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

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(20) 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 $239 / night

$1480 - $2816 / week

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from $239 / night

(23) Excellent 

20

Vacation apartment with shared pool in Madeira Islands

Funchal / Ajuda

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Suitable for children age 5+
This Funchal Madeira apartment is one-bed but can sleep up to four people if two comfortable foldaway beds (supplied) are used. The bed in the main bedroom has a very comfortable memory-foam mattress. The apartment has been furnished to a high standard and includes c  …see more

from $43 / night

$297 - $669 / week

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from $43 / night

24

Villa rental in Campo de Baixo

Porto Santo Island / Campo de Baixo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
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 pr  …see more

from $54 / night

$372 - $1188 / week

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from $54 / night

(19) Excellent 

24

Vacation apartment rental

Madeira / Funchal

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Located on the top floor of the buiding enjoys a huge balcony outside with a fantastic sea view. Enjoying your meals outside, unforgettable sunsets or reading a book at the outdoor jacuzzi, are only a few things that you can enjoy at this location. Cristal Studio is an  …see more

from $69 / night

$483 - $1025 / week

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from $69 / night

(5) Very Good 

25

Vacation villa with swimming pool in Madeira Islands

Ponta Do Sol / Canhas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
A lovely Villa with Heated Pool, in the sunny countryside close to the ocean. Set in a small tranquil complex of contemporary houses, the three bedroomed, modern and very well appointed. Casa de Sonho offers everything you could want from a tranquil holiday villa.Loca  …see more

from $218 / night

$743 - $1782 / week

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from $218 / night

23

Vacation villa in Madeira Islands

Calheta / Prazeres

3 8 5 nights min

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

from $80 / night

$541 - $1756 / week

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from $80 / night

(1) Excellent 

12

Madeira / Santa Cruz

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $27 / night

$181 - $426 / week

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from $27 / night

(10) Excellent 

18

Madeira / Arco de Sao Jorge

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $54 / night

$372 / week

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from $54 / night

17

Vacation apartment rental

Madeira / Sao Martinho

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
The apartment is in a tourist area near Funchal. In the neighborhood there are bakeries, restaurants, pharmacies, public transport and supermarkets. You'll love the neighborhood, peolple are very friendly and the outside is very nice for walkings. The apartment is  …see more

from $43 / night

$297 / week

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from $43 / night

(5) Excellent 

20

Vacation cottage in Madeira Islands

Madeira / Estreito de Camara de Lobos

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Private garden
The picturesque Haybarn Cottage is set in a beautiful country estate in the sun-drenched hills west of Funchal. The 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 a combination  …see more

from $32 / night

$223 - $446 / week

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from $32 / night

(38) Excellent 

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

from $69 / night

$393 - $531 / week

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from $69 / night

(2) Excellent 

20

Vacation cottage in Arco da Calheta

Calheta / Arco da Calheta

2 4 7 nights min

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

from $43 / night

$297 - $750 / week

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from $43 / night

(1) Excellent 

12

Vacation villa in Madeira Islands

Madeira / Sao Vicente

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Located in São Vicente, capital of the Laurissilva forest, these Villas opened to the public in 2012 with the purpose to provide quality of life and comfort with their modern and fluid lines, large areas and excellent finishes, providing magnificent views of sea  …see more

from $96 / night

$669 / week

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from $96 / night

24

Vacation villa in Madeira Islands

Madeira Islands / Porto Santo Island

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This unique family Villa belongs to a family of Madeiran artists, Guareta Sousa and her two daughters Carlota and Barbara.Its decor reflects their outgoing, colourful personalities.Enjoy a all-year dream vacation, away from it all, in this beautiful Villa, by the beach.  …see more

from $128 / night

$743 - $1114 / week

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from $128 / night

(5) Excellent 

20

Madeira / Porto da Cruz

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $48 / night

$329 - $775 / week

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from $48 / night

(2) 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
Experience the Madeiran countryside and culture in this lovingly restored and delightful traditional stone cottage, snuggled in the small country village of Lamaceiros, yet close to the coast and sea. Located in the country village of Lameiros, 4,5 Km from the town of  …see more

from $38 / night

$260 - $661 / week

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from $38 / night

(2) 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 $138 / night

$965 - $2116 / week

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from $138 / night

(1) Excellent 

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 combinatio  …see more

from $32 / night

$223 - $513 / week

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from $32 / night

(7) Excellent 

29

Madeira Islands Vacation apartment rental

Madeira / Machico

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Comfort Self Catering in the heart of Machico Old Town, sand beach 2 mn walk Modern apartment, located in historic center, overlooking the main avenue of the city of Machico and for this reason it was given the name of CASA DA AVENIDA. It consists of one double bedroom  …see more

from $40 / night

$271 - $509 / week

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from $40 / night

(25) Very Good 

24

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

from $77 / night

$536 - $880 / week

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from $77 / night

(5) Excellent 

18

Vacation apartment rental

Canico / Reis Magos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Situated in the stunning locale of Canico de Baixo the apartment is 10min drive from the airport and 10min from the City of Funchal. Overlooking the beach of Reis Magos it offers amazing views out to sea and of the nearby 'desertas' islands in a very tranquil  …see more

from $53 / night

$369 - $382 / week

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from $53 / night

(17) 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 $93 / night

$646 - $1352 / week

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from $93 / night

(35) Excellent 

54

Vacation apartment rental

Madeira / Funchal

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Car not necessary
  • Private garden
Located just a few minutes walk from many of Funchal's most popular "must see places" you are living in the real city not the hotel tourist zone located several miles away from the city centre. This new luxury attic conversion has breathtaking views o  …see more

