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

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1,786 Vacation rentals

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 $89 / night

$619 / week

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from $89 / night

11

Madeira Islands Vacation home rental

Calheta / Faja da Ovelha

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $45 / night

$314 / week

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from $45 / night

(2) Very Good 

18

Vacation villa in Madeira Islands

Calheta / Estreito da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in the sun-drenched hills above Calheta, an old barn has been transformed into this new contemporary modern and chic 3-bed air-conditioned villa, with everything you may want for a great family holiday. Built to high standards, and very well furnished in a modern st …see more

from $118 / night

$826 / week

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Responds fast!
avg. 1 hour 16 minutes

from $118 / night

(3) Excellent 

17

Santana Vacation apartment rental

Madeira / Santana

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Hello all! We'll be pleased to have you in Santana among our great mountains and the sea. The house where you'll find this apartment is very well located, in the north of the Magical Madeira. Aside from all its history, natural beauty and subtropical climate, our beaut …see more

from $42 / night

$289 / week

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avg. 3 hours 23 minutes

from $42 / 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 $53 / night

$283 / week

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from $53 / 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 $190 / night

$1,332 - $1,655 / week

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from $190 / night

(1) Excellent 

30

Funchal Vacation home rental

Madeira / Funchal

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden
Very cozy home with fully equipped kitchen and patio with barbecue. free parking, and superb performance views over Funchal. bus stop 1 minute walk and bakery 100 meters and supermarket 200 meters. Very quiet area and next of Mount baskets car descent. very friendly and …see more

from $38 / night

$236 - $401 / week

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Responds fast!
avg. 2 hours 23 minutes

from $38 / night

(57) Excellent 

Certificate of Excellence

52

Penthouse rental in Madeira Islands

Madeira / Funchal

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Mansarda dos Aranhas is a boutique style, fully certified holiday penthouse. It has all the comfort and highest standards in equipment. This recently refurbished apartment is on the last two floors of a building (with lift) located in one of the oldest streets in Funcha …see more

Certificate of Excellence

from $68 / night

$470 / week

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Responds fast!
avg. 2 hours 42 minutes

from $68 / 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 $77 / night

$536 / week

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from $77 / night

18

Vacation villa accommodation

Calheta / Estreito da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
Villa Naturae enjoys a rural location in the quiet and beautiful Estreito da Calheta. This self-catering accommodation sleeps up to 4 guests and has free on-site parking and Wi-Fi. The house has 2 bedrooms (1 double bedroom and 1 twin bedroom), and 2 bathrooms. There …see more

from $83 / night

$577 / week

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from $83 / 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 $100 / night

$630 - $1,084 / week

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Responds fast!
avg. 2 hours 48 minutes

from $100 / 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 $71 / night

$483 / week

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from $71 / 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 $201 / night

$1,401 / week

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from $201 / night

(11) Excellent 

20

Vacation apartment in Madeira Islands

Madeira / Funchal

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
This apartment is a catch... gifted with one of the most breathtaking views in Funchal, plus having close proximity to all the festivity of this beautiful Island and city. Its all yours, the entire 3 bedroom apartment with private terrace plus extra private balco …see more

from $148 / night

$1,031 / week

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from $148 / night

25

Vacation home rental

Calheta / Prazeres

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Casa Da Levadinha is a place where guests will find peace and tranquillity with panoramic views of the Atlantic Ocean and the mountainous landscape of Madeira. It is located 30 km from Funchal. This house includes 2 double bedrooms and a spacious living room with sofas …see more

from $95 / night

$660 / week

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from $95 / night

22

Vacation cottage with golf nearby in Madeira Islands

Calheta / Arco da Calheta

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
This is a beautiful traditional farm Madeira Cottage. The area is very private and very quiet. The rustical cottage built with nature stones was built in the typical madeiran farmhouse style with a cosy and comfortable atmosphere. The house is near to a small road o …see more

