50 Best Azores Vacation rentals on Holiday Lettings - Villas

Close

View larger map

Also consider

São Miguel
330 properties
Apartments Pico
100 properties
Terceira
66 properties
Faial Island
41 properties
Sao Jorge
16 properties
Santa Maria
15 properties
Flores
12 properties
Lagoa, Azores
5 properties
Graciosa
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

593 Vacation rentals

8

Vacation home in Rabo de Peixe

São Miguel / Rabo de Peixe

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Private garden
Nice and confortable house inserted on a small farm. It has one double room, living room with kitchenette, one bathroom and a gallery. Totally equipated. Very good localization. At the centre of the Island. Only 10 minutes from the main city, Ponta Delgada. Nice view …see more

from $50 / night

$347 / week

Book View

from $50 / 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 $50 / night

$310 - $372 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from $50 / night

(1) Very Good 

29

Vacation penthouse with shared pool in Azores

São Miguel / Vila Franca do Campo

4 14 2 nights min

  • 4 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Spacious apartment with 4 bedrooms with double beds, 3 bathrooms, living rooms .2 large balcony, laundry, private parking, swimming pool and solarium. Located to the South (50 metres) is Marina and the transport to the islet of Vila Franca do Campo. 150 metres to the No …see more

from $186 / night

$1,053 - $1,859 / week

Book View

from $186 / night

(2) Excellent 

31

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 $81 / night

$558 - $911 / week

Book View

from $81 / night

(3) Excellent 

15

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 $62 / night

$372 - $905 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from $62 / night

(3) Excellent 

37

Home rental in Azores

São Miguel / Nordeste

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Two about 150 years old built of volcanic stone houses were converted into a new, very light and airy overall structure. The area between the two old houses is now the living and dining area, the two old houses are the bedrooms. The interior of our Casa leaves nothing …see more

from $69 / night

$477 / week

Book View

from $69 / night

21

Villa rental in Azores with golf nearby

São Miguel / Rabo de Peixe

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Villa "Refugio Astrolabio" is a modern 100 square meter house with a bedroom, living room with a fully equipped kitchen (coffee machine, dishwasher, induction hob), private swimming pool with hot water and two outdoor places for BBQ and sunbathing. The location of the …see more

from $173 / night

$1,206 / week

Book View

from $173 / 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 $75 / night

$471 - $954 / week

Book View

from $75 / night

12

Azores Vacation home rental

Pico / Lajes do Pico

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Glicinias do Pico, located in São João, approximately 9 Km from the old whaling village of Lajes do Pico and facing the beautiful deep Blue sea. The North side of São João is protected by the Majestic mountain of "Pico" which seems to enchant you whenever you look at …see more

from $88 / night

$555 - $1,211 / week

Book View

from $88 / night

24

Vacation b&b in Cedros

Faial Island / Cedros

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The hospitable Quinta for your vacation. The Quinta das Flores de Laranjeira is located in the North of the beautiful Ulaubsinsel of Faial. The property is idyllically situated at the foot of small mountains and at some hundred metres distance, the Atlantic Ocean at you …see more

from $268 / night

$1,874 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from $268 / night

14

Terceira Vacation b&b rental

Azores / Terceira

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Traditional house in the outskirts of the city Angra do Heroismo., with 3 rooms with private bathrooms. I can take care of hiring a car or if you want a motorbike. The best islands to visit in the world ! See whales and dolphins in the Azores. Animal lovers lo …see more

from $69 / night

$477 - $1,345 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from $69 / night

26

Sao Roque do Pico Vacation home rental

Pico / Sao Roque do Pico

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Visit our website for more information: aldeiadasadegascom The Village of Wine is a tourist development in a rural context, designed to provide a relaxing and comfortable holiday between mountain and sea, in a splendid scenery and nature surrounding serenity. Located …see more

from $186 / night

$1,301 / week

Book View

from $186 / night

(7) 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 $112 / night

$781 - $1,041 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from $112 / night

(12) Excellent 

25

Azores Vacation private room rental

São Miguel / Povoação

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
It's the whole floor consisting of bedroom, private bathroom, large lounge and balcony with partial views of the garden city. This floor will provide you with more comfort and better privacy. Great for families with children, or groups, it is possible to put several ma …see more

from $28 / night

$191 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from $28 / 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 $93 / night

$2,030 / week

Book View

from $93 / night

(5) 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 $164 / night

$1,145 / week

Book View

from $164 / night

(3) Very Good 

14

Vacation beach hut in Azores

Pico / Prainha de Baixo

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
The wine cellar of the rustic Lima_alojamento. It is located in seaside, Praínha and press for its privileged view on the island of São Jorge. Is a T1 floor with double bedroom, bathroom, living room and kitchenette. In your outdoor space is equipped with barbecue, exte …see more

from $38 / night

$261 / week

Book View

Responds fast!
avg. 54 minutes

from $38 / 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 $164 / night

$1,145 / week

Book View

from $164 / night

(5) 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 $81 / night

$512 - $798 / week

Book View

from $81 / night

(9) Very Good 

Certificate of Excellence

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
  • Ask about children
  • Ask about pets
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

Certificate of Excellence

from $62 / night

$434 - $669 / week

Book View

from $62 / night

(3) 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 $72 / night

$465 - $1,030 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from $72 / night

