Compare Pico Island Villas

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Featured Villas in Pico Island

Pico Terrace

Pico Terrace

3 out of 5
Cabeço das Casas Madalena Açores
Guests staying at Pico Terrace enjoy free WiFi in public areas, a terrace, and barbecue grills. If you drive, put free parking to good use. This villa also has a picnic area.
Washer
Parking included
4 bedrooms & great view

4 bedrooms & great view

Sao Roque do Pico, Azores Azores
At this villa, guests have access to features like a terrace. This smoke-free villa also has a garden.
Kitchen
Free WiFi
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Silveira, Lajes do Pico Azores
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
A Casa do Ouvidor

A Casa do Ouvidor

4 out of 5
Estrada Regional, 22 Sao Roque do Pico
At A Casa do Ouvidor, guests enjoy features like an outdoor pool, a children's pool, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this family-friendly villa include a hot tub, a library, and a terrace.
Pool
Hot Tub
Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front

Madalena Azores
$266 nightly
The price is $266 total per night
$266 total
Dec 19 - Dec 20
Total with taxes and fees
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Kitchen
Washer
Aguada House - Welcome

Aguada House - Welcome

SÃO JOÃO LGP Azores
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Amazing 180° Ocean View 3 Bedroom Villa w/ Swimming Pool

Amazing 180° Ocean View 3 Bedroom Villa w/ Swimming Pool

Capelo - Horta Açores
At this villa, guests have access to an outdoor pool, laundry facilities, and a living plant wall. Additional amenities include a garden and barbecue grills.
Pool
Kitchen
Casa Monte Queimado in Porto Pim, Horta

Casa Monte Queimado in Porto Pim, Horta

Horta Horta
Guests staying at this villa have access to a garden and barbecue grills.
Kitchen
Outdoor Space
Sea U Pico, São Roque do Pico

Sea U Pico, São Roque do Pico

São Roque do Pico
At this villa, guests have access to features like laundry facilities.
Air conditioning
Laundry
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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 Pico Island

    Vinhas do Calhau

    Vinhas do Calhau

    Porto do Calhau 42 Madalena Madalena
    $112 nightly
    The price is $117 total per night from Dec 30 to Dec 31
    $117 total
    Dec 30 - Dec 31
    Total with taxes and fees
    9.4/10 Exceptional! (43 reviews)
    Pico TERRAMAR & SPA

    Pico TERRAMAR & SPA

    Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
    $174 nightly
    The price is $181 total per night from Jan 1 to Jan 2
    $181 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    9.6/10 Exceptional! (48 reviews)
    Pico Vineyards

    Pico Vineyards

    Rua da Igreja - ER 1 2 Madalena Azores
    $150 nightly
    The price is $156 total per night from Jan 8 to Jan 9
    $156 total
    Jan 8 - Jan 9, 2026
    Total with taxes and fees
    9.6/10 Exceptional! (6 reviews)

Luxury Villas

Book luxury villas in Pico Island
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Pico Island. 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 Pico Island, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Pico Island
You won’t have a problem finding your own space in Pico Island. 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 Pico Island on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Pico Island 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!

Pico Island Villas essential information

Accommodation
19 Villas
Lowest Price
$117
Highest Price
$266
Popular accommodation
Pico Terrace, 4 bedrooms & great view, Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool, A Casa do Ouvidor, Casa Baleia Laranja Ocean-Front, Aguada House - Welcome, Amazing 180° Ocean View 3 Bedroom Villa w/ Swimming Pool , Casa Monte Queimado in Porto Pim, Horta, Sea U Pico, São Roque do Pico

More to Explore