50 Best Vacation Rentals in Estreito da Calheta - Holiday Lettings - Cabins

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Estreito da Calheta

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1,440 Vacation rentals

(1) Excellent 

18

Vacation villa in Estreito da Calheta

Calheta / Estreito da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in the sun-drenched hills above Calheta, an old barn has been transformed into this new contemporary modern and chic 3-bed air-conditioned villa, with everything you may want for a great family holiday. Built to high standards, and very well furnished in a modern st …see more

from $123 / night

$860 / week

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Responds fast!
avg. 1 hour 45 minutes

from $123 / night

(11) Very Good 

Certificate of Excellence

36

Estreito da Calheta Vacation villa rental

Calheta / Estreito da Calheta

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

Certificate of Excellence

from $89 / night

$618 - $980 / week

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avg. 2 hours 44 minutes

from $89 / night

(2) Excellent 

17

Estreito da Calheta Vacation villa rental

Calheta / Estreito da Calheta

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Beautifull modern House with 3 bedroom with modern finishes. Sea View,and beautiful sunsets. Green surrounding and panoramic view over Estreito da Calheta. Very good sun exposure.Casa da Pinheira sits on the hillside overlooking the pretty village of Estreito da Calheta …see more

from $62 / night

$430 / week

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from $62 / night

(3) Excellent 

12

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Beautifull and recently renovated stone house with two bedrooms both with sea view, one bathroom,fully equipped kitchen,garden area,BQ area,car park ,5 minutes from the yellow sand beach and with an excellent sun exposure. Supermarket and bar within a walking distance,s …see more

from $74 / night

$516 / week

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from $74 / night

19

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Pet friendly
The house is equipped with everything needed to enjoy a great stay in Madeira, is near the main sights of Calheta, the taken of the island, walks in nature, and above all agree with the stunning sound of Nature here one breathes the fresh air and offers security and pea …see more

from $43 / night

$344 - $725 / week

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from $43 / night

(1) Excellent 

53

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Relax in Class at 200m high on the Sunny South West Coast of Madeira and enjoy the Sunset and Ocean View from the Pool! You can rent Casa Palheiro - studio, Casa Rural - 1 bedroom, Casa Eco - 2 bedrooms, or any combination. Have a look on the Picture Galleries to make s …see more

from $105 / night

$694 - $813 / week

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from $105 / night

(1) Excellent 

20

Estreito da Calheta Vacation home rental

Calheta / Estreito da Calheta

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedrooms, 3 bathrooms, separate WC, sleeps 8 Casa Frangipani is an outstanding modern villa standing on a large level site in the hamlet of Estreito da Calheta on the south-west coast of the beautiful sub-tropical island of Madeira. Designed in a contemporary style b …see more

from $263 / night

$1,846 / week

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from $263 / night

(2) Excellent 

23

Estreito da Calheta Vacation guest house rental

Calheta / Estreito da Calheta

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Typical Madeiran house in a quiet location This property is a typical Madeiran country house that has been completely and faithfully renovated. This picturesque house is very comfortable, spread over three levels, with 2 bedrooms, 1 bathroom, 1 spacious living/di …see more

from $68 / night

$473 - $645 / week

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Responds fast!
avg. 3 hours 16 minutes

from $68 / night

14

Home rental in Estreito da Calheta with golf nearby

Calheta / Estreito da Calheta

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
1 bedroom and a sofa bed to sleep 3 in a quiet place, in Madeira... - Full kitchen - 2 bathrooms - Very quiet, - Isolate paradise - Barbecue - Sun chairs - Patio chairs and table - Near to Hotel Jardim Atlantico - WI-FI internet free Travel: airport at 35 minut …see more

from $68 / night

$473 / week

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from $68 / 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 $97 / night

$675 / week

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from $97 / night

(26) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $43 / night

$301 / week

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Responds fast!
avg. 2 hours 30 minutes

from $43 / night

(10) Excellent 

24

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Gulf Stream waters lap the shores of Madeira resulting in fantastic summers and mild winters making the island an exquisite holiday destination all year round. Our spacious cottages enjoy a privileged location in Estreito da Calheta which is to be found on the sunny wes …see more

from $93 / night

$645 / week

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from $93 / night

(1) Excellent 

49

Home rental in Estreito da Calheta

Calheta / Estreito da Calheta

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
This is a great holiday villa, whatever you wish to do whilst in Madeira. Located in sunny Calheta, with great views over vineyards and banana plantations to the sea, it is only a five minute drive to the beach, sea and marina, but also perfectly located for exploring t …see more

from $70 / night

$490 / week

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avg. 1 hour 45 minutes

from $70 / night

(4) Excellent 

18

Vacation home rental

Calheta / Estreito da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Gulf Stream waters lap the shores of Madeira resulting in fantastic summers and mild winters making the island an exquisite holiday destination all year round. Our spacious cottages enjoy a privileged location in Estreito da Calheta which is to be found on the sunny wes …see more

