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Villa vacation rentals in Calheta

Find and book unique villas on Airbnb

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Popular amenities for Calheta villa rentals

Private villa rentals

Superhost
The villa's exterior is showcased at dusk, highlighting its stone facade and charming architecture. Outdoor seating is arranged on the lawn, surrounded by the garden's greenery. Warm light emanates from the windows, creating a welcoming atmosphere as the surrounding landscape is subtly illuminated.
Villa in Calheta
4.87 out of 5 average rating, 89 reviews

Villa Fedra - A hidden paradise

HenningRating, 5 stars6 months ago
Lovely garden and my daughter loved picking oranges herself and squeezing them to juice for breakfast.
Top guest favorite
A bright dining area is presented with a table surrounded by white chairs, offering a view through large glass doors. The ocean can be seen in the background, and natural light fills the space. Plants and a decorative rug add a fresh touch to the interior.
Villa in Funchal
4.99 out of 5 average rating, 82 reviews

Isabel´s Villa - Funchal Seaside Villas

AnneRating, 5 stars3 weeks ago
Isabel‘s Villa ist ein magischer Ort! Absolut idyllisch gelegen auf einem Privatgelände, wo man sich sehr sicher fühlt. Der Ozean direkt vor der Tür und die Altstadt von Funchal ist nur 10 Minuten entfernt. Für Ausflüge und Wanderungen ist der Ausgangspunkt ideal. Am Abend kann man gemütlich in der Altstadt in einem der Restaurants essen gehen. Die Villa ist sehr liebevoll und komfortabel eingerichtet. Man fühl sich sofort wohl und betritt man dann die Terrasse dann kommt man aus dem Staunen nicht mehr raus! Patricia ist eine hervorragende Gastgeberin. Sie hat uns im Vorhinein alle wichtige Informationen zur Villa und zur Umgebung zukommen lassen. Bei Fragen oder kleineren Problemen hat sie sich sofort gekümmert und eine Lösung gefunden. Wir können Patricia als Gastgeberin sowie die Villa in unvergleichbarer Lage von Herzen empfehlen! Ein Ort der die Seele berührt, danke dass wir zu Gast sein durften.
Guest favorite
The exterior view showcases a modern two-story structure with a contrasting orange-tiled roof. A spacious balcony equipped with outdoor furniture overlooks the surrounding landscape. A well-maintained garden borders the property, adding a touch of greenery to the inviting entrance.
Villa in Arco da Calheta
4.88 out of 5 average rating, 16 reviews

Paradise views - Pereira House

DylanRating, 5 starstoday
Nous venons tout juste de rentrer d’une semaine de vacances dans le logement de Luis. Maison impeccable, rien à dire sur la propreté ! Tout correspondait à la description de l’annonce ! Seules petites améliorations : le manque de rangement pour poser les affaires dans les chambres et la salle de bain, et un étendoir un peu petit au vu de la capacité de la maison ! Autrement, notre séjour était parfait, la maison et sa vue étaient top ! Nous vous recommandons grandement ce logement !
Guest favorite
A two-story villa set against a mountain backdrop, showcasing a clear blue pool surrounded by sun loungers. The exterior features a blend of local stone and modern design elements, with large windows offering views of the surrounding landscape and waterway.
Villa in Paul do Mar
4.96 out of 5 average rating, 49 reviews

Villa Sea - Rural Holiday Experience by SeaPearl

PatriciaRating, 5 stars2 months ago
We had a fantastic time on the island. In addition to the nature that makes Madeira so fascinating, we were also able to spend some very relaxing days in our accommodation. Everything was just like in the pictures, so we could start our vacation with a great feeling. The accommodation was modern, clean and very luxurious with a pool and the number of rooms, each with its own bathroom. And who wouldn't want to wake up with a view of the sea? Wonderful. Henrique was also easy to contact if we had any questions and check-in with the key box was very simple. There is a small supermarket in this small town if you need anything. Otherwise, Calheta is not far away with larger shopping facilities. There are a few restaurants within walking distance of the accommodation, although the accommodation with its large kitchen and outdoor grill is of course also perfect for a meal. Thank you for a wonderful time in Madeira, we'd love to come back!
Guest favorite
A terrace area showcases a glass dining table surrounded by four metal chairs. The view highlights the expanse of the sea under a pastel sky during sunset. Green plants are placed strategically, enhancing the outdoor ambiance.
Villa in Madeira
4.87 out of 5 average rating, 45 reviews

