50 Best Vacation Rentals in Calheta - Holiday Lettings - Cabins

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Arco da Calheta
168 properties
Estreito da Calheta
54 properties
Faja da Ovelha
34 properties
Ponta do Pargo
33 properties
Prazeres
31 properties
Paul do Mar
19 properties
Jardim do Mar
10 properties

Calheta

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412 Vacation rentals

(25) Excellent 

48

Vacation villa in Calheta

Madeira / Calheta

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
This magnificent luxury villa has breath-taking views of the glistening Atlantic Ocean and overlooks the cosmopolitan village, marina and sandy beaches of Calheta, just 1km away. Located right on the cliff top, with a spectacular heated infinity pool, it is finished to …see more

from $276 / night

$1754 - $3231 / week

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avg. 3 hours 8 minutes

from $276 / night

(20) Excellent 

18

Vacation villa in Arco da Calheta

Calheta / Arco da Calheta

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This luxurious villa located on the edge of Loreto, a traditional Madeiran village above Arco da Calheta. It is equally as perfect for a couple wanting a romantic sojourn as it is for a family wanting quality time relaxing and enjoying each other. The three bedrooms, h …see more

from $102 / night

$710 - $1555 / week

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avg. 1 hour 38 minutes

from $102 / night

(4) Excellent 

20

Vacation cottage in Arco da Calheta

Calheta / Arco da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
A delightful traditional Madeira stone cottage and garden on the clifftop with breathtaking views of the sea and coastline, in the sun-baked area of Calheta. Set in the lovely garden that is a veritable suntrap, this beautifully restored stone cottage is superbly posit …see more

from $47 / night

$329 - $969 / week

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avg. 2 hours 17 minutes

from $47 / night

(13) Excellent 

Certificate of Excellence

42

Beach hut rental in Jardim do Mar with swimming pool

Calheta / Jardim do Mar

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
'HOUSE WHERE THE MOUTINES MEET THE SEA "(New - Summer spaces are available) The villa, is called the" house where the mountain meets the sea "due to, in one house, can enjoy simultaneously sea ​​and rustic mountain nature, that because the 1st floor is the pool area and …see more

Certificate of Excellence

from $129 / night

$903 / week

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from $129 / night

23

Vacation villa in Prazeres

Calheta / Prazeres

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Excellent country house fully restored, true paradise and that's why it was called Angels in Paradise. locate in the west side of Madeira Island in a village called Calheta, Angels in Paradise offers luxury place with private pool, outside patio with BBQ beautiful garde …see more

from $106 / night

$733 - $1943 / week

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avg. 10 minutes

from $106 / night

(3) Good 

38

Vacation home in Calheta

Madeira / Calheta

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Recently build house, 2 bedrooms and 1 huge loft with double bed and 1 single bed. On one side we have an amazing sea view, to the other side we have mountains. Centrally located in the Madeira island, we are close to everywhere. Calheta beach is 5 minutes driving away …see more

from $47 / night

$329 / week

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avg. 2 hours 10 minutes

from $47 / night

25

Villa rental in Arco da Calheta with swimming pool

Calheta / Arco da Calheta

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our Villa is located in the rural southwest of Madeira, near Arco da Calheta, 40 minutes from Funchal airport. It is only a 5 minute drive away from the golden sandy beach in Calheta. * Our Villa has its own private, south facing, salt water swimming pool (9m x 4m) and …see more

from $143 / night

$997 - $3906 / week

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avg. 2 hours 40 minutes

from $143 / night

(3) Very Good 

14

Vacation home in Arco da Calheta

Calheta / Arco da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Casa Bela Vista House 2 Bedrooms 5 in Arco da Calheta, Near the yellow sandy Beach . Two bedrooms, sleeps four. Bathroom with bidet, shower, etc.. Fully equipped kitchen. Living room with cable television with international channels . Surface of garden. Breathtaking vi …see more

from $65 / night

$446 / week

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from $65 / night

22

Apartment rental in Jardim do Mar

Calheta / Jardim do Mar

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
Apartment with fabulous sea views, located in a quiet village. Enjoy your holiday in a property with sea views, and views of the beautiful slopes of the Sea Garden / Paul do Mar. During their stay and take a little jump a beach that is near your location, or visit the m …see more

