50 Best Vacation Rentals in Madeira Islands - Holiday Lettings - Cabins

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1,837 Vacation rentals

(32) Excellent 

48

Vacation villa in Madeira Islands

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 $267 / night

$1,695 - $3,123 / week

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avg. 3 hours 7 minutes

from $267 / night

29

Vacation villa in Canico

Madeira / Canico

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
A stunning 3 bedroom villa with breathtaking sea view. A double bedroom and a twin bedroom - perfect for a couple with kids - both with acess to the balcony facing Ponta da Atalaia. There is a bathroom with shower and a toilet room. The open plan dining and living are …see more

from $86 / night

$598 / week

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from $86 / night

(3) Excellent 

23

Apartment rental in Madeira Islands

Madeira / Canical

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Our room is excellently furnished and designed to detail the host. We favor the concept of family/group of friends with room for this leisure and comfort. Can make two fantastic walks, the Bay of Open and Machico. It has walking access to both. No need to rent car, mi …see more

from $52 / night

$273 / week

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from $52 / night

11

Madeira Islands Vacation home rental

Calheta / Faja da Ovelha

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 9 mi
  • Child friendly
  • Pet friendly
Raposeira Chloe is a typical house from Madeira built recently, in a country setting, quiet and cozy own to rest and feel nature. It is prepared for all types of guests: the nature lovers can hike or walk on trails that are taken at the place. Your preference is the mo …see more

from $37 / night

$255 / week

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from $37 / night

(2) Excellent 

16

Apartment rental in Madeira Islands

Madeira / Machico

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child friendly
Apartment near the airport of Madeira Island , in the city of Machico , close to restaurants, beaches, and many places to visit. 20 minutes from the city of Funchal. Very quiet place ideal to spend a wonderful vacation. In the same area there is a sports complex with te …see more

from $29 / night

$199 / week

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avg. 1 hour 58 minutes

from $29 / night

18

Madeira Islands Vacation home rental

Madeira / Calheta

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Casa Simão has 2 double bedrooms and bathroom with shower. You can visit Calheta Beach, located 2 km away, Madeira International Airport is 48 km away. It is the perfect refuge for rest and tranquility, so you can enjoy a quiet and cozy holiday on the rural side of Ma …see more

from $29 / night

$199 / week

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avg. 38 minutes

from $29 / night

(16) Very Good 

25

Apartment rental in Madeira Islands with shared pool

Funchal / Praia Formosa

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
This beach waterfront luxury private apartment with stunning panoramic views of the Atlantic is located on the 4th floor (2 lifts are available) of 4* resort Pestana Gardens, in the west Funchal, Lido area, on the beach Praia Formosa with direct access to the ocean …see more

from $80 / night

$512 - $592 / week

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from $80 / night

(2) Excellent 

40

Vacation home rental

Madeira / Santana

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
magnificent home to rest from the city stress and enjoy nature and unique beauty of northern Madeira. Surrounded by gardens and organic tropical fruits, animal farm, biological chickens and small pigs India. Magnifique Maison du pour se reposer stress profiter La Ville …see more

from $35 / night

$228 / week

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avg. 28 minutes

from $35 / night

(2) Very Good 

16

Apartment rental in Madeira Islands with shared pool, golf nearby

Funchal / Sao Goncalo

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxurious 1 & 2 bedroom Apartments furnished to the highest standard. The one Bedroom Apartments have a comfortable Double Bed or Twin Beds in bright, spacious rooms. The two Bedroom Apartments have 1 Double bed and 1 Twin room. The modern living rooms offer a comfortab …see more

from $180 / night

$1,260 - $1,566 / week

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from $180 / night

(3) Very Good 

43

Vacation home in Madeira Islands

Madeira / Sao Jorge

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
This local accommodation space is set in the beautiful mountains of the island of Madeira. The apartment has a stunning view of the north coast, set in a friendly village, close to public transport stops, supermarket and cafe. About 45 minutes drive from the city of F …see more

