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Villa holiday rentals in Estreito da Calheta

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Popular amenities for Estreito da Calheta villa rentals

Private villa rentals

Guest favourite
Villa in Arco da Calheta
4.88 out of 5 average rating, 16 reviews

Paradise views - Pereira House

DylanRating, 5 stars6 days ago
We have just returned from a week's vacation in Luis' accommodation. Impeccable house, nothing to say about the cleanliness! Everything matched the description of the listing! Only small improvements: the lack of storage to put things in the bedrooms and bathroom, and a drying rack a little small given the capacity of the house! Otherwise, our stay was perfect, the house and its view were great! We would highly recommend this place!
Superhost
Villa in Paul do Mar
4.8 out of 5 average rating, 45 reviews

New! OCEAN PARADISE Beach Villa 100M from beach

JulieRating, 5 stars1 month ago
Large house ideal for a family, beautiful kitchen, terrace and sea view. Iva is a welcoming host who takes the time to leave us lots of information to discover this beautiful island. So we were able to discover the dolphins at a preferential and zn price passing through a local agency😊... The accommodation is located in the southwest of the island, in a small quiet fishing village, and where you can easily park your rental car and when you know the parking difficulties on the island, it is not negligible. The rental car is necessary, but the village allows access to the whole island by beautiful roads and we particularly appreciated the calm and sweetness of living when we returned from our sports days, where we met a lot of people. Small supermarket, bakery, restaurants, small typical cafes, so many little extras that made our stay super pleasant. great value for money... we recommend it ++
Guest favourite
Villa in Estreito da CalhetaCalheta
4.93 out of 5 average rating, 44 reviews

Beautifully presented Villa in stunning location.

LucyRating, 5 stars1 week ago
Within seconds of arriving I was swinging on Ian's hammock looking at the ocean - it was bliss! The apartment is extremely spacious, it has everything you need for a comfortable stay. The views are spectacular. The kitchen is really well appointed with everything you need if cooking 'at home' is something you like to do. I would stay again! Thank you Ian!
Superhost
Villa in Arco da Calheta
5 out of 5 average rating, 7 reviews

Villa Karibo by Escape to Madeira

AlexRating, 5 stars3 days ago
Very nice place. Big and cozy. You can enjoy a great view and a nice barbeque.
Superhost
Villa in Sao Vicente
4.76 out of 5 average rating, 91 reviews

House by the sea

AnneRating, 5 stars1 month ago
The view from the garden was really beautiful. The cottage is so close to the sea that you could hear the surf in your bedroom. Otherwise it was incredibly quiet. A lovely swimming pool and garden with various seats and also sunbeds so you could always choose where you wanted to sit. There was even a BBQ!
Guest favourite
Villa in Madalena do Mar
4.77 out of 5 average rating, 75 reviews

"Miradouro" over the Atlantic with private pool

JoseRating, 5 stars2 weeks ago
We spent four wonderful nights in Madalena do Mar and the experience couldn't have been better. The village is charming, quiet and perfect for disconnecting, with stunning sea views and sunsets that seem like a postcard. The accommodation exceeded our expectations: clean, comfortable and with all the details well thought out to make you feel at home. We loved waking up every morning to the sound of the sea in the background and enjoying breakfast on the terrace overlooking the banana plantations and the Atlantic. The location is ideal for exploring the island: close to Calheta, Ponta do Sol and other points of interest, but far enough away from the hustle and bustle to enjoy peace and nature. In addition, the locals were incredibly kind and hospitable. You can feel the warmth of Madeira's people. In short, it was a perfect getaway. We would recommend this area (and this accommodation) without hesitation, and we hope to return very soon.
Top Guest favourite
Villa in Campanário
5 out of 5 average rating, 5 reviews

Arbor Villa: Nature Retreat

CharlotteRating, 5 stars2 weeks 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!
Guest favourite
Villa in Calheta
5 out of 5 average rating, 6 reviews

Villa Gia: Your Home Away from Home

LukeRating, 5 stars2 months ago
Villa Gia is as stunning as the photos, with a stylish, spotless, and modern design. Henrique, the incredibly responsive host, met us for check-in, shared great local tips, and quickly resolved any minor issues. The driveway was no problem for our Mitsubishi ASX, making this a seamless and highly recommended stay!

Luxury villa rentals

Superhost
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 favourite
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.
Superhost
Villa in Fajã da Ovelha
4.84 out of 5 average rating, 50 reviews

Blue Sea Cottage Villa, Private Heated Pool, Quiet

KimRating, 5 stars2 weeks ago
villa was immaculate and pool superb. The area was very peaceful with lovely views if the hills and sea below . Great walks close to hand
Superhost
Villa in Sao Goncalo
4.79 out of 5 average rating, 77 reviews

Casa Crerital - By Wehost

MiguelRating, 5 stars1 month ago
The house is extremely well located, in a quiet area with a stunning sea view. It is the ideal place to rest and enjoy the scenery. The house is equipped with everything needed for a comfortable and worry-free stay. It was a great experience — I highly recommend it!
Top Guest favourite
Villa in Funchal
4.99 out of 5 average rating, 84 reviews

The Bay House.:full ocean and Funchal bay view

DavidRating, 5 stars2 weeks ago
Fantastic views, really quiet but easy to get to places. Great villa, would be happy to stay again when next in beautiful Madeira
Superhost
Villa in Funchal
4.95 out of 5 average rating, 21 reviews

