50 Best Azores Vacation rentals on Holiday Lettings - Villas

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São Miguel
323 properties
Terceira
107 properties
Apartments Pico
93 properties
Faial Island
65 properties
Santa Maria
15 properties
Flores
15 properties
Sao Jorge
12 properties
Graciosa
5 properties

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645 Vacation rentals

(8) Very Good 

21

Azores Vacation penthouse rental

Ponta Delgada / Ponta Delgada, Azores

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Car not necessary
New, March 2014 Listing. Welcome to a unique Azorean 'holiday apartment' rental -- “The Penthouse, Ponta Delgada”. Recently refurbished to a high standard, it's extremely well-equipped and includes full Climate Control, Cable T.V and FREE, broadband Wi-Fi internet a …see more

from $151 / night

$1,055 / week

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from $151 / night

(4) Excellent 

40

Villa rental in Azores

São Miguel / Ribeira das Tainhas

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Casa da Pipa has one bedroom with a double bed and a sofa-bed, dining and living room with a fireplace ,TV, and sofa-bed, kitchen, 1 bathroom and mezzanine with 2 single beds: Capacity - 4 people. This is a self catering cottage with shared grounds and swimming pools. …see more

from $92 / night

$641 / week

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avg. 2 hours 22 minutes

from $92 / night

(7) Excellent 

21

Vacation cottage in Azores

São Miguel / Agua de Pau

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Enjoy the peace and tranquility of this unique coastal location of Baixa d'Areia in your own delightful, rural, stone-built beach house, "Casa das Pedras" (The "Stone House" sleeps up to 6). It's set in 10,000 sq. metres of beautiful gardens, vineyards, fresh vegetable …see more

from $151 / night

$1,058 / week

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from $151 / night

(2) Very Good 

53

Vacation home in Sao Roque do Pico

Pico / Sao Roque do Pico

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
This accommodation consists of lounge on the ground floor and ample space on the first floor with kitchen, living room with TV, bedroom with double bed and bathroom with shower. In outer space there is a barbecue area and a dining table. The tranquility of the surroun …see more

from $75 / night

$401 - $744 / week

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from $75 / night

7

Vacation home with shared pool in Azores

Faial Island / Horta

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Nice spot to spend our vacations in Pedro Miguel , Faial Island. Located 7 kilometrs from the city center. With a awesome view of the highest point of Portugal Pico Mountain. Our houses can get until 6 person with 2 bedrooms 2 bathrooms kitchen, swimming pool.The best p …see more

from $115 / night

$572 / week

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from $115 / night

15

Vacation home rental

Santa Maria / Vila do Porto

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Casa de turismo rural em Santa Maria ideal para passar umas boas e tranquilas férias no campo, com vista para o mar. Fornecemos transfer do aeroporto para a casa, assim como do porto de Vila do Porto para a casa. Para desfrutar da beleza e dos encantos da ilha recomen …see more

from $58 / night

$401 / week

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from $58 / night

16

Vacation home in Ribeira Grande

São Miguel / Ribeira Grande

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
This beautiful quaint charming home is located within walking distance to Santa Barbara beach. It has two spacious bedrooms, a full bathroom and a welcoming comfortable open space which includes a kitchen, eating area, and living room perfect for up to four people. Enjo …see more

from $41 / night

$285 / week

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avg. 27 minutes

from $41 / night

(9) Excellent 

25

Vacation beach hut in Vila do Porto

Santa Maria / Vila do Porto

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
The Vigia da Areia is a rural tourism project in self-catering, situated on the island of Santa Maria, Azores. On the edge of the immensity of the Atlantic Ocean, in the first terraces of two vines in Ponta Negra, are two typical rustic houses carefully reconstructed wi …see more

from $132 / night

$921 / week

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from $132 / night

(1) Excellent 

23

Ponta Delgada Vacation guest house rental

São Miguel / Ponta Delgada

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
You'll spend your holidays on a big private property in a remodeled workshop. Enjoy the garden and its privacy in a small village at São Miguels northern coast. All the points of interest can easily be reached from here. If you want explore the vulcanic crater lakes or …see more

from $69 / night

$481 - $561 / week

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avg. 2 hours 21 minutes

from $69 / night

(8) Excellent 

Certificate of Excellence

27

Vacation home in Ponta Delgada

Ponta Delgada / Ponta Delgada, Azores

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
The House of the Atlantic - Local lodging, is located in a quiet area, where the sea is a permanent company and the rest a reality. It is a 4 Bedroom house with a large garden and direct access to natural pools and coast (south side). Plus, the property is located just …see more

