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Villa holiday rentals in Calheta

Find and book unique villas on Airbnb

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Popular amenities for Calheta villa rentals

Private villa rentals

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

Villa Retiro

PawelRating, 5 stars11 months ago
Fantastic to stay in really beautifull area. The villa had plenty of rooms and was spotless. Hosts very kind and helpfull highly recommended :))
Villa in Arco da Calheta
5 out of 5 average rating, 7 reviews

Luxury Villa Bianca w/ private pool by Hrm

EkaterinaRating, 5 stars10 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!
Villa in Ribeira Brava
4.78 out of 5 average rating, 67 reviews

Villa Oceane: Sea View. BBQ, Terraces, Wi-Fi

BalrajRating, 5 stars1 month ago
Amazing place with a great view! Highly recommend
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 favourite
Villa in Ponta do Sol
5 out of 5 average rating, 5 reviews

Villa Mar Lindo - Sea View Lombada Ponta Do Sol

NickyRating, 5 stars11 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 !
Guest favourite
Villa in Ribeira Brava
4.85 out of 5 average rating, 13 reviews

Villa Fanny, beautiful house with pool.

IgorRating, 5 stars4 months ago
Fantastic place with everything you need, nice hosts, definitely to come again!
Villa in Arco da Calheta
4.75 out of 5 average rating, 12 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
Guest favourite
Villa in Camacha
5 out of 5 average rating, 7 reviews

Quintinha de Palmyra

NoortjeRating, 5 stars3 months ago
Our stay at Camacha exceeded our expectations. Martine and Richard were exceptional hosts who made us feel completely at home. They were incredibly responsive and always happy to assist, whether we needed recommendations for restaurants, hikes, or activities. The house itself was wonderfully cozy and nestled in a breathtaking flowering garden—even in January! Thank you again for welcoming us into your warm and beautiful home and for being such kind and gracious hosts. We hope to cross paths again, and we will certainly be recommending this place to our friends and family.

Luxury villa rentals

Guest favourite
Villa in Arco da Calheta
5 out of 5 average rating, 17 reviews

Ohana Ocean View by LovelyStay

MarieRating, 5 stars1 month ago
A beautiful place, peaceful and with stunning views. The host Jun pays attention to the details when it comes to the amenities which makes all the difference. It was a perfect, restful stay, would highly recommend.
Guest favourite
Villa in Funchal
4.96 out of 5 average rating, 26 reviews

Luxury views w/climate control, parking, dryer

TrudyRating, 5 stars1 month 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 favourite
Villa in Arco da Calheta
5 out of 5 average rating, 20 reviews

Vila Aguarelas with pool by Stay Madeira Island

CarolineRating, 5 stars2 months 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
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
Villa in Prazeres
5 out of 5 average rating, 3 reviews

Villas Fauna & Flora - Nature & Tranquility - Infinity Pool

ThierryRating, 5 stars9 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.
Villa in Funchal
4.84 out of 5 average rating, 25 reviews

VILLA Valhalla Private heated swimming- pool

Marc AceRating, 5 stars2 days ago
10 stars!!! The villa was much much better than anticipated, pictures don’t do it justice. Our group of 9 was throughly impressed. Soria was very communicative!
Guest favourite
Villa in Santa Cruz
4.93 out of 5 average rating, 67 reviews

Santa Cruz Ocean Villa - sea access

SophieRating, 5 stars2 weeks ago
There was a group of 8 of us and we had the most amazing stay! The location is super close to the airport and the main town making it easy to get around. It is very private house so it feels like your own secluded space. The access to the beach is stunning and the large deck with the pool, sauna and BBQ make a perfect space to hang for the day. Would 100% recommend staying here! Thank you 😊
Villa in Lombo Do Doutor
4.88 out of 5 average rating, 8 reviews

VILLA CAMACHO - ULTRA LUXURY

TamasRating, 5 stars8 months ago
We have loved every moments in the villa.

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 stars3 weeks ago
Beautiful place and very peaceful.
Villa in Madalena do Mar
4.78 out of 5 average rating, 9 reviews

* Villa with heated pool *

Eleanor RosemarRating, 5 stars5 days ago
Magnificent Villa. Stunning views of the sea. Quiet and peaceful. Safe and private neighbourhood. Would recommend renting a car to get to other towns outside of Madalena de Sol. Roads are grand to drive especially if you are used to Irish roads. Would highly recommend Madeira.
Guest favourite
Villa in Prazeres
4.87 out of 5 average rating, 69 reviews

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

MathiasRating, 5 stars1 month ago
Jorge's care was accurate and good. The on-site care by Rita and her husband was excellent, very helpful and very satisfactory. The property is highly recommended.
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
A villa with a chic view and everything you need to feel like home.
Guest favourite
Villa in Estreito da Calheta
4.98 out of 5 average rating, 64 reviews

Large family house with heated pool & ocean views

JeffreyRating, 5 stars3 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 favourite
Villa in Estreito da Calheta
4.96 out of 5 average rating, 25 reviews

Luxury Villa with sea views & pool

AnnaRating, 5 stars11 months ago
Heather is an incredibly sweet and warm host. We felt right at home and always had a contact person. The house and the outdoor area are beautiful and very well maintained. We especially liked the view of the sea. We are grateful for the time and will be happy to come back! ☺️
Villa in Arco da Calheta
4.42 out of 5 average rating, 12 reviews

Villa Arco Iris

ElizabethRating, 5 stars10 months ago
Very beautiful home, enjoyable stay. Host was extremely nice and responsive.

Quick stats about villa rentals in Calheta

  • Total rentals

    40 properties

  • Nightly prices starting at

    $125 AUD 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

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta
  5. Villa rentals