD 80.00 per vehicle roundtrip. Staff members can answer questions about accommodations, and also provide luggage storage. Additional amenities include a terrace, laundry facilities, and a garden.
Pool
Kitchen
Finest Accommodation Renfrew Place

Finest Accommodation Renfrew Place

3 out of 5
Apt# 42 4--12 Renfrew Rd New Kgn Kingston
$158 nightly
The price is $173 total per night
$173 total
Jan 17 - Jan 18
Total with taxes and fees
Guests of this apartment enjoy access to 13 outdoor pools, local meal delivery service, and a garden. There's free parking if you drive.
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.
Kitchen
Parking included
2 Bedroom Townhouse at Surbiton Square

2 Bedroom Townhouse at Surbiton Square

3.5 out of 5
4 Surbiton Road Kingston
This vacation home features free WiFi in public areas and a picnic area. You can put free parking to good use if you drive. This smoke-free vacation home 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.
Kitchen
Washer
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
Jan 30 - Jan 31
Total with taxes and fees
This apartment is a smoke-free apartment building.
Air conditioning
Parking available
New Kingston Guest Apartments II

New Kingston Guest Apartments II

3.5 out of 5
Apt. 25, The Dorchester Kingston
At this apartment, guests have access to free WiFi in public areas, a terrace, and laundry facilities. You can take advantage of onsite parking for a fee, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Staff members are on hand to provide luggage storage and a safe deposit box at the front desk. Additional amenities include a garden and barbecue grills.
Casa Victoria Golf Retreat

Casa Victoria Golf Retreat

4 out of 5
85C Caymanas Estate Kingston
At Casa Victoria Golf Retreat, guests have access to free WiFi in public areas, an outdoor tennis court, and a terrace. If you drive, self parking is USD 10 per day, or you can take advantage of the airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Staff members are on hand to provide dry cleaning/laundry services and luggage storage. Other amenities at this golf villa include laundry facilities, a garden, and a picnic area.
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Oracabessa St. Mary Parish
At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Transportation is made easy with limo/town car service. Additional amenities include laundry facilities and barbecue grills.
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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
    $432 nightly
    The price is $472 total per night from Jan 15 to Jan 16
    $472 total
    Jan 15 - Jan 16
    Total with taxes and fees
    9.6/10 Exceptional! (75 reviews)
    Jamaica Palace Hotel

    Jamaica Palace Hotel

    Williamsfield Port Antonio Portland
    $184 nightly
    The price is $204 total per night from Jan 14 to Jan 15
    $204 total
    Jan 14 - Jan 15
    Total with taxes and fees
    8.2/10 Very Good! (268 reviews)
    Sea Cliff Resort

    Sea Cliff Resort

    Ross Craig Long Bay Portland
    8/10 Very Good! (169 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 $96 and $472 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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