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

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1,424 Vacation rentals

(18) 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 $102 / night

$704 - $1543 / week

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from $102 / 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 $151 / night

$1055 / week

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from $151 / night

(6) Excellent 

26

Villa rental in Calheta

Madeira / Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
SISTER PROPERTY DO VILLA DO MAR I (5307248) AND VILLA DO MAR III (6619756) Located on a fajã (a piece of land at the foot of a cliff) in the sunny Calheta area, and perched overlooking the ocean, Villa do Mar II has been beautifully converted from a farmers barn into a …see more

from $123 / night

$859 - $2357 / week

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from $123 / night

(21) 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 $243 / night

$1501 - $2856 / week

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from $243 / 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 0.07 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 $54 / night

$377 - $1205 / week

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from $54 / night

26

Villa rental in Madeira Islands

Madeira / Funchal

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Combining impressive facilities with very stylish comfort, this luxury villa is set on two spacious floors and is very quiet, being set back from the street. The enormous leisure, pool and barbecue areas are on the ground floor, with the living, kitchen and bedroom area …see more

from $138 / night

$964 / week

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from $138 / night

(6) Very Good 

19

Madeira / Porto da Cruz

2 6 1 night min

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

from $49 / night

$334 - $786 / week

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from $49 / night

(2) Excellent 

20

Madeira Islands Vacation studio rental

Madeira / Funchal

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
OCEAN DREAM -2 Looking for a relaxing and quiet place to stay in Madeira? This is the ideal place for you. Here you will find one private suite composed of: - Bedroom for 2 with a double bed. - Bathroom. - Lounge with TV and Internet where you can also have the mea …see more

from $33 / night

$226 / week

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from $33 / night

(5) Very Good 

35

Funchal / Old Town, Santa Maria Maior

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Car not necessary
  • Private garden

from $51 / night

$354 / week

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from $51 / night

49

Madeira Islands Vacation villa rental

Madeira / Gaula

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Located on the hillside of Gaula, with superb views over the local countryside and out to sea. From the lounge terrace steps lead down to the heated pool area where the sea views can be best enjoyed. Behind the pool is a lovely garden area, immaculately maintained , pro …see more

from $140 / night

$979 / week

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from $140 / night

24

Calheta Vacation villa rental

Madeira / Calheta

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Cottage modern style used for vacation, located 2 km from the sea, in a quiet area overlooking the sea. Great outdoor space to enjoy the sunny afternoons, which includes pool and Jacuzzi and even a barbecue. The house has wi-fi internet. House in a very quiet location …see more

from $97 / night

$640 - $1130 / week

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from $97 / night

(4) Excellent 

21

Vacation apartment with shared pool in Garajau

Madeira / Garajau

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Completely redecorated in January 2015! This two bedroom, two bathroom apartment is situated in Garajau – Caniço, near Funchal. Being stylishly decorated, you feel immediately at home. It has stunning views of the Atlantic Ocean. At the ground level is a large shared s …see more

from $76 / night

$528 / week

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from $76 / night

31

Madeira / Canical

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly

from $87 / night

$592 / week

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from $87 / night

(1) Excellent 

24

Madeira / Porto da Cruz

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

from $76 / night

$532 / week

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from $76 / night

(38) Very Good 

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 $99 / night

$692 - $1158 / week

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from $99 / night

25

Villa rental in Madeira Islands with swimming pool

Calheta / Arco da Calheta

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our Villa is located in the rural southwest of Madeira, near Arco da Calheta, 40 minutes from Funchal airport. It is only a 5 minute drive away from the golden sandy beach in Calheta. * Our Villa has its own private, south facing, salt water swimming pool (9m x 4m) and …see more

from $114 / night

$796 - $3582 / week

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from $114 / night

(14) Excellent 

21

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

from $106 / night

$738 - $1090 / week

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from $106 / night

40

Vacation villa in Sao Vicente

Madeira / Sao Vicente

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Private garden
Traditional Madeiran house with large rooms, fully equipped kitchen, barbecue, close to Caves of São Vicente and the Center for Volcanology. Ideal for a relaxing and peaceful holiday with stunning landscape. The villa has an open kitchen space and living room, 3 …see more

from $43 / night

$293 - $563 / week

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from $43 / night

19

Madeira / Funchal

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from $81 / night

$565 / week

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from $81 / night

(24) 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 $65 / night

$452 - $678 / week

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from $65 / night

(1)  

