50 Best Vacation Rentals in Calheta - Holiday Lettings - Cabins

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Arco da Calheta
158 properties
Estreito da Calheta
49 properties
Ponta do Pargo
30 properties
Faja da Ovelha
30 properties
Prazeres
22 properties
Paul do Mar
17 properties
Jardim do Mar
11 properties

Calheta

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375 Vacation rentals

(20) Excellent 

48

Vacation villa in Calheta

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

$1478 - $2813 / week

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from $239 / 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 $94 / night

$657 - $1374 / week

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from $94 / night

(2) Excellent 

15

Arco da Calheta Vacation apartment rental

Calheta / Arco da Calheta

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Private garden
The apartment is located in Arco da Calheta, a short distance from the centre of Calheta beach and the village. Has a breathtaking view over the Banana plantation, the Ocean and have everyday unforgettable sunsets. One bedroom, 1 bathroom, kitchen, lounge & dining a  …see more

from $56 / night

$386 / week

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from $56 / night

(3) Very Good 

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 - $749 / week

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from $43 / night

(2) Excellent 

19

Vacation home in Arco da Calheta

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

$964 - $2114 / week

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from $138 / night

(21) Very Good 

33

Home rental in Estreito da Calheta

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

$260 - $297 / week

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from $38 / night

10

Apartment rental in Arco da Calheta with swimming pool

Calheta / Arco da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This luxurious and spacious apartment has a fully kitchen equipped with everything you need (including fridge/freezer, washing machine, iron, ironing board, kettle, toaster, microwave oven and full size cooker). However if you prefer to eat out, there are many restauran  …see more

from $75 / night

$500 / week

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from $75 / night

22

Madeira / Calheta

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

 …see more

from $32 / night

$223 / week

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from $32 / 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

 …see more

from $159 / night

$1113 - $2225 / week

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from $159 / 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

23

Vacation villa in Prazeres

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 $96 / night

$663 - $1755 / week

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from $96 / night

(2) Excellent 

27

Calheta / Ponta do Pargo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $60 / night

$416 / week

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from $60 / night

(3) Excellent 

18

Calheta / Estreito da Calheta

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly

 …see more

from $69 / night

$482 / week

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from $69 / 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 $91 / night

$631 - $1113 / week

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from $91 / night

37

Vacation villa in Calheta

Madeira / Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 Swimm  …see more

from $170 / night

$1187 / week

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from $170 / night

(10) Very Good 

24

Estreito da Calheta Vacation villa rental

Calheta / Estreito da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 $72 / night

$499 - $1007 / week

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from $72 / night

(2) Excellent 

19

Vacation apartment 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 3 mi
  • Child friendly
MARISOL is a licensed and certified holiday residence (registernumbers 843/13 and 844/13 ) in Arco Da Calheta , a picturesque village situated on the south coast of Madeira Island, Portugal. It meets all the quality criteria imposed by the local authorities, recognizabl  …see more

from $67 / night

$467 - $837 / week

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from $67 / night

(1) Excellent 

22

Madeira / Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $27 / night

$186 / week

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from $27 / night

(1) Excellent 

28

Faja da Ovelha Vacation home accommodation

Calheta / Faja da Ovelha

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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  …see more

from $43 / night

$297 / week

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from $43 / night

(12) Excellent 

24

Madeira / Calheta

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

 …see more

from $69 / night

$477 - $816 / week

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from $69 / night

(3) Very Good 

24

Vacation apartment in Arco da Calheta

Calheta / Arco da Calheta

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
Somos um casal de 60 anos que decidiram compartilhar o topo da nossa casa com pessoas como Ilha da Madeira, o apartamento é completamente independente da nossa casa, só têm em comum o portão principal. A área tem um bom acesso ao mar, e  …see more

from $38 / night

$260 / week

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from $38 / night

25

Villa rental in Arco da Calheta 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 $112 / night

