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Villa vacation rentals in Estreito da Calheta

Find and book unique villas on Airbnb

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Popular amenities for Estreito da Calheta villa rentals

Private villa rentals

Villa in Canhas
4.75 out of 5 average rating, 4 reviews

Villa Retiro

Jan-HenrikRating, 5 stars6 months ago
Vielen Dank liebe Eigentümer der Villa Retiro! Wir reisen viel und wurden selten so herzlich und nett empfangen. Wir kamen am ersten Abend spät an und ärgerten uns, dass bereits alle Supermärkte geschlossen hatten. Jedoch hatten die Eigentümer bereits einen ersten "Grundeinkauf" mit Brot, Aufschnitt usw vorgenommen. Zudem wurde uns regionales Obst und Früchte, regionaler Honig und regionaler Wein zur Verfügung gestellt. Ein Traum den wir nicht erwartet hätten und selten geschieht! Nach einigen Tagen wurde die Unterkunft sogar gereinigt und mit neuer Bettwäsche und Handtüchern bestückt - dies ist selten bei Ferienunterkünften. Des Weiteren wurde uns ein selbstgemachter Maracujapudding mitgebacht, welcher wirklich sehr lecker war. Zur Unterkunft: Alles was das Herz bedarf ist vorhanden. Selbst Windeln, Waschmittel, Spielzeug usw war vorhanden. Ansonsten ist alles wie auf den Bilder und wir haben die geräumigen Zimmer, das Grundstück und den Pool genossen. Danke an die Gastgeber!
The exterior view of the modern house reveals large glass doors leading to a private pool. The pool is surrounded by sun loungers and features a backdrop of lush green hills. Large balconies offer seating areas with impressive views of the landscape.
Villa in Arco da Calheta
5 out of 5 average rating, 7 reviews

Luxury Villa Bianca w/ private pool by Hrm

EkaterinaRating, 5 stars9 months ago
Fantastic Villa! Absolutely amazing view, perfect for watching sun set. Great amount of space. You would need a car to get around as it's a bit far from things and hard to walk up the hill. Well stocked kitchen but frying pans are very scratched, I hope they replace them soon. Great communication from the host. We wished we could stay longer!
This outdoor area features a spacious patio with several loungers arranged beside the serene pool. Lush greenery surrounds the pool and garden, while a two-story house with balconies overlooks the scene, providing beautiful views of the landscape and clear blue sky.
Villa in Fajã da Ovelha
4.94 out of 5 average rating, 17 reviews

Cliff Ocean Sunset- Villa 1

MikeRating, 5 stars1 month ago
Jose and Sofia are excellent communicators, extremely charming and helpful. The Villa is a great size, well equipped and very comfortable and although anyone staying would need a car, that is explained up front and therefore is not an issue. The view from inside and outside is spectacular. Funchal is only 45 minutes away so easily reachable and there are multiple Levadas in easy reach for walkers. Sofia gave us great tips on good walks and restaurants etc (The Fish Factory in Paul do Mar, 10 mins away is fantastic) and messaged us to warn us of impending bad weather and days when the Levadas were closed to walkers. Although it is unlikely that we would visit again as it is small island and we were there for 12 days in mixed weather so saw everything possible, including Opera and a Classical concert in Funchal, we have no hesitation in recommending this as a perfect getaway in a quiet location. Thank you both Ali and Mike😊😊xx
Guest favorite
An outdoor seating area is presented with plush sofas and wicker furniture, providing comfortable space for relaxation. A modern barbecue area is visible nearby, along with sweeping views of the surrounding hills and sea. A large pool reflects the clear blue sky.
Villa in Ponta do Sol
5 out of 5 average rating, 5 reviews

Villa Mar Lindo - Sea View Lombada Ponta Do Sol

NickyRating, 5 stars10 months ago
A beautiful house with stunning views, well equipped with plenty of space for everyone. Clive always responded quickly to any requests. The property is within 30mins of Funchal and perfect position to go and explore the coastline and mountains of Madeira Would thoroughly reccomend !
A spacious villa is depicted with a large pool in the foreground. Sun loungers with blue towels are arranged around the pool area, complemented by an umbrella providing shade. The villa features multiple balconies and windows, contributing to a relaxed outdoor atmosphere.
Villa in Ribeira Brava
4.83 out of 5 average rating, 12 reviews

Villa Fanny, magnifique maison avec piscine.

