Calheta Vacation Rentals from AED 297: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Calheta?

Matilde's House, in the paradise Fajã de São João : Visitors give good reviews to this Calheta vacation home rental, which is located by the ocean and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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In two weeks

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Our top choices for Calheta vacation rentals

A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

1. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

São Jorge

AED 602 total

includes taxes & fees

2 Nov - 3 Nov

2. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Calheta

AED 695 total

includes taxes & fees

2 Nov - 3 Nov

A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

3. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

São Jorge

David B.

AED 1,003 total

includes taxes & fees

2 Nov - 3 Nov

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

São Jorge

AED 870 total

includes taxes & fees

2 Nov - 3 Nov

5. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

São Jorge

Pedro E.

AED 915 total

includes taxes & fees

2 Nov - 3 Nov

6. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

São Jorge

Kimberly

AED 915 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

7. Aldeia das Adegas

Sao Roque do Pico

Nicholas

AED 297 total

includes taxes & fees

1 Nov - 2 Nov

A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

8. Holiday Home 'Adega Pérola' with Wi-Fi

Cais do Galego

AED 616 total

includes taxes & fees

9 Oct - 10 Oct

A stone building with a tiled roof, a staircase leading to a seating area with chairs, and lush greenery surrounding the property.

9. Casa do Laureano

Santo Amaro

AED 528 total

includes taxes & fees

25 Oct - 26 Oct

A stone building with a wooden deck, a table, and chairs.

10. Casa da Terra Alta

Santo Amaro

AED 754 total

includes taxes & fees

17 Oct - 18 Oct

A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

11. Pico Azores - Family house S. Jorge view

Ribeirinha

Amélie T.

AED 1,270 total

includes taxes & fees

1 Nov - 2 Nov

A dining table with two plates, two wine glasses, and a vase with a plant.

12. Casa da Petra – Our Casa is your Casa

Urzelina

AED 1,715 total

includes taxes & fees

19 Oct - 20 Oct

A white building with grey trim, a stone wall, and a small garden with various plants.

13. Silveira House

Lajes do Pico

AED 363 total

includes taxes & fees

9 Oct - 10 Oct

A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

14. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Lajes do Pico

AED 302 total

includes taxes & fees

1 Nov - 2 Nov

A stone-walled room with a white chair and table, a window, and a view of a landscape.

15. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Lajes do Pico

Anonymous traveler

AED 452 total

includes taxes & fees

7 Oct - 8 Oct

A hotel room with a bed, a view through a door, and a balcony.

16. Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Engrade

Anonymous traveler

AED 905 total

includes taxes & fees

1 Nov - 2 Nov

17. Cantinho das Japoneiras

Velas, São Jorge, Açores

"L'host non rispondeva alle e mail per ricevere le istruzioni per il check in. Dopo aver fatto presente la difficoltà in netto anticipo sia ad Expedia che a Vrbo (canale di Expedia) non si sono allertati per trovare qualcosa di alternativo. L'host ci ha contattato dopo un bel po' dal nostro arrivo, perché intanto abbiamo comunque preso il volo. l'indirizzo su booking non era preciso e ovviamente l'host non rispondeva alla richiesta di invio .Alla fine l'host si è presentato all'appartamento ed...

Rosaria Anna

AED 989 total

includes taxes & fees

7 Oct - 8 Oct

A rectangular pool with clear blue water, surrounded by a tiled deck.

18. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Ribeiras

AED 724 total

includes taxes & fees

10 Oct - 11 Oct

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

Prainha

AED 1,412 total

includes taxes & fees

7 Oct - 8 Oct

A compact kitchen with wooden beams, a built-in oven, a microwave, and a refrigerator.

20. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Ribeirinha

AED 1,116 total

includes taxes & fees

18 Oct - 19 Oct

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Top Calheta Hotel Reviews

Casa d'Avó Guesthouse

10/10 Excellent

"The location is fantastic, right on the oceanfront and a perfect base for exploring the island. The property is spotless, well-maintained, and has a wonderful atmosphere. There’s a shared kitchen with large, dedicated storage cabinets for each room, and it's fully equipped with everything you could possibly need. The service was impeccable—Paula and Diana were always accessible, welcoming, and spoke excellent English. They went above and beyond to provide everything we needed with genuine generosity. Highly recommended!"

Azores Youth Hostels - Pico

10/10 Excellent

"The hostel is such a lovely place, very good located and the staff was really helpful, wherever you need they are always there to help you. Very nice and peaceful place. 100% recommended. The unic thing that I missed was a kitchen so you can cook your own food. But there are very nice local restaurants beside the hostel."

Quinta da Magnólia

10/10 Excellent

"The property is situated in a beautiful location and very close to the airport. The staff was super helpful and kind. Breakfast was delicious. Room was big with great view. I would advise to bring your own toiletries. It only has shower cap and soap. I was prepared so it wasn't a big deal."

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

10/10 Excellent

"Luca was an excellent host! We so appreciated his timely responses and baked bread. He has a talent for hospitality. The view was amazing! I can’t imagine being any closer to the Atlantic Ocean. The walk to Faga do Santa Cristo and the sweet restaurant therein was delightful. The bed was a bit hard for my taste, but it was easy to pile up the comforters from the bunk beds. This was a special place to celebrate life with my family. Obrigado!!!"

Aires HOSTEL

10/10 Excellent

"For a hostel experience this place was outstanding. Clean, everything like brand new, good check-in experience, communication responsive, and centrally located. On a bus route, tho' I recommend renting a car if possible as everything on Pico Is. is more accessible if you have your own transportation. I would highly recommend this spot for anyone! especially solo travelers like myself."

Frequently asked questions

Are there vacation rentals in Calheta?

Yes, there are vacation rentals near popular sights in Calheta, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Calheta?

Matilde's House, in the paradise Fajã de São João: Visitors give good reviews to this Calheta vacation home rental, which is located by the ocean and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Calheta?

Choose from 13 Expedia vacation rentals in Calheta for a memorable vacation.

What can I see and do in Calheta?

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Cascata do Cruzal are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Fajã dos Cubres and Pico da Esperanca.

What are vacation rentals like in Calheta?

Vacation rentals are privately owned properties you can reserve for several days or more in Calheta. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.

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Check prices for these dates

Our top choices for Calheta vacation rentals

1. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

2. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

3. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

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

5. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

6. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

7. Aldeia das Adegas

8. Holiday Home 'Adega Pérola' with Wi-Fi

9. Casa do Laureano

10. Casa da Terra Alta

11. Pico Azores - Family house S. Jorge view

12. Casa da Petra – Our Casa is your Casa

13. Silveira House

14. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

15. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

16. Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

17. Cantinho das Japoneiras

18. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

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

20. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Casa d'Avó Guesthouse

Casa do Zé - AL

Azores Youth Hostels - Pico

4 bedrooms & great view

Kuanza Nature Experience

Quinta da Magnólia

Cabanas da Viscondessa

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Aires HOSTEL

Frequently asked questions

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