from $53 / night

$370 / week

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from $53 / night

(1) Excellent 

12

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Beautifull and recently renovated stone house with two bedrooms both with sea view, one bathroom,fully equipped kitchen,garden area,BQ area,car park ,5 minutes from the yellow sand beach and with an excellent sun exposure. Supermarket and bar within a walking distance,s …see more

from $71 / night

$493 / week

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from $71 / night

(2) Excellent 

24

Home rental in Arco da Calheta with golf nearby

Calheta / Arco da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
A charming new villa house with total relaxation and excellent views of the ocean and tipical town mountain and centre views. The area of the "Rose villa" house has a total of 400 m2 where the total construction area covers 300 m2 and was built in the year 2012; …see more

from $85 / night

$592 / week

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from $85 / night

(8) Excellent 

26

Villa rental in Calheta

Madeira / Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
SISTER PROPERTY DO VILLA DO MAR I (5307248) AND VILLA DO MAR III (6619756) Located on a fajã (a piece of land at the foot of a cliff) in the sunny Calheta area, and perched overlooking the ocean, Villa do Mar II has been beautifully converted from a farmers barn into a …see more

from $134 / night

$936 - $2570 / week

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avg. 2 hours 17 minutes

from $134 / night

21

Jardim do Mar Vacation home rental

Calheta / Jardim do Mar

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
House overlooking the Atlantic Ocean. Plenty of privacy, peace and quiet. Home feature, built with stone and wood. Ideal place for Zen moments. Has barbecue and all amenities. Have broad areas and always with plenty of privacy. This House represents the realization of …see more

from $45 / night

$305 / week

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from $45 / night

(2) Excellent 

25

Calheta Vacation villa rental

Madeira / Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Don't be fooled by the photos. This villa is even more charming than it looks! A high class build with a location that is postcard perfect! The villa is part of small suburban development that has all the modern amenities of a top class neighborhood! This house is fo …see more

from $200 / night

$1396 / week

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from $200 / night

(24) Very Good 

Certificate of Excellence

33

Home rental in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
This old stable is beautifully refurbished and has a cool patio under the vines. The area around is mainly farmed and perfect if you would like to stay close to the beach. The house consist of 2 bedrooms upstairs (both with double beds). Downstairs you have the sittin …see more

Certificate of Excellence

from $42 / night

$288 - $329 / week

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avg. 3 hours 14 minutes

from $42 / night

(6) Very Good 

29

Prazeres Vacation home rental

Calheta / Prazeres

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Ask about pets
2 to 4 guests. Area of 55 m 2 full foot. Room 1: reads Double + convenient. 1 bathroom: Italian shower + washbasin + WC. 1 kitchen open to living room: kitchen: hotplate x 4 + oven + hood hood + fridge / freezer + microwave oven + coffee Italian + Grill bread Table and …see more

from $67 / night

$468 - $551 / week

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from $67 / night

20

Arco da Calheta Vacation villa accommodation

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
House with 3 bedrooms, seating for 6 people comfortably, close to the beach ... A mix of traditional and modern give a special touch to this House, built for comfort and sense of freedom outdoors. It is a house of about 400m2, which serve the needs of all types of cu …see more

from $69 / night

$723 - $920 / week

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from $69 / night

29

Villa rental in Arco da Calheta

Calheta / Arco da Calheta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A 4 bedroom luxury villa located in Arco da Calheta. the property has 4 luxury modern style bedrooms, luxurious modern bathrooms and an open-garden bathroom with shower new modern kitchen, laundry room, etc... The property was recently decorated with high quality furni …see more

from $210 / night

$1466 - $3038 / week

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from $210 / night

21

Vacation cottage in Arco da Calheta

Calheta / Arco da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
This beautiful stone property was restored in 2009, in a peaceful rural location in Atouguia, a small parish within Calheta, with lovely views of the ocean and mountains. There are 2 bedrooms, 2 toilets, lounge and kitchen with all appliances. It have open fire and air …see more

from $61 / night

$427 - $592 / week

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Responds fast!
avg. 40 minutes

from $61 / night

(1) Excellent 

16

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
We are located in Estreito da Calheta, where nature dominates green, allowing to enjoy panoramic views over Atlantic ocean. Designed to take full advantage of nature, combined with the comfort of an innovative and tasteful construction. We propose spaces decorated with …see more

