50 Best Azores Vacation rentals on Holiday Lettings - Villas

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São Miguel
334 properties
Apartments Pico
90 properties
Terceira
77 properties
Faial Island
48 properties
Sao Jorge
20 properties
Santa Maria
16 properties
Flores
12 properties
Lagoa, Azores
5 properties

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602 Vacation rentals

9

Vacation home in Azores

Flores / Lajes das Flores

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Private garden
Our village is simple, but part of the village matrimonio Lajes das Flores. Houses were used for decades by war Portuguese navy. Our motto is very welcome our customers and try to help always! A quiet place where you can enjoy a peaceful holiday, alone, with family or f …see more

from $78 / night

$501 / week

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from $78 / night

4

Vacation home in Azores

Flores / Lajes das Flores

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 0.9 mi
  • Child friendly
  • Private garden
Our village is simple, but part of the village matrimonio Lajes das Flores. Houses were used for decades by war Portuguese navy. Our motto is very welcome our customers and try to help always! A quiet place where you can enjoy a peaceful holiday, alone, with family or f …see more

from $45 / night

$292 - $448 / week

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from $45 / night

(4) Excellent 

25

Vacation townhouse with golf nearby in Azores

Povoação / Furnas

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Holiday Cottage in Furnas rustic House, of early 20th century, restored and licensed, in the category of LOCAL ACCOMMODATION, suitable for a family holiday, a relaxing and private environment. Totally safe for children. 1 double bedroom 1 double room (2 single beds, bec …see more

from $68 / night

$550 / week

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from $68 / night

(4) Excellent 

27

Vacation home rental

São Miguel / Agua Retorta

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Casa de arquitectura rústica tradicional que remonta aos finais do séc. XVIII. Situada a sudeste da ilha, no sopé de um monte, foi recentemente reconstruída mantendo a traça original. O silêncio e a beleza serão a sua principal companhia… Dispõe de uma cozinha com fo …see more

from $73 / night

$460 - $717 / week

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from $73 / night

25

Vacation home rental

Sao Roque do Pico / Santo Amaro

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 mi
  • Child friendly
  • Private garden
Welcome to our little cottage by the sea a place where our family spent many summers making special memories. Starfish Cottage is where you come to relax, reflect and get away from everyday life with long walks,rejuvenating breezes and friendly people. We hope that you …see more

from $78 / night

$518 - $780 / week

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from $78 / night

8

Azores Vacation home rental

Santa Maria / Vila do Porto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • 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 $88 / night

$616 / week

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from $88 / night

(3) Good 

20

Vacation home in Azores

São Miguel / Agua de Pau

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
This small & comfortable room is ideal for a couple. Very clean and well located. It is ideal for a couple. You can go by walk to an extraordinary beach (less than 5 min) or walk to a very nice old fishery harbour (Caloura). There are restaurants, supermarkets, commer …see more

from $39 / night

$262 - $334 / week

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from $39 / night

(6) 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 $149 / night

$1037 / week

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from $149 / night

12

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 $67 / night

$557 - $1002 / week

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from $67 / night

(8) Very Good 

41

Vacation home rental

São Miguel / Ponta Delgada

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Ask about pets
Beautiful private house located in the North coast of São Miguel Island, close to the beaches, natural swimming pools, Golf Course, Battle 12 minutes driving away to downtown Ponta Delgada. Beautiful house, built on the 19th century for being a wine cellar. After that b …see more

from $45 / night

$312 - $780 / week

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from $45 / night

(2) Excellent 

22

Vacation home in Azores

Azores / Terceira

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Relaxed beachfront house, situated in summer place which provides completely relaxing vacation. Beside several bathing areas, ideal for the practice of recreational fishing, diving and with direct access to the sea. Close to beach for surfing practice. Marginal zone for …see more

from $140 / night

$947 / week

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from $140 / night

(7) Very Good 

19

Home rental in Azores

Sao Jorge / Velas

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0.8 mi
  • Child friendly
  • Private garden
ALDEIA DA ENCOSTA is a private accommodation of houses (with 2 bedrooms). Each house has two bed rooms, a bathroom, a dining room, living room and completely equipped kitchen. All the houses have capacity for and up to 4 persons. We stay to 5 minutes (on foot …see more

from $54 / night

$377 / week

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from $54 / night

(3) Excellent 

11

Lagoa Vacation townhouse rental

São Miguel / Lagoa

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
Waterfront Townhouse in LAGOA In Lagoa Holiday Townhouse over 2 floors facing the sea, with stunning sea view only 100 meters to the better natural swimming pools of S.Miguel Island, Azores. 100 sqm floor plus terrace. Living/dining room with sofa and TV, table an …see more

from $101 / night

$702 - $1091 / week

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from $101 / night

(4) Very Good 

16

Azores Vacation apartment rental

São Miguel / Rabo de Peixe

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
An appartment in the countryside that will provide you quiet and relaxing holidays. You will be surrounded by nature, only ten minutes away from the cities in the island – Ponta Delgada, Ribeira Grande, Lagoa. It is located in the middle of the island, so it is very con …see more

from $34 / night

$234 / week

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from $34 / 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 $56 / night