A Velha Casa Caboz

DeniseRating, 5 stars1 week ago
Eine sehr schöne und saubere Unterkunft. Viele Restaurants und Supermärkte in der Nähe. In der Umgebung gibt es viele Dinge zu entdecken, ob Strand oder Museen. Nach Funchal sind es ca. 40 Minuten, alles recht gut zu erreichen.
Superhost
A clear view of a serene salt-water pool surrounded by a sun terrace. A yellow umbrella provides shade for two lounge chairs positioned nearby. The ocean stretches into the horizon, with the sky bright and unobstructed.
Villa in Sao Vicente
4.76 out of 5 average rating, 91 reviews

Casa junto ao mar

AnneRating, 5 stars3 weeks ago
Het uitzicht vanuit de tuin was werkelijk prachtig. Het huisje is zo dicht bij de zee dat je in je slaapkamer de branding kon horen. Verder was het ontzettend stil. Een heerlijk zwembad en tuin met verschillende zitjes en ook ligbedden zodat je altijd kon kiezen waar je wilde zitten. Er was zelfs een BBQ!
Top guest favorite
A serene balcony setting features a glass-top table with two woven chairs, offering a panoramic view of the coastline under a colorful sky at dusk. The horizon showcases subtle hues of orange and purple as the landscape lights begin to twinkle.
Villa in Santa Cruz
4.97 out of 5 average rating, 75 reviews

Sunrise Bay Balcony

BenjaminRating, 5 stars3 weeks ago
The accommodation is amazing, a very modern and homely feel with all the amenities that you'd need for a stay in Madeira! Rui went consistently above and beyond to communicate with us his recommendations of things to do, places to go/eat, and to update us on aspects of the accommodation (such as the newly installed BBQ). We'd love to come back soon!
Top guest favorite
A clear view of the saltwater pool reflects the blue sky and ocean beyond. A wooden table beside the pool is adorned with a fruit basket and two glasses, suggesting a serene space for relaxation. The surrounding landscape features rolling hills and distant homes.
Villa in Campanário
5 out of 5 average rating, 5 reviews

Arbor Villa: Nature Retreat

CharlotteRating, 5 stars1 week ago
Well what can I say about abor villa- By far the best air bnb we have ever stayed in. Absolutely exceptional and decorated beautifully, so artistic and clean and akin to a boutique hotel. Emma was a fantastic host, she made the whole stay exceptional for our young family. Personal touches such as a mini chair for our two year old with suitable cutlery, cups etc ready for us, even taking the trouble to remove the legs of the children’s bed so not too high from the ground. She provided a box of toys for our children and ensured staples were ready for us after a late flight so that the children had food and milk- something we whole heartedly appreciated. The position of the villa was ideal- close to the capital, excellent views , close to restaurants and local towns and ideally situated so easy to get to the northern sites of the island which really wasn’t far when renting a car. Emma was easily reachable and offered lots of recommendations. The pool and views exceptional, we will return!

Luxury villa rentals

Superhost
An aerial view reveals a two-story family home featuring a terracotta roof and multiple balconies. Surrounding greenery includes mature palms and shrubs. A spacious outdoor terrace with lounge chairs is seen in the foreground, providing ample space for relaxation and gatherings.
Villa in São Martinho
4.92 out of 5 average rating, 37 reviews

Charming Villa, spacious, with beautiful views!

KevinRating, 5 stars1 week ago
J’ai passé une semaine de vacances absolument parfaite dans cette magnifique maison située à Madère. Le logement est spacieux, très confortable, impeccablement propre, et idéalement situé pour découvrir l’île. Tout est pensé pour qu’on s’y sente bien, et ça a vraiment été le cas. Franchement, je ne vois rien à redire tout était au top du début à la fin. Je recommande ce logement à 100 % et je n’hésiterai pas une seconde à y revenir lors d’un prochain séjour à Madère. Merci pour cette superbe expérience Tomás !
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 stars10 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.
Guest favorite
A clear view of the infinity pool is framed by lush greenery and vibrant yellow umbrellas. Comfortable seating aligns beside the pool, offering a relaxed atmosphere with stunning views of the ocean.
Villa in Ribeira Brava
4.82 out of 5 average rating, 28 reviews

Luxury villa for 6 to 8 people, full ocean view

KennethRating, 5 stars3 months ago
Karine and her family have been super sweet and helpful. We were a family of 6 spanning several generations, and the house is perfect for this. Highly recommended. Everything was new and worked flawlessly. Best recommendations from Kenneth.
Top guest favorite
The villa's contemporary exterior features a smooth concrete structure with large glass panels and multiple windows. The building is situated on a hillside, surrounded by greenery and offering unobstructed views. The sunset casts warm light on the facade, enhancing its modern design.
Villa in Funchal
4.99 out of 5 average rating, 84 reviews