from $69 / night

$478 / week

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from $69 / night

(22) 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 $88 / night

$573 - $600 / week

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avg. 3 hours 13 minutes

from $88 / night

(1) Excellent 

26

Vacation apartment in Ponta Delgada

Madeira / Ponta Delgada

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
A very cozy and modern apartment located right next to the ocean in a typical Madeira town. Its perfect to accommodate big families of up to 6 people. Choose to take your breakfast at the private terrace with a view over the sea and mountains, equipped with a BQ, or to …see more

from $83 / night

$577 / week

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Responds fast!
avg. 44 minutes

from $83 / night

(4) Very Good 

19

Madeira Islands Vacation apartment rental

Madeira / Funchal

2 7 4 nights min

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
Two separate apartments (first floor) with excellent location, in the historic center of Funchal. Near the English Church and 500m from the Shopping "Dolce Vita". Very close to restaurants, shops and atractions. Although in the center, it´s a small building in a very qu …see more

from $70 / night

$465 - $836 / week

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avg. 1 hour 36 minutes

from $70 / night

(15) Very Good 

20

Vacation cottage in Madeira Islands

Madeira / Estreito de Camara de Lobos

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Private garden
The picturesque Haybarn Cottage is set in a beautiful country estate in the sun-drenched hills west of Funchal. The one-bedroomed cottage is set apart and has its own private garden with lovely views and is surrounded by mature trees. The ideal choice for those seeking …see more

from $42 / night

$289 / week

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Responds fast!
avg. 1 hour 16 minutes

from $42 / night

(11) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $75 / night

$519 - $944 / week

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Responds fast!
avg. 2 hours 44 minutes

from $75 / night

39

Home rental in Madeira Islands

Madeira / Funchal

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Welcome to Villa Catanho located in a former English farmstead - Quinta da Boa Vista - Funchal. It´s a very quiet place which has a small banana plantation and a vineyard. It´s fully furnished and equipped. Ideal for that perfect self-catering holiday. Free private p …see more

from $83 / night

$566 / week

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from $83 / night

(2) Excellent 

12

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 $36 / night

$295 / week

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Responds fast!
avg. 39 minutes

from $36 / night

(6) Excellent 

24

Vacation cottage in Madeira Islands

Madeira / Sao Vicente

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Located in the country village of Lameiros, 4,5 Km from the town of São Vicente the coast and sea, and close to many country walks, tucked away on a side street, this 3 bedroomed traditional stone cottage has been lovingly restored by its owner. Mr. and Mrs. Dinis retur …see more

from $44 / night

$305 / week

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Responds fast!
avg. 1 hour 16 minutes

from $44 / night

(50) Excellent 

Certificate of Excellence

14

Vacation villa rental

Madeira / Funchal

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Villa Firdaus is centrally situated on the hillside above Funchal, close to amenities, making it ideal for exploring the island be it shopping, swimming in the sea, walking in the mountains or just relaxing at the villa. Relax in this tastefully decorated and wel …see more

Certificate of Excellence

from $104 / night

$728 - $1,218 / week

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Responds fast!
avg. 2 hours 52 minutes

from $104 / night

(1) Excellent 

35

Vacation apartment in Funchal

Madeira / Funchal

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Car not necessary
Our fantastic apartment is in the most beautiful city, florida and clean the world, Funchal! We are located in the city center, and we have stunning views and breathtaking on the marina and port of Funchal! We are located in one area despite being in the city center, tr …see more

from $95 / night

$660 / week

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Responds fast!
avg. 2 hours 24 minutes

from $95 / night

14

Funchal Vacation b&b rental

Madeira / Funchal

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Apartamentos São Paulo e Alegria are located in the centre of Funchal, steps away from Dolce Vita Shopping, shops and restaurants. A strategic place to explore Madeira Island. Our 31 studios are an excellent budget alternative to those looking for comfort and independ …see more