(8) 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 $112 / night

$781 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from $112 / night

(6) Excellent 

25

Vacation home with golf nearby in Porto Formoso

São Miguel / Porto Formoso

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 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 $98 / night

$682 - $806 / week

Book View

Responds fast!
avg. 1 hour 58 minutes

from $98 / night

(1) Excellent 

31

Azores Vacation villa rental

São Miguel / Povoação

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0.35 mi
  • Child friendly
Whole house with 4 bed room. - Fully furnished rooms - living room with TV and included channels, Internet wi-fi - complete and operational kitchen with home equipment located in the town center of the Village, close to restaurants, health center, fire department, hospi …see more

from $44 / night

$304 / week

Book View

from $44 / night

(3) Excellent 

18

Azores Vacation home rental

Faial Island / Cedros

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $106 / night

$620 - $775 / week

Book View

from $106 / night

6

Vacation home in Azores

São Miguel / Mosteiros

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Private garden
The "River House" is locate din Mosteiros, a peaceful and small village, about 30 Km of Ponta Delgada, capital of the island. The house have 3 bedrooms, a living room, kitchen, bathroom and a exterior area with a barbecue. The house is situated in front of …see more

from $93 / night

$651 / week

Book View

from $93 / night

27

Vacation home in Capelo

Faial Island / Capelo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night 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 $75 / night

$521 - $868 / week

Book View

from $75 / night

(8) Excellent 

15

Azores Vacation home rental

São Miguel / Porto Formoso

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Situated on the North coast of São Miguel Island in the municipality of Ribeira Grande, this House is 50 meters from the sea with a breathtaking view of the Atlantic Ocean. Features a terrace with porch and accommodation with sea views. The Casa do Mar has a capacity f …see more

from $100 / night

$694 - $1,301 / week

Book View

from $100 / 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 $62 / night

$434 / week

Book View

from $62 / night

(9) Excellent 

Certificate of Excellence

31

Vacation home in Azores

São Miguel / Agua de Pau

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $62 / night

$434 - $1,301 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from $62 / night

(17) Very Good 

Certificate of Excellence

24

Vacation cottage accommodation

São Miguel / Sao Vicente Ferreira

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Child friendly
Casa de arquitectura vernacular do séc XVII, adaptada a pessoas com necessidades especiais rodeada por socalcos em pedra basáltica, onde era cultivada vinha. Dos socalcos vislumbram-se paisagens encantadoras de mar/montanha. Capacidade 4/9 pessoas. Servimos refeições co …see more

Certificate of Excellence

from $56 / night

$391 - $1,084 / week

Book View

from $56 / night

(2) Very Good 

50

Ponta Delgada Vacation home rental

São Miguel / Ponta Delgada

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Holiday House in Ponta Delgada Downtown for 5 persons. Very comfortable and beautiful decoration that creates a fantastic atmosphere. Ideal option for holidays with friends and family. 3 bedrooms, 2 bathrooms (1 insuite), 1 WC, big living room, dining table, kitchen, ba …see more

from $116 / night

$807 / week

Book View

from $116 / night

(1) Excellent 

21

Vacation cottage in Agua Retorta

São Miguel / Agua Retorta

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden
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 equipa …see more

from $69 / night

$434 - $555 / week

Book View

from $69 / night

17

Vacation home in Terceira

Azores / Terceira

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Casa dos Cotas was build by my grand-father and is a beautiful traditional Azorean 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 traditiona …see more

from $81 / night

$564 / week

Book View

Responds fast!
avg. 3 hours 11 minutes

from $81 / night

(2) Excellent 

15

Vacation cottage in Livramento

São Miguel / Livramento

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Quinta das Acacias cottages are 4 self catered cottages and 2 apartments in the same property,separated by gardens with pathways of sculptural art. Each cottages is fully equipped for your short or longer term stays. Cottage #6 is a detached cottage with 1 bedroom (o …see more

from $86 / night

$599 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from $86 / night

(3) Excellent 

25

Vacation log cabin in Prainha de Baixo

Pico / Prainha de Baixo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 200 mi
  • Child friendly
Wooden house with 2 bedrooms, each with 1 double and 1 extra single bed; 1 bathroom, 1 kitchenette and living area with SMART TV and WI-FI; 1 large terrace of 15x5 m with barbecue and oven and wood and a table with chairs to enjoy a great time tasting as well as sun bed …see more

from $87 / night

$434 - $694 / week

Book View

from $87 / 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 $46 / night

$248 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from $46 / night

(4) Excellent 

15

Vacation cottage rental

Faial Island / Horta

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
One of the best beach-house locations on Faial: This delightfully romantic getaway at Praia do Almoxarife (5km from Horta) is 150m from the secluded 'Praia dos Ingleses' and 300m from arguably the best beach on Faial, with café/bar and three restaurants within walking d …see more

from $81 / night

$453 - $673 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from $81 / night

(5) Excellent 

12

Vacation b&b in Vila do Porto

Santa Maria / Vila do Porto

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Mid Atlantic - Azores At the heart of Santa Maria, just about 2 km from Praia Formosa, “Casa de Almagreira” is the result of an intensive creative process focused on detail. The House provides a high comfort standard and as been thought as a base-haven to …see more

from $217 / night

$1,518 / week

Book View

from $217 / night

27

Townhouse rental in Azores

São Miguel / Nordeste

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $81 / night

$564 / week

Book View

from $81 / night