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

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2,031 Vacation rentals

24

Madeira Islands Vacation home rental

Madeira / Funchal

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child friendly
The house in situated in Funchal , contains two bedroom one bathroom ,living room,dining room,kitchen and a beautiful terrace with city and bay views. The place is realy quiet and the neighbourhood very friendly. Around the property is lots of diferente places you can v …see more

from $75 / night

$521 / week

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from $75 / night

(3) Very Good 

10

Vacation home in Madeira Islands

Funchal / Santa Luzia, Madeira

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach/lakeside relaxation
Completely refurbished with both style and comfort in mind and caters for those who are looking for that special holiday that is also economical . It has an ensuite bathroom with a modern shower. There is a bedroom with a partial glass ceiling. The main room contains …see more

from $38 / night

$229 / week

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from $38 / night

(4) Very 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 $53 / night

$366 / week

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Responds fast!
avg. 56 minutes

from $53 / 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 $75 / night

$521 - $749 / week

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avg. 1 hour 38 minutes

from $75 / night

(7) Very Good 

17

Vacation home with shared pool, golf nearby in Madeira Islands

Madeira / Santo da Serra

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Fantastic private property, secluded privacy without being isolated. Fantastic for families who can spread out throughout the house and enjoy the substantial gardens and pool. Fresh organic products can be ordered from the farm according to availability. There ar …see more

from $205 / night

$1,305 - $2,656 / week

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from $205 / night

(8) Very Good 

13

Vacation cottage with shared pool, golf nearby in Madeira Islands

Madeira / Santo da Serra

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Cosy Cottage within Quinta das Colmeias. Privacy without being being secluded. The maximum number of guests is 6. There are two double beds and two singles. If you are travelling with a baby there is a cot available. Quinta das Colmeias is located at Santo …see more

from $153 / night

$973 - $1,631 / week

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from $153 / night

(1) Excellent 

11

Apartment rental in Madeira Islands

Madeira / Santa Cruz

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
Superb sea views and Desert Islands. Comfortable and cozy apartment of recent construction and fully equipped. Television, internet access. Fully equipped kitchen. Situated in the center of the picturesque city of Santa Cruz. Includes parking garage, garden, balcony and …see more

from $59 / night

$418 - $600 / week

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from $59 / night

(3) Very Good 

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 $53 / night

$457 - $639 / week

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avg. 2 hours 37 minutes

from $53 / night

(18) Excellent 

Certificate of Excellence

44

Beach hut rental in Madeira Islands with swimming pool

Calheta / Jardim do Mar

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
"HOUSE WHERE THE MOUTINES MEET THE SEA» The villa, is called the "house where the mountain meets the sea" because of, in one house, can enjoy at the same time, the sea and the rustic mountain nature, this because the 1st floor is the pool area and solarium where you can …see more

Certificate of Excellence

from $144 / night

$1,005 / week

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Responds fast!
avg. 2 hours 1 minutes

from $144 / night

(1) Excellent 

20

Estreito da Calheta Vacation home rental

Calheta / Estreito da Calheta

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedrooms, 3 bathrooms, separate WC, sleeps 8 Casa Frangipani is an outstanding modern villa standing on a large level site in the hamlet of Estreito da Calheta on the south-west coast of the beautiful sub-tropical island of Madeira. Designed in a contemporary style b …see more

from $274 / night

$1,922 / week

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from $274 / night

(14) Excellent 

88

Cottage rental in Madeira Islands

Madeira / Arco de Sao Jorge

2 10 4 nights min

  • 2 bedrooms
  • sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Casa para arrendamento de férias devidamente equipada e licenciada com INTERNET GRÁTIS situada no Arco de São Jorge perto do mar! Com 2 quartos de dormir e um sótão equipado para mais algumas pessoas, no máximo aceitamos 10 pessoas. Dispomos das respectivas casas de ban …see more

from $66 / night

$457 / week

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Responds fast!
avg. 2 hours 43 minutes

from $66 / night

17

Vacation villa in Funchal

Madeira / Funchal

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden
Spectacular villa with breath taking views over the ocean,the entire Funchal bay and mountains. enjoy sunrise to sunsets. the street cul de sac ,very quiet ,just two houses. this contemporary villa features an all glass facade and varanda you can see the cruis …see more

from $248 / night

$1,735 / week

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from $248 / 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 $85 / night

