Compare Portland Villa Deals

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Featured Villas in Portland

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 13 - Oct 14
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
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 16 - Oct 17
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
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
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
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
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
$238 nightly
The price is $253 total per night
$253 total
Oct 13 - Oct 14
Total with taxes and fees
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
Gather,relax, and indulge at Chateau, in your stunning private villa sleeps 12

Gather,relax, and indulge at Chateau, in your stunning private villa sleeps 12

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area. This family-friendly villa also has a garden.
Pool
Kitchen
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

$987 nightly
The price is $987 total per night
$987 total
Oct 13 - Oct 14
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
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
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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
121 Villas
Lowest Price
$93
Highest Price
$987
Popular accommodation
Reggae Legends Estate, Tapioca Village Retreat, The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed, Casa Victoria Golf Retreat, Heaven Villa - We are not on the water, we are above!, The Country Club Villa I, Gather,relax, and indulge at Chateau, in your stunning private villa sleeps 12, Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets., A place in paradise - family villa on a peninsula directly by the sea

More to Explore