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

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1,472 Vacation rentals

(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 $68 / night

$472 - $708 / week

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avg. 2 hours 40 minutes

from $68 / 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 $96 / night

$669 - $747 / week

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avg. 1 hour 14 minutes

from $96 / night

(5) Excellent 

24

Madeira Islands Vacation villa accommodation

Madeira / Sao Vicente

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
With a great location literally above the village of São Vicente, and with great sea-views, the 3-bedroom Casa Vigia Mar is perfect for those seeking an easy access to the sea and countryside. The north coast is quite spectacular, and great for communing with nature and …see more

from $39 / night

$328 - $874 / week

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avg. 2 hours 14 minutes

from $39 / night

(20) 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

$705 - $1543 / week

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avg. 1 hour 37 minutes

from $102 / night

(8) 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 $168 / night

$1170 / week

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from $168 / night

(40) 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 $98 / night

$686 - $1149 / week

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from $98 / night

(4) Very Good 

29

Prazeres Vacation home rental

Calheta / Prazeres

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Ask about pets
2 to 4 guests. Area of 55 m 2 full foot. Room 1: reads Double + convenient. 1 bathroom: Italian shower + washbasin + WC. 1 kitchen open to living room: kitchen: hotplate x 4 + oven + hood hood + fridge / freezer + microwave oven + coffee Italian + Grill bread Table and …see more

from $64 / night

$448 - $527 / week

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from $64 / night

(6) Very Good 

35

Vacation apartment in Madeira Islands

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
Amazing and spacious apartment with a large balcony, overlooking sea and mountains, located at city center of Funchal, city where you can enjoy all city within a walking distance.On the top floor, only a few meters from sea front and beach where is also the famous port …see more

from $53 / night

$370 / week

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avg. 1 hour 41 minutes

from $53 / night

(2) Excellent 

24

Vacation home in Porto da Cruz

Madeira / Porto da Cruz

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The House Pc is a house / villa with all the comfort, tranquility and easy access, which sleeps up to 7 people. large social spaces, kitchen, barbecue, indoor heated pool, garden and terrace with a magnificent green sea and landscape are the essential notes to enjoy a p …see more

from $79 / night

$551 / week

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from $79 / night

(7) Very Good 

24

Madeira Islands Vacation apartment rental

Funchal / Old Town, Santa Maria Maior

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Great place!!! In a walking distance to Funchal center, it is new on the market. Totally equipped with washing machine, dish washer, wifi and parking, enjoys a view over the harbor and city from the balcony. Market and Old Town by the door, helping in your daily …see more

from $68 / night

$590 - $1241 / week

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from $68 / 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 $23 / night

$169 - $197 / week

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avg. 2 hours 23 minutes

from $23 / night

(5) Very Good 

12

Apartment rental in Madeira Islands

Madeira / Funchal

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
Located in Funchal prime area, this recently renovated apartment has the perfect location. From here you can access the sea (150mt), the Naval Club and the beautiful Praia Formosa beach which is 500 mts. away. Madeira forum shopping center, Restaurants, supermarket, an …see more

from $62 / night

$360 - $517 / week

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avg. 2 hours 19 minutes

from $62 / night

(10) Excellent 

33

Vacation home in Funchal

Madeira / Funchal

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
This traditional Quinta in Funchal opens the door of this so well equipped apartment, surrounded by a fantastic outside area with beautiful blooming gardens. Facing South the view over Funchal city, sea and harbour offers a unique scenery and the total privacy of the …see more

from $82 / night

$669 - $1140 / week

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from $82 / night

(1) Excellent 

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 $40 / night

$276 / week

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avg. 2 hours 22 minutes

from $40 / night

(2) Very Good 

15

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 once belonged to parents of the current owner. It was built in the early twentieth century, when houses are still built with stone. Thus preserved this type of construction. Is a house located in a pleasant, quiet and surrounded …see more

from $126 / night

$882 / week

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avg. 1 hour 39 minutes

from $126 / night

37

Vacation villa in Madeira Islands

Madeira / Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Wood Lovers Villa is perfectly decorated and lies in an elevated position within the scenic Calheta Bay which is just a few minutes' drive to this popular village. This luxurious 3 bedroom villa enjoys stunning views over the sea and benefits from a beautiful Swimming p …see more

from $179 / night

$1248 / week

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from $179 / night

(7) Very Good 

19

Cottage rental in Madeira Islands

Madeira / Porto da Cruz

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
CONDITION: NEW, FULLY EQUIPPED WITH CROCKERY AND LECTRODOMESTICOS (REFRIGERATOR, MICROWAVE, COFFEE MACHINE, TOASTER); WITH TV AND INTERNET; WITH BED SHEETS, BLANKETS AND TOWELS; With BARBECUE (ALREADY INCLUDES skewers and FIREWOOD) IT is POSSIBLE to BOOK HOMEMADE BOLO D …see more

from $51 / night

$351 / week

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avg. 2 hours 41 minutes

from $51 / night

(4) 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 $73 / night

$511 / week

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from $73 / night

(4) Excellent 

22

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
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 $68 / night