Amazing villa FUNCHAL, panoramic sea view

HeleneRating, 5 stars35 months ago
Beautiful, clean, open and inviting home! Jeanne and her family were wonderful hosts! Quick and easy trip into Funchal but so nice to have the privacy! Thank you so much!!
Guest favourite
Villa in Funchal
5 out of 5 average rating, 6 reviews

Islander - Funchal Seaside Villas

JonathanRating, 5 stars3 months ago
We stayed at Patricia’s villa for 9 days and had a great time. The view overlooking the ocean with the infinity pool was beautiful! We loved waking up to this gorgeous view each morning. It was also a plus that we had the use of house cleaners that came during our stay to make the place extra tidy after we stayed halfway through! All the balcony’s outside connected and lead directly to the downstairs pool. There’s also a “secret” access to the bottom of the cliff which was very cool! Everything was perfect! All in, I’d give this a 5 star stay, everyone was extremely happy and we would definitely stay again in the future! Thank you for hosting us
Guest favourite
Villa in Funchal
4.92 out of 5 average rating, 66 reviews

Villa Rhodella

KeriRating, 5 stars2 weeks ago
Great Villa! Very spacious living, dining and kitchen areas. Kitchen lacking a few items to cook meals in oven but lots of dishes and glassware, even for a big family. Bedrooms are all spacious, have their own washroom, AC, and access to the upper patio. Nice pool area and patio for hanging out and enjoying dinner on. Great view of the city, especially at night. The neighborhoods in Funchal are very cramped and parking is challenging so it’s a blessing this Villa had underground parking. A bit challenging to get in and out of - put your best driver on the task! A little difficult to find given that there are three villas together and the directions to get here aren’t well defined on google maps. Wifi connection does not work upstairs (in bedrooms) at all, only on the main floor. All in all it is a great place for a large group - clean, quiet, spacious, great patio and view of the city! We would definitely stay here again! Thanks Richard!

Villa rentals with a pool

Guest favourite
Villa in Prazeres
4.8 out of 5 average rating, 10 reviews

House with sea view and heated saltwater pool

FerencRating, 5 stars1 month ago
We had a perfect week in Didier's wonderful house and had a great time! It was a very well thought out, well-equipped, clean house, from the kitchen to the pool that ran up to 29 degrees! There was also a gym mattress, kettlebell, and petanque! 😉 It was very easy to get in, without a time series, a very detailed, understandable description, easy, free parking, and want for 2 cars. With large spaces, it's perfect for larger families! Didier was always quick to respond, helpful, friendly!
Top Guest favourite
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
The hosts of this fantastic place welcomed us very nicely. After a tour of the lovely house and garden, they left the accommodation to us to enjoy. They have thought of everything and there is so much in the house to have a carefree vacation. There were local delicacies ready for the whole family. We couldn't think of anything that could be better and loved our stay. The area is very easy to explore from this place and in the afternoon/evening it is then nice to come home to this house. Thank you both!
Superhost
Villa in Arco da Calheta
4.9 out of 5 average rating, 71 reviews

SUNNYSIDE VILLA

CathyRating, 5 stars3 weeks ago
We had a great stay at Villa de Carmina. Everything was perfect. The house has all the features necessary for the success of our family vacation. The pool is a real asset. Thanks to Carmina for the breakfast on arrival.
Villa in Estreito da Calheta
4.83 out of 5 average rating, 24 reviews

Villa de la Ponte by Atlantic Holidays

BenoitRating, 5 stars2 months ago
Beautiful villa with a beautiful view from almost all the rooms. Living room + kitchen space very pleasant. Bed and bathrooms nice. Kitchen well equipped. Very easy to contact the owner and to exchange with him.
Guest favourite
Villa in Madeira
4.97 out of 5 average rating, 37 reviews

Design-Villa by the sea/The Banana House

BenRating, 5 stars3 weeks ago
Great location, very peaceful. Fantastic getaway! Hopefully we’ll be back again!
Guest favourite
Villa in Ponta do Sol
4.89 out of 5 average rating, 18 reviews

Heaven's Nest by LovelyStay

MariaRating, 5 stars8 months ago
wonderful place, beautiful views! The house is very modern with great amenities and has everything you need.
Guest favourite
Villa in Ponta do Sol
4.95 out of 5 average rating, 20 reviews

Luxury Haven: Heated Pool, AC & Sun

WilliamRating, 5 stars3 weeks ago
One of the best I’ve ever stayed at. The place was so spacious and open, yet felt like at home and cozy. Everything we needed was readily available/ easily accessible. The home is perched up in Ponta do Sol, so the view is of the homes below, and then the drop off to the ocean. Private pool was clean and big enough for our family of 7. Private parking is a gamechanger anywhere in Portugal, and you have a whole driveway which fit our enormous van. Lots of good hikes in every direction so you never feel like you’re driving too much, everything is about 40 minutes from this location, even the other side of the island. Host was so great responsive despite the hour difference from where she is located. Thank you so much for our stay we loved it.

Quick stats about villa rentals in Estreito da Calheta

  • Total rentals

    50 properties

  • Nightly prices starting at

    $101 NZD 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. Estreito da Calheta
  5. Villa rentals