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

Close

View larger map

Also consider

Beach rentals Madeira
1,517 properties
Porto Santo Island
34 properties

Madeira Islands

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,529 Vacation rentals

(26) 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 - $739 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from $65 / 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

$710 - $1555 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from $102 / night

(13) Very Good 

25

Apartment rental in Madeira Islands with shared pool

Funchal / Praia Formosa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
This beach waterfront luxury private apartment with stunning panoramic views of the Atlantic is located on the 4th floor (2 lifts are available) of 4* resort Pestana Gardens, in the west Funchal, Lido area, on the beach Praia Formosa with direct access to the ocean …see more

from $83 / night

$528 - $610 / week

Book View

from $83 / night

(42) 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 $100 / night

$697 - $1167 / week

Book View

from $100 / night

49

Madeira Islands Vacation villa rental

Madeira / Gaula

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $154 / night

$1076 / week

Book View

from $154 / night

(25) 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 $100 / night

$698 - $780 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from $100 / night

(1) Excellent 

112

Vacation home rental

Madeira / Porto da Cruz

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Really nice place, near the sea with private garden very relaxing. The House is located in a village very quiet and interesting to visit. Anyway there is a machine for the manufacture of sugarcane really old and it still works, pretty much. The village has everything yo …see more

from $76 / night

$528 / week

Book View

from $76 / night

(7) Very Good 

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 $42 / night

$345 - $920 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $42 / night

(2) Excellent 

24

Vacation villa with swimming pool in Estrela, Madeira

Calheta / Estrela, Madeira

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Air conditioning
Set on the tranquil sunny hills above Calheta, and close to amenities, the present owner, Elisabeth, sympathetically restored and refurbished her great grandmothers cottages to create this lovely character air-conditioned villa. Relaxing by the tranquil pool and large …see more

from $93 / night

$649 - $1921 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $93 / night

30

Madeira Islands Vacation apartment rental

Madeira / Santa Cruz

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Excellent location in Santa Cruz with a wonderful view to the city and beach this home offers tranquility and comfort for an unforgettable holiday. Even though we are 1 Km from the Centre of Santa cruz is a very quiet area, without noise and with magnificent accessibil …see more

from $42 / night

$288 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from $42 / night

(4) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $53 / night

$296 - $805 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $53 / night

(2) Excellent 

49

Vacation apartment with golf nearby in Madeira Islands

Madeira / Funchal

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
2 bedroom apartment, 2 bathroom, 4 persons, furnished and equipped. Fully equipped kitchen with stove, oven, fridge with freezer, washing machine, dishwasher, microwave, coffee maker, kettle, toaster, ,electric grill, blender, and electric mixer. iron and ironing board. …see more

from $59 / night

$387 - $739 / week

Inquire View

from $59 / 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 $42 / night

$288 - $731 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $42 / night

(25) 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 $276 / night

$1754 - $3231 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $276 / night

67

Madeira Islands Vacation home rental

Madeira / Camara De Lobos

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
The house was built in the traditional architecture style of Madeira and its interiors were refurbished in 2016. It is located in the downtown of Câmara de Lobos, just 1 minute walking distance away from the beach (90 meters) and less than 3 minutes walking distance awa …see more

from $47 / night

$329 / week

Book View

from $47 / 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 $30 / night

$206 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from $30 / 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 $47 / night

$329 - $969 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $47 / 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 $143 / night

$997 - $3906 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from $143 / night

(3) Excellent 

23

Apartment rental in Madeira Islands

Madeira / Canical

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Our room is excellently furnished and designed to detail the host. We favor the concept of family/group of friends with room for this leisure and comfort. Can make two fantastic walks, the Bay of Open and Machico. It has walking access to both. No need to rent car, mi …see more

from $53 / night

$282 / week

Book View

Responds fast!
avg. 3 hours 31 minutes

from $53 / night

(1) Excellent 

11

Vacation home in Madeira Islands

Madeira / Santana

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Pet friendly
A Casa Reis situa-se numa das mais belas localidades da ilha da Madeira. Venha sentir o sossego e o conforto desta freguesia. A Casa Reis proporciona uma experiência fantástica, onde os hóspedes poderão estar em contacto com a natureza, quer serra, quer mar, aproveitand …see more

from $42 / night

$235 / week

Book View

Responds fast!
avg. 54 minutes

from $42 / night

(47) Excellent 

Certificate of Excellence

43

Penthouse rental in Madeira Islands

Madeira / Funchal

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • 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 $77 / night

$434 - $587 / week

Book View

from $77 / night

(1) Very Good 

43

Vacation home in Madeira Islands

Madeira / Machico

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
House near the beach of yellow sand, with a very wonderful, with a wonderful Sunrise and a few evenings very relaxing. House with sea view, and for the port where you can watch the boats coming in and out. Very close has boat trips to see dolphins and whales, kayak rent …see more

from $47 / night

$323 - $364 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from $47 / night

