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

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1,679 Vacation rentals

(30) 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 $292 / night

$1,853 - $3,414 / week

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avg. 3 hours 52 minutes

from $292 / night

(2) Very Good 

15

Vacation apartment in Canico

Canico / Canico de Baixo

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Pet friendly
Caniço Seaside Apartment is located in the southern coast of Madeira Island 7 km from the city of Funchal. It offers a balcony with a panoramic view of the Atlantic Ocean and free WiFi. Accessible via stairs, this apartment includes a double bedroom and a living area w …see more

from $44 / night

$304 / week

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avg. 1 hour 52 minutes

from $44 / night

29

Apartment rental in Canico

Madeira / Canico

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
Portinho Bay apartament offers accommodation in Caniço, near beach, just 150m from "Praia do Portinho" and 700m from "Praia dos Reis Magos". Place benefits includes supermarket, pubs, restaurants, activities and beaches. Apartment benefits includes free parking and WiF …see more

from $49 / night

$288 - $461 / week

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from $49 / night

(1) Excellent 

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 $124 / night

$868 / week

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avg. 2 hours 25 minutes

from $124 / 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 $44 / night

$304 / week

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avg. 2 hours 25 minutes

from $44 / night

24

Villa rental in Campo de Baixo with golf nearby

Porto Santo Island / Campo de Baixo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Child friendly
Villa 10 with a little garden, have DIRECT and PRIVATE ACCESS to the Beach Villa 10 is located in a private luxury community with doorman completely fenced. The beach “Praia do Ribeiro Salgado” have blue flag and is far 75 meters from the house, through a private grove …see more

from $62 / night

$434 - $1,388 / week

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from $62 / 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 $81 / night

$564 / week

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from $81 / 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 $31 / night

$217 / week

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avg. 2 hours 16 minutes

from $31 / night

(3) Very Good 

14

Vacation apartment in Madeira Islands

Madeira / Estreito de Camara de Lobos

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Casa Paddock is set in a beautiful country estate in the sun-drenched hills west of Funchal. This two-bedroomed 1st floor property is set above the riding school and has superb views of the estate, countryside and ocean. The ideal choice for those seeking a combination …see more

from $56 / night

$391 / week

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avg. 2 hours 25 minutes

from $56 / 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 $44 / night

$304 / week

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avg. 3 hours 54 minutes

from $44 / night

(1) Excellent 

28

Madeira Islands Vacation home accommodation

Calheta / Faja da Ovelha

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
The Casal São João Cottages is a typical Madeiran stone house located in the west of the Madeira Island in Fajã da Ovelha - Calheta, about 58 km from the airport of Santa Cruz and 42 km from the city of Funchal. This construction is dated from the year of 1930 and comp …see more

from $50 / night

$347 / week

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avg. 3 hours 22 minutes

from $50 / night

(1) Excellent 

20

Funchal Vacation home rental

Madeira / Funchal

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Child friendly
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 $40 / night

$248 / week

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avg. 3 hours 48 minutes

from $40 / 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 $71 / night

$495 - $712 / week

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from $71 / night

16

Vacation home in Madeira Islands

Calheta / Paul do Mar

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
House completely remodeled and well located 50 meters from the beach where you can have the possibility to swim or surf or simply enjoy the sea and the magnificent sun that shines all year round! The months of March to December is summer in Paul do Mar and although we a …see more

from $38 / night

$261 / week

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avg. 3 hours 21 minutes

from $38 / night

11

Santana Vacation home rental

Madeira / Santana

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Pet friendly
The Grandmother's House is a recently restored house located in the middle of nature for you to have your dream vacation! Situated in the middle of Laurisssilva is very close to beautiful sights, the beautiful and taken to the heart of Madeira! If you seek calm, tranqui …see more

from $50 / night

$347 / week

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avg. 3 hours 21 minutes

from $50 / 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 $73 / night

$490 - $880 / week

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avg. 1 hour 41 minutes

from $73 / 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 $106 / night

$700 - $821 / week

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from $106 / night

(1) Excellent 

18

Home rental in Madeira Islands

Madeira / Camara De Lobos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
typical Madeiran house, rebuilt in 2014, with all the necessary utensils for daily housing. It has 1 double bedroom and 1 large attic with double bed and 2 single beds. Living room with TV (+100 channels) and wifi throughout the house, kitchen and full bathroom, terrace …see more

from $62 / night

$372 / week

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from $62 / night

(3) Very Good 

14

Madeira Islands Vacation home rental

Madeira / Sao Vicente

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
House by the sea with great room outer space with access to beach with overview of the north for good surfing ,and close to canyon spots and free diving (snorkeling) and fishing, with promenade that connects the club naval s. vicente, village svicente even close with m …see more

from $81 / night

$558 / week

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from $81 / night

23

Apartment rental in Santa Cruz

Madeira / Santa Cruz

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.4 mi
  • Child friendly
A brand new Apartment for a comfortable holiday, modern and cozy, fully equipped with one bedroom located on last floor, spacious one with double bed , large wardrobe, one bathroom, living room with sofa bed to acomodated up to 4 guests, cable satellite TV, Internet, …see more

from $38 / night

$265 / week

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from $38 / night

20

Vacation home in Madeira Islands

Madeira / Sao Vicente

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
T2 House with a Private parking and a unique backyard. Can have 5 guests. Backyard equiped with a barbacue that can be used by guests while looking at an astonishing view over Madeira Mountains. Located just from a short 10min ride from Porto Moniz and Ribeira Bra …see more

from $49 / night

$309 / week

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avg. 2 hours 7 minutes

from $49 / night

9

Home rental in Gaula

Madeira / Gaula

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Spacious two-story modern house positioned in a peaceful village of Gaula, Set amid established gardens, the dual level layout is ideal for entertaining with a choice of living areas and a superb terrace capturing views over Atlantic Ocean and Desertas Islands. Bright …see more

from $62 / night

$372 - $459 / week

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from $62 / 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 $50 / night