10

Home rental in Madeira Islands with swimming pool

Calheta / Arco da Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
3 Bedrooms, 2 Bathroom with breath taking mountain and sea view Cool, calm and sophisticated with a youthful edge, each with their own theme, these functional homes are enveloped in light and comfort. Crisp white walls, timber floors and high ceilings create a style as …see more

from $87 / night

$608 - $1519 / week

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from $87 / night

(2) Excellent 

14

Madeira Islands Vacation apartment rental

Madeira / Funchal

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Ocean front apartment in Funchal city centre. In front of Funchal harbour. Located in the same building as the Cristiano Ronaldo museum. 10 minutes walking distance from all major attractions in Funchal This 1 room apartment with sofa bed feets confortably …see more

from $67 / night

$467 / week

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from $67 / night

16

Madeira Islands Vacation cottage rental

Madeira / Sao Vicente

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Your getaway spot away from the city. In the woods, yet near the sea. Perfect for nature lovers, this cottage is only 30min away from the capital city of Funchal. Surrounded by spectacular sceneries, this cottage offers a unique country side living experie …see more

from $87 / night

$603 / week

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from $87 / night

(21) Very Good 

33

Home rental in Madeira Islands

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
This old stable is beautifully refurbished and has a cool patio under the vines. The area around is mainly farmed and perfect if you would like to stay close to the beach. The house consist of 2 bedrooms upstairs (both with double beds). Downstairs you have the sittin …see more

from $38 / night

$264 - $302 / week

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from $38 / night

(11) 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 $84 / night

$544 - $800 / week

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from $84 / night

(2) Very Good 

15

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

from $121 / night

$845 / week

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from $121 / night

(5) Very Good 

35

Funchal Vacation apartment rental

Madeira / Funchal

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
This is a one bedroom apartment on the main road leading out of Funchal city centre. It´s a 20 minute walk into the city centre. It has a small shopping centre underneath with coffee shop, restaurants, etc. Taxi rank is 2 minutes away and bus stop is in front of the bui …see more

from $70 / night

$452 - $603 / week

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from $70 / night

(3) Excellent 

28

Vacation studio with swimming pool in Madeira Islands

Madeira / Funchal

Studio 4 3 nights min

  • Studio
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The brand new , fully equipped studio meant to accommodate a couple and up to two children. It is located on the ground floor of a nice villa which is the owner's home. Soberly decorated and cosy, with private pool and stunning views over Funchal city. A 15-minute walk …see more

from $49 / night

$342 - $570 / week

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from $49 / night

(7) Excellent 

21

Sao Martinho Vacation apartment rental

Madeira / Sao Martinho

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Apartamento com 2 suites, sala comum e cozinha, é perfeito para férias na Madeira. Num condomínio sossegado com piscina e jardim, está 5 minutos da zona comercial de lojas,restaurantes, centros de turismo.O centro da cidade está a 15 minutos a pé. Excellent 2 bedroom …see more

from $90 / night

$622 - $994 / week

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from $90 / night

(3) Excellent 

29

Vacation cottage in Madeira Islands

Madeira / Porto Moniz

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 4 mi
  • Child friendly
If you want to get away from it all then Casa Do Campo is the perfect retreat for you. Nestled in the hills and countryside, this rustic 2 bedroom cottage will allow you to while away your time without the hustle and bustle of everyday life. A short drive takes you to t …see more

from $49 / night

$272 - $738 / week

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from $49 / night

(1) 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 $22 / night

$162 - $189 / week

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from $22 / 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 garde …see more

from $97 / night

$673 - $1782 / week

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from $97 / 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

$264 - $671 / week

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from $38 / night

(2) Excellent 

25

Vacation villa with swimming pool in Madeira Islands

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in the top of Arco da Calheta cliff, this Villa has the most astonishing and breathless view of Atlantic Ocean, not to mention, that you’ll have the great experience to see one of the most beautiful sunsets in the all Island. The house offers you three double s …see more

from $178 / night

$1243 / week

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from $178 / night

37

Madeira / Ribeira Brava

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from $75 / night

$597 - $1736 / week

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from $75 / night

(2) Very Good 

36

Madeira / Funchal

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.3 mi
  • Child friendly
  • Car not necessary

from $97 / night

$678 - $1695 / week

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from $97 / night

20

Calheta / Arco da Calheta

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

from $160 / night

$1195 - $2091 / week

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from $160 / night

(6) 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 $163 / night

$1139 - $3607 / week

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from $163 / 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 $33 / night

$226 - $520 / week

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from $33 / night

(7) Very Good 

23

Vacation apartment in Madeira Islands

Funchal / Ajuda

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Situated in the heart of the fashionable Monumental/Lido area of Funchal, this stunning six-bedroom duplex penthouse apartment offers luxurious accommodation and outstanding facilities in a prime location. The building features beautifully-manicured gardens, a swimming …see more

from $71 / night

$410 - $1792 / week

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from $71 / night

1