Compare Portland Villa Deals

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Featured Villas in Portland

Braata @ Little Bay (Ocean View Villa)

Braata @ Little Bay (Ocean View Villa)

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
The Country Club Villa I

The Country Club Villa I

3.5 out of 5
44 Ray Wright Drive, Section F, Caymanas Estate Country Club, Kingston
Guests staying at this villa enjoy access to 2 outdoor pools, a children's pool, and free WiFi in public areas. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 80 per vehicle roundtrip. Helpful staff can provide luggage storage and a safe deposit box at the front desk. Other amenities at this golf villa include an outdoor tennis court, a terrace, and laundry facilities.
Pool
Kitchen
Tapioca Village Retreat

Tapioca Village Retreat

3 out of 5
Devon Pen, Castleton, St. Mary Parish
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
Reggae Legends Estate

Reggae Legends Estate

2.5 out of 5
Skyline Dr, Kingston, St. Andrew Parish
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 meeting rooms, a refrigerator in a common area, and a terrace.
Pool
Kitchen
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
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
A place in paradise - family villa on a peninsula directly by the sea

A place in paradise - family villa on a peninsula directly by the sea

This villa offers a water park, an outdoor pool, and laundry facilities. This villa also has a garden.
Pool
Kitchen
Kai's Place @ Tim Pappies 3rd Floor luxury villa

Kai's Place @ Tim Pappies 3rd Floor luxury villa

This villa offers a water park, laundry facilities, and local meal delivery service. This smoke-free villa also has a garden.
Kitchen
Washer
The Anton Villas

The Anton Villas

Guests of this villa enjoy a water park, an outdoor pool, and a gym. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Breakfast included
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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.

Luxury Villas

Book luxury villas in Portland
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Portland. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Portland, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Portland
You won’t have a problem finding your own space in Portland. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Portland on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Portland rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Portland Villas essential information

Accommodation
112 Villas
Lowest Price
Highest Price
Popular accommodation
Braata @ Little Bay (Ocean View Villa), The Country Club Villa I, Tapioca Village Retreat, Reggae Legends Estate, The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed, Heaven Villa - We are not on the water, we are above!, A place in paradise - family villa on a peninsula directly by the sea, Kai's Place @ Tim Pappies 3rd Floor luxury villa, The Anton Villas

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