from $117 / night

$817 / week

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from $117 / night

(26) Very Good 

Certificate of Excellence

30

Vacation villa in Estreito da Calheta

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

Certificate of Excellence

from $87 / night

$609 - $1,001 / week

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Responds fast!
avg. 1 hour 35 minutes

from $87 / night

(4) Very Good 

27

Vacation villa in Estreito da Calheta

Calheta / Estreito da Calheta

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located below Estreito da Calheta, with nearby access to the expressways for ease of exploring Madeira, in a countryside location and with great views of the green hills and ocean, the beautifully appointed Villa Rouge is 3-bedroomed property that offers everything you …see more

from $135 / night

$946 / week

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Responds fast!
avg. 1 hour 45 minutes

from $135 / night

41

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
Relax in Class at 200m high on the Sunny South West Coast of Madeira and enjoy the Sunset and Ocean View from the Pool! You can rent Casa Palheiro - studio, Casa Rural - 1 bedroom, Casa Eco - 2 bedrooms, or any combination. Have a look on the Picture Galleries to make s …see more

from $117 / night

$777 - $1,284 / week

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from $117 / night

24

Estreito da Calheta Vacation cottage rental

Calheta / Estreito da Calheta

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden
2 bedroom typical Madeiran villa cottage in stone rocks with glass pool, big barbecue room with table, modern full kitchen, 1 bathrooms, garden, 5 min to Calheta sand golden beach, close to walking nature levadas, 25 min to Funchal centre, 45 min to the airport. A real …see more

from $74 / night

$516 / week

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from $74 / night

17

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
newly built bungalow (Oct. 2015), part of a complex with 2 independent houses and a heated pool, unique to this house. The solarium equipped with deckchairs and parasols offers a wonderful view of the ocean and the mountain. The covered porch allows meals outdoors throu …see more

from $99 / night

$688 - $946 / week

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from $99 / night

(1) Excellent 

83

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
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 $124 / night

$951 / week

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from $124 / night

81

Vacation villa in Estreito da Calheta

Calheta / Estreito da Calheta

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Located less than 5 minutes away from the Calheta beach, this gorgeous villa, winner of the 2016 Luxury Travel Guide Award has everything to make your holiday memorable. Spread around 900 m² this modern and luxurious property offers a spacious terrace, garden, a large h …see more

from $314 / night

$1,677 - $5,502 / week

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from $314 / night

(1)  

12

Vacation cottage with shared pool in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The perfect place to relax and unwind from your daily routine... Located in the south west of the Island of Madeira, in the village of Estreito da Calheta in the rural country side; surrounded by vineyards, sugar cane and farmland is where you will find Paraiso d …see more

from $68 / night

$430 / week

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from $68 / night

18

Vacation villa accommodation

Calheta / Estreito da Calheta

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
Villa Naturae enjoys a rural location in the quiet and beautiful Estreito da Calheta. This self-catering accommodation sleeps up to 4 guests and has free on-site parking and Wi-Fi. The house has 2 bedrooms (1 double bedroom and 1 twin bedroom), and 2 bathrooms. There …see more

from $86 / night

$602 / week

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from $86 / night

34

Estreito da Calheta Vacation apartment rental

Calheta / Estreito da Calheta

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
Raymond's House is located in a quiet, quiet, almost isolated, with few neighbors but friendly. Ideal for those seeking peace, quiet and want to relax to the sounds of nature, birds and water to pass Levada. In the fresh air, feel the scent of eucalyptus and the smell i …see more

from $50 / night

$344 / week

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from $50 / night

(3) Very Good 

26

Vacation villa in Estreito da Calheta

Calheta / Estreito da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
With outstanding panoramic sea-views and offering privacy and seclusion, surrounded by tranquil countryside, Cliffscape is a superb quality air-conditioned villa with heated pool that fully lives up to its name, with the great advantage that it is located in the sunnies …see more

from $123 / night

$860 / week

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Responds fast!
avg. 1 hour 45 minutes

from $123 / night

(3) Good 

17

Estreito da Calheta Vacation gite rental

Calheta / Estreito da Calheta

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Suitable for children age 5+
O chalé rústico construído com pedras naturais foi construído no estilo típico de quinta madeirense com um ambiente acolhedor e confortável. A casa fica perto de uma pequena estrada nas colinas superiores da Calheta cercado por típicos quintas madeirenses. o carácte …see more

from $99 / night

$692 - $1,124 / week

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Responds fast!
avg. 3 hours 54 minutes

from $99 / night

21

Vacation apartment in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
This is a 2 bedroom super 'Penthouse' apartment located in Calheta in a small, quiet and privat building. The property has 2 generous bedrooms, 2 luxurious bathrooms and a modern kitchen with laundry area etc... The property was recently decorated with high quality furn …see more

from $64 / night

$447 / week

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from $64 / night

20

Estreito da Calheta Vacation home rental

Calheta / Estreito da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
House framed the nature of Calheta. Near taken along the walks, but still very close to the Ocean and the Best Beach Calheta (with sand). Great peace and tranquility where you can enjoy the sound of trees and birds along the traditional population of Madeira where still …see more

from $44 / night

$303 / week

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Responds fast!
avg. 20 minutes

