50 Best Alentejo Villas on Holiday Lettings - Holiday rentals

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4,908 Vacation rentals

(2) Very Good 

23

Alentejo Vacation cottage rental

Beja District / Odemira

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 28 mi
  • Swimming pool
Taipa 2 is in the Alentejo Coast region, very near the Southwest Alentejo and Vicentine Coast Natural Park, that is the finest preserved stretch of European coastline, covering over 100 km, from Porto Covo (in the Alentejo) to Burgau (in the Algarve). The house is in a …see more

from $79 / night

$434 - $1,259 / week

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from $79 / night

21

Vacation home in Alentejo

Beja District / Almodovar

6 15 7 nights min

  • 6 bedrooms
  • sleeps 15
  • 7 nights min
  • Air conditioning
  • Pet friendly
O Monte Abaixo é composto por duas moradias com dois e quatro quartos, todos equipados com casa de banho privativa, salões e cozinhas totalmente equipadas. O Monte dispõe ainda de barbecue, piscina, estacionamento e 100 hectares de paisagem relaxante de serra par …see more

from $34 / night

$1,130 / week

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from $34 / night

(1) Excellent 

18

Alentejo Vacation home rental

Beja District / Vila Nova da Baronia

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Surrounded by olive trees and a garden, Monte da Moirana offers an outdoor swimming pool, 2 km from Vila Nova da Baronia, just 40 km from the historic Évora city. The pet-friendly Monte da Moirana offers traditionally decorated rooms, with wrought-iron beds. Some rooms …see more

from $96 / night

$563 / week

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from $96 / night

(4) Very Good 

24

Vacation apartment in Alentejo

Sesimbra / Santana, Sesimbra

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
A nice and cozy flat in Sesimbra with a balcony and breathtaking view over the beach and the ocean. A perfect balcony where you can enjoy the sunset or have dinner while enjoying the moonlight over the ocean. 5 minute walking distance to the village cen …see more

from $79 / night

$418 / week

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from $79 / night

(2) Very Good 

27

Alentejo Vacation home rental

Setubal District / Charneca da Caparica

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Cottage with private pool and garden, quiet area, 5 minutes from the beach and golf. Spacious house with a porch and barbecue for alfresco dining. Ideal for large families or with children. Near Lisbon, with direct transportation to the center of the city. Several res …see more

from $153 / night

$746 - $1,842 / week

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avg. 1 hour 39 minutes

from $153 / night

(3) Very Good 

26

Alentejo Vacation villa rental

Azeitao / Serra da Arrabida

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This is a substantial family house in a quiet neighbourhood close to the Arrabida National Park,the beaches are 20 minutes away by car, and convenient for shopping. Lisbon is half an hour's drive away. WI-Fi Internet and Interactional TV Cabe, The beaches are 20 min …see more

from $124 / night

$867 / week

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Responds fast!
avg. 1 hour 4 minutes

from $124 / night

(8) Excellent 

34

Alentejo Vacation home rental

Setubal District / Portinho da Arrabida

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
Set in the heart of the Natural Park of Arrábida and right next to Portinho da Arrábida, one of the 7 Natural wonders of Portugal, Casa Sul Mar, has the perfect location for unforgettable holidays all year round. During the summer months you can take advantage the sev …see more

from $169 / night

$1,126 - $1,531 / week

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avg. 1 hour 19 minutes

from $169 / night

(3) Excellent 

9

Alentejo Vacation home rental

Portalegre District / Castelo de Vide

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
The House of the wall is at the top of the old town of Castelo de Vide, in front of the historic city walls, inserted in the green areas of the Serra de São Mamede Natural Park. This holiday home rustic and typical Alentejo has a private bathroom, a kitchen, a living r …see more

from $68 / night

$434 / week

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Responds fast!
avg. 3 hours 56 minutes

from $68 / night

11

Vacation lodge rental

Beja District / Beja

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
In the middle of the beautiful green rolling plains of the Alentejo within walking distance of the village a wonderful stay awaits you on our estate in one of the three luxury lodge's each with own bath house, pool and bbq. The lodge's stand on at least 1000 m 2 fully e …see more

from $119 / night

$783 / week

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from $119 / night

21

Vacation home in Evora

Evora District / Evora

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
Evora Sweet Home is a historical unit of local accommodation certified (39668 / AL) in the heart of Evora, right next to the emblematic Praça do Giraldo, consisting of 2 bedrooms, a living room with a sofa bed, private bathroom, full kitchen equipped and a terrace! Do n …see more

from $78 / night

$475 / week

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Responds fast!
avg. 28 minutes