Certificate of Excellence

from $103 / night

$721 / week

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Responds fast!
avg. 3 hours 6 minutes

from $103 / night

(1) Excellent 

91

Home rental in Sao Jorge

Azores / Sao Jorge

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Private garden
A Casa do Alambique - Holiday Villa é uma casa situada no centro da Vila da Calheta virada a Sul com luz solar todo o dia e vista para o pôr do Sol. Como a sua localização é central está junto a todos os serviços que a vila oferece. Vista para Pico e Faial Omeu nome é P …see more

from $115 / night

$801 / week

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Responds fast!
avg. 1 hour 33 minutes

from $115 / night

36

Home rental in Azores

São Miguel / Ponta Delgada

1 9 3 nights min

  • 1 bedroom
  • sleeps 9
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
Welcome! Here we provide you some information that may be helpful during your stay. Conveniently located within walking distance to Poços de São Vicente, this 4 bedroom, 2 bathroom rusticmodern home brings the beauty of Sao Miguel's earth, sea and sky inside, loc …see more

from $206 / night

$1,442 / week

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from $206 / night

(4) Very Good 

4

B&b accommodation in Azores

Pico / Madalena

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
Lucy's Bed & Breakfast is a three bedroom accommodation located on Pico Island, one of the nine Azorean Islands in the middle of the Atlantic Ocean. The house includes a kitchen, dinette, living room with cable TV and a private bathroom with bathtub. We are located …see more

from $103 / night

$721 / week

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from $103 / night

17

Vacation apartment rental

Faial Island / Horta

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Nearest beach 1 mi
HOW TO GET HERE! If you land at the Pico Airport it only takes a10 minute drive to reach the Ferry Terminal for the scenic 30 minute crossing over to the city of Horta costing 4 euros per person. 1) From Europe: SATA Airlines flies direct non- stop flights from Lisb …see more

from $75 / night

$521 / week

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avg. 2 hours 5 minutes

from $75 / night

15

Home rental in Azores

São Miguel / Lagoa

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly
2 minutes from the beach It is decorated in a modern style and fully equipped with dishwasher , washing machine and flat-screen satellite TV. Outside , you can enjoy a porch overlooking the sea and the mountain. Even abroad , we have a barbecue and wood-burning oven . …see more

from $63 / night

$441 / week

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from $63 / night

15

Vacation home in Azores

Flores / Faja Grande

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Cozy house located in the most beautiful area on the island of Flores. It is spotted very close to the bathing areas, restaurants, free wifi zone, public transportation station and grocery stores. Suitable for couples, families with children and / or pets or, simply for …see more

from $69 / night

$435 - $961 / week

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from $69 / night

(1) Excellent 

15

Vacation cottage rental

São Miguel / Livramento

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Nearest beach 2 mi
  • Child friendly
Quinta das Acacias cottages are 4 self catered cottages and 2 apartments in the same property separated by gardens and pathways to sculptural art. Each cottage is fully equipped for your short or longer term stays. We invite all guests to walk the gated gardens! Cott …see more

from $118 / night

$825 / week

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from $118 / night

(15) Very Good 

33

Vacation home in Azores

Ponta Delgada / Ponta Delgada, Azores

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Lovely old stone Cottage. Sleeps 4 or 5. Fully furnished 2 bedroom, 2 bathroom, kitchen, lounge/diner. Large garden with direct access to cliff top and the sea. 10 minutes from Ponta Delgada, Ribeira Grande and Batalha Golf Club. The cottage is situated in a desirabl …see more

from $66 / night

$457 / week

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from $66 / night

(4) Excellent 

15

Vacation home with swimming pool in Azores

Santa Maria / Vila do Porto

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
House situated in the Formosa Beach in Santa Maria Island about 300 meters House with previgiliada overlooking the Bay House with large lograduoro which includes barbecue house with pool Quiet area, ideal for rest, but also to enjoy the beautiful landscapes that the Azo …see more

from $75 / night

$424 - $1,064 / week

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Responds fast!
avg. 1 hour 10 minutes

from $75 / night

(2) Excellent 

20

Home rental in Azores

São Miguel / Ponta Delgada

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Casa Girassol is a beautiful traditional Azorean stone house. It has been gently renovated respecting the old features. The house gives you plenty of space for a family holiday or for people who like to spend their holiday in a traditional environment. Casa Gi …see more