$347 / week

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avg. 2 hours 46 minutes

from $50 / 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 $124 / night

$868 / week

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from $124 / night

(22) 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 $111 / night

$770 - $1,687 / week

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avg. 1 hour 18 minutes

from $111 / night

(2) Excellent 

20

Madeira Islands Vacation home accommodation

Calheta / Prazeres

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Private garden
Is a house where you can enjoy quietly of unique moments provided by the surrounding environment with all the comfort and security. «Leahouse» is a possessor of a pleasant green space surroundings where you can enjoy a distinct solar exposure. Surprise yourself with the …see more

from $44 / night

$304 / week

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avg. 1 hour 47 minutes

from $44 / night

20

Home rental in Madeira Islands

Madeira / Calheta

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Cottage rustic style used for vacation, located 2 km from the sea, a quiet area overlooking the sea and the mountain. House inside a sunny disposition throughout the day with a great outdoor space to enjoy sunny afternoons, which includes even a BBQ. WI-fi included. Su …see more

from $49 / night

$490 - $588 / week

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avg. 1 hour 57 minutes

from $49 / night

(2) 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 $44 / night

$304 / week

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avg. 3 hours 54 minutes

from $44 / night

(25) Very Good 

Certificate of Excellence

30

Vacation villa in Madeira Islands

Calheta / Estreito da Calheta

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The Villa is located in one of the oldest Parishes in Madeira .It is quiet and peaceful and a great place to relax and unwind. However there is plenty in the surrounding area to see and do during your stay and lots to do for the more active people. The villa has …see more

Certificate of Excellence

from $87 / night

$609 - $1,001 / week

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avg. 1 hour 35 minutes

from $87 / night

12

Vacation villa in Madeira Islands

Madeira / Ponta Do Sol

2 3 4 nights min

  • 2 bedrooms
  • Sleeps 3
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
cottage almost entirely in stone, recovered recently. It was kept almost entirely the original structure and typology, introducing some "touch" current. quiet with good neighbors. Getting to 10/15 minutes of almost virtually "all" (medical services, pharmacies, supermar …see more

from $38 / night

$236 - $346 / week

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avg. 19 minutes

from $38 / night

(1) Excellent 

42

Vacation apartment with shared pool in Madeira Islands

Canico / Canico de Baixo

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Madeira is a Portuguese archipelago with two inhabited islands, situated in the North Atlantic Ocean about 360 miles from the coast of Africa, 535 miles from Lisbon, 230 from Gran Canaria, and 480 from Santa Maria, the nearest island of the Azores archipelago. T …see more

from $49 / night

$343 / week

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avg. 1 hour 35 minutes

from $49 / night

(5) Excellent 

25

Vacation villa in Madeira Islands

Ponta do Pargo / Serrado

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Ask about pets
Fantastic villa and garden in a stunning location perched on top of the dramatic cliffs at the western tip of this delightful island The Quinta offers two large double rooms on the ground floor and one room up in the tower - all with 4 poster beds - all with ocean view. …see more

from $199 / night

$1,388 - $2,559 / week

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from $199 / night

(54) Excellent 

Certificate of Excellence

43

Penthouse rental in Madeira Islands

Madeira / Funchal

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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 $71 / night

$495 / week

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from $71 / 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 $100 / night

$694 / week

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from $100 / night

(5) Very Good 

32

Vacation cottage with swimming pool in Madeira Islands

Calheta / Ponta do Pargo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Solar do Pargo is situated in a romantic, rustic, idyllic and in direct contact with nature. Located on top of the hill where vision is dazzled with the sea and the surrounding green landscape. The house is built of stone, with large spaces. Private toilet with shower i …see more

from $75 / night

$521 / week

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avg. 2 hours 8 minutes

from $75 / 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 $161 / night

$1,128 - $1,475 / week

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avg. 3 hours 58 minutes

from $161 / night

(1) Excellent 

16

Vacation apartment in Funchal

Madeira / Funchal

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
Located in Funchal, the apartment offers panoramic views of the city and the Atlantic Ocean. Self-catering accommodation offers free Wi-Fi. The property is 2 Km from the center of Funchal. The accommodations feature a TV, a patio and a seating area. They feature …see more

from $35 / night

$243 / week

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avg. 2 hours 13 minutes

from $35 / night

(2) Excellent 

24

Madeira Islands Vacation home rental

Calheta / Arco da Calheta

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Pink house is situated between Arco da Calheta and Loreto with a fantastic view over Arco da Calheta. The house has been nicely decorated inside,and outside with a big an relaxing terrace with nice view above the ocean. The house has 2 bedroom,one with a double be …see more

from $56 / night

$391 / week

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from $56 / night

20

Vacation apartment rental

Madeira / Ponta Do Sol

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
O Apartamento Sol e Mar está integrado na casa ‘Alto de Santo António’. A casa 'Alto de Santo António' é uma moradia familiar, recentemente reestruturada e remodelada para o alojamento local. É constituída por 4 apartamentos independentes, com condições de habitabilida …see more

from $38 / night

$261 / week

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from $38 / night

14

Vacation apartment rental

Madeira / Funchal

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
The apartment has a large living and dining area, with access to a balcony with a privileged view over the sea. In the kitchen you will find all the necessary equipment and utensils for the daily basis. The location is of Excellence! Close to several services, a beautif …see more

from $114 / night

$806 - $936 / week

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from $114 / night