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House holiday rentals in Estreito da Calheta

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Popular amenities for Estreito da Calheta house rentals

House rentals with a pool

Guest favourite
Home in Prazeres
5 out of 5 average rating, 14 reviews

Villa Serenity - Private Pool & Sea View

AubreyRating, 5 stars2 weeks ago
This place is beautiful and peaceful. It is about an hour drive from Funchal, but there are lots of little towns all along the way. We had a wonderful stay.
Guest favourite
Home in Calheta
5 out of 5 average rating, 6 reviews

Villa Althea by YMR

CurtisRating, 5 stars2 weeks ago
We had a great week! Location is incredible looking out over the ocean. We loved the outdoor space and the big kitchen/living room area. Communication with Kevin was easy. We'd definitely come back!
Guest favourite
Home in Jardim do Mar
4.94 out of 5 average rating, 52 reviews

Paradise by the sea | Jardim. Meu Amor!

FransRating, 5 stars2 weeks ago
Een geweldig mooi huis om van daaruit Madeira te verkennen. Heel compleet en stijlvol ingericht. Super vriendelijk ontvangst met goede uitleg en tips. We zijn verwend met heerlijke hapjes en een lekker flesje wijn. Op alle onderdelen 5 sterren, super verdiend!! Een echte aanrader.
Guest favourite
Home in Santa Cruz
4.93 out of 5 average rating, 248 reviews

Casa do Cristo Rei

KellyRating, 5 stars4 days ago
What a wonderful place to stay and for us perfect location to explore beautiful Madeira. 6 of us stayed for 1 week, the accommodation was perfect with various areas to spread out. We spent most of our evenings around the pool side, playing games and soaking up the views. The home has everything a family would need to enjoy your stay. Local shops, cafes and restaurants 10min walk up hill. Fully recommend if you are able to take a 1 day jeep tour of the island as Madeira has some spectacular scenery, valleys, mountains, villages and locations to explore. Contact with the host was effortless and always quick with responding. We loved our stay.
Top Guest favourite
Home in Ribeira Brava
4.98 out of 5 average rating, 127 reviews

Casa Velha D. Fernando

NiklasRating, 5 stars1 week ago
I loved the beautiful apartment and the view. the highlight was the garden
Guest favourite
Home in Paul do Mar
4.87 out of 5 average rating, 62 reviews

The Sunset Avenue w/infinity pool(optional heated)

SigridRating, 5 stars2 weeks ago
Die Unterkunft war einfach super und hat unsere Erwartungen übertroffen! Das Haus ist wirklich riesig, man hat sehr viel Platz und Privatsphäre, auch wenn man als Gruppe reist. Der Pool wurde auf unseren Wunsch hin beheizt und die Temperatur war sehr angenehm. Einfach ein Traum, wenn man im Pool liegend den Sonnenuntergang beobachten kann. Auch die Ausstattung war super, alles da was wir benötigt haben. Zudem eine Garage, das zweite Auto konnten wir vorm Tor abstellen. Die Lage war ruhig, nur am Wochenende ist in den Restaurants am Ende der Straße sehr viel los, auch viele Motorrad Fahrer die nicht gerade leise sind. Aber es war noch in Ordnung. Insgesamt ist die Unterkunft sehr zu empfehlen und der Vermieter sehr freundlich.
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 178 reviews

Casa Cro | Ocean View

SandyRating, 5 stars2 weeks ago
Das Haus nahe Calheta war perfekt für unseren Aufenthalt! Sehr schön, geschmackvoll eingerichtet und top ausgestattet – es war wirklich an alles gedacht: ein beheizter Pool, Gewürze, Duschgel, Müllbeutel, sogar Waschmittel standen bereit. Das Haus liegt ruhig an einer kleinen Dorfstraße. Es gibt Nachbarn, aber durch die clevere Lage hat man trotzdem viel Privatsphäre und wird nicht eingesehen. Die Aussicht aufs Meer ist traumhaft und lädt zum Verweilen auf der Terrasse ein. Die Lage ist ideal, um die gesamte Insel zu erkunden – mit einem Automatikauto problemlos zu erreichen. Ein besonderes Dankeschön an Elvio: Er war jederzeit erreichbar, super freundlich und hatte großartige Tipps für Ausflüge, Restaurants und Strände. Auch ein später Check-out war völlig unkompliziert. Wir haben uns rundum wohlgefühlt und können das Haus nur wärmstens weiterempfehlen!
Guest favourite
Home in Campanário
5 out of 5 average rating, 21 reviews

Villas Calhau da Lapa 10

DanielleRating, 5 stars2 weeks ago
Such an amazing space! Our family highly enjoyed our stay. The home is more beautiful than the pictures. The pool was lovely and the location was great for hiking as well as trips to Funchal. We would love to come back again!

Weekly house rentals

Guest favourite
Home in Jardim do Mar
4.92 out of 5 average rating, 48 reviews

Welcome to Little Hawaii!

