50 Best Azores Vacation rentals on Holiday Lettings - Villas

Close

View larger map

Also consider

São Miguel
329 properties
Apartments Pico
95 properties
Terceira
70 properties
Faial Island
46 properties
Sao Jorge
18 properties
Santa Maria
13 properties
Flores
11 properties
Lagoa, Azores
5 properties

Azores

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

590 Vacation rentals

9

Vacation home in Azores

Flores / Lajes das Flores

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 0.9 mi
  • Child friendly
  • Private garden
Our village is simple, but is part of the heritage of the village of Lajes das Flores. Houses have been 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, …see more

from $88 / night

$546 / week

Book View

from $88 / night

(1) Excellent 

32

Azores Vacation apartment rental

São Miguel / Ribeira Grande

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Located in a calm village at the island's center. Balcony with fully equipped barbecue & the stunning landscape combining the mountains, the Atlantic ocean & the beach at 2 minutes distance by foot. Relax with the sea singing birds at sunrise & music. It is out of the c …see more

from $75 / night

$482 - $826 / week

Book View

from $75 / 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 $76 / night

$480 - $748 / week

Book View

Responds fast!
avg. 3 hours 45 minutes

from $76 / night

17

Home rental in Azores

São Miguel / Ginetes

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
Home of the late 19th century, was renovated. Being a typical local house all rooms the floor communicating with each other. Close to the spa of the stall, the monasteries and seven cities. Home of the late nineteenth century, has been renovated. It is a typical local h …see more

from $64 / night

$447 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from $64 / 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 $59 / night

$407 / week

Book View

from $59 / night

15

Vacation private room in Azores

Angra do Heroísmo / Altares

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Wonderful completely independent room with awesome sea view, very close (4 minute drive) to the famous beach of Biscoitos. I took extra care in this new room (constructed in 2016). Best quality linen for the beds, best tiles I could find on the island for the bathroom a …see more

from $47 / night

$291 - $453 / week

Book View

from $47 / 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 $32 / night

$220 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from $32 / 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 $41 / night

$285 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $41 / 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 $83 / night

$747 / week

Book View

from $83 / 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 $59 / night

$349 - $674 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from $59 / night

(1) Excellent 

12

Azores Vacation apartment rental

São Miguel / Ponta Delgada

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
Gorgeous view from the highest towels of Ponta Delgada. Infront of the Marine and Ponta Delgada Harbour. Citycenter. Very confortable and nice 2 beds apartment. Shopping center at basement.. All comodities. Ideal for families. Swimming pool and sea just in front in fron …see more

from $88 / night

$610 / week

Book View

from $88 / night

(3) Good 

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 $146 / night

$987 / week

Book View

from $146 / night

20

Vacation apartment with swimming pool in Vila Franca do Campo

São Miguel / Vila Franca do Campo

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This two-bedroom apartment is located in Marina Mar II, which is the best closed and luxury condo in the Azores. It has beautiful surroundings with a garden and a swimming pool facing the sea. Besides that, we also have the reception, a small gym and a barbecue area. W …see more

from $128 / night

$1902 / week

Book View

from $128 / night

35

Azores Vacation home rental

São Miguel / Ponta Garca

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Child friendly
House T5, located in Ponta Garça, fully renovated and equipped in September 2016. Free parking 10 meters. outdoor patio with barbecue facilities and a dining area. 4 twin rooms and 1 Triple Room, 3 Bathrooms, Two Living Rooms. Led TV, cable and WiFi Free. …see more

from $117 / night

$581 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from $117 / night

22

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 $70 / night

$465 - $813 / week

Book View

from $70 / night

(7) Very Good 

24

Azores Vacation b&b rental

São Miguel / Povoação

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
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 $41 / night

$285 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $41 / night

(2) Excellent 

27

Villa rental in Azores

Terceira / Praia da Vitória

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 8 mi
  • Child friendly
  • Pet friendly
House situated in the Parish (village) of Biscoitos, close to everything (grocery, bakery, restaurants, ...). Very quiet and relaxing 500 meters from the sea and the famous natural pools of biscuits, crystal clear and refreshing waters. House with an excellent and spac …see more

from $64 / night

$442 - $848 / week

Book View

Responds fast!
avg. 54 minutes

from $64 / night

33

Azores Vacation home rental

Azores / Santa Maria

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Casa das Almas is a rehabilitation of an islands' typical rural house. Please, allow us to invite you for a tour. Shall we begin by the ground-floor, where there is a double room, a cosy living-room and a winter garden -with a peaceful view over the nature outsid …see more

from $82 / night

$569 / week

Book View

from $82 / night

15

Rabo de Peixe Vacation farmhouse rental

São Miguel / Rabo de Peixe

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
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 $24 / night

$163 / week

Book View

from $24 / night

(1) Excellent 

12

Vacation apartment in Azores

Pico / Prainha de Baixo

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
A modernised traditional Azorean cottage consisting of two apartments on the island of Pico. Apartment B is situated 1 kilometer from the the sea in the midst of a sloping hillside bordering on the forest edge and close to mountain trails. The area is rich in the typica …see more

from $47 / night

$325 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from $47 / night

(1) Excellent 

18

Vacation cottage in Azores

Pico / Sao Roque do Pico

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
The Alto Winery Passinho, cozy space, surrounded by land, sea and sky ... In the middle of the Atlantic Ocean in Pico Island, Azores. The nature that surrounds it is our best offer. Come live a unique moment in this cellar instead of the corner in Santo Amaro. The house …see more

