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Estreito da Calheta Holiday Vacation with Pools

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    Travellers to Estreito da Calheta are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in Estreito da CalhetaView all 56 rentals
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    Well appointed villa with heated pool in a quiet sun-kissed area | Villa Rouge1 / 24
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Modern stylish villa, A/C, heated pool, sunny area of Calheta | Calheta Heights1 / 24
    (4)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Banda do Sol Self Catering - LAVENDER COTTAGE1 / 12
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Modern cliff-top villa, panoramic sea-views, A/C, heated pool | Cliffscape1 / 24
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Shared Indoor Pool
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 23, 2017
    We were a party of four and had a wonderful week in Maderia. The villa is perfect. Modern and spacious and with everything you need. The expansive terrace and pool area had...
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    About this property
    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 sunniest area of Madeira and only...
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    Estreito da Calheta, Calheta 9370 268
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vivenda rustica da calheta1 / 17
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 carácter rústico da casa é sublinhada...
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    Estreito da Calheta, Calheta 9370 159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lavender Cottage1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Grill
    • Ocean Views
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2015
    This was our second visit to Madeira, and it will not be the last. We have rented many cottages over the years, in different parts of Europe. Lavender Cottage was no doubt the...
    Reviewed December 27, 2014
    Heather and her family were really welcoming and gave plenty of tips and advice on how to maximise our short week on the island. She certainly goes the extra mile. Thank you...
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    About this property
    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 west coast of this idyllic...
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    Estreito da Calheta, Calheta 9370 221
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Modern luxury 4 bed house with large pool and gard1 / 20
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 4, 2016
    We had a fantastic holiday at villa frangipani, we were a group of 8 and did not feel crowed at all as the house is very spacious. The house really was a lot better then we...
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    About this property
    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 by Miguel Santos of the...
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    Estreito da Calheta, Calheta 9370 239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Rosemary Cottage1 / 24
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2018
    1st Class accommodation with a friendly welcoming host. Cottage situated in a quiet village with stunning sea views. Very relaxing place to spend time.
    Reviewed November 10, 2016
    Finding the right accommodation can make or break a trip - we knew from the the moment Heather greeted Sue & I, after a long day travelling - that Rosemary Cottage was perfect...
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    About this property
    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 west coast of this idyllic...
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    Location Information
    Estreito da Calheta, Calheta 9370 221
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Terrace
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 furniture which is extremely...
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    Estreito da Calheta, Calheta 9370 146
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Pinheira III1 / 83
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 area and TV area. All in one...
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    Location Information
    Estreito da Calheta, Calheta 9370
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa Palheiro at Casas Da Vereda1 / 53
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Patio
    • Ocean Views
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 6, 2017
    We spent the week here for our honeymoon, with 3 kiddies at home and another on the way we wanted somewhere we could really relax and make the most of our last week of adult...
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    About this property
    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 sure that you select the best...
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    Estreito da Calheta, Calheta 9370 225
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Estreito da Calheta, Calheta 9370 237
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • Mountain Views
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't be fooled by the photos. This villa is even more charming than it looks! A high class build with a location that is postcard perfect! The villa is part of small suburban development that has all the modern amenities of a top class neighborhood! This house is for leisure and comfort. Being a...
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    Estreito da Calheta, Calheta 9370 145
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    VILLA ORCHID - POOL, SEA VIEW, WIFI, BBQ1 / 18
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Washer
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Estreito da Calheta, Calheta 9370 227
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cham Cottage  on Paradise with  a  pool and sea views1 / 32
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Beautiful house with everything we need inside Lovely blue water pool Beautifull views A walk to the coffee shop RestaurantSupermarketThe hoste senhor Jose help us...
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    About this property
    Lovely cottage with a.pool beautiful sea vews and mountanhas Beautifull new kitchen bathroom Hair dryer barbecue area flat scream t.v kitchen 5 minutes to Calheta beach and Jardin do Mar mountanas 40 minutes by car to airport 20 minutes to funchal 3 minutes walk to the mini...
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    Estreito da Calheta, Calheta 9370 257
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Mountain Views
    • Ocean Views
    • Washer
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sitting room with kitchenette...
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    Estreito da Calheta, Calheta 9370 249
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    VILLA SAPATINHO - POOL, SEA VIEW, WIFI, BBQ1 / 18
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Estreito da Calheta, Calheta 9370 227
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Grill
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantástica casa reconstruida, Piscina com uma vista infinita para o mar. A área possui um bom acesso ao mar, e a beleza natural do litoral, tornando-o o local de escolha para férias e residências permanentes afins. Calheta também serve como ponto de partida para vários passeios de montanha, com...
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    Estreito da Calheta, Calheta 9370 159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    • Patio
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Estreito da Calheta, Calheta 9370 253
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sure that you select the best...
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    Estreito da Calheta, Calheta 9370 225
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Ocean Views
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sitting room with kitchenette...
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    Location Information
    Estreito da Calheta, Calheta 9370 249
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 surrounding landscape. The...
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    Location Information
    Estreito da Calheta, Calheta 9370 227
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Ocean Views
    • Washer
    • Housekeeping Included
    • Balcony
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sure that you select the best...
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    Estreito da Calheta, Calheta 9370 255
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Paraiso Das Flores1 / 12
    (1)Terrible
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Ocean Views
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 das Flores. The 3 independant...
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    Location Information
    Estreito da Calheta, Calheta 9370 227
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    • Grill
    • Patio
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 sitting room with kitchenette...
    View all property information
    Location Information
    Estreito da Calheta, Calheta 9370 249
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Terrace
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Estreito da Calheta, Calheta 9020 000
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Estreito da Calheta, Calheta 9370 255
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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