from $78 / night

(8) Excellent 

68

Alentejo Vacation cottage rental

Evora District / Evora

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful and typical rural property in Evoramonte, with special views to the castle and surroundings especially on sunset. Our aim is to provide comfort and tranquility for family vacation, to friends who feel that country side is a step near to our own nature. The c …see more

from $113 / night

$791 / week

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from $113 / night

12

Alentejo Vacation camper van rental

Setubal District / Vila Nogueira de Azeitao

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
Hello, I'm Maria Lisboa, Mobile Citroen 2.0 HDI, born in 2002. I'm not a teenager, but I am experienced and mature, so appreciate the good things in life such as nature, savor the Relax and promote the Zero Stress, good vibes and unforgettable moments. Ideal for 2 or ma …see more

from $78 / night

$545 / week

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from $78 / night

(2) Excellent 

34

Sesimbra Vacation chalet rental

Setubal District / Sesimbra

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Villa fully renovated in 2016 on the slopes of Sesimbra Castle. Large water pool with natural chlorine. Garden and trees all around creating an intimate space and privacy for groups of families, children and friends. It has spacious accommodation with excellent natural …see more

from $282 / night

$1,970 / week

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from $282 / night

(1) Excellent 

10

Alentejo Vacation apartment rental

Setubal District / Costa da Caparica

1 7 5 nights min

  • 1 bedroom
  • sleeps 7
  • 5 nights min
  • Child friendly
Large T1 50 meters from the nearest beach all calm shops on the pedestrian street with to a large terrace of 22 m2 with wind shelters a large bedroom with king-size bed + 2 beds 80x190 storage space A Room bathroom with shower, sink and toilet a large room with comforta …see more

from $29 / night

$198 / week

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Responds fast!
avg. 3 hours 48 minutes

from $29 / night

17

Vacation farmhouse with swimming pool in Alentejo

Evora District / Reguengos de Monsaraz

8 26 2 nights min

  • 8 bedrooms
  • sleeps 26
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
MONTE BRANCO (monte/farmhouse) is situated on the edge of a little hamlet in the heart of typical Alentejano countryside, with its ancient olive trees, corn and sunflower fields. Peace and tranquility is only interupted by the sound of birds and goat bells. The neare …see more

from $124 / night

$867 - $4,335 / week

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from $124 / night

15

Alentejo Vacation guest house rental

Beja District / Beja

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Come and enjoy our cozy and luxury holidayhouse with private pool,bbq and airconditioning. Welcome on our premises you will find an oasis of quitness it's called Quinta Dos Doze Sobreiros it means the land with the 12 cork oaks! Please and enjoy us and discover, dre …see more

from $158 / night

$1,070 / week

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from $158 / night

16

Vacation home in Alpalhao

Portalegre District / Alpalhao

6 29 2 nights min

  • 6 bedrooms
  • sleeps 29
  • 2 nights min
  • Child friendly
  • Pet friendly
Située dans un magnifique domaine agricole de 70 ha, cette demeure de caractère datant du début du XVIIIème siècle a toujours appartenu à la même famille. Complètement restaurée, cette maison offre aux visiteurs un tourisme de qualité dans un cadre exceptionnel. Vous p …see more

from $451 / night

$3,378 / week

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from $451 / night

(1) Excellent 

15

Vacation home in Alentejo

Odemira / Almograve

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
It's primarily a beach house in a quiet small village, Almograve, inside the natural park "Parque Natural do Sudoeste Alentejano e da Costa Vicentina". The house is a five minutes walk away from the nearest beach (Almograve - Praia Grande), and the whole area is perfec …see more

from $85 / night

$594 / week

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from $85 / night

(1) Very Good 

17

Alentejo Vacation villa rental

Setubal District / Palmela

4 6 6 nights min

  • 4 bedrooms
  • sleeps 6
  • 6 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Pet friendly
Is situated in the Costa Azul area near Setubal, 20 minutes from the beach, 30 minutes from Troia and Comporta, 40 minutes from Lisbon and 50 minutes from Evora. Is near the highway. Villa inserted in Urb Golf do Montado on a plot of 1.283 m2 with a fantastic garden, a …see more

from $282 / night

$1,973 / week

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from $282 / night

(32) Excellent 

49

Vacation farmhouse with swimming pool in Alentejo

Beja District / Castro Verde

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
At Monte da Quinta we aim to provide a very high standard of country living and comfort with traditional architecture and modern facilities. We are licensed by the Ministry of Tourism of Portugal, classification CASA DE CAMPO No. 1/2006. Providing Rural Tourism self ca …see more

