Portland Vacation Rentals

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Portland Vacation Rentals

Heaven Villa - We are not on the water, we are above!

Heaven Villa - We are not on the water, we are above!

Guests staying at this villa can enjoy an outdoor pool, barbecue grills, and a garden.
Pool
Kitchen
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
Oct 7 - Oct 8
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.
Pool
Kitchen
One Bedroom City Apartment with Pool

One Bedroom City Apartment with Pool

3 out of 5
18 Charlemont Dr, Kingston, St. Andrew Parish
$199 nightly
The price is $230 total per night
$230 total
Oct 7 - Oct 8
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.
Pool
Parking included
The Gardens

The Gardens

3 out of 5
23 Liguanea Avenue, Kingston 6, Kingston, Saint Andrew
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $96 total per night
$96 total
Oct 7 - Oct 8
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 barbecue grills. 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 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
$291 nightly
The price is $311 total per night
$311 total
Oct 7 - Oct 8
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, barbecue grills, and a garden.
Kitchen
Washer
Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment

3.5 out of 5
17 Rosewell Terrace, Kingston 8, Kingston
$271 nightly
The price is $293 total per night
$293 total
Oct 7 - Oct 8
Total with taxes and fees
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 are on hand to provide tour or ticket assistance and luggage storage. This smoke-free apartment building also has 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
Oct 7 - Oct 8
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.
Pool
Kitchen
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
CTBH at EI8HT Super Studios

CTBH at EI8HT Super Studios

3 out of 5
8 Kingsway, 8, 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.
Kitchen
Washer
Kingsway New Kingston Guest Apartment II

Kingsway New Kingston Guest Apartment II

3.5 out of 5
$284 nightly
The price is $303 total per night
$303 total
Oct 7 - Oct 8
Total with taxes and fees
Guests staying at this apartment enjoy free WiFi in public areas, 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. Staff members are on hand to provide concierge services and luggage storage. This smoke-free apartment building also has a garden.
Kitchen
Washer
New Kingston Guest Apartments at Abbey

New Kingston Guest Apartments at Abbey

3.5 out of 5
44 Trafalgar Road, New Kingston, 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.
Pool
Kitchen
New Kingston Guest Apartment at Westbury

New Kingston Guest Apartment at Westbury

3.5 out of 5
41 Trafalgar Road, Kingston 5, Kingston
$256 nightly
The price is $273 total per night
$273 total
Oct 7 - Oct 8
Total with taxes and fees
This apartment features free WiFi in public areas, a terrace, and laundry facilities. 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. Additional amenities include a garden and barbecue grills.
Kitchen
Washer
Lovely 2-bed Apartment in the New Kingston Area

Lovely 2-bed Apartment in the New Kingston Area

3 out of 5
At this apartment, guests have access to free WiFi in public areas. You can take advantage of free parking if you drive.
Kitchen
Washer
New Kingston Serenity at The Oxford

New Kingston Serenity at The Oxford

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 Apartments II

New Kingston Guest Apartments II

3.5 out of 5
Apt. 25, The Dorchester, 2-8 Norwood Avenue, New Kingston, 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.
Kitchen
Washer
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 barbecue grills.
Kitchen
Free WiFi
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Guests of this villa enjoy features like an outdoor pool, a gym, and laundry facilities. Transportation is made easy with limo/town car service.
Pool
Kitchen
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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

    Great Huts

    Great Huts

    8-10 Boston Bay, Port Antonio, Portland
    9/10 Wonderful! (204 reviews)
    Sea Cliff Resort

    Sea Cliff Resort

    Ross Craig, Long Bay, Portland
    8/10 Very Good! (158 reviews)
    Match Resort Hotel

    Match Resort Hotel

    Dolphin Bay, Port Antonio
    $99 nightly
    The price is $110 total per night from Oct 7 to Oct 8
    $110 total
    Oct 7 - Oct 8
    Total with taxes and fees
    7.8/10 Good! (188 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 $311 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. 


More to Explore

More to Explore