IgorRating, 5 stars3 months ago
Fantastic place with everything you need, nice hosts, definitely to come again!
Guest favorite
A private swimming pool, surrounded by a sun terrace, reflects the clear blue sky and the shimmering sea. Tall cypress trees stand nearby, and colorful planters are positioned around the pool area. A retractable awning provides shade over one side of the pool.
Villa in Caniço
5 out of 5 average rating, 9 reviews

Villa Hansen - Pool, Sea-views, Beach, Garden, BBQ

ThomasRating, 5 stars18 months ago
Wir haben die Villa von Jan für eine Woche gemietet und Jan als zuvorkommenden und tollen Vermieter kennengelernt. Das Haus entsprach ganz und gar unseren Wünschen und Vorstellungen und war wie auf dem Inserat beschrieben. Es hat uns an nichts gefehlt - ausser einer Kaffeemaschine mit Kapselsystem. Aber auch die ist mittlerweile vorhanden ;-) Die Villa war sehr sauber samt allen Zimmern und Bädern war sehr sauber. Wir haben es sehr geschätzt, hatte jeder ein eigenes Bad und zwei der drei Schlafzimmer sogar Pool- und Meerblick. Die Küche ist riesig und hat uns so viel Freude bereitet, dass wir die ganze Woche nie ausgegangen sind zum Essen. Ein weiteres Highlight ist natürlich der Pool und die Lounge mit Meersicht wie der Grill (BBQ). Für uns als sehr aktive Sportler war die Waschmaschine genial; so konnten wir jeden Abend nach unseren sportlichen Aktivitäten waschen und mussten nicht so viel Kleidung von zuhause mitnehmen. Lange Rede, kurzer Sinn; es war einfach GENIAL. Thank you Jan
A spacious terrace offers unobstructed views of the Atlantic Ocean, seamlessly extending from the villa's modern architecture. The area is illuminated by soft morning light, highlighting the clean lines and open design that invite relaxation and enjoyment of the coastal scenery.
Villa in Lombo Do Doutor
4.88 out of 5 average rating, 8 reviews

VILLA CAMACHO - ULTRA LUXURY

ThomasRating, 5 stars3 days ago
Die Villa ist wirklich sehr schön. Wie auf den Bildern. Miguel ist ein sehr hilfsbereiter Vermieter. Es gab absolut nichts zu bemängeln. Alles super.
Guest favorite
A charming villa exterior is shown, featuring pink walls with white accents and green shutters. A path leads to the entrance, flanked by potted plants. The roof displays several chimneys, and the surrounding area is landscaped with greenery.
Villa in Camacha
5 out of 5 average rating, 7 reviews

Quintinha de Palmyra

SimonRating, 5 stars3 weeks ago
Wir haben 5 Tage im Airbnb verbracht und würden es jedem weiter empfehlen!👍🏼😊 Das Haus liegt versteckt an einer ruhigen Straße, es ist sehr privat, eingerahmt von großen Bäumen. Das Grundstück kommt einem mehr vor, wie ein botanischer Garten, als eine Ferienuntkunft. Martine & Richard sind super nett, haben uns das Haus mit großem Grundstück gezeigt und uns viele Tips für die Umgebung gegeben. Wir waren mittlerweile in mehr als 30 Airbnb's, dieses ist unter unseren Top 3!🌲 Die Küche ist super ausgestattet, es gibt einen Ofen, der das ganze Haus heizt, die Badewanne ist natürlich neben dem Garten das Highlight. Danke!🥲

Luxury villa rentals

A modern villa exterior showcases a spacious deck surrounding a clear pool, with sun loungers positioned nearby. The large glass windows reflect the outdoor light, while a shaded dining area is visible, offering a perfect space for relaxation and social gatherings.
Villa in Fajã da Ovelha
4.89 out of 5 average rating, 18 reviews

Villa Elysian Oasis by Madeira Sun Travel

AllysonRating, 5 stars2 weeks ago
Beautiful house in great location for exploring west side of the island. Check in is a little complicated because they have to meet you there and with travel sometimes it is hard to know exactly what time you can be there. Pool is very nice but please note they cannot heat it at all so we weren’t able to swim. It would be great in the summer though.
Guest favorite
A modern living room is presented, featuring a spacious sectional sofa in light gray. Large glass doors open to a panoramic view of the ocean and Funchal, allowing natural light to illuminate the space. A decorative wall clock and a small plant add subtle accents.
Villa in Funchal
4.96 out of 5 average rating, 26 reviews