from $44 / night

(1) Excellent 

21

Estreito da Calheta Vacation studio rental

Calheta / Estreito da Calheta

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
We look forward to welcoming you to Banda do Sol. Our comfortable and well appointed self-catering accommodation is situated in the charming district of Estreito da Calheta which is on the southwest coast of this idyllic island. If you are looking for a pied a terre …see more

from $68 / night

$473 / week

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from $68 / night

31

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Child friendly
Casa Agrela is a modern 4 Bedroom , 2.5 Bathrooms , Dining room , Kitchen , Living room , laundry room , BBQ area private parking and recently renovated . Only 5 minutes walk to the beach of Calheta and shops, 30 minutes from Funchal and 40 minutes from the airport. It …see more

from $123 / night

$860 - $1,978 / week

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Responds fast!
avg. 2 hours 29 minutes

from $123 / night

14

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
A beautiful 3 bedroom fully equipped holiday villa, located in the quiet village of Estreito da Calheta, just at 220 meter above sea level. Accommodation consists of 3 bedrooms, 2 bathrooms one with fitted modern shower , one with bath & Shower, kitchen & dining area …see more

from $59 / night

$413 / week

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from $59 / night

23

Vacation villa with swimming pool in Estreito da Calheta

Calheta / Estreito da Calheta

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Located in a pleasant area of Calheta, with a fantastic view over the sea and the mountain. The house is composed by: Ground-floor - room where clients have at its disposal a washing machine, as well as a football table.2 double bedrooms ,2 twin bedroom 1 single room si …see more

from $150 / night

$1,044 - $2,168 / week

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from $150 / night

21

Estreito da Calheta Vacation cottage rental

Calheta / Estreito da Calheta

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Casa de campo, com 200 anos de existência e totalmente remodelada há 12 anos. Com uma vista fantástica para o mar, com um clima maravilhoso, o melhor da Ilha da Madeira. Perto de várias praias (naturais e uma de areia artificial). A 30 minutos do Funchal e a 45 minutos …see more

from $80 / night

$559 - $1,058 / week

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from $80 / night

56

Vacation villa rental

Calheta / Estreito da Calheta

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Relax in Class at 200m high on the Sunny South West Coast of Madeira and enjoy the Sunset and Ocean View from the Pool! You can rent Casa Palheiro - studio, Casa Rural - 1 bedroom, Casa Eco - 2 bedrooms, or any combination! Have a look on the Picture Galleries to make s …see more

from $210 / night

$1,413 - $2,071 / week

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from $210 / night

49

Vacation apartment in Estreito da Calheta

Calheta / Estreito da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Apartment Serramar is in a quiet location, only 5 minutes’ drive to Calheta beach and shops and restaurants, 30 minutes from Funchal and 40 minutes from the airport. It is ideally located for touring the island, with easy access to the North and its fabulous landscapes …see more

from $62 / night

$430 - $903 / week

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from $62 / night

44

Vacation home in Estreito da Calheta

Calheta / Estreito da Calheta

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden
Vivenda Joao Costa is a stone house build in the 1916 and renovated in 2014 with 2 Bedroom , 2 Bathrooms , Dining room , Kitchen , Living room , laundry room , BBQ area. Only 30 minutes drive to the beach of Calheta and shops, 40 minutes from Funchal and 45 minutes from …see more

from $80 / night

$559 - $903 / week

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from $80 / night

23

Estreito da Calheta Vacation home rental

Calheta / Estreito da Calheta

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
type T2 house consists of a room and a fully fitted kitchen, located in a privileged area overlooking the sea. Decorated with refinement and elegance. It has an outdoor garden area and a swimming pool. The sunset from the pool and the sea is a perfect place for a relaxe …see more

from $135 / night

$946 / week

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from $135 / night

31

Estreito da Calheta Vacation home accommodation

Calheta / Estreito da Calheta

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Beautiful House is a secluded vacation home with a barbecue, located in Calheta in the Madeira Islands region. The property is 24 km from Funchal and offers views of the sea. Wi-Fi is available throughout the property and free private parking is available on site. The …see more

from $160 / night

$1,118 / week

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from $160 / night

20

Estreito da Calheta Vacation home accommodation

Calheta / Estreito da Calheta

4 7 nights min

  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Modern, self-catering penthouse apartment situated amongst the quiet banana groves of Calheta, with magnificent views of the sea,beach, Marina, and the hills.Overlooking the center of Vila da Calheta with its beautiful golden sandy beaches,this apartment is in a few min …see more

from $57 / night

$400 - $689 / week

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from $57 / night

36

Villa rental in Estreito da Calheta with shared pool

Calheta / Estreito da Calheta

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The pet-friendly Paraíso das Flores offers self-catering villas in Estreito da Calheta, between the picturesque villages of Calheta and Jardim do Mar, Madeira Island. It includes an outdoor swimming pool. The modern 3 self-catering villas offer panoramic views of the …see more

from $59 / night

$516 - $774 / week

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Responds fast!
avg. 1 hour 41 minutes

from $59 / night