(1) Very Good 

21

Vacation apartment in Madeira Islands

Madeira / Machico

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
I have 2 apartments can rent together or separately. My Apartment offers a bedroom with a double bed, kitchen and bathroom. In the living room we have a sofa bed. Outdoor you find an area prepared for barbecue with a great Machico beach view. Amazing to relax in the …see more

from $39 / night

$270 - $413 / week

Book View

Responds fast!
avg. 34 minutes

from $39 / night

(13) Excellent 

Certificate of Excellence

42

Beach hut rental in Madeira Islands with swimming pool

Calheta / Jardim do Mar

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
'HOUSE WHERE THE MOUTINES MEET THE SEA "(New - Summer spaces are available) The villa, is called the" house where the mountain meets the sea "due to, in one house, can enjoy simultaneously sea ​​and rustic mountain nature, that because the 1st floor is the pool area and …see more

Certificate of Excellence

from $129 / night

$903 / week

Book View

from $129 / 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 $176 / night

$1232 / week

Book View

from $176 / night

11

Santana Vacation home rental

Madeira / Santana

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 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 $54 / night

$378 / week

Book View

from $54 / night

(6) 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 $65 / night

$376 - $540 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from $65 / night

(2) Very Good 

21

Apartment rental in Madeira Islands with shared pool, golf nearby

Funchal / Sao Goncalo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Luxurious 1 & 2 bedroom Apartments furnished to the highest standard. The one Bedroom Apartments have a comfortable Double Bed or Twin Beds in bright, spacious rooms. The two Bedroom Apartments have 1 Double bed and 1 Twin room. The modern living ro …see more

from $159 / night

$1091 - $1935 / week

Inquire View

from $159 / night

(1) Excellent 

10

Vacation condo in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Ask about children
Beautiful view directly from 216 mtr. on the Atlantic Ocean. Lived much balcony area, double bedroom and bathroom on the first floor is on the ground floor. Fitted kitchen with everything you need for the holidays. Enjoy plenty of space in the living area, so the Madeir …see more

from $93 / night

$644 / week

Book View

from $93 / night

(8) Very Good 

19

Cottage rental in Madeira Islands

Madeira / Porto da Cruz

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 4 mi
  • 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 $53 / night

$370 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from $53 / night

10

Vacation apartment in Madeira Islands

Madeira / Funchal

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Amazing apartment for holidays with an amazing close sea view a outdoor space for relaxing with a bench. Thw localization is close to the beach shopping maul cofees gym etc in the best zone in funchal enjoy now the best offer to spend some amazing days in madeira th …see more

from $30 / night

$188 / week

Book View

from $30 / 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 $36 / night

$249 / week

Book View

from $36 / night

(10) Excellent 

53

Apartment rental in Madeira Islands

Funchal / Ajuda

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Sunny apartment with a spacious balcony and a stunning ocean view Light, spacious, filled with southern warmth, this cosy apartment is located in one of the best areas of Funchal. There are beaches with free access areas and a long promenade nearby. For those who prefer …see more

from $61 / night

$405 - $525 / week

Book View

Responds fast!
avg. 35 minutes

from $61 / night

(6) 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 $67 / night

$468 - $551 / week

Book View

from $67 / night

37

Vacation studio in Madeira Islands

Madeira / Santana

Studio 6 3 nights min

  • Studio
  • Sleeps 6
  • 3 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Pet friendly
An ideal hideaway for those who enjoy tranquility and contemplate nature. Accommodates up to 6 people - WIFI - Free. It is located in Santana, 20 minutes from Madeira Airport. Its privileged location next to the Madeira Biosphere Reserve (Laurissilva) makes it possible …see more

from $35 / night

$239 - $649 / week

Book View

Responds fast!
avg. 55 minutes

from $35 / night

19

Vacation apartment rental

Madeira / Funchal

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
The apartment is situated in the most modern area of Funchal, by the coast, nearby everything you need for a comfortable stay (bus stop, taxi rank, supermarkets, shopping centre, coffee shops with esplanades, restaurants, banks, pharmacies and other shops at a short wal …see more

from $59 / night

$411 - $563 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from $59 / 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 $134 / night

$936 - $2570 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from $134 / night

(1) Very Good 

24

Villa rental in Madeira Islands with swimming pool

Calheta / Arco da Calheta

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
With all modern comforts, this villa has traditional Madeira charm, with stone walls and a Portuguese tiled kitchen. Conveniently located with easy access and private off-road parking. Set back from the road behind gardens of Madeira flowers, beside a private solar-h …see more

from $117 / night

$678 - $1349 / week

Book View

Responds fast!
avg. 28 minutes

from $117 / 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 $56 / night

$386 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from $56 / night

20

Vacation villa with swimming pool, golf nearby in Madeira Islands

Calheta / Arco da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
House With 3 Bedroom And 3 Bathroom, Private Pool And Panoramic View Our 3 bedroom luxury villa is situated in a quiet village in Calheta. There is a king size ensuite bedroom (with bath and shower head), a double room, a twin room and a further bathroom with …see more

from $93 / night

$649 / week

Book View

from $93 / night