$472 - $708 / week

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avg. 3 hours 6 minutes

from $68 / night

(23) 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 $253 / night

$1567 - $2982 / week

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avg. 2 hours 42 minutes

from $253 / night

(46) Excellent 

Certificate of Excellence

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 of Funchal city, th …see more

Certificate of Excellence

from $62 / night

$386 - $566 / week

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avg. 1 hour 24 minutes

from $62 / night

(8) 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 $127 / night

$889 - $2441 / week

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avg. 2 hours 14 minutes

from $127 / night

9

Vacation home in Madeira Islands

Madeira / Santo Antonio da Serra

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The Vila Joaninha is a 3 bedroom house located in a property with 10,000 m² in Santo da Serra, Madeira Island. This unit is pet friendly and is about a 10-minute drive from Madeira International Airport. The unit features a cozy fireplace and a living room with sofas a …see more

from $57 / night

$393 / week

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from $57 / night

27

Massapez Vacation apartment rental

Calheta / Massapez

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 $40 / night

$276 / week

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avg. 3 hours 9 minutes

from $40 / 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 $39 / night

$273 - $695 / week

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avg. 2 hours 14 minutes

from $39 / night

13

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 $40 / night

$248 - $281 / week

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from $40 / 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 $156 / night

$1092 / week

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from $156 / night

(16) Excellent 

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

from $109 / night

$758 - $1119 / week

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avg. 1 hour 41 minutes

from $109 / night

(1) Excellent 

26

Villa rental in Madeira Islands

Madeira / Funchal

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $143 / night

$999 / week

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avg. 2 hours 14 minutes

from $143 / night

(12) 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
  • 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 $34 / night

$234 - $468 / week

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avg. 2 hours 14 minutes

from $34 / night

(1) Excellent 

26

Vacation home with golf nearby in Funchal

Funchal / Old Town, Santa Maria Maior

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
House T0 near the historic district of Funchal, recently restored with small kitchen, bathroom and a large area of 70 square meters which includes living room and bedroom. A 10 minute walk to the Mercado dos Lavradores. And close to a beautiful beach 0.5 km from the hou …see more

from $43 / night

$299 / week

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avg. 21 minutes

from $43 / night

(3) Very Good 

33

Villa rental in Madeira Islands

Madeira / Funchal

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
THIS PROPERTY HAS NO REVIEWS AS IT IS NEW TO THE MARKET Located in a residential area of Funchal, only 800 metres from the town centre, this outstanding contemporary property is the ultimate in fashionable luxury. Its hi-tech features include electrically adjustable bli …see more

from $302 / night

$2667 - $4453 / week

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avg. 2 hours 14 minutes

from $302 / night

(6) 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 area. 1 l …see more

from $56 / night

$397 - $410 / week

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from $56 / night

(9) 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 $93 / night

$644 - $1030 / week

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from $93 / night

29

Villa rental in Arco da Calheta

Calheta / Arco da Calheta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A 4 bedroom luxury villa located in Arco da Calheta. the property has 4 luxury modern style bedrooms, luxurious modern bathrooms and an open-garden bathroom with shower new modern kitchen, laundry room, etc... The property was recently decorated with high quality furni …see more

from $199 / night

$1393 - $2886 / week

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from $199 / night

31

Canical Vacation home rental

Madeira / Canical

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Nice House, with magnificent views over the sea. New House with huge barbecue, ideal for numerous families or friends. Home located in a fishing village, with the Whale Museum at 800 meters, swimming pool, beach, restaurants, all very close. View of the ponta de são Lou …see more

from $90 / night

$618 / week

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avg. 1 hour 30 minutes

from $90 / 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
  • Nearest beach 0 mi
  • Swimming pool
BRIGHT SEAFRONT APARTMENT IN FUNCHAL WITH BALCONY AND PRIVATE POOL Comfortable 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 $50 / night

$344 - $390 / week

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avg. 3 hours 9 minutes

from $50 / night

(1) Excellent 

19

Vacation villa in Madeira Islands

Madeira / Garajau

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
Villa da Falésia (Villa Cliff), has been beautifully decorated and tastefully furnished, and is equipped with absolutely everything you need to make your stay comfortable. Offering complete privacy and an abundance of space, both inside and out, the unique location wi …see more

from $127 / night

$889 - $2901 / week

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avg. 2 hours 14 minutes

from $127 / night

19

Bungalow rental in Garajau with swimming pool

Madeira / Garajau

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Private garden
Bungalow that belongs to a private Villa with swimming-pool and amazing views over the ocean. This bungalow is surrounded by a big garden and a private swimming-pool. Perfect for a romantic get-away. The guests enter the Villa thru a private gate and h …see more

from $79 / night

$551 / week

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from $79 / night

(4) 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 $45 / night

$312 - $921 / week

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avg. 2 hours 14 minutes

from $45 / night

1