$594 / week

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from $85 / night

(5) Excellent 

Certificate of Excellence

25

Villa rental in Arco da Calheta with swimming pool, golf nearby

Calheta / Arco da Calheta

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Perfectly located amidst banana trees, close to the sunny resort of Calheta, with superb panoramic views of the sea, The Designhouse is a fabulous contemporary villa beautifully designed by a British architect as the perfect holiday home. Thought has been put into every …see more

Certificate of Excellence

from $152 / night

$1,059 / week

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Responds fast!
avg. 2 hours 1 minutes

from $152 / night

(2) Very Good 

12

Vacation home in Madeira Islands

Madeira / Canico

3 5 5 nights min

  • 3 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
this atached house is perfect for a family holiday situated just 20 minutes from the city of funchal and 15 minutes from the airport, sea views and 20 minutes walking distance to reis magos, easy access to some of the nicest levada walks in madeira and a short di …see more

from $73 / night

$482 / week

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from $73 / night

(1) Excellent 

14

Home rental in Madeira Islands with golf nearby

Calheta / Estreito da Calheta

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
1 bedroom and a sofa bed to sleep 3 in a quiet place, in Madeira... - Full kitchen - 2 bathrooms - Very quiet, - Isolate paradise - Barbecue - Sun chairs - Patio chairs and table - Near to Hotel Jardim Atlantico - WI-FI internet free Travel: airport at 35 minut …see more

from $72 / night

$503 / week

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from $72 / night

(29) Excellent 

Certificate of Excellence

25

Apartment rental in Madeira Islands with shared pool

Madeira / Funchal

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sunny and peaceful location with direct access to the beach. The apartment is situated in Funchal, at Formosa beach, with an amazing view over the Atlantic Ocean and direct access to the beach and surrounded by gardens. To profit the mild climate of Madeira island, you …see more

Certificate of Excellence

from $131 / night

$913 - $1,344 / week

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avg. 2 hours 3 minutes

from $131 / night

(3) Very Good 

43

Vacation home in Madeira Islands

Madeira / Sao Jorge

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights 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 $40 / night

$274 / week

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Responds fast!
avg. 11 minutes

from $40 / night

(1) Excellent 

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

$229 - $457 / week

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from $29 / night

(13) Very Good 

38

Estreito da Calheta Vacation villa rental

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
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 $85 / night

$590 - $984 / week

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avg. 22 minutes

from $85 / night

(3) Very Good 

18

Madeira Islands 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 belonged in time, the parents of the current owner. It was built in the early twentieth century, when houses still built just with stone. Thus preserved if this type of construction. It is a house situated in a pleasant place, qu …see more

from $79 / night

$548 - $718 / week

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avg. 1 hour 26 minutes

from $79 / 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 $66 / night

$457 / week

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avg. 2 hours 5 minutes

from $66 / 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 $59 / night

$379 / week

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Responds fast!
avg. 27 minutes

from $59 / night

(1) Very Good 

15

Home rental in Madeira Islands

Madeira / Calheta

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
House framed the nature of Calheta. Near taken along the walks, but still very close to the Ocean and the Best Beach Calheta (with sand). Much peace and tranquility where you can enjoy the sound of trees and birds with the traditional population of Madeira which is stil …see more

from $40 / night

$274 / week

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Responds fast!
avg. 2 hours 48 minutes

from $40 / night

24

Vacation home in Madeira Islands

Madeira / Canico

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
House Madeira style type small farm, located in Canico, Santa Cruz, Madeira. It has a garden with 100m2 terrace and views of the sea and mountains. Although well located in the center of Caniço, it is very quiet and great to relax on holiday. The house is situated one m …see more

from $46 / night

$320 / week

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Responds fast!
avg. 42 minutes

from $46 / 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 $85 / night

$574 / week

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from $85 / night

(1) Excellent 

15

Porto Santo Island Vacation apartment rental

Madeira Islands / Porto Santo Island

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Nice and comfortable apartment in Porto Santo, with two sleeping rooms, 2 WC and a large living room and kitchen. There is a sleeping couch on the living room that can accommodate extra persons on request The beach is very close, so are local restaurants, shops an …see more

from $79 / night

$548 / week

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from $79 / night

22

Vacation home accommodation

Calheta / Paul do Mar

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
Casa do Porto, A charming seaside home right at the sea. Casa do Porto is a typical fisherman home right at the ocean front. The village of Paul do Mar still fishes for the locals and you can go and experience the fisherman arriving and the selling of the fish right o …see more