$390 / week

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from $56 / night

(2) Very Good 

32

Azores Vacation home rental

Ponta Delgada / Ponta Delgada, Azores

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Enjoy your holidays in a Very comfortable & cosy Country House in the heart of Sete Cidades Parish nearby the beautifull lagoon of Sete Cidades. The House is located in the most genuin parish of São Miguel Island and nearby the lagoon of sete cidades - 3 minutes walk - …see more

from $78 / night

$546 / week

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from $78 / night

26

Azores Vacation home rental

Azores / Terceira

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
A maravilhosa Quinta da Madredeus fica situada num lugar calmo e privilegiado do Porto Martins, tem um espaço excelente para descansar e relaxar com o chilrear dos pássaros. Das varandas e janelas da casa podemos ter o privilégio deslumbrante de observar o mar, a montan …see more

from $80 / night

$716 / week

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from $80 / night

14

Vacation villa in Azores

Pico / S. Roque do Pico

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Located on the island of Pico, in the village of Prainha, the villas offers self-catering accommodation. Surrounded by trees in a rural environment, this establishment offers views over the village and the sea. The villas at HousesInPico Villas enjoy the characteristic …see more

from $57 / night

$393 / week

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from $57 / night

(14) Very Good 

24

B&b rental in Azores

São Miguel / Povoação

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
PLEASE, READ CAREFULLY THE DESCRIPTION: The house is located in Povoação, the first village founded by the portuguese after the discovery of The Azores. Povoação is about 50km away from Ponta Delgada, about 1h driving. Nearby, you can find Lagoa das Furnas, Caldeiras …see more

from $39 / night

$273 / week

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from $39 / night

(1) Good 

10

Vacation cottage in Azores

Pico / Lajes do Pico

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
New house (90sqm), 2 bedrooms with 180x200cm double beds, 1 bathroom with raindance shower, large open plan living area, big sofas, good kitchen facilities, sliding doors out to the veranda, beautiful ocean view! The house sits above the tiny village of Manhena in a qui …see more

from $90 / night

$628 / week

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from $90 / night

53

Azores Vacation home rental

São Miguel / Ponta Delgada

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
Holiday house with Stylish architectural lines, located in charming avenue in the center of Ponta Delgada city. Large areas with lots of natural light, sleeps up to 9 people very comfortably. Only 1 floor, 4 bedrooms, hall, big living room, 2 toilets, kitchen, dining a …see more

from $78 / night

$546 / week

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from $78 / night

(8) Excellent 

Certificate of Excellence

28

Home rental in Azores with swimming pool

Ponta Delgada / Ponta Delgada, Azores

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Luxury and very modern triplex house in marginal avenue of Ponta Delgada, in front of sea and marina, with swiming pool and 3 exteriors areas and a beautiful garden outside house. Has 3 bedrooms, 3 bathrooms, 2 livingrooms, where can sleeps more 2 guests in 2 twin beds …see more

Certificate of Excellence

from $167 / night

$1130 - $1559 / week

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from $167 / night

10

Maia Vacation home rental

Ribeira Grande / Maia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Holiday Apartment in Lombinha Maia, São Miguel Azores. fully furnished house with two bedrooms, two bathrooms, living room, kitchen, wine cellar, small terrace. Porch that can accommodate two cars. Small garden. Two minutes drive from Maia, about 1 km (small village wit …see more

from $58 / night

$406 / week

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from $58 / night

(4) Excellent 

25

Vacation home with golf nearby in Porto Formoso

São Miguel / Porto Formoso

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Very soon, you could be enjoying this unique little piece of earth on the Atlantic, somewhere between Europe and the United States of America, the island São Miguel. The vivenda is a complete furnished holiday home that makes it possible for you, to bring only your pe …see more

from $83 / night

$579 - $724 / week

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from $83 / night

40

Azores Vacation apartment accommodation

Terceira / Praia da Vitória

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
2 bedroom apartment in a central location in the city of Praia da Vitória with a great view over the city and the sea. There is a cafe in the same building - restaurant and right next to two large supermarkets, a pharmacy and a bus station. There is also free public par …see more

from $39 / night

$273 - $585 / week

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from $39 / night

(1) Excellent 

17

Vacation apartment rental

Santa Maria / Vila do Porto

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
Apartment situated in the Bay of Praia Formosa, one of the few white sand beaches of the Azores. The apartment has 1 double bedroom and in the living room a Studio with 2 single beds. It lies 200 metres from the beach in the Summer Beach has several restaurants of Excel …see more

from $29 / night

$169 / week

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from $29 / night

59

Home rental in Ribeira Grande

São Miguel / Ribeira Grande

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 0.1 mi
  • Child friendly
It's a great house with washing machine, drying machine , fridge, cooker and everything that it´s necessary to cook. Around you have a lot of bars and restaurants ( let it be, esgalha, spot azores, abalote..) And all of them have excellent views to the sea and a lot of …see more

from $31 / night

$211 / week

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from $31 / night

(12) Excellent 

Certificate of Excellence

26

Vacation home rental

Ponta Delgada / Ponta Delgada, Azores

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
The space is unique for its location and conditions it offers inside and the outside space where we can enjoy the garden, swimming pool, barbecue and wood oven. The outdoor space is surrounded by hedges, hibiscus various colors (white, red, yellow and orange), allowing …see more

