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Compare 127 Vacation Homes in Calheta with updated reviews, rates, and availability.

PICO Hollidays Rentals- Mountain and sea view for families or groups

10.0 out of 10, Exceptional, (10)
"Adelina was the most gracious and friendly host! Supplying us with incredible fruit and eggs from her gardens and chickens. The house had spectacular views of Sao Jorge and had tons of room for a family of 6. It also had a well appointed kitchen. Loved the location. A great stay. "
PICO Hollidays Rentals- Mountain and sea view for families or groups

AtlanticWindow - Modern House, Stunning View

10.0 out of 10, Exceptional, (40)
"Its an amazing house all around. Don't look any further. If i ever visit Pico again, I would stay at this house over and over again. There is a super cute restaurant 200 meters from the house. Very good food. Great atmosphere. Narural pool for swimming down the road. You can see it from the patio. But to get there , you have to drive down. The property is about 30 minites from the airport. Its just everything I could dream of and more. Thank you for letting us stay in this paradise. swimming...
AtlanticWindow - Modern House, Stunning View

Pike Cliffs - Amazing view to S. Jorge

10.0 out of 10, Exceptional, (3)
"We had a very peaceful and enjoyable stay, using the house as a base to climb Mt Pico, enjoy a whale watch and a wine tour. The host was very helpful with advice and helped arrange the wine tour and driver. The view out the back is beyond gorgeous and it’s a perfect deck to eat all your meals."
Pike Cliffs - Amazing view to S. Jorge

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

10.0 out of 10, Exceptional, (4)
"We truly enjoyed our stay in this beautiful home. Paula was amazing in helping us navigate and to answer any questions we had. So incredibly friendly and so responsive. Amazing property!"
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

3.4 out of 10, (3)
"L'appartamento ha un potenziale enorme, se solo fosse gestita come si dovrebbe Ho prenotato ad aprile per 4 giorni ad agosto...ho contattato l'host 3 giorni prima di arrivare ma non mi ha risposto...il giorno dopo l'ho contattata con wattsapp e dopo vari messaggi e telefonate sono riuscita ad avere risposta per l'orario del check-in La casa e' nolto bella e il posto e' favoloso, immerso nei vigneti"
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Casa da Esquila 2

Casa da Esquila 2

Faidoca's Grandfather House - Four-Bedroom House

10.0 out of 10, Exceptional, (19)
"What a great host and the setting was absolutely heavenly. We came so my wife and daughters experience Pico as it was the home of my Avo and Ava who where from Lages do Pico and they get to know there heritage. We will return again for a much longer stay and the people of the Pico are warm and friendly will to assist. The food was spectacular and it brought me back to my childhood growing up in a Azorean Portuguese family in California. Thank you and my Gods Blessings be with all in the Pico."
Faidoca's Grandfather House - Four-Bedroom House

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10.0 out of 10, Exceptional, (17)
"This house is great. Located mid-island, it is convenient for travel all over the island. Shopping is nearby and some of the best restaurants are easy to reach. We strongly recommend Magma (just about 1 mile from house), Cinco (located in Madalena) and Mar Sushi Terrace (located in Lajes). All of these restaurants are really good, and priced properly. Service is exceptional. We stayed in this house for 14 days and really enjoyed the surroundings and the noise of the ocean crashing into the...
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Liiiving in Açores - Mountain Island House

10.0 out of 10, Exceptional, (2)
"We had our entire family stay together for this incredible trip and the house could not have been more perfect! "
Liiiving in Açores - Mountain Island House

Casa da Avó - Quinta da Ribeira da Urze

10.0 out of 10, Exceptional, (2)
"Nice large rental property in rural Prainha de Cima. Host was very nice and accommodating. Clean apartment with everything you need for comfortable stay. Day trips are easy to Horta or Velas on the ferries. Recommended. Great value."
Casa da Avó - Quinta da Ribeira da Urze

Quinta do Lago

Quinta do Lago

Blue House (Blue House)

10.0 out of 10, Exceptional, (9)
"Great house and wonderful service. "
Blue House (Blue House)

House Santana Pico Island Garden

9.6 out of 10, Exceptional, (5)
"Loved the house,loved the location. Miguel was quick to address any questions we had. My only criticism is that there was no comfortable place to sit. We encountered terrible downpours and were confined to the house for an afternoon. There was no sofa or even a comfortable chair to sit and read a book. However, saying that, I would not dissuade you from staying in this lovely home."
House Santana Pico Island Garden

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...
The price is AED 286
AED 584 total
includes taxes & fees
2 Mar - 3 Mar
Adega do Mirante

Great Tranquility Holiday Home

10.0 out of 10, Exceptional, (1)
"This place is a treasure. I highly recommend staying here. The hosts are amazing people and treat you like family. "
Great Tranquility Holiday Home

Pico Formoso Vínea Lava Azores

9.8 out of 10, Exceptional, (6)
"Historical Portuguese lava stone building that has been completely modernized with all amenities without losing it's traditional charm. Quiet location in close proximity to natural lava pools. Hosts were wonderful to work and communicate with. When there was an issue with the plumbing it was resolved immediately. We were able to gain an appreciation for Portuguese culture. Local store nearby. A car is essential. Restful and relaxing. Great home base when touring the island."
Pico Formoso Vínea Lava Azores

Holiday house Santa Bárbara for 1 - 4 persons with 2 bedrooms - Holiday house

9.0 out of 10, Wonderful, (2)
"Die Azoren sind ja an sich schon grandios, wenn dann aber noch die Unterkunft spektakulär ist, wird der Urlaub unvergesslich. Wir hatten dieses Glück mit diesem Haus. Wir konnten uns am Blick über die Bucht nicht satt sehen. Vielleicht noch ein paar Bemerkungen, was den Aufenthalt noch besser gemacht hätte. Für einen längeren Aufenthalt wäre eine Waschmaschine ein recht hilfreiches Gerät. Es gibt keine Hausnummer, wenn man ein Taxi ordert hat man das Problem zu erklären, wo man abgeholt werden...
Holiday house Santa Bárbara for 1 - 4 persons with 2 bedrooms - Holiday house

Casa Céu D'Abraão - You can click to enlarge the photo

10.0 out of 10, Exceptional, (2)
"Isa was so amazing with communication and helping me set up any needs that I had for my trip. There was a welcome basket with bread and cheese and tea and coffee and water which was so much appreciated. A beautiful setting on their banana farm and close to an amazing restaurant and nice hiking. I love that the property has a bathtub for after a long day of hiking. Outdoor patio and barbecue we're a lovely place to end the day as well. I can't recommend this property more for a quiet place on...
Casa Céu D'Abraão - You can click to enlarge the photo

Casa da Ribeira - Quinta da Ribeira da Urze

Casa da Ribeira - Quinta da Ribeira da Urze

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
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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Other property types in Calheta

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

10.0 out of 10, Exceptional, (4)
"We truly enjoyed our stay in this beautiful home. Paula was amazing in helping us navigate and to answer any questions we had. So incredibly friendly and so responsive. Amazing property!"
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Matilde's House, in the paradise Fajã de São João

9.4 out of 10, Exceptional, (3)
"Casa junto ao mar, em fajã de grande beleza. Anfitriões de grande simpatia. Excelente para estadias de vários dias."
Matilde's House, in the paradise Fajã de São João

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

The price is AED 706
AED 806 total
includes taxes & fees
3 Mar - 4 Mar
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
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.