from $162 / night

$1,125 - $1,351 / week

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avg. 1 hour 31 minutes

from $162 / night

(2) Excellent 

14

Vacation apartment in Alentejo

Beja District / Vila Nova de Milfontes

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child friendly
  • Car not necessary
3 levels apartment, as spacious as a house. Situated in a quiet cul de sac, 1 minute to the beaches ans a short stroll to the center of town shops and restaurants. Newly renovated. Full of light, 3 balconies, one with a barbecue and 2 overlooking the ocean. All tiled …see more

from $96 / night

$673 / week

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Responds fast!
avg. 2 hours 12 minutes

from $96 / night

(1) Excellent 

9

Vacation townhouse with shared pool in Alentejo

Setubal District / Aldeia do Meco

3 7 6 nights min

  • 3 bedrooms
  • sleeps 7
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
The house is situated between the small village of Meco and the Atlantic, about 500 m from the beach. The village lives mostly from the local tourists, there are no hotels and when the season is over, people like to visit Meco because of the good restaurants and to have …see more

from $321 / night

$2,246 / week

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from $321 / night

(3) Very Good 

27

Alentejo Vacation apartment rental

Beja District / Vila Nova de Milfontes

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Apartamentos A Canga is located in Vila Nova de Milfontes, Alentejo, Portugal. It is situated in the middle of the Nature park or Parque Natural Sud-Oeste Alentejano e Costa Vicentina. This is an ideal location for those who like beaches, nature, hiking, due to the beau …see more

from $62 / night

$394 - $563 / week

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from $62 / night

(6) Excellent 

20

Vacation farmhouse with swimming pool in Alentejo

Setubal District / Azeitao

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
The house is set in about 4 acres of semi-wild garden, made up of cork trees, oaks, olive trees, pines and fruit trees. In terms of peace, it's great. The house is decorated much in the style of the region. It is divided into 3 floors; downstairs there's a kitchen/di …see more

from $185 / night

$1,293 / week

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from $185 / night

40

Vacation home with swimming pool in Alentejo

Beja District / Cuba

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The entry through the main door will immediately reveal an inviting interior where details were carefully kept by the owners, preserving the schist and the ceramic paving slabs as well, thus providing a natural ambience well integrated in the surroundings that allows a …see more

from $299 / night

$1,958 / week

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from $299 / night

16

Vacation b&b rental

Beja District / Longueira

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
I'm a partner, Manager and employee of the Duca which is a small tourist animation company to operate in the Alentejo. We're known primarily for River trips we do at the Mira River, but we also do van rides across the Alentejo and other activities. I love what I do wh …see more

from $34 / night

$226 / week

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from $34 / night

25

Vacation bungalow in Alentejo

Setubal District / Comporta

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child friendly
Enjoy our Home in Comporta which is located next to the magnificent rice fields that extend for miles on end. Our private garden has an outdoor dinner table, deck chairs, pool, BBQ equipment and a L-shaped sofa which will create the perfect Holiday. Just 5 min away from …see more

from $452 / night

$3,164 / week

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from $452 / night

30

Vacation home with shared pool in Moura

Beja District / Moura

6 16 2 nights min

  • 6 bedrooms
  • sleeps 16
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We offer you a leisure vacation in family, embraced by nature and pampered by silence! Located 220 km from Lisbon, our property is favorable to rural and hunting tourism, where the end of the day they can easily find animals in the wild as deer, fallow deer, wild boars, …see more

from $543 / night

$1,074 / week

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Responds fast!
avg. 55 minutes

from $543 / night

(1) Excellent 

24

Vacation home with swimming pool in Alentejo

Setubal District / Charneca da Caparica

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
From Aroeira Pool House it is just less than 3km to a 21km long white sandy beach. The house itself is located in a quiet residential area, surrounded by family houses. In the quiet streets you will find cafes and small shops. Outside The house is set in a beautiful ga …see more

from $141 / night

$851 - $2,564 / week

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avg. 1 hour 42 minutes

from $141 / night

(3) Very Good 

7

Home rental in Alentejo

Evora District / Mourao

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
More than a house, the Casa d 'The 5 Senses in Mourao offers an integrated exclusive retreat in a historic landscape, where you can enjoy complete freedom along with the wealth of a secular culture. Besides the house, we offer our guests an accompaniment that will allo …see more

