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Featured Villas in Portland

Reggae Legends Estate

Reggae Legends Estate

3.5 out of 5
Skyline Dr Kingston St. Andrew Parish
$127 nightly
The price is $147 total per night
$147 total
Nov 2 - Nov 3
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
Parking included
Sunrise Villa On The Beach

Sunrise Villa On The Beach

3 out of 5
Port Royal Drive Portmore St. Catherine
Guests of this villa enjoy a marina, an outdoor pool, and a children's pool. 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. Other amenities at this beach villa include free WiFi in public areas, a terrace, and laundry facilities.
Pool
Kitchen
Kai's Place @ Tim Pappies 3rd Floor luxury villa

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

Port Antonio Portland Parish
At this villa, guests have access to laundry facilities, local meal delivery service, and a garden. This smoke-free villa also has barbecue grills.
Kitchen
Washer
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Oracabessa St. Mary Parish
$1,717 nightly
The price is $1,717 total per night
$1,717 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Pool
Hot Tub
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
Washer
Windbreak Villa

Windbreak Villa

3.5 out of 5
Lot 379 Woodstock Housing Scheme Buff Bay Portland Parish
$93 nightly
The price is $108 total per night
$108 total
Nov 1 - Nov 2
Total with taxes and fees
Guests of Windbreak Villa enjoy free WiFi in public areas, a hot tub, and microwave in a common area. Free parking is included with your stay. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Hot Tub
Parking included
2 Villas in Jamaica-22 guests-Fully staffed

2 Villas in Jamaica-22 guests-Fully staffed

Galina St. Mary Parish
Guests staying at this villa enjoy a gym, a hot tub, and barbecue grills.
Pool
Hot Tub
Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Snow District Portland Parish
$254 nightly
The price is $288 total per night
$288 total
Nov 1 - Nov 2
Total with taxes and fees
At this villa, guests have access to features like laundry facilities.
Washer
Air conditioning
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

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

Port Antonio Portland Parish
$1,028 nightly
The price is $1,028 total per night
$1,028 total
Nov 1 - Nov 2
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, barbecue grills, and a garden.
Pool
Hot Tub
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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
97 Villas
Lowest Price
$108
Highest Price
$1,717
Popular accommodation
Reggae Legends Estate, Sunrise Villa On The Beach, Kai's Place @ Tim Pappies 3rd Floor luxury villa, The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed, Casa Victoria Golf Retreat, Windbreak Villa , 2 Villas in Jamaica-22 guests-Fully staffed, Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio, Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

More to Explore