from $206 / night

$1437 / week

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from $206 / night

(16) Excellent 

38

Calheta Vacation villa rental

Madeira / Calheta

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
License Nº 20394/AL by Portugal Tourism Calheta Orchid House is situated in a quiet and tranquil district of Calheta, surrounded by small fields and gardens with typical Madeira Levada irrigation. In the house are available: Two spacious bedroom each with queen sizebe …see more

from $53 / night

$411 - $780 / week

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avg. 38 minutes

from $53 / night

16

Calheta Vacation home rental

Madeira / Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Excelent localization, in Calheta, with a sober view over the sea and near of various interess locals such as the marina of Calheta, the sandy beach, and the Centro de Artes Casa das Mudas, nomeated in 2005 to MIES VAN DER ROHE prize of architecture. Ideally located …see more

from $118 / night

$821 / week

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from $118 / night

(1)  

10

Home rental in Arco da Calheta with swimming pool

Calheta / Arco da Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
3 Bedrooms, 2 Bathroom with breath taking mountain and sea view Cool, calm and sophisticated with a youthful edge, each with their own theme, these functional homes are enveloped in light and comfort. Crisp white walls, timber floors and high ceilings create a style as …see more

from $94 / night

$657 - $1642 / week

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from $94 / night

(2) Very Good 

16

Vacation home rental

Calheta / Arco da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
2 Bedrooms, 2 bathrooms, sleeps 4, pool, wireless Traditional Madeira Cottage is a traditional Madeiran house in the village of Arco da Calheta. The locals reckon that Arco da Calheta has the best micro-climate of all! Ans it's a quiet location . The hous …see more

from $107 / night

$748 / week

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from $107 / night

(1) Excellent 

30

Vacation villa rental

Calheta / Arco da Calheta

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
This is a 3 bedroom super luxury villa located in arco da calheta in an urbanization. As said before the property has 3 luxury modern style bedrooms, 3 luxurious modern bathrooms, new modern kitchen, laundry room, etc... The property was recently decorated with high qua …see more

from $121 / night

$846 / week

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from $121 / night

16

Vacation apartment rental

Calheta / Jardim do Mar

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.3 mi
  • Child friendly
A one bedroom apartment in a modern two storet building overlooking the quiet village square of a sunny seaside village. The bedroom has a double bed. One bathroom with WC, bidet, hand basin, bath and shower. Lounge with balcony and view of sea and mountains. Fully fit …see more

from $46 / night

$317 / week

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Responds fast!
avg. 3 hours 11 minutes

from $46 / night

(1) Excellent 

21

Vacation apartment in Arco da Calheta

Calheta / Arco da Calheta

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
The Casa Serramar offers all the amenities for a peaceful holidays. It has two apartments, both with a kitchen, a comfortable living room, two bedrooms and a bathroom. Situated 10 minutes from the beach of Calheta, 15 minutes from access to Rabaçal, 42 minutes of natura …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 29 minutes

from $65 / night

(6) Excellent 

19

Vacation home in Arco da Calheta

Calheta / Arco da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Panoramica, 4 bedrooms,large swimming pool ,with unbelievable seaview A 4 bedroom luxury villa located in Arco da Calheta. the property has 4 luxury modern style bedrooms, 3 luxurious modern bathrooms and an open-garden bathroom with shower new modern kitchen, lau …see more

from $153 / night

$1068 - $2340 / week

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from $153 / night

(3) Very Good 

24

Calheta Vacation villa rental

Madeira / Calheta

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Cottage modern style used for vacation, located 2 km from the sea, in a quiet area overlooking the sea. Great outdoor space to enjoy the sunny afternoons, which includes pool and Jacuzzi and even a barbecue. The house has wi-fi internet. House in a very quiet location …see more

from $106 / night

$698 - $1232 / week

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avg. 3 hours 26 minutes

from $106 / night

(6) Excellent 

34

Vacation villa with golf nearby in Arco da Calheta

Calheta / Arco da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
The Green Villa is special; have air conditioned, heated pool, internet, beautiful garden and flowers and high quality furniture and decorations. Have 2 double halls and patios around the house with space for chairs and sun lounges. A well located barbecue with services …see more

from $164 / night

$1142 / week

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from $164 / night

(2) Excellent 

28

Arco da Calheta Vacation apartment rental

Calheta / Arco da Calheta

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A & M House: it is a fantastic place where you can relax in your well-deserved family vacation. The house consists of two bedrooms, one with double bed "king size", the second bedroom has two single beds and can join and make a double bed. the rooms have air conditionin …see more