from $35 / night

$239 / week

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from $35 / night

33

Vacation home in Ponta Do Sol

Madeira / Ponta Do Sol

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Private garden
The typical Madeiran home with more centenary, recently refurbished, keeping its original features. It is inserted in an area where predominates the cultivation of bananas, fruit typical of the region. It is 5 minutes from Ribeira Brava near the beach and taken. Space i …see more

from $29 / night

$199 - $399 / week

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from $29 / night

29

Home accommodation in Madeira Islands

Madeira / Machico

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 4 mi
  • Child friendly
  • Pet friendly
Marques House is a country house where you can enjoy the nature, the quiet of the space and the comfort you need to have a pleasant holiday, Make yourself at home on a pleasant holiday with mountain view from the balcony and a barbecue next door . Here you will feel the …see more

from $33 / night

$231 / week

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from $33 / night

32

Vacation home in Madeira Islands

Madeira / Santana

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Spacious house on the north side of Madeira Island, the best island destination in the world by World Travel Awards, very close to the beach of Sao Jorge and an ideal starting point for walks through the unique landscape of the island. From the terrace you have a wonder …see more

from $54 / night

$375 / week

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avg. 35 minutes

from $54 / night

(4) Excellent 

28

Apartment accommodation in Madeira Islands

Madeira Islands / Porto Santo Island

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Car not necessary
Fully equipped apartment with internet wifi free, near the beach and breathtaking panoramic sea the apartment the comfortable apartment equipped with all amenities. Pleasant and contemporary decoration. Area quiet. Magnificent panoramic view on the sea. It is near (250 …see more

from $65 / night

$454 - $653 / week

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avg. 1 hour 38 minutes

from $65 / night

(6) Excellent 

14

Vacation home in Madeira Islands

Madeira / Machico

2 8 1 night min

  • 2 bedrooms
  • sleeps 8
  • 1 night min
  • Ask about children
  • Private garden
The Villa Magdalena is located in Machico, Madeira and offers stunning views over the Bay of Machico and its surrounding mountains. This Villa includes 2 bedrooms, each with a double bed and an extra double bed. It has 2 bathrooms, one of which contains a shower. The ki …see more

from $74 / night

$518 / week

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from $74 / night

(1) Excellent 

23

Vacation home in Madeira Islands

Madeira / Santa Cruz

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Child friendly
  • Private garden
A beautifull 3 bedroom fully equipped villa with free WI- FI located 10 minutes from the airport /village of santa cruz as capacity for 6 peolpe offer supperb view from the balcony over the sea and montain.10 minutes way from the golf course supermarkets cafes and rest …see more

from $85 / night

$567 / week

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from $85 / night

(1) Excellent 

11

Apartment rental in Madeira Islands with shared pool

Madeira / Ribeira Brava

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This apartment has modern decor and super comfortable for 3 people. Although it has not seen much of it can still enjoy the view from our belvedere that is directly ahead. This apartment has absolutely everything you need to spend a wonderful holiday on the island of Ma …see more

from $74 / night

$535 / week

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avg. 3 hours 57 minutes

from $74 / night

(1) Excellent 

26

Vacation cottage in Arco da Calheta

Calheta / Arco da Calheta

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • 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 $69 / night

$467 / week

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from $69 / night

13

Quinta Grande Vacation apartment rental

Camara De Lobos / Quinta Grande

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
It is 2 minutes walk from the cable girao viewpoint. With fantastic views over Funchal chamber sea wolves etc. It is a very large apartment with excellent access and best wood views. It has air conditioning, barbecue, washing dryer and washing machine. full kitchen. WiF …see more

from $69 / night

$399 - $484 / week

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from $69 / night

(25) Excellent 

46

Madeira Islands Vacation apartment rental

Funchal / Santa Luzia, Madeira

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
This is a very special brand new modern contemporary two bedroom/two bathroom balcony apartment on the top floor with lifts. Lovely swimming pool with 'Monet' style bridge across and plenty of sunbeds. Spacious sitting/dining room. The large balcony offers views across …see more