from $80 / night

$561 - $1,042 / week

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Responds fast!
avg. 1 hour 30 minutes

from $80 / night

22

Azores Vacation apartment accommodation

São Miguel / Vila Franca do Campo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
New Apartment with two rooms and an exterior pool. Located 2 minute walk to "Vinha d`areia" beach at Vila Franca do Campo Marina. Excellent Location, in the center of Vila Franca do Campo - S.Miguel - Azores. Private outdoor parking. Maximum capacity for 6 people. E …see more

from $132 / night

$921 / week

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avg. 21 minutes

from $132 / night

(4) Excellent 

11

Azores Vacation apartment rental

Terceira / Praia da Vitória

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
New apartment, located in beach area. It has a large surrounding area, to enjoy nice and healthy family moments and the possibility of car parking. It has equipped kitchen with refrigerator, microwave, oven and stove, engine room with washer and dryer, 2 bedrooms, livin …see more

from $58 / night

$367 - $435 / week

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from $58 / night

(2) Very Good 

13

Vacation cottage in Azores

Azores / Sao Jorge

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Country house, located in the Faja of bricks, Caldeira de Santo Cristo, São Jorge, Azores. Guest accommodation house, overlooking the sea and Faja de Santo Cristo. Rustic, no car access for 3.5 km. At 36 Km from the airport. electricity supply with solar system with sup …see more

from $69 / night

$481 / week

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from $69 / night

(7) Excellent 

20

Azores Vacation home accommodation

São Miguel / Porto Formoso

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.044 mi
  • Child friendly
All the comfort you need for a beach stay. The ideal place to rest at the end of the day, after enjoying the beach, that is just 2 minutes away, or after a day exploring our wonderful island. It’s a two story house, with 3 bedrooms ( two with double beds and one with tw …see more

from $143 / night

$1,002 / week

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Responds fast!
avg. 2 hours 54 minutes

from $143 / night

(1) Very Good 

16

Home rental in Azores

São Miguel / Ribeira Grande

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
This beautiful quaint charming home is located within walking distance to Santa Barbara beach. It has two spacious bedrooms, a full bathroom and a welcoming comfortable open space which includes a kitchen, eating area, and living room perfect for up to four people. Enjo …see more

from $66 / night

$456 / week

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Responds fast!
avg. 27 minutes

from $66 / night

(3) Excellent 

18

Azores Vacation home rental

Faial Island / Cedros

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Private garden
This beautifully renovated stone cottage sleeps four in two bedrooms, each with an en suite bathroom. Hidden amid rolling green countryside with views of the sea and neighbouring islands, birdsong fills the garden and the rest of the world seems far away. Make the most …see more

from $109 / night

$761 / week

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from $109 / night

(1) Excellent 

27

Rabo de Peixe Vacation farmhouse rental

São Miguel / Rabo de Peixe

1 8 3 nights min

  • 1 bedroom
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden
Excellent condition. Villa in area of ​​farms, in quiet location. Great to relax and enjoy the charms of nature. Located between the two major cities of São Miguel (Ponta P. and R. Grande). It is necessary vehicle for added convenience. The house is of recent constructi …see more

from $58 / night

$401 / week

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from $58 / night

12

Azores Vacation home rental

Santa Maria / Vila do Porto

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Casa de turismo rural em Santa Maria ideal para passar umas boas e tranquilas férias no campo, com vista para o mar. Fornecemos transfer do aeroporto para a casa, assim como do porto. Para desfrutar da beleza e dos encantos da ilha recomenda-se o aluguer de automóvel …see more

from $58 / night

$401 / week

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from $58 / night

(2) Excellent 

41

Ponta Delgada Vacation apartment rental

São Miguel / Ponta Delgada

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
Come and visit this unique new apartment. It consists of a living room with TV and free Wi-Fi, a fully equipped kitchen, a table for six people, a bathroom with a shower, and two very comfortable bed-rooms, where you can add a cot, and single bed in other room. You can …see more

from $71 / night

$497 / week

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from $71 / night

17

Vacation apartment in Azores

Faial Island / Horta

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
Lovely new apartment that makes a great starting point for either exploring the City of Horta on foot or for visiting the other Central group of islands using the ferryboat system. The apartments location is not only a great starting point for exploring the City of Hort …see more

