Calhau Vacation Rentals

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Our top choices for Calhau vacation rentals

Vacation Home in Cais do Galego

Holiday Home 'Adega Pérola' with Wi-Fi
The price is ¥15,172
¥26,411 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Home 'Adega Pérola' with Wi-Fi

Apartment in Sao Roque do Pico

Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (63)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is ¥17,721
¥18,431 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Aldeia das Adegas

Vacation Home in São Roque do Pico

Casa dos Felicias
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
The price is ¥13,823
¥28,199 total
includes taxes & fees
Dec 30 - Dec 31
Casa dos Felicias

Vacation Home in São Jorge

Herdade das Hortênsias
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
The price is ¥14,007
¥21,011 total
includes taxes & fees
Dec 30 - Dec 31
Herdade das Hortênsias
The price is ¥11,239
¥11,239 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Vacation Home in São Roque do Pico

Vila Paim - Apart. Low
10.0 out of 10, Exceptional, (1)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
The price is ¥8,294
¥28,199 total
includes taxes & fees
Dec 29 - Dec 30
Vila Paim - Apart. Low

Vacation Home in Lajes do Pico

Silveira House
The price is ¥8,294
¥16,219 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Silveira House

Vacation Home in São Roque do Pico

Adega do Mirante
8.0 out of 10, Very Good, (1)
"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...
United States
Sharon
The price is ¥13,823
¥28,199 total
includes taxes & fees
Dec 29 - Dec 30
Adega do Mirante
The price is ¥14,160
¥14,160 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment in São Roque do Pico

Amazing One Bedroom Apartment with Sea View
The price is ¥14,745
¥14,745 total
includes taxes & fees
Dec 29 - Dec 30
Amazing One Bedroom Apartment with Sea View
10.0 out of 10, Exceptional, (1)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is ¥35,940
¥39,258 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
The price is ¥16,588
¥33,729 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Very well equipped apartment in the center of São Roque do Pico
10.0 out of 10, Exceptional, (1)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
United States
Anonymous traveler
The price is ¥40,459
¥40,459 total
includes taxes & fees
Dec 29 - Dec 30
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
10.0 out of 10, Exceptional, (4)
"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."
United States
David B.
The price is ¥38,336
¥44,293 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Vacation Home in São Roque do Pico

Panoramic Ocean Views from your Private Varand
The price is ¥22,762
¥28,833 total
includes taxes & fees
Dec 29 - Dec 30
Panoramic Ocean Views from your Private Varand
The price is ¥14,745
¥14,745 total
includes taxes & fees
Dec 30 - Dec 31
Beautiful One Bedroom Apartment near the sea in Sao Roque do Pico
The price is ¥23,591
¥26,909 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
2.0 star property
The price is ¥32,366
¥32,366 total
includes taxes & fees
Dec 29 - Dec 30
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
The price is ¥35,940
¥40,548 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
The price is ¥26,172
¥30,536 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
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.
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Top Calhau Hotel Reviews

Find out more about Calhau

Search for holiday rentals in Calhau on Expedia! You can easily find your home rentals, villas, holiday apartments in Calhau using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Calhau?

Yes, we have vacation rentals near the most popular sights in Calhau, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Calhau has to offer?

New Family Home with a View of São Jorge Island – Ribeirinha: Visitors like this Calhau vacation home rental. It offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Calhau?

While you're exploring the area, Pico da Esperanca and Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Convent of Sao Roque do Pico and Caiado Lagoon.

What are vacation rentals like in Calhau?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Calhau. Vacation rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.