$784 - $3073 / week

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from $112 / night

(5) 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  …see more

from $121 / night

$846 - $2321 / week

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from $121 / night

(1) Excellent 

25

Vacation villa in Ponta do Pargo

Ponta do Pargo / Serrado

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Ask about pets
Fantastic villa and garden in a stunning location perched on top of the dramatic cliffs at the western tip of this delightful island The Quinta offers two large double rooms on the ground floor and one room up in the tower - all with 4 poster beds - all with ocean view.  …see more

from $159 / night

$1113 - $1552 / week

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from $159 / night

(1) Very Good 

22

Calheta / Estreito da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $75 / night

$520 / week

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from $75 / night

32

Calheta / Faja da Ovelha

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $62 / night

$431 - $668 / week

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from $62 / 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 $190 / night

$1325 - $2744 / week

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from $190 / night

(15) Excellent 

34

Calheta Vacation villa rental

Madeira / Calheta

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
License Nº 20394/AL by Portugal Tourism Calheta Orchid House is situated in a quiet and tranquil district of Calheta, surrounded by small fields and gardens with typical Madeira Levada irrigation. In the house are available: Two spacious bedroom each with queen s  …see more

from $48 / night

$334 - $668 / week

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from $48 / night

27

Calheta / Faja da Ovelha

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly

 …see more

from $34 / night

$238 - $371 / week

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from $34 / night

(8) Very Good 

20

Vacation cottage in Calheta

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

from $38 / night

$260 - $334 / week

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from $38 / night

29

Villa rental in Calheta

Madeira / Calheta

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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. Ab  …see more

from $53 / night

$371 - $520 / week

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from $53 / night

83

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This house is brandnew and built with the latest stantards of confort. 2 bedrooms, 2 bathrooms, an outdoor pool with panoramic seaview The house has spacious kitchen and living room open plan with about 50 sqm. Here is also simultaneously the large kitchen, reading are  …see more

from $117 / night

$816 - $954 / week

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from $117 / night

(9) Excellent 

24

Calheta Vacation villa rental

Madeira / Calheta

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Excellent country house fully restored, true paradise and that's why it was called Angels in Paradise. locate in the east 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 $91 / night

$615 - $1702 / week

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from $91 / night

20

Vacation villa with swimming pool, golf nearby in Arco da Calheta

Calheta / Arco da Calheta

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
House With 3 Bedroom And 3 Bathroom, Private Pool And Panoramic ViewOur 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 $84 / night

$586 / week

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from $84 / night

(1) Excellent 

30

Vacation villa rental

Calheta / Arco da Calheta

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
This is a 3 bedroom super luxury villa located in arco da calheta in an urbanization. As said before the property has 3 luxury modern style bedrooms, 3 luxurious modern bathrooms, new modern kitchen, laundry room, etc... The property was recently decorated with high qua  …see more

from $110 / night

$764 / week

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from $110 / night

(2) Excellent 

29

Calheta / Prazeres

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Ask about pets

 …see more

from $59 / night

$408 - $482 / week

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from $59 / night

51

Villa accommodation in Arco da Calheta with swimming pool

Calheta / Arco da Calheta

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
This is a 3 bedroom super villa located in arco da calheta in an urbanization. As said before the property has 3 luxury modern style bedrooms, 3 modern bathrooms, new modern kitchen, laundry room, etc... The property was recently decorated with high quality furniture wh  …see more

from $79 / night

$549 / week

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from $79 / night

(2) Very Good 

27

Vacation villa in Estreito da Calheta

Calheta / Estreito da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Located below Estreito da Calheta, with nearby access to the expressways for ease of exploring Madeira, in a quiet countryside location and with great views of the green hills and ocean, the beautifully appointed Villa Rouge is 3-bedroomed property that offers everythin  …see more

from $117 / night

$816 - $2255 / week

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from $117 / night

(2) Very Good 

22

Home rental in Jardim do Mar

Calheta / Jardim do Mar

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.3 mi
  • Child friendly
Casa das Pedras is a two storey village house built in 2006It is situated at the edge of Jardim do Mar in an area known as the Pontinha or  little headland It is  reached on foot by a 200m path from the village square where there is a free car  …see more

from $63 / night

$438 - $613 / week

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from $63 / night

(2) Excellent 

25

Vacation villa with swimming pool in Arco da Calheta

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 do  …see more

from $175 / night

$1224 / week

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from $175 / night