from $83 / night

$566 / week

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avg. 3 hours 51 minutes

from $83 / night

(12) Very Good 

38

Estreito da Calheta Vacation villa rental

Calheta / Estreito da Calheta

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Villa Murphy is situated in a typical rural area of Madeira. Panoramic sea views are simply breathtaking. The Villa offers two bedrooms; both bedrooms are large rooms with frenchdoors leading onto the top balcony. The views are spectacular. The balcony is large and spac …see more

from $77 / night

$534 - $846 / week

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avg. 3 hours 10 minutes

from $77 / night

(5) Very Good 

24

Vacation villa with shared pool in Madeira Islands

Calheta / Estreito da Calheta

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Located below Estreito da Calheta, with nearby access to the expressways for ease of exploring Madeira, in a countryside location and with great views of the green hills and ocean, the beautifully appointed Villa Rouge is 3-bedroomed property that offers everything you …see more

from $132 / night

$924 / week

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avg. 1 hour 30 minutes

from $132 / night

(1) Very Good 

17

Villa rental in Gaula with swimming pool

Madeira / Gaula

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fantastic villa on 1200 m2 plot with beautiful garden and swimming pool 14 x 6 mtr Vrij ocean views. Located 10 minutes away from the airport of madeira in the village of Gaula parking (private) the House is equipped with a professional kitchen with among other large mi …see more

from $195 / night

$1,365 / week

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from $195 / night

(1) Excellent 

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 $114 / night

$797 / week

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from $114 / night

(2) Excellent 

27

Madeira Islands Vacation home rental

Calheta / Ponta do Pargo

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Child friendly
Villa Montemar is the perfect spot to recharge energies and find peace among the comfort of a home away from home. It is a 2 bedroom house prepared to receive 4 people. The Kitchen is fully equipped... You will certainly find everything you need for a perfect stay. Vill …see more

from $57 / night

$399 - $558 / week

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avg. 3 hours 45 minutes

from $57 / night

(2) Very Good 

18

Apartment rental in Santa Cruz

Madeira / Santa Cruz

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
Luxurious 3 bedroom apartment situated in the quiet beautiful city of Santa Cruz. This apartment is 5min walk to local attractions/restaurants/seafront. The main attraction over the summer is the amazing Aqua-park situated less than 15min walk It includes a fully eq …see more

from $64 / night

$445 / week

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avg. 1 hour 35 minutes

from $64 / night

(7) Very Good 

Certificate of Excellence

14

Vacation home in Madeira Islands

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

Certificate of Excellence

from $63 / night

$433 / week

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from $63 / night

(2) Excellent 

30

Vacation apartment rental

Funchal / Ajuda

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Bright and sunny apartment with Sea & Mountain View in a 4 star hotel. Two outdoor swimming pools and one indoor heated pool Jacuzzis,, sauna, cafe, bar and evening entertainment I bought this apartment in January 2015, it's a one bedroom in a 4 Star hotel and you ca …see more

from $45 / night

$407 / week

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avg. 58 minutes

from $45 / night

(2) Very Good 

66

Madeira Islands Vacation cottage rental

Madeira / Camacha

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
If you are looking to Madeira as the right place to rest from the day-to-day rhythm, you will find Quinta das Faias as the perfect retreat. Away from the noise and pollution of the city, at Quinta das Faias you will be able to enjoy the pure air, the mild climate and t …see more

from $113 / night

$789 / week

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from $113 / night

(2) Excellent 

15

Arco da Calheta Vacation apartment rental

Calheta / Arco da Calheta

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Private garden
The apartment is located in Arco da Calheta, a short distance from the centre of Calheta beach and the village. Has a breathtaking view over the Banana plantation, the Ocean and have everyday unforgettable sunsets. One bedroom, 1 bathroom, kitchen, lounge & dining area: …see more

from $60 / night

$414 / week

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avg. 11 minutes

from $60 / night

(7) Very Good 

28

Vacation apartment in Ponta Do Sol

Madeira / Ponta Do Sol

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.9 mi
  • Private garden
Tourist registered large very private and peaceful romantic apartment set in 1000 meters of garden full of tropical flowers and scented Jasmine which won the best garden in Ponta do Sol. The apartment is furnished to a very high standard with well appointed bedroom with …see more