The Bay House.:full ocean and Funchal bay view

BarbaraRating, 5 stars5 days ago
Sehr empfehlenswert, da traumhafte Aussicht aufs Meer und Funchal. Sehr ruhig gelegen. Äusserst grosszügige Unterkunft mit viel Platz und Stauraum. Eigene Auffahrt mit gedecktem Parkplatz. Für uns zu zweit kostenmässog am oberen Limit, wir bereuen aber keine Sekunde, die letzten Tage/Nächte unserer Madeira Reise dort verbracht zu haben. João hat auf unsere Anreisezeit sehr flexibel reagiert, Danke dafür!
Superhost
A serene infinity pool offers a panoramic view of the ocean and coastal landscape. Two individuals are seen enjoying the warm waters, with lush greenery framing the scene and the horizon blending into the azure sky.
Villa in São Martinho
4.95 out of 5 average rating, 21 reviews

Amazing villa FUNCHAL, panoramic sea view

CathyRating, 5 stars34 months ago
Nos hôtes, Jeanne et Cristiano, nous ont réservé un accueil chaleureux, avec des produits locaux à notre arrivée ! La maison est très bien située sur les hauteurs de Funchal, avec une vue incroyable sur l'océan (y compris depuis la douche italienne !). La piscine était très agréable (étant frileux, nous avons choisi de la chauffer), la cuisine parfaitement équipée, les chambres très spacieuses et confortables .... Nous avons aussi aimé la déco, les livres (notamment la collection de guides sur Madère en français !)... Tout était parfait, nous avons adoré notre séjour !
Superhost
A panoramic view of the villa and guest cottage illustrates scenic ocean vistas. The outdoor setting features a large pool and well-maintained gardens, with wooden deck chairs arranged for relaxation. The whitewashed buildings exhibit traditional architecture adorned with terracotta roofs.
Villa in Fajã da Ovelha
5 out of 5 average rating, 3 reviews

Blue Sea Tower & Guest Villa. Private Heated Pool

AgneesRating, 5 stars5 months ago
Blue Sea Tower & Guest Cottage w Fajã da Ovelha to wyjątkowe miejsce, które oferuje niepowtarzalne doświadczenia. Położone wśród zapierających dech w piersiach krajobrazów, zapewnia gościom ciszę i spokój, z dala od miejskiego zgiełku. Obiekt łączy nowoczesne udogodnienia z urokiem tradycyjnej maderskiej architektury, a jednocześnie oferuje spektakularne widoki na ocean i góry. Pokoje są przestronne, komfortowe i urządzone w wysokim standardzie, a sama przestrzeń jest bardzo dobrze wyposażona, co sprawia, że pobyt staje się prawdziwą przyjemnością. Dodatkowym atutem jest podgrzewany basen, który pozwala cieszyć się relaksem przez cały rok, niezależnie od pogody. Właściciele i personel są niezwykle gościnni, dbając o każdy szczegół, aby goście czuli się jak w domu. Blue Sea Tower & Guest Cottage to idealne miejsce dla osób szukających odpoczynku w otoczeniu natury, a jednocześnie ceniących komfort, wysoką jakość obsługi i dodatkowe udogodnienia. To prawdziwa perła na mapie Madery!
Superhost
The villa showcases a modern architectural design with large glass windows and a serene outdoor area. A private heated pool is surrounded by a wooden deck and lounge seating. Lush greenery and a landscaped garden create a tranquil setting against the backdrop of Funchal's hills.
Villa in São Martinho
4.71 out of 5 average rating, 7 reviews

Heated Pool • Gym • BBQ • Luxury • Outdoor Dining

AdriannaRating, 5 stars2 months ago
Beautiful house overlooking Funchal & ocean. House was well equipped with everything you may need during your stay (pool towels, baby high chair, gym equipment, fresh linens & very well stocked kitchen appliances). Short drive to shops & restaurants. The house is on a steep hill, you will likely need a car to get around town. Host was responsive and communicative. Would stay again.
Top guest favorite
A spacious dining area is highlighted by a round wooden table surrounded by stylish chairs. Floor-to-ceiling glass walls offer panoramic views of the Atlantic Ocean. A modern kitchen is partially visible, and a unique light fixture hangs above the table, providing ambient illumination.
Villa in Estreito da Calheta
4.95 out of 5 average rating, 64 reviews

Grey Rock Villa

AlexaRating, 5 stars1 month ago
Amazing space to rejuvenate and reconnect with the very special people in my life, enjoyed every inch of Grey Rock from the bespoke kitchen which had EVERYTHING you needed to cook superb dinners to the heated infinity pool over looking the ocean to the squishy cushions for the sunbeds…..we loved it!