from $60 / night

$421 - $503 / week

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from $60 / night

24

Home rental in Madeira Islands

Calheta / Prazeres

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
Excellent house for holidays near the beach and the mountain. It has 1 living room with fireplace, 2 double bedrooms, 1 bedroom with a single + extra bed bed, 2 bathrooms, 1 kitchen, 1 outdoor barbecue, 1 large terrace overlooking the sea and mountain and covered space …see more

from $47 / night

$330 / week

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from $47 / night

(7) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $48 / night

$330 / week

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from $48 / night

(2) Very Good 

25

Apartment rental in Madeira Islands

Canico / Reis Magos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
Great apartment, comfortable, in a very quiet area. Perfect for 2 people, with a sublime view over the Ocean .Includes a double bedroom, a living room with sofa, TV, Wi-Fi Internet. Fully equipped kitchen.Bathroom features a bath, a shower and a bidet. 10 minutes …see more

from $56 / night

$388 / week

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from $56 / night

(8) Excellent 

19

Vacation home in Madeira Islands

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

$1,072 - $1,401 / week

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from $153 / night

(1) Excellent 

25

Arco da Calheta Vacation home rental

Calheta / Arco da Calheta

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Private garden
The Crystal House is a small house full of luxury and convenience. It is located in a quiet village with a magnificent view of the sea and the mountains. The comfort and well-being are well visible in this cozy holiday cottage. It consists of living room, kitchen, bathr …see more

from $57 / night

$396 / week

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from $57 / night

45

Vacation home in Madeira Islands

Madeira / Funchal

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Appartment on the road Monumental in the best area overlooking Funchal and the Sea with Swimming Pool. There are apartments that you don't need to go to the balcony to see the view, if you are dining or watching television has a view of the beautiful sea, all guests lov …see more

from $83 / night

$577 / week

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from $83 / night

(3) Very Good 

24

Vacation apartment in Madeira Islands

Calheta / Arco da Calheta

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
Somos um casal de 60 anos que decidiram compartilhar o topo da nossa casa com pessoas como Ilha da Madeira, o apartamento é completamente independente da nossa casa, só têm em comum o portão principal. A área tem um bom acesso ao mar, e as belezas naturais do litoral, t …see more

from $42 / night

$289 / week

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Responds fast!
avg. 3 hours 54 minutes

from $42 / night

(31) 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 $277 / night

$1,761 - $3,244 / week

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Responds fast!
avg. 3 hours 42 minutes

from $277 / night

(1) Excellent 

34

Vacation home in Madeira Islands

Madeira / Santana

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
This room can accommodate 4 people. Nature offers a wide variety of plants and trees where you can also admire the mountains to having it the opportunity to make nature walks. Guests can prepare their meals from breakfast through to dinner, as the kitchen is fully equip …see more

from $26 / night

$175 - $298 / week

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from $26 / night

(1) Very Good 

45

Vacation home in Madeira Islands

Calheta / Arco da Calheta

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Private garden
It sits on the hillside overlooking the beautiful Bow village of Calheta in SW Madeira. This piece of coast, known as the 'Costa Verde' has some of the most beautiful views of Madeira and as such is fast becoming the place to live and holiday for the discerning. The hou …see more

from $71 / night

$495 - $1,418 / week

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Responds fast!
avg. 3 hours 54 minutes

from $71 / night

(3) Excellent 

12

Vacation home in Madeira Islands

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

$495 / week

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from $71 / night

22

Vacation apartment in Madeira Islands

Madeira / Funchal

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Located amongst the famous gardens of Monte, in the heart of this romantic and lush village in the hills above Funchal, Babosas Village is a beautifully furnished character property with eight spacious 1-bedroom apartments, a restaurant, bar and reception, complemented …see more

from $65 / night

$454 / week

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Responds fast!
avg. 1 hour 16 minutes

from $65 / night

(1) Excellent 

30

Vacation home in Madeira Islands

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

$536 / week

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Responds fast!
avg. 9 minutes

from $77 / night