from $226 / night

$1,582 / week

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from $226 / night

(2) Very Good 

22

Vacation townhouse in Sesimbra

Sesimbra / Santana, Sesimbra

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Comfortable and luxurious villa with private heated pool. The villa is situated in a quiet rural environment very close to the little town Sesimbra and its calm beaches (3 km) as well as to the capital Lisbon (40 km). The house is very spacious, 320 m, on the 1100 m lan …see more

from $274 / night

$1,914 - $3,040 / week

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avg. 3 hours 44 minutes

from $274 / night

(5) Excellent 

10

Vacation log cabin in Santa Clara a Velha

Beja District / Santa Clara a Velha

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Mount with 10 ha in the Alentejo, at the Santa Clara dam, with two wooden houses and a river beach 1000 m, possibility to hike in and out of the lot, water sports, canoeing, water skiing etc. fishing Carp and Bass. Boat trips at the dam. The houses have two bedrooms, a …see more

from $96 / night

$669 - $984 / week

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from $96 / night

14

Vacation home with swimming pool, golf nearby in Alentejo

Setubal District / Troia

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Near Lisbon in the Troia Peninsula, between Arrábida, Sado River and the Atlantic, a wonderful Villa in an Eco-Resort - a private condominium with 100 hectares and a seafront of 2 km of virgin beach. Private access to the beach (at 50 m walking distance from the hous …see more

from $271 / night

$1,892 / week

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from $271 / night

(2) Very Good 

15

Vacation home in Alentejo

Setubal District / Sesimbra

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
-Come and discover a charming fishing village, full of history and charm, with plenty to explore, with its wonderful local cuisine and its fantastic beach as decoys main ... -Apartment 5 * unique modern decor and luxurious with all the amenities, balcony, two bedrooms, …see more

from $74 / night

$452 / week

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avg. 3 hours 7 minutes

from $74 / night

(9) Excellent 

19

Vacation cottage with swimming pool in Alentejo

Setubal District / Pinhal Novo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
This delightful little house is set in the grounds of the main home of the Danish Family Jenson. The house consists of 1 double bedroom 1 small bedroom with bunk beds Shower room Kitchen Area In and outdoor dining area Lovely swimming pool and garden. Modern in its des …see more

from $56 / night

$356 - $515 / week

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Responds fast!
avg. 15 minutes

from $56 / night

(3) Excellent 

32

Farmhouse rental in Beja with swimming pool

Beja District / Beja

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Vale de Milhanos is a genuine farmhouse located on the soroundings of the Guadiana Valley Natural Park, at Serpa, Alentejo, Portugal - probably the most sunny and nature intact landscape in Europe. Specially renovated to receive guests that are nature lovers and enjoy c …see more

from $259 / night

$1,655 / week

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Responds fast!
avg. 1 hour 46 minutes

from $259 / night

(20) Excellent 

24

Vacation home in Alentejo

Montemor-o-Novo / Santiago Do Escoural

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Monte do Telheiro is perched on a hill with views over olive groves, cork forests and the village of Santiago do Escoural. Shady verandas are ideal for long lunches and for watching the sunset after a peaceful day relaxing by the pool. The property is registered in Port …see more

from $170 / night

$1,187 - $1,582 / week

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from $170 / night

(5) Very Good 

Certificate of Excellence

21

Alentejo Vacation apartment rental

Setubal District / Costa da Caparica

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Close to the beach (2 minute walk) where you can observe the magnificent sunset da Costa de Caparica. Apartment equipped with 2 . 1 rooms WC, garden with barbecue. A bedroom with 2 single beds and the other with a double bed. It is possible to accommodate 2 people on th …see more

Certificate of Excellence

from $65 / night

$451 / week

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Responds fast!
avg. 2 hours 10 minutes

from $65 / night

33

Alentejo Vacation villa rental

Setubal District / Palmela

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
apartment on the 1st floor of a large villa with indépendante.l entry location is ideal for an unforgettable stay, we have some animals to delight children (sheep, goats, geese, ducks, a pony, a autruche..avec .vue on the castle of Palmela and the mountain of arrabida . …see more

from $121 / night

$845 / week

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from $121 / night

(11) Very Good 

Certificate of Excellence

50

Vacation windmill with swimming pool in Alentejo

Setubal District / Cercal

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 14 mi
  • Swimming pool
  • Child friendly
Converted windmill and annex with 10 x 6 metre pool on a 1000 m2 walled plot giving perfect privacy. 360 views of the surrounding countryside. 15 minute walk to town centre with bars, cafes, restaurants and shops. 15 minute drive to the coast. Two double bedrooms - one …see more

Certificate of Excellence

from $91 / night

$543 - $1,229 / week

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Responds fast!
avg. 1 hour 18 minutes

from $91 / night