Villa rentals with a pool

Guest favorite
Villa in Prazeres
4.89 out of 5 average rating, 9 reviews

Maison vue mer piscine d'eau salée chauffée

FerencRating, 5 stars3 weeks ago
Tökéletes hetet toltottunk Didier csodalatos házában es nagyon jól éreztük magunkat! Nagyon jól átgondolt, jól felszerelt, tiszta ház volt, minden igényt kielegitoen a konyhától, furdoszoban at a 29 fokra felfutott medenceig! Meg gym matrac, kettlebell, meg petanque is volt! 😉 Nagyon könnyű volt bejutni, idokorlatozas nélkül, nagyon részletes, érthető leírással, könnyű, ingyenes parkolással, akar 2 kocsi részére is. Nagy terekkel, nagyobb családoknak is tökéletes választás! Didier mindig gyorsan válaszolt, segitokesz, barátságos volt!
Top guest favorite
Villa in Paul do Mar
5 out of 5 average rating, 16 reviews

Quinta Marefe - On the stunning west coast

FabianRating, 5 stars1 week ago
This is how AirBNB should be. The house is stacked with everything. How often are you in an Airbnb and they only have 6 plates? Here they have 20+, they have Great knives, tons of kitchenware, enough toilet paper, plenty of dishwasher tabs and also cleaner for the washing machine. Things you normally expect but somehow got lost in the making money machine Airbnb is now. Not here!! A absolute crazy welcome basket (have not had such a big one ever), friendly crew and absolute amazing place - can only recommend
Villa in Estreito da Calheta
5 out of 5 average rating, 3 reviews

Lake House

JulienRating, 5 stars1 month ago
De hosts van deze fantastische plek hebben ons heel fijn ontvangen. Na een rondleiding door het mooie huis en de tuin, lieten ze de accommodatie aan ons om van te genieten. Ze hebben aan alles gedacht en er is zoveel in het huis aanwezig om een onbezorgde vakantie te hebben. Er stonden lokale lekkernijen klaar voor het hele gezin. We konden niets verzinnen wat beter kan en hebben genoten van ons verblijf. De omgeving is erg goed te verkennen vanuit deze plek en in de middag/avond is het dan fijn thuis komen in dit huis. Bedankt jullie beide!
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, 9 reviews

Luxury Villa Bianca by Holiday Rental Madeira

alanRating, 5 stars2 weeks ago
Fantastic villa. We stayed there as a family of four and loved the accommodation. The villa was spacious, clean and well equipped. The view was incredible looking out to sea from all the bedrooms, the living space and the pool area. The location was wonderful and close to beaches and hiking areas, less than a 20 minute drive to Calheta or the trekking areas in the mountains behind the house. Not really that far to anywhere on Maderia and we also had days out in Porto Moniz and even Canical was less than an hours drive. House was easy to find, check in was easy and hosts were very helpful throughout. Would highly recommend.
Superhost
A private swimming pool is framed by a wooden deck, surrounded by lush tropical plants and flowers. The villa's modern exterior stands nearby, with large windows allowing natural light. A scenic view of the hills and coastline can be seen in the distance under a clear sky.
Villa in Arco da Calheta
4.79 out of 5 average rating, 14 reviews

Villa Nunes, Big Holiday house with private pool

TomiRating, 5 stars2 weeks ago
Big villa for us three tht went would definitely book again and could take the whole family. Lot of room and was an easy home base to explore the island.
The image features a modern villa with large glass doors that provide a view of the interior dining area. A sparkling pool is situated in the foreground, reflecting the sky above. Lush greenery is visible in the background, enhancing the tranquil atmosphere.
Villa in Prazeres
5 out of 5 average rating, 4 reviews

Villa Noelia Ocean View

ShaquilleRating, 5 stars1 week ago
Amazing property! Loved every moment of the stay. Airbnb fully equipped with everything you need. Marco the host was wonderful and really helped us and made us feel welcomed and offered local spots and helped with everything we needed. Defo recommend and will come back again. Thank you very much for having us
Superhost
A wooden dining table is set for two on a balcony with a stunning ocean view. Two plates with bread and fruit are arranged alongside a glass of water and a bottle. The mountainsides in the distance complement the serene coastal landscape.
Villa in Estreito da Calheta
5 out of 5 average rating, 8 reviews

Morning Glory - Penthouse

NolwennRating, 5 stars1 month ago
Very pretty and big apartment, with a great balcony and ocean view. A lot of furniture. Marlene was very responsive. The town is super close by car (5 min) and very enjoyable. It is very calm, however they are building some houses in front of the apartment, starts quite early even the Saturday… Except this detail we enjoyed our stay very much. Thank you !
Guest favorite
Villa in Calheta
4.98 out of 5 average rating, 59 reviews

Villa Casa das Orquídeas with superb sun exposure

GillianRating, 5 stars3 months ago
Thank you for a wonderful stay. The apartment was beautiful and all the advice and tips were much appreciated and helped our stay.

Quick stats about villa rentals in Calheta

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$16,731 GYD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  3. Madeira
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