Luxury views w/climate control, parking, dryer

TrudyRating, 5 stars4 weeks ago
Just returned from a 4 night stay at Kents apartment with a group of friends. Apartment was spacious with great views over Funchal. The apartment is around 10 minutes taxi drive or bus journey (takes a little longer) from the centre of Funchal or up to the tropical gardens at Monte. There is a little shop for essentials around 10 minutes walk away, just a step hill walk back up. Kent was an excellent communicator from first booking. Would definitely recommend.
Top guest favorite
A modern living room showcases a spacious white sectional sofa adorned with bright accent pillows. Large glass doors provide a view of the outdoor area, allowing natural light to fill the room. A flat-screen television is mounted on the wall opposite the sofa.
Villa in Arco da Calheta
5 out of 5 average rating, 20 reviews

Vila Aguarelas with pool by Stay Madeira Island

CarolineRating, 5 stars1 month ago
What an amazing 5* villa! We absolutely loved staying here. Everything about it was just wonderful - architect designed house, incredible view, super comfortable beds and great kitchen facilities. Plus easy parking in the garage underneath. Also Rita who met us there was so friendly and helpful. We would definitely like to return one day!
Superhost
A private rectangular pool is surrounded by a landscaped garden, featuring a spacious deck and lounge chairs. Scenic views of the ocean are visible in the background, with greenery framing the space, creating a serene atmosphere for relaxation and enjoyment.
Villa in Funchal
4.5 out of 5 average rating, 6 reviews

Casa Roc Madeira - Ocean and City Views

ChrisRating, 5 stars20 months ago
Lovely clean villa with a great pool. Communication with the host was easy. Other reviewers have suggested that nearby roads were noisy - we didn't find this a problem. Is a little out of the centre of funchal but easily accessible by bus or taxi. Only concern was the €500 cash deposit requested on arrival. This is in the advert and we got it all back without a problem but we were nervous handing over so much cash outside the Airbnb platform. I have asked Airbnb to double check if this is within their website rules.
Superhost
Two independent villas are positioned harmoniously on a landscaped property. Each villa features an inviting porch and is complemented by infinity swimming pools, surrounded by lounge chairs. A flourishing garden with neatly arranged greenery leads to the edge of the property, enhancing the natural setting.
Villa in Prazeres
5 out of 5 average rating, 3 reviews

Villas Fauna & Flora - Nature & Tranquility - Infinity Pool

ThierryRating, 5 stars8 months ago
The property easily lives up to the description and the pictures. The houses are fully equipped, very nicely decorated and comfortable. The swimming pools offer stunning unobstructed views of the ocean during the day and of the sky at night. There are no road noises, the place is truly calm. Grocery stores are a few minutes away by car, as are restaurants. Numerous hikes can be found in the region. The host is very reactive and will provide many recommandations related to restaurants and activities. Renting both houses to two families is a great way to spend time together while also having some privacy. I would go back there without any hesitation.
Superhost
The villa features a modern architectural design with large windows and a vibrant red roof. A spacious swimming pool is encompassed by a well-maintained terrace, furnished with lounge chairs and umbrellas. Lush greenery surrounds the property, enhancing the private outdoor space.
Villa in Sao Goncalo
4.79 out of 5 average rating, 73 reviews

Casa Crerital - By Wehost

PhilipRating, 5 stars1 month ago
Der zweiwöchige Aufenthalt war sehr angenehm. Nach der ersten Woche wurde eine Grundreinigung durchgeführt. Bei Problemen hat sie schnell regiert. Wir haben uns sehr wohl gefühlt. Gerne wieder!
Guest favorite
Villa in Santa Cruz
4.92 out of 5 average rating, 66 reviews

Santa Cruz Ocean Villa - sea access

ThomasRating, 5 stars8 months ago
Die Unterkunft ist top! Sehr schöne Location direkt am Meer und nahe am Flughafen. Die Kommunikation mit dem Gastgeber hätte aber besser sein können. Dennoch können wir die Villa uneingeschränkt empfehlen!
Top guest favorite
Villa in Estreito da Calheta
4.95 out of 5 average rating, 61 reviews

Grey Rock Villa

AdamRating, 5 stars2 weeks ago
We spent 5 woderful days at the Rock Villas. The place is even more amazing than in the pictures. Fabrice was very nice and helpful in everything we needed. The pool was a great way to end the day. The place is also very well located with many things to do at a short ride away. We highly recommend it!