from $47 / night

$325 - $732 / week

Book View

Responds fast!
avg. 9 minutes

from $47 / 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 $47 / night

$325 - $813 / week

Book View

from $47 / night

11

Vacation home rental

Azores / Sao Jorge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
The Adega do Batista is located in the parish of Ribeira Seca (Passal old), 5km from the village of Calheta and 26km from Vila das Velas, with excellent views of the Atlantic Ocean and to the island of Pico, which has two bedrooms with double bed, living room with sofa …see more

from $88 / night

$610 / week

Book View

from $88 / night

(1) Excellent 

24

Terceira Vacation home rental

Azores / Terceira

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
A casa tem uma sala jantar ampla, sala de estar, TV plasma com Sistema sonoro surround, com leitor de DVD, a cozinha completa com todos os aderessos, frigorífico, micro-ondas, torradeira, 2 máquinas de fazer café, máquina de lavar roupa, louça e um rádio. A sala de esta …see more

from $70 / night

$664 / week

Book View

from $70 / night

34

Vacation villa with shared pool in Azores

São Miguel / Ribeira das Tainhas

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Casa do Alambique has a double bedroom with a balcony, dining and living room with a sofa-bed and wood burning stove, TV, kitchen, bathroom and two terraces. Capacity - 2 people (sofa-beds available at the living-room). This is a self catering cottage with shared groun …see more

from $88 / night

$610 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from $88 / night

25

Azores Vacation home rental

São Miguel / Ponta Delgada

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
The perfect cottage for those who like to walk and enjoy nature. Situated in the heart of one of the villages of San Miguel, 3 minutes walk from Lagoa das Sete Cidades. It is ideal for those who like to do track, discover ponds, contemplate the Gables and take long wal …see more

from $79 / night

$553 / week

Book View

from $79 / night

(14) Excellent 

28

Azores Vacation cottage rental

Pico / Madalena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
You couldn't be closer to the water's edge in our self-catering suite at the head of a slipway and old historic port, now exclusively recreational. Whether your choice is bathing in the warm, clear, Gulf Stream waters, fishing, diving or boating, it is all available rig …see more

from $47 / night

$326 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from $47 / night

(2) Excellent 

18

Azores Vacation home rental

Faial Island / Cedros

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 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 $88 / night

$581 - $726 / week

Book View

from $88 / night

(4) Excellent 

33

Home rental in Azores

Azores / Lagoa, Azores

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Be welcome to the holiday self-catering house in the exclusive area of São Miguel island - Caloura, up to 6 people and FREE Wi-Fi hight speed unlimited. Great for all the year round holidays. Be welcome to the holiday house in Caloura, up to 6 people and FREE Wi-Fi unl …see more

from $111 / night

$755 - $1161 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from $111 / 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 $70 / night

$581 - $1045 / week

Book View

from $70 / night

(1) Excellent 

19

Vacation townhouse in Lagoa, Azores

Azores / Lagoa, Azores

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Quinta da Atalhada was completely rebuilt in 2002, offering excellent conditions for short or long stays and is fully equipped. The mansion is surrounded by a large garden. The House is divided into major areas, including a lounge and dining area, a fully equipped kitc …see more

from $93 / night

$610 - $1463 / week

Book View

from $93 / night

(5) 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 $70 / night

$569 / week

Book View

from $70 / night

(6) Very Good 

17

Vacation home in Azores

São Miguel / Mosteiros

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
Casa Hortensias has two bedrooms, one with double bed on the main floor and one with two single beds on the upper floor, two bathrooms with showers, one on the main floor and the other on the upper floor. The kitchenette is simple, comfortable and has everything needed …see more

from $99 / night

$691 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from $99 / night

(5) 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 $87 / night

$604 - $755 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from $87 / night

(2) Very Good 

16

Cottage rental in Canada de Pilatos

Azores / Canada de Pilatos

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Situated on the slopes of Sete Cidade's crater, the 100 year old estate has an excellent view of the Atlantic Ocean and the village of Mosteiros. It is this privileged location in a area of farming and cow pastures that offers guests a special peace and quiet, interrupt …see more

from $74 / night

$454 - $942 / week

Book View

from $74 / night

20

Vacation townhouse in Azores

São Miguel / Vila Franca do Campo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Three-bedroom house is located in Marina Mar II, which is the best closed and luxury condo in the Azores. It has beautiful surroundings with a garden and a swimming pool facing the sea. Besides that, we also have the reception, a small gym and a barbecue area. We …see more

from $175 / night

$2194 / week

Book View

from $175 / night

(5) Excellent 

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

from $105 / night

$732 - $1609 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from $105 / night

(2) Very Good 

33

Home rental in S. Roque do Pico

Pico / S. Roque do Pico

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Excelente propriedade para umas férias relaxantes, na idílica ilha do Pico, nos Açores. Situada no lugar do Cais do Pico, Concelho de S.Roque, fica a 30 minutos (de carro) do sopé da montanha do Pico, o ponto mais alto de Portugal Continental. A casa é composta por …see more

from $151 / night

$1057 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $151 / night

(9) Excellent 

Certificate of Excellence

28

Home rental in Azores with swimming pool

Ponta Delgada / Ponta Delgada, Azores

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $175 / night

$1179 - $1950 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from $175 / night

(5) Very Good 

20

Ponta Delgada Vacation home rental

São Miguel / Ponta Delgada

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Pet friendly
Monasteries Sea House is a home certified for rural tourism stay in Monasteries Village, the beautiful location and close to other wonderful places such as the seven cities and Blacksmithing. We have four rooms, all of that rooms are in great conditions wich all house. …see more

from $81 / night

$581 - $873 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from $81 / night