BrittaRating, 5 stars3 weeks ago
Wir waren nur zu zweit, was für dieses wunderschöne Haus schon fast zu wenig ist. Alles war toll, neu, gepflegt. Sehr geschmackvoll und schön eingerichtet. Es fiel einem schwer raus zu gehen, da das Haus so schön war. Abends ein sehr schöner Blick auf den Sonnenuntergang.
Top Guest favourite
Home in Paul do Mar
4.97 out of 5 average rating, 88 reviews

CASA DA LEVADA NOVA - Paul do Mar

SergiyRating, 5 stars3 weeks ago
Wir haben wirklich eine tolle Woche in diesem Haus verbracht und sind einfach nur happy mit unserer Wahl. Man kommt rein und fühlt sich direkt wohl, fast wie ein zweites Zuhause, nur eben im Urlaub. Alles ist super sauber und die Einrichtung ist nicht nur gemütlich, sondern auch praktisch. Die Küche ist top ausgestattet – wir haben gerne gekocht. Danke Nelia für die schöne Begrüßung und frisches Obst! Ein echter Geheimtipp – wir kommen gern wieder.
Guest favourite
Home in Arco da Calheta
5 out of 5 average rating, 17 reviews

Vista Mar

Atelier D'Art OgwilowRating, 5 stars2 weeks ago
fatima nous a très bien reçu ,des produits locaux étaient disposés dans la maison,la vue sur la mer et la montagne est exceptionnelle ,tout est très tranquille pour ce reposer. merci Fatima
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 16 reviews

The Star House -Jacuzzi & Aircon

KevinRating, 5 stars2 weeks ago
We had a fantastic stay at this beautiful, modern Airbnb! The apartment is brand new and stylishly furnished, with everything you could possibly need—especially the fully equipped kitchen, which was a dream to cook in. The highlight was definitely the private whirlpool—perfect for relaxing after a long hiking day. We were warmly welcomed by the property manager, Charlene, who allowed us an early check-in and made sure we felt right at home. Both Charlene and the host, Jose, were incredibly responsive and helpful throughout our stay. The place is also extremely baby-friendly, with a lovely play corner and even a few thoughtful gifts for our 7-month-old baby. We truly appreciated the sweet welcome gifts for us as well.
Top Guest favourite
Home in Calheta
4.98 out of 5 average rating, 80 reviews

Zeza´s Garden

MathieuRating, 5 stars3 days ago
A casa da Zeza é incrível!!! Tem uma vista muito linda (pro mar) e é bonito, confortável e bem equipado. O jardim é maravilhoso e agradável. Tudo o que você precisa tem dentro da casa! A Zeza nos recepcionou no primeiro dia e foi extremamente simpática e prestativa, nos indicando lugares para visitarmos e nos deu dicas de restaurantes, supermercado e até taxista. Nós amamos muito toda nossa estadia e com certeza recomendamos! Observação: para quem não estiver de carro fica difícil a locomoção pela Ilha. Mas mesmo nós não tendo alugado um, não nos impediu de aproveitar muito.
Top Guest favourite
Home in Jardim do Mar
5 out of 5 average rating, 23 reviews

Casa 7 em Jardim do Mar, Calheta

JamesRating, 5 stars3 weeks ago
We had a fantastic stay at Filipe’s home, which is beautiful and really thoughtfully designed. It’s very well appointed, spotlessly clean and in a very charming little village away from the hustle and bustle of Funchal, but still accessible by car. Communication was excellent and the fruit and biscuits were a lovely touch. Highly recommended.
Guest favourite
Home in Câmara de Lobos
4.96 out of 5 average rating, 46 reviews

Casa da Rocha

MilesRating, 5 stars3 months ago
Absolutely loved our stay here for the week! We loved the ability to walk into town and grab food at any time. We found a number of great restaurants! We also loved being within the energy of the town of Camara De Lobos. It was very warm, welcoming, and vibrant. We loved the home and felt it was clean, beautiful, and the perfect opportunity to slow down life and enjoy the sound of the ocean. The breeze was able to keep us cool (mid February visit for us), the sound of the ocean helped us drift off peacefully, and we enjoyed the opportunity to lounge in the sun on the many decks available. Parking was simple and free right around the house. We had very prompt communication and felt very supported. Overall the location was a great spot to adventure to the rest of the island. If we ever return to Madeira this is where we will be staying!
Top Guest favourite
Home in Sao Vicente
4.94 out of 5 average rating, 31 reviews

Blue Horizon Luxury Villa

ConnieRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay in this lovely home. The view and atmosphere are incredible. We were very comfortable here, and the welcome basket was a very pleasant surprise, perfect for an evening meal. We highly recommend this home if privacy and relaxation is what you are looking for after a long day of hiking and exploring!