from $129 / night

$903 / week

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from $129 / night

(7) Excellent 

22

Arco da Calheta Vacation apartment rental

Calheta / Arco da Calheta

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
MARISOL is a licensed and certified holiday residence (registernumbers 843/13 and 844/13 ) in Arco Da Calheta , a picturesque village situated on the south coast of Madeira Island, Portugal. It meets all the quality criteria imposed by the local authorities, recognizabl …see more

from $80 / night

$563 - $969 / week

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avg. 1 hour 0 minutes

from $80 / night

(1) Excellent 

26

Arco da Calheta Vacation villa rental

Calheta / Arco da Calheta

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa Rosetto, no doubt makes a divine home base for your vacation in Madeira. Close to many historical sites and vineyards, this traditional villa is part of the beautiful Arco da Calheta village, where quiet cafes and restaurants line the small street at the center of …see more

from $188 / night

$1314 / week

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from $188 / night

22

Vacation home in Calheta

Madeira / Calheta

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
«Laurishouse» is a house next to the Nature, in the pleasures, CHARTER/license certified LOCAL HOUSING paragraph 4/12 of 4/3/2012 in the parish of Prazeres Calheta-Madeira, with a landscaped green space about Kansas City with flowers, fruit trees, aromatic herbs, etc. I …see more

from $36 / night

$247 / week

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Responds fast!
avg. 2 hours 29 minutes

from $36 / night

(1) Excellent 

23

Vacation home in Arco da Calheta

Calheta / Arco da Calheta

3 2 6 nights min

  • 3 bedrooms
  • Sleeps 2
  • 6 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
If you like nature and want to be away from busy, noisy, stressful city; this stone wall house offers you a great place to relax and have a romantic time near the nature and not far from Calheta beach sea front. It is in a very quiet, peaceful; in the middle of a small …see more

from $77 / night

$534 / week

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Responds fast!
avg. 40 minutes

from $77 / night

(1) Excellent 

26

Vacation cottage in Arco da Calheta

Calheta / Arco da Calheta

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 10 mi
  • Private garden
Small Lodge made of recycled wooden pallets over a water tank. Very cozy, with lots of green surroundings, mountain view, and outside walls also made with recycled materials. Unique in Madeira. The house is on the north side of a small estate in Calheta. Has lots of s …see more

from $71 / night

$481 - $599 / week

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from $71 / night

10

Vacation home in Ponta do Pargo

Calheta / Ponta do Pargo

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
De uma antiga adega, onde se guardavam para além do vinho, as ferramentas agrícolas, reconstruiu-se a Casa da Cascata, mantendo esta o seu traço original em pedra. A sua decoração está ligada a um dos quatro elementos, a Água, caracterizando-se como simples e rústica. E …see more

from $73 / night

$509 / week

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from $73 / night

(1) Very Good 

24

Villa rental in Arco da Calheta with swimming pool

Calheta / Arco da Calheta

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
With all modern comforts, this villa has traditional Madeira charm, with stone walls and a Portuguese tiled kitchen. Conveniently located with easy access and private off-road parking. Set back from the road behind gardens of Madeira flowers, beside a private solar-h …see more

from $117 / night

$678 - $1349 / week

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Responds fast!
avg. 28 minutes

from $117 / night

(2) Very Good 

15

Arco da Calheta Vacation cottage rental

Calheta / Arco da Calheta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Casa do Pombal is a family property that once belonged to parents of the current owner. It was built in the early twentieth century, when houses are still built with stone. Thus preserved this type of construction. Is a house located in a pleasant, quiet and surrounded …see more

from $132 / night

$921 / week

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Responds fast!
avg. 1 hour 30 minutes

from $132 / night

(1) Excellent 

20

Vacation villa with swimming pool in Arco da Calheta

Calheta / Arco da Calheta

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
The village of field with high quality pool atop a seaside cliff. Stunning views of the Atlantic Ocean, to the South coast of Madeira Island and the green banana plantations. Intimate, bucolic, peaceful and relaxing. Ideal for holidays and rest. The only noise is the wa …see more

from $176 / night

$1232 - $2463 / week

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from $176 / night