Certificate of Excellence

from $41 / night

$281 / week

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from $41 / night

(1) Excellent 

18

Vacation cottage in Azores

Pico / Sao Roque do Pico

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
The wine cellar of the Paget, cozy space, surrounded by land, sea and sky. In the middle of the Atlantic Ocean, on Pico Island, Azores. The nature that surrounds it is our best offer. Come live a single moment in this Cellar in the Corner in Santo Amaro. The House is in …see more

from $79 / night

$550 / week

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from $79 / night

(1) Excellent 

31

Ponta Delgada Vacation home rental

São Miguel / Ponta Delgada

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
Casa situada no centro histórico de Ponta Delgada. Para se deslocar na cidade não necessita de carro de aluguer. Disponibilizo transporte do aeroporto para a casa, caso necessite. CENTRO DE PONTA DELGADA - Rua do Castilho Casa dos Índios "Foca" Casa situada mesmo no CE …see more

from $56 / night

$390 / week

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from $56 / night

(1) Excellent 

44

Azores Vacation home rental

São Miguel / Povoação

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
House by the sea in a traditional village Report. Ideal place for those who like to go hiking for walking trails, dive/spearfishing and MOUNTAIN BIKE/DOWNHILL. House consists of: bedroom double bed, Attic with double mattress and living room with sofa bed, outdoor area …see more

from $51 / night

$351 / week

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from $51 / night

(4) Very Good 

6

B&b accommodation in Azores

Pico / Madalena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
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 $67 / night

$468 / week

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from $67 / night

9

Lajes do Pico Vacation villa rental

Pico / Lajes do Pico

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
A Casa dos Costa está situada no lugar de Santa Bárbara, Freguesia das Ribeiras. Possui três quartos de cama, uma casa-de-banho, sala, sala de jantar, cozinha e pátio! Com vista para o mar! Permite descanso e relaxamento! Está a 5 minutos da Piscina Municipal das Ribeir …see more

from $56 / night

$390 / week

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from $56 / night

(3) Excellent 

73

Apartment accommodation in Azores

Ponta Delgada / Ponta Delgada, Azores

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Ask about children
House with a roof terrace with a gorgeous sea and mountain view. Located on Sao Roque , Ponta Delgada, near 3 Beachs, restaurants (Cais 20). You can go by walk or bike from the house to the city center follow the sea avenue. Very cozy and clean apartment. Special …see more

from $62 / night

$429 / week

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from $62 / night

(1) Excellent 

28

Azores Vacation windmill rental

Ponta Delgada / Ponta Delgada, Azores

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
"Mill Maranhão" - ISLAND CENTER - Chapels Windmill restructured to a magnificent house, located within a private farm with several fruit trees and a breathtaking view of the island of São Miguel. The "Mill of Maranhão," as it is situated in the center of the island is …see more

from $56 / night

$390 / week

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from $56 / night

(2) Excellent 

14

Vacation home with swimming pool in Azores

Santa Maria / Vila do Porto

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 $56 / night

$334 - $646 / week

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from $56 / night

(8) Excellent 

9

Studio rental in Azores

Faial Island / Horta

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Air conditioning
Studio with fully equipped kitchen, private bathroom and sofa bed with every comfort for 2 persons. Located in the heart of the city of Horta, directly opposite the Marina and 10 minutes from the beaches and right next to restaurants and bars such as the world-renowned …see more

from $67 / night

$468 / week

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from $67 / night

(1) Excellent 

32

Vacation home in Azores

São Miguel / Rabo de Peixe

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
This House, located at half the peak of Cavaco, 200 m altitude, integrates in the remodeling of a ' homestay ' with more than 100 years that occurred from 2000 to 2002. Is integrated on a farm that is now forested. Involves a 3 Ha property where calm and silence are com …see more

from $67 / night

$468 - $841 / week

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from $67 / night

(11) Excellent 

Certificate of Excellence

39

Vacation apartment in Azores

São Miguel / Lagoa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
SANTA CRUZ apartment has a small but very pleasant garden with a Hot Tub, sea views, overlooking the convent of the Franciscan friars, part of the Agua de Pau mountain range and the surrounding neighborhood of Santa Cruz. He is fully equipped with everything you need fo …see more

Certificate of Excellence

from $87 / night

$568 - $763 / week

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from $87 / night

(2) Excellent 

30

Cottage rental in Ribeira Grande

São Miguel / Ribeira Grande

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
The house is located centrally on the island and therefore is an ideal starting place for exploring the entire island. It is appropriately equipped and comfortable and there are no neighbours in the vicinity that could harm the quiet. From the terrace you get a wo …see more

from $73 / night

$501 - $741 / week

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from $73 / night

1