Villa rentals with a pool

Villa in Ponta Delgada
4.81 out of 5 average rating, 57 reviews

Casa Del Mar- Wonderfull Sea Views & Swimming Pool

WassanRating, 5 stars1 week ago
Beautiful place and very peaceful.
The image depicts a modern villa featuring large glass doors and a private pool surrounded by a spacious deck. Comfortable lounge chairs are arranged near the pool, and a seating area with stylish chairs is visible. The backdrop includes greenery and rocky terrain.
Villa in Madalena do Mar
4.71 out of 5 average rating, 7 reviews

* Villa com piscina aquecida *

TimoRating, 5 stars1 week ago
Tolle Lage, schöner Ausblick, sehr geräumige und moderne Unterkunft. Nette Gastgeberin, die schnell antwortete und sehr zuvorkommend war.
Guest favorite
Villa in Prazeres
4.87 out of 5 average rating, 69 reviews

"CASA BELLA VISTA PRAZERES" - Pool, WiFi, BBQ

MathiasRating, 5 stars3 weeks ago
Die Betreuung durch Jorge war präzise und gut. Die Betreuung vor Ort durch Rita und ihrem Mann waren exzellent, sehr hilfsbereit und sehr zufriedenstellend. Die Unterkunft ist sehr empfehlenswert.
A yellow, round chair is positioned on a balcony surrounded by lush greenery and distant hills. A small table complements the seating area, while a railing borders the balcony, providing safety and a view of the landscape below.
Villa in Ponta do Sol
5 out of 5 average rating, 4 reviews

Villa Margarida

AlanRating, 5 stars8 months ago
Margarida is a fab villa, with lots of space and stunning view across the valley and ocean (especially seen from the pool). There were wild fires while we were there which created a layer of ash during a number of mornings on the ground and in the pool, the villa owner went out of his way to clean the pool in order that we could continue to us it. They are incredible kind, thoughtful, helpful and responded very quickly to all enquiries. The villa has all the usual facilities including a dish washer, hair dryers, coffee machine and ample size fridge and freezer. The outdoor eating area is spacious where we enjoyed many BBQs.
Villa in Ribeira Brava
4.91 out of 5 average rating, 32 reviews

Villa Ocean Haven by Atlantic Holiday

JewgenijaRating, 5 stars2 months ago
Вилла с шикарным видом и всем необходимым чтобы чувствовать себя как дома.
Guest favorite
Villa in Estreito da Calheta
4.98 out of 5 average rating, 64 reviews

Large family house with heated pool & ocean views

JeffreyRating, 5 stars2 months ago
The house was super - very spacious and clean, beautiful views, and a well stocked kitchen. It is in a private and quiet area. The house keeper was very helpful in setting us up and responding to any questions we had. Highly recommended overall.
Top guest favorite
A tranquil swimming pool is surrounded by sun loungers arranged neatly along the tiled deck. Lush greenery and stone landscaping enhance the outdoor space, with a cottage visible in the background, showcasing a welcoming atmosphere for relaxation.
Villa in Estreito da Calheta
4.96 out of 5 average rating, 25 reviews

Luxury Villa with sea views & pool

AnnaRating, 5 stars10 months ago
Heather ist eine unfassbar liebe und herzliche Gastgeberin. Wir haben uns direkt Zuhause gefühlt und hatten stets eine Ansprechpartnerin. Das Haus und das Außengelände sind schön und sehr gepflegt. Besonders der Blick auf das Meer hat uns gefallen. Wir sind dankbar für die Zeit und kommen sehr gerne wieder! ☺️
An outdoor terrace features a modern pool surrounded by sun loungers and an umbrella. Floor-to-ceiling glass doors provide a view into the spacious living area. The backdrop showcases the hillside with homes and greenery, creating a relaxed setting for leisure.
Villa in Arco da Calheta
4.82 out of 5 average rating, 11 reviews

Villa Calheta Charm by Villa Plus

JacekRating, 5 stars1 month ago
Beautiful house, amazing view, great location. The host super professional, easy contact. 5 stars! Thank you

Quick stats about villa rentals in Estreito da Calheta

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Madeira Island
  5. Estreito da Calheta
  6. Villa rentals