Calheta Holiday Rentals

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Check prices for these dates

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Holiday Rentals in Calheta

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Terrace/patio

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

The price is HK$1,309
HK$1,309 total
includes taxes & fees
7 Jul - 8 Jul
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Matilde's House, in the paradise Fajã de São João
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (4)
"Haus ist etwas dunkel, aber ansonsten sehr gut eingerichtet und sauber. Blick von der Terrasse aufs Meer und auf die Insel Pico. Wer Katzen mag, ist hier sehr gut aufgehoben."
Matilde's House, in the paradise Fajã de São João
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool

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

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."
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool

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

10.0 out of 10, Exceptional, (1)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Outdoor pool

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

The price is HK$3,143
HK$3,596 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool

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

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Aldeia das Adegas
Exterior

Aldeia das Adegas

4.0 star property
9.4 out of 10, Exceptional, (59)
"Wonderful stay. Beautiful units with great hospitality"
The price is HK$1,413
HK$1,470 total
includes taxes & fees
12 Jul - 13 Jul
Aldeia das Adegas
A Casa do Ouvidor
Outdoor pool

A Casa do Ouvidor

4.0 star property
9.8 out of 10, Exceptional, (28)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
A Casa do Ouvidor
Adegas do Pico
Exterior

Adegas do Pico

4.0 star property
9.0 out of 10, Wonderful, (38)
"Very unique property. Great view. Loved the layout of property. For additional cost provided breakfast basket each day. Town has a well stocked grocery store nearby. Very picturesque village with a wonderful wine bar."
Adegas do Pico
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico
Exterior

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
Faidoca's Grandfather House - Four-Bedroom House
On the beach, sun-loungers, beach towels

Faidoca's Grandfather House - Four-Bedroom House

10.0 out of 10, Exceptional, (19)
"It was a wonderful place and our host was a beautiful caring lady."
Faidoca's Grandfather House - Four-Bedroom House
4 bedrooms & great view
TV, fireplace

4 bedrooms & great view

9.8 out of 10, Exceptional, (7)
"Friendly, very well situated, very calm and safe neighbourhood."
4 bedrooms & great view
AtlanticWindow - Modern House, Stunning View
Smart TV, DVD player, books

AtlanticWindow - Modern House, Stunning View

10.0 out of 10, Exceptional, (46)
"We loved our stay and immediately fell in love with the house. It had all the amenities you would need and more and the views were absolutely astounding. It was definitely the best part of our stay while visiting the Azores."
AtlanticWindow - Modern House, Stunning View
Cantinho das Buganvillias
Indoor pool, outdoor pool, pool umbrellas, pool loungers

Cantinho das Buganvillias

4.0 star property
9.6 out of 10, Exceptional, (35)
"Beautiful property overlooking Velas harbor…don’t hesitate to book!"
Cantinho das Buganvillias
Casas da Junqueira
Living room

Casas da Junqueira

4.0 star property
9.2 out of 10, Wonderful, (11)
"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"
Casas da Junqueira
Férias de Sonho na Ilha do Pico, nos Açores
Outdoor dining

Férias de Sonho na Ilha do Pico, nos Açores

Férias de Sonho na Ilha do Pico, nos Açores
Pike Cliffs - Amazing view to S. Jorge
Interior

Pike Cliffs - Amazing view to S. Jorge

9.6 out of 10, Exceptional, (5)
"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
Houses In Pico
Living area

Houses In Pico

3.0 star property
8.6 out of 10, Excellent, (12)
"Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard."
Houses In Pico
Casa Céu D'Abraão - You can click to enlarge the photo
Exterior

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

8.0 out of 10, Very good, (3)
"This is a beautiful property that deserves 5*! If I ever build a house in the Azores, I would love to use your builder. The unit is small, perfect for two people and tastefully decorated. The welcoming basket was a nice touch and Isa couldn’t be more lovely. I only wish we had come in summer as the “winter” weather on this side of the island was a bit blustery, making for less than ideal hiking weather but we persevered. Many thanks!"
Casa Céu D'Abraão - You can click to enlarge the photo
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Property grounds

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

9.8 out of 10, Exceptional, (20)
"Everything was very nice"
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
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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Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals close to the most popular sights in Calheta, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Calheta has to offer?

Matilde's House, in the paradise Fajã de São João: This highly rated holiday home rental in Calheta is located by the ocean, and has a selection of games, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Another good choice for your trip to Calheta is Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf).

How many holiday rentals will I find in Calheta?

Choose from 12 Expedia holiday rentals in Calheta for a memorable holiday.

What can I see and do in Calheta?

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

What are holiday rentals like in Calheta?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Calheta. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.