from $75 / night

$521 / week

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from $75 / night

(1) Excellent 

25

Ribeira Grande Vacation guest house rental

São Miguel / Ribeira Grande

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Situated in the city center of Ribeira Grande on the island of São Miguel, the Azorgarden guesthouse is a local accommodation space where you can enjoy a quiet and relaxing atmosphere wrapped in the typical nature of the Azores. The Guesthouse has a total area of ​​40m2 …see more

from $58 / night

$355 - $435 / week

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Responds fast!
avg. 1 hour 12 minutes

from $58 / night

27

Townhouse rental in Azores

São Miguel / Nordeste

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Under the Local accommodation, Casa dos Arcos 7 offers all the comfort and convenience for you to feel right at home. This House is located in the heart of the village of Nordeste, overlooking the historic bridge of 7 arcs (hence lead to the name of the House). Around …see more

from $98 / night

$681 / week

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from $98 / night

(3) Excellent 

31

Azores Vacation bungalow accommodation

São Miguel / Candelaria

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
A "Vivenda", in Portuguese, is a rural Villa. We baptized our Villa by the sea and the mountain "Vivenda Mar e Monte". It lies above of Candelária, looking South-West in a park-like garden with exotic and tropical plants and trees, many with even reselling. Shady or sun …see more

from $74 / night

$515 / week

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from $74 / night

(12) Very Good 

24

Azores Vacation cottage rental

São Miguel / Ribeira Grande

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Pet friendly
This house of the nineteenth century and was originally a Catholic chapel , remodeled in the last decade , while maintaining its regional maps that both characterizes and distinguishes . Private space with 420m2 , has garden, orchard , barbecue area , fireplace and woo …see more

from $58 / night

$401 - $756 / week

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Responds fast!
avg. 3 hours 37 minutes

from $58 / night

(5) Very Good 

16

Vacation apartment rental

Faial Island / Horta

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Location is brilliant, right on the harbor front, and convenient for walks the island. The Baia Caldeirinhas is situated in Azores Faial city center inside a protected area very quiet. It is just 30 meters from the beach Porto do Pim and offers great location to …see more

from $172 / night

$1,202 / week

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Responds fast!
avg. 2 hours 51 minutes

from $172 / night

(12) Excellent 

Certificate of Excellence

31

Vacation home in Azores

São Miguel / Agua de Pau

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Casa Caloura,Spa Beautiful View It is situated in the most romantic and unique hilly landscape of Caloura, where pink bouganvilleas,wine bananas and beautiful black stone intermingle with the intense blue of the sea. Casa Caloura is a private house with 3 bedrooms and …see more

Certificate of Excellence

from $80 / night

$561 - $1,202 / week

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Responds fast!
avg. 2 hours 48 minutes

from $80 / night

13

Vacation apartment in Azores

São Miguel / Livramento

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
This luxury apartment is located in the quiet rural village of Pico do Fogo, Livramento in the property of Quinta do Castanheiro . The apartment has excellent quality in furniture including wash machine/dryer and dishwasher. The dining room will seat up to 6 people to …see more

from $69 / night

$481 / week

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from $69 / night

(1) Excellent 

25

Vacation home in Azores

Terceira / Praia da Vitória

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Renovated traditional Azores family house in the countryside, where you have cows for neighbours and can fully enjoy the island of Terceira and its people and its wonderful sea view. Sleeping six, it is just a few minutes away from Praia da Vitoria and the airport and t …see more

from $103 / night

$721 / week

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Responds fast!
avg. 1 hour 5 minutes

from $103 / night

(1) Excellent 

28

Home rental in Azores

São Miguel / Sao Vicente Ferreira

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
The Holiday house This place is extraordinary! Enjoy this special microclimate in a pretty house with local architecture in „your“ private garden in a small village at São Miguels northern coast. All the islands sights can easily be reached from here. If you want explo …see more

from $71 / night

$497 - $641 / week

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Responds fast!
avg. 2 hours 21 minutes

from $71 / night

27

Vacation home in Capelo

Faial Island / Capelo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
The Azores Moonlight villa consists of 2 bedrooms, hallway and a bathroom on the 1st floor and living room, kitchen, bathroom, utility room and storage room on the ground floor. It has a good outdoor space. It is located in a quiet area in the countryside, overlooking t …see more

from $92 / night

$641 - $1,122 / week

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from $92 / night