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Holiday rentals in Estreito da Calheta

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Top-rated holiday rentals in Estreito da Calheta

Guests agree: these stays are highly rated for location, cleanliness and more.

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Home in Estreito da Calheta

4.96 out of 5 average rating, 190 reviews

Casa Palheiro @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean: 30 minutes drive to Funchal, 5’ to rock beaches in seaside villages or sand by the marina of Calheta, or the close-by levada walks. Please note that one can rent any combination of Casa Palheiro studio, Casa Rural 1 bedroom, and Casa Eco 2 bedrooms!

Guest favourite

Home in Madalena do Mar

4.98 out of 5 average rating, 134 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

Guest favourite

Home in Calheta

4.99 out of 5 average rating, 196 reviews

Top View House

Top View House é uma casa nova (remodelada em novembro de 2017) com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho e duas varandas. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

Guest favourite

Home in Estreito da Calheta

4.92 out of 5 average rating, 203 reviews

Adega Do Avô 2 Amazing Seaview Trekking Beach

Adega do Avo is a set of 2 cottages fully equipped WITH AN INCREDIBLE SEA VIEW to give you the best experience. Cottage 2 is modern completly new in a cozy and well lit living space. We offer "Free car Parking in Premises" (Peace of mind). It has been built to offer the best comfort you deserve. Its unbeatable location offers you the best romantic sea view and makes this set just 5 minutes from the best sandy beach of the island and it is only 30 minutes from the city of Funchal.

Guest favourite

Home in Arco da Calheta

4.98 out of 5 average rating, 167 reviews

Casa Sol e Vista

Villa with a good view and good sunshine throughout the day. The house is located in one of the best places in the parish. It has two bedrooms, living room / kitchen and two bathrooms, with a capacity for 6 people. The house is situated at the top of a hill, which makes the house have an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend A pleasant vacation in the HOUSE SUN and VIEW. Contact Duarte Paulo

Guest favourite

Cottage in Jardim Do Mar

4.97 out of 5 average rating, 155 reviews

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Guest favourite

Rental unit in Jardim do Mar

4.95 out of 5 average rating, 259 reviews

Uni AIR Studio

Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.

Guest favourite

Rental unit in Paúl do Mar

4.98 out of 5 average rating, 142 reviews

Meu Pé de Cacau - Studio Papaia in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Guest favourite

Home in Câmara de Lobos

4.95 out of 5 average rating, 133 reviews

Marcellino Bread & Wine I

Marcellino Pane e Vino is a recent project, duly prepared and equipped to welcome our future guests. The outdoor area of this space offers all the privacy necessary to enjoy the good weather and the view that covers the slopes and the entire coast from Câmara de Lobos to the famous beach "Praia Formosa" and the natural pools known as Doca do Cavacas.

Guest favourite

Home in Estreito da Calheta

4.79 out of 5 average rating, 125 reviews

Welcome Home with a Great View

A beautiful fully equipped holiday house, has 3 bedrooms, 2 bathrooms, kitchen, dining room & a TV seating room. Has a big terrace with a panoramic views of mountains, ocean views and sunsets. Provide a perfect place to relax with a cool glass of wine after enjoying a day out, perhaps on a local levada walk.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Estreito da Calheta holiday rentals

Free parking on premises

Air conditioning

Stay near Estreito da Calheta's top sights

As Fontes do Horácio13 locals recommend

Pukiki34 locals recommend

Restaurante Convento Das Vinhas13 locals recommend

Sem Idade Café14 locals recommend

Mudas Museu Arte Contemporanea90 locals recommend

Barquipan4 locals recommend

Other great holiday rentals in Estreito da Calheta

Guest favourite

Home in Lombo Do Doutor

4.95 out of 5 average rating, 56 reviews

*NEW* 2-Bedroom house by the sea with Patio

Guest favourite

Home in Arco da Calheta

4.95 out of 5 average rating, 91 reviews

Magro's House

Guest favourite

Rental unit in Arco da Calheta

4.98 out of 5 average rating, 95 reviews

Martinho Apartment View

Guest favourite

Rental unit in Jardim Do Mar

4.95 out of 5 average rating, 99 reviews

Oceanic 😌👌

Guest favourite

Home in Arco da Calheta

5 out of 5 average rating, 32 reviews

A&M House II

Guest favourite

Villa in Ponta Do Sol

4.96 out of 5 average rating, 97 reviews

Anjos Paradise Eden

Guest favourite

Rental unit in Jardim do Mar

5 out of 5 average rating, 17 reviews

Casa Nostra Apartment

Home in Arco da Calheta

4.94 out of 5 average rating, 72 reviews

VillaPanorama/Luxury Villa with Jacuzzi in Calheta

Quick stats about holiday rentals in Estreito da Calheta

Total rentals
250 properties
Nightly prices starting at
£16 before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
120 properties have a pool

Destinations to explore