Private house rentals

Guest favourite
Home in Arco da Calheta
4.91 out of 5 average rating, 22 reviews

Magnificent villa with a heated pool

JuliaRating, 5 stars3 weeks ago
Absolut empfehlenswert! Wir hatten eine fantastische Zeit in diesem wunderschönen Airbnb! Das Haus ist ein Traum – sehr groß, sauber und mit einer tollen Ausstattung. Besonders hervorzuheben ist der fantastische Pool, die gepflegte Außenanlage und der atemberaubende Ausblick aufs Meer, der jeden Morgen zu einem Highlight macht. Ein besonderes Dankeschön geht an Tatjana und Ana. Sie war meb unglaublich freundlich, stets hilfsbereit und hat den Aufenthalt durch ihren hervorragenden Service noch angenehmer gemacht. Der Check-in und Check-out verliefen vollkommen reibungslos, und auch der Kontakt war jederzeit unkompliziert und professionell. Wir können dieses Airbnb nur wärmstens weiterempfehlen und würden jederzeit wiederkommen! Vielen Dank für einen unvergesslichen Aufenthalt. 😊
Top Guest favourite
Home in Madeira
5 out of 5 average rating, 20 reviews

Casa Avô da Pedra, By OP

KristianRating, 5 stars6 months ago
Absolutely stunning stay! The views were like something out of a postcard—so picturesque, we almost didn’t want to leave. The house was spotless, and every detail was thought of: towels, blankets, shampoo, even spare wood for the outdoor barbecue. There’s AC in every room (though we didn’t need it), plus a washer, dryer, and plenty of supplies like soap and dishwasher pods. The host was incredibly responsive and attentive at all hours. The garage was a bonus, especially in the rainy weather, giving us extra comfort. The area itself is very peaceful and quiet, yet only a short 7-8 minute drive to cafes, restaurants, and shops. If I ever return to Madeira, this is where I’ll stay—no question.
Guest favourite
Home in Arco da Calheta
4.97 out of 5 average rating, 29 reviews

Casa Estrelicia

Tomi-JussiRating, 5 stars1 month ago
Asunto oli siisti ja tasokas. Ympäristö on rauhallinen, vaikka muissa asunnoissa olisi asukkaita. Piha-alue ja puutarha on kaunis yksityiskohtineen. Retriittimäinen hiljainen tunnelma ja näkymät atlantille olivat hurmaavat. Omistajat on ystävällisiä ja auttavaisia.
Guest favourite
Home in Arco da Calheta
4.94 out of 5 average rating, 17 reviews

Tropical Garden 1

DavidRating, 5 stars1 month ago
Wunderschönes Häuschen in sehr ruhiger Lage, optimal um sich zu erholen. Privater Parkplatz, gut ausgestattete Küche und sehr bequeme Betten. Auf der Terrasse scheint bis 21 Uhr die Sonne mit einem Blick auf das Meer und die Berge.
Guest favourite
Home in Fajã da Ovelha
4.86 out of 5 average rating, 28 reviews

The House of Passion

IrisRating, 5 stars1 week ago
Wir waren sehr zufrieden und haben uns extrem Wohl gefühlt. Der Ausblick vom Schlafzimmer und vom Balkon ist ein Traum. Das Haus ist wirklich groß, die Küche sehr gut ausgestattet und man hat viel Privatsphäre. Yamila ist freundlich und immer erreichbar. Wir kommen gerne wieder!
Top Guest favourite
Home in Estreito da Calheta
5 out of 5 average rating, 83 reviews

Villa Nature and Sun

KatjaRating, 5 stars2 weeks ago
Wir sind sehr herzlich von Noèlia empfangen worden. Es waren kleine Überraschungen wie Obst,Gebäck und eine Flasche Wein in der Unterkunft. Die Sauberkeit ,die Lage und auch der Ausblick waren großartig! Wir haben uns sehr wohl gefühlt. Madeira ist eine Reise wert! Wir hatten rundum einen hervorragenden,unvergesslichen und entspannten Urlaub!!
Top Guest favourite
Home in Fajã da Ovelha
5 out of 5 average rating, 18 reviews

Chalet do Massapez

AstridRating, 5 stars2 weeks ago
We had a lovely stay in Madeira at this property. Lovely facilities throughout the place, with the pizza oven, jacuzzi and the hammock (our favourite) all very nice additions to the property which were thoroughly enjoyed during our stay. We opted not to heat the pool but the temperature was fine to swim in anyway! In terms of location the area is very peaceful and scenic however at the cost of activities often being a slightly further drive. We did not find this to be an issue throughout our stay however! Definitely recommend renting a car if staying here!
Guest favourite
Home in Estreito da Calheta
4.87 out of 5 average rating, 67 reviews

Tia Maria Cottage

LisaRating, 5 stars1 month ago
Très bel appartement avec vue sur la mer ! Nous avons même pu profiter du barbecue mis à disposition. L’hôte est super réactif et nous a donné plein de bonnes adresses à proximité ! Super séjour passé à Madère

Quick stats about house rentals in Estreito da Calheta

  • Total rentals

    100 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Estreito da Calheta
  5. House rentals