from $66 / night

$457 - $649 / week

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from $66 / night

(5) Very Good 

37

Madeira Islands Vacation cottage rental

Calheta / Arco da Calheta

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Stone rocks house with 1 bedrooms. Capacity one double bed 1 bathroom. BBQ, beautiful direct ocean view close to levadas, pool. big garden with flowers of 2000 m2 Madeira self catering : Madeira self catering book holiday homes in Portugal Madeira book villas in …see more

from $59 / night

$411 / week

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from $59 / night

29

Villa rental in Calheta

Madeira / Calheta

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Private garden
A beautiful fully equipped & licensed by Madeira authorities holiday home, built in 2013 and located in an attractive village of Arco da Calheta, situated in the south west of the island. This holiday villa is stylishly furnished and decorated to a high standard. Absolu …see more

from $66 / night

$457 - $639 / week

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Responds fast!
avg. 11 minutes

from $66 / night

(8) Excellent 

26

Madeira Islands Vacation villa accommodation

Madeira / Canico

4 8 6 nights min

  • 4 bedrooms
  • sleeps 8
  • 6 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
This contemporary villa is located in the exclusive Garajau area. This home is within a short walk to restaurants, shopping and the beach and 10 minutes to the airport, the award winning Palheiro golf course, and lively Funchal. We welcome you to enjoy this spacious 4 …see more

from $260 / night

$1,816 / week

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from $260 / night

(17) Excellent 

30

Funchal Vacation home rental

Madeira / Funchal

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
The Villa will sleep up to 6 people comfortably but the prices quoted are for up to FOUR people. FREE taxi ride from the airport to the Villa.... ´Quinta Elena ´is a lovely, spacious, period property in a very central location only a short walk into town. It is ver …see more

from $126 / night

$880 - $1,627 / week

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avg. 2 hours 41 minutes

from $126 / 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 $131 / night

$913 / week

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avg. 3 hours 49 minutes

from $131 / 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 $53 / night

$366 / week

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from $53 / night

(9) Excellent 

Certificate of Excellence

29

Prazeres Vacation villa rental

Calheta / Prazeres

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
This superb, very large luxury 4-bedroomed villa with pool is set within an expansive garden and lawn in a quiet and tranquil location with superb uninterrupted views of the slopes and ocean. Located in Prazeres close to facilities, it offers easy access to the express …see more

Certificate of Excellence

from $146 / night

$1,023 / week

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Responds fast!
avg. 2 hours 1 minutes

from $146 / night

(10) Excellent 

38

Cottage rental in Madeira Islands

Ponta Do Sol / Canhas

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
ENG// Booking is for all property, so will not be anyone else on the property. It has parking for several cars, a large (heated - extra cost €20 per day) swimming pool, barbecue, and snooker. The "Casa Pereira", although is in a quiet location, in secondary road but …see more

from $196 / night

$1,371 / week

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from $196 / night

(15) Very Good 

Certificate of Excellence

20

Vacation cottage in Madeira Islands

Madeira / Calheta

2 3 6 nights min

  • 2 bedrooms
  • sleeps 3
  • 6 nights min
  • Nearest beach 2 mi
  • Suitable for children age 5+
  • Car not necessary
A beautiful fully equipped Madeira traditional holiday cottage is located in an attractive village of Arco da Calheta, situated in the south west of the island. This holiday home is absolutely unique and gives you all the peaceful and relaxing holidays; because of being …see more

Certificate of Excellence

from $46 / night

$320 - $411 / week

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Responds fast!
avg. 11 minutes

from $46 / night

(2) Excellent 

23

Madeira Islands Vacation apartment rental

Madeira Islands / Porto Santo Island

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0.15 mi
  • Child friendly
Aconchegante penthouse, no centro da Cidade do Porto Santo, com todos os serviços num raio de 300m e a 150m da Praia. Tem uma sala ampla, com acesso directo a um soberbo terraço privado, que pode relaxar da forma como mais gostar. Desde fazer as suas refeições ao ar liv …see more

from $131 / night

$913 / week

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from $131 / night

(9) Very Good 

12

Vacation apartment rental

Funchal / Imaculado Coracao de Maria

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
The apartment is situated in a quiet and peaceful area, good sun exposure and a small garden where you can have your meals and relax. With a view of Funchal bay It´s a 15 walk to the center of Funchal Just around the corner is the bus stop, bakery, supermarket an …see more

from $37 / night

$238 / week

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from $37 / night

(54) 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 $114 / night

$799 - $1,337 / week

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Responds fast!
avg. 2 hours 19 minutes

from $114 / night

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