from $46 / night

$318 / week

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from $46 / night

41

Calheta Vacation home rental

Madeira / Calheta

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
R&B Residence is a private rental full-equipped house located in a peaceful area in Calheta, the warmest area on the southwest coastline with a beautiful marina and two man-made golden sandy beaches. We are between the crowd and the nature. R&B Residence is a perfect ho …see more

from $40 / night

$279 / week

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avg. 3 hours 14 minutes

from $40 / night

(1) Excellent 

53

Vacation home in Madeira Islands

Calheta / Estreito da Calheta

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Relax in Class at 200m high on the Sunny South West Coast of Madeira and enjoy the Sunset and Ocean View from the Pool! You can rent Casa Palheiro - studio, Casa Rural - 1 bedroom, Casa Eco - 2 bedrooms, or any combination. Have a look on the Picture Galleries to make s …see more

from $97 / night

$643 - $753 / week

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from $97 / night

(1) Excellent 

24

Vacation home in Arco da Calheta

Calheta / Arco da Calheta

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about pets
  • Private garden
The Tree is a unique piece of art. It is a place where even corners have a special touch. It is the place in which it’s possible to sleep inside art and beauty allied with sustainability and design. Super cozy! The house was built with recycled materials such as, bottle …see more

from $74 / night

$499 / week

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from $74 / night

(2) Excellent 

22

Vacation apartment in Madeira Islands

Madeira / Funchal

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
Funchal top view is a second floor apartment with a magnifique view over the city and the bay . From the varanda you can have your meals,relax and enjoy the sun. Just around the corner there is a bus stop ,bakery and supermarket, Walking down to the city center only tak …see more

from $35 / night

$239 / week

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Responds fast!
avg. 3 hours 8 minutes

from $35 / night

34

Vacation villa in Madeira Islands

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
The Villa Pure View is located on a hillside on the sunny South West coast, which is spoilt not only for its locations and views, but its climate too. This accommodation is perfect for guests who want to relax and enjoy the peace, tranquility and fabulous sea views that …see more

from $85 / night

$590 / week

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from $85 / night

(7) Excellent 

23

Vacation villa with shared pool, golf nearby in Madeira Islands

Madeira / Calheta

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Offering outstanding 360º panoramic views of the sea and mountains, Casa do Julio is a traditional Madeiran house wonderfully located on a bluff overlooking Calheta beach, yet very private and tranquil. The owner has furnished it beautifully combing contemporary furnitu …see more

from $132 / night

$925 / week

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avg. 1 hour 30 minutes

from $132 / night

(2) Excellent 

24

Home rental in Madeira Islands with golf nearby

Calheta / Estreito da Calheta

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 3 mi
  • Child friendly
This is a great holiday villa, whatever you wish to do whilst in Madeira. Located in sunny Calheta, with great views over vineyards and banana plantations to the sea, it is only a five minute drive to the beach, sea and marina, but also perfectly located for exploring t …see more

from $60 / night

$414 / week

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avg. 1 hour 30 minutes

from $60 / night

(1) Excellent 

62

Vacation home in Jardim do Mar

Calheta / Jardim do Mar

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Casa típica, com muita privacidade. Vista para o Oceano Atlântico. Construída no século XIX e construída novamente no século XXI, toda em pedra e madeira. Muita paz e sossego. Situada numa vila muito característica da Ilha da Madeira, principalmente pelo surf. Os Turist …see more

from $40 / night

$279 / week

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from $40 / night

20

Vacation cottage in Madeira Islands

Madeira / Porto Moniz

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 4 mi
  • Child friendly
Very peaceful, inserted in the Natural Park of Madeira. Ideal for getting rid of all the anxiety of the modern world. Wake up with the birds and breathe clean air. The property has also a vegetable garden in the back, where it also passes a "levada". In front of the hou …see more

from $99 / night

$620 - $1,066 / week

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avg. 3 hours 17 minutes

from $99 / night