from $48 / night

$319 - $531 / week

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from $48 / night

(24) Excellent 

28

Vacation apartment in Madeira Islands

Funchal / Old Town, Santa Maria Maior

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.27 mi
  • Child friendly
  • Car not necessary
Beautiful two bedroomed seafront apartment with superb view from the balcony towards Funchal city. Excellent location, close to the major road links to move to any point on the Madeira Island. Staying with us is the best choice because we are near a golf course, near th  …see more

from $91 / night

$631 - $706 / week

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from $91 / night

30

Madeira / Santa Cruz

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $43 / night

$297 / week

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from $43 / night

(6) Excellent 

47

Madeira / Funchal

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary

 …see more

from $75 / night

$520 / week

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from $75 / night

(6) Excellent 

28

Villa rental in Madeira Islands with swimming pool

Funchal / Sao Goncalo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Superbly positioned above Funchal to benefit from the panoramic views of the town and ocean this beautifully furnished upmarket large villa provides a luxury experience for your holiday in Madeira. These views are always in display, from the living area, the front terra  …see more

from $136 / night

$951 - $2524 / week

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from $136 / night

(1) Excellent 

20

Home rental in Madeira Islands

Madeira / Canico

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Ask about children
If you want to feel how it really is living as a local and having fun while staying in a great house, this place would be perfect for you and your family or friends. This house offers a great entrance, where you can just sit and have a glass of wine and read a book, or  …see more

from $32 / night

$213 / week

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from $32 / night

(1) Excellent 

29

Madeira / Sao Jorge

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $38 / night

$260 / week

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from $38 / night

(1) Excellent 

20

Vacation villa rental

Madeira / Ribeira Brava

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
Crista da Aguia is a 3 bedroom luxury villa with its own private heated pool and off road parking Sleeps 6+2 Situated above the town of Ribeira Brava in a peaceful and pleasant location. The villa is light and airy with panoramic views of the sea along the coast to Pont  …see more

from $90 / night

$626 - $849 / week

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from $90 / night

(4) Very Good 

24

Vacation apartment in Funchal

Funchal / Palheiro Village

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
This duplex 3-bedroomed apartment is very spacious and offers views of Funchal and the sea and a lovely large shared garden. It is located in an upmarket residential area with some facilities and a cafés, and only 300 metres from the historic centre of Funchal.  …see more

from $45 / night

$542 / week

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from $45 / night

(1) Excellent 

8

Madeira Islands Vacation apartment rental

Madeira / Funchal

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
This excellent apartment overlooking the ocean and the lush green mountains of the island is located in Estrada Monumental.In 5-10 minute walk, you are in the promenade, where you can make nice morning walks, always overlooking the sea.The apartment is furnished  …see more

from $54 / night

$372 - $425 / week

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from $54 / night

(1) Excellent 

22

Vacation studio in Madeira Islands

Madeira / Machico

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
I have 2 apartments can rent together or separately. My Studio offers a doble bed, kitchen and bathroom. Outdoor you find an area prepared for barbecue with a great Machico beach view. Amazing to relax in the end of after noon. Sand beach only 2 minutes by walk. Ideal  …see more

from $33 / night

$228 - $244 / week

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from $33 / night

(5) Excellent 

21

Apartment rental in Funchal with swimming pool

Funchal / Ajuda

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
BRIGHT SEAFRONT APARTMENT IN FUNCHAL WITH BALCONY AND PRIVATE POOLComfortable well equipped one bedroom apartment within a secure condominium with a large outdoor pool, sun-deck and guest lounge in the hotel zone on the west of Funchal.The apartment  …see more

from $45 / night

$312 - $372 / week

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from $45 / night

(1) Excellent 

21

Calheta / Prazeres

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Private garden

 …see more

from $38 / night

$260 / week

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from $38 / night

(1) Excellent 

12

Vacation home in Madeira Islands

Madeira Islands / Porto Santo Island

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
Casa Mar e Monte is a comfortable, modern, well equipped two bedroomed town house with a studio room which can also be used as an occasional bedroom, that takes its name from the fact you have views to both the sea and mountains. Being located in a cul-de-sac only minu  …see more

from $54 / night

$372 - $698 / week

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from $54 / night

(36) Excellent 

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

from $95 / night

$665 - $1112 / week

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from $95 / night

29

Villa rental in Arco da Calheta

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
With an infinity style pool that reaches into the living area, and located in the sunniest area of Madeira, this delightful villa offers tranquillity, outstanding views and close access to the sea. Located on a fajã (a piece of land at the foot of a cliff) in th  …see more

from $126 / night

$876 / week

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from $126 / night

32

Vacation villa in Madeira Islands

Madeira / Canico

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
This stunning villa has a garage and a private pool, the living area, kitchen and swimming pool. It is an incredibly spacious property. There are 3 bedrooms and 3 bathrooms, also table and chairs and it has doors straight out to the terrace and swimming pool. Large ope  …see more

from $160 / night

$1114 / week

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from $160 / night

(6) Excellent 

30

Vacation home in Madeira Islands

Madeira / Santa Cruz

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
The house, registed as "1999/Alojamento Local", offers spacious accommodation and is excellently furnished to a contemporary standard. The 1st floor holds 3 bedrooms fully furnished and accommodates 6 people. There are 2 bathrooms. The master bedroom has an en  …see more

from $62 / night

$431 / week

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from $62 / night