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Beachfront holiday rental in Estreito da Calheta

Find and book unique beachfront homes on Airbnb

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Popular amenities for Estreito da Calheta beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Ponta Delgada
4.83 out of 5 average rating, 106 reviews

Casa da Janela - Wood

CoringeRating, 5 stars1 month ago
Great house, even better garden! We had a very pleasant stay.
Guest favourite
Home in Ponta do Sol
4.89 out of 5 average rating, 95 reviews

Private Beach House - Cais dos Anjos, Madeira

ClaudetteRating, 5 stars3 weeks ago
Joana’s place was more than we imagined! It was actually 2 individual apartments in one house, each with room for 2 families, though we were just 2 couples. The privacy and the beach view were worth the stairs climb!! The stairs are a workout!!! Joana was an amazing host. Would recommend highly!
Guest favourite
Farm stay in Lombo Do Doutor
4.96 out of 5 average rating, 27 reviews

Socalco Nature Calheta - Apothecary's House

MaartenRating, 5 stars9 months ago
Excellent stay. Good location as a base. The restaurant is very tasty and offers an added value to the accommodation. A beautiful location with an eye for detail.
Top Guest favourite
Apartment in Funchal
4.98 out of 5 average rating, 125 reviews

Casa da Betty - luxurious w/aircondition

Isak IziRating, 5 stars1 month ago
It has been sometime since I stayed in a real home-y and cosy house like Betty's. Our whole group (two families with small children ) was very pleasantly surprised by this beautifully decorated home. There were many essentials as well as some offerings by the host readily available. The location(although not very close to the historic center) is fantastic as it is possible to walk to some famous rock pools and a beach, as well as many restaurants, a mall and a supermarket. Would recommend to anyone in a heartbeat.
Guest favourite
Apartment in Funchal
4.9 out of 5 average rating, 128 reviews

Patio da Achada View Apartment

JackieRating, 5 stars1 month ago
Raquel’s place was absolutely impeccable. After five nights of hopping between different beds, my friend and I felt so lucky to land here for three restful nights — exactly what we needed. The space had everything we could have asked for and more. The check-in process was super easy, and Raquel had everything clearly laid out with thoughtful instructions. Thank you for sharing your beautiful home with us — it truly felt like a breath of fresh air.
Guest favourite
Home in Sao Vicente
4.92 out of 5 average rating, 118 reviews

Pebble Beach House- Casa da Fajã

Huey YuinRating, 5 stars2 days ago
Beautiful house. The driveway is easy to miss if you're not paying close attention the first time. Well equipped kitchen. Next to a walking trail by the sea. Well situated to drive to other attractions around the island. Fanal forest, P Moniz, Santana, PR16, were not far away.
Guest favourite
Cottage in Casas Próximas
4.88 out of 5 average rating, 248 reviews

Casa da Praia

AnoukRating, 5 stars1 month ago
Amazing location in picturesque village
Guest favourite
Home in Jardim do Mar / Calheta / Madeira
4.94 out of 5 average rating, 135 reviews

Sofia's Place

ClaireRating, 5 stars1 week ago
Family home, pleasant in a very nice quiet village without a car. We fell under the spell of Jardim do Mar, its small alleys with its typical gardens! Thank you Sofia, we felt at home 😊🙏

Beachfront home rentals with a pool

Guest favourite
Home in Arco da Calheta
4.97 out of 5 average rating, 29 reviews

Casa Estrelicia

Tomi-JussiRating, 5 stars1 month ago
The apartment was clean and upscale. The surroundings are peaceful, even if other apartments have residents. The yard and garden are beautiful with details. The retreat-like quiet vibe and views of the atlantic were charming. The owners are friendly and helpful.
Guest favourite
Cottage in Calheta
4.95 out of 5 average rating, 73 reviews

VIEWPOINT HOUSE

JosiahRating, 5 stars1 month ago
This place was amazing! The house took a little bit to get to, some stairs and pathways, but once there, the view was breath taking, the accommodations amazing, and the host excellent. João met us to help us navigate down the first time, and was super accommodating and helpful. Calheta was a great location for us as a base to see the rest of the island and the beach and waterfront was really nice to walk along. I would highly recommend staying here on your trip.
Guest favourite
Cottage in Madeira
4.96 out of 5 average rating, 47 reviews

Rochão Village by Rent2U - 2 Bedrooms (Élvio)

LeoniRating, 5 stars2 weeks ago
Beautiful accommodation in a fantastic location - ideal for those who like to hike! The apartment was very clean and quiet, check-in was straightforward, and the host responded quickly to messages. Absolutely recommended!
Superhost
Apartment in Funchal
4.95 out of 5 average rating, 19 reviews

Stunning Sea View-Supermarket-AC-Park-3 Pools-Gym

SteveRating, 5 stars1 month ago
wonderful stay. clean and tidy
Top Guest favourite
Home in Seixal
4.97 out of 5 average rating, 29 reviews

Casa de Pedra - Casas do Calhau Kids

MariaRating, 5 stars3 weeks ago
This is my favorite air bnb ice ever stayed in! The house is wonderful and the bed is comfy. The pool and the views were out of this world! It was so nice to drink morning coffee and look at the ocean and the mountains. Sophia, who takes care of the grounds and cleaning, was so kind and helpful! The fridge was stocked with eggs, fruits, and cheese and there was a fresh bread delivery every morning. Sophia even did our laundry for us. It was the best stay ever and there are delicious restaurants within walking distance. I had a tricky time getting into the property because my cellphone didn’t have service and I couldn’t connect to the WiFi because I wasn’t in range. So I couldn’t use the app on my phone to get in. The host was very responsive and let me in and I was able to use the house key for the remainder of the trip. Definitely book this place, you’ll love it!
Guest favourite
Home in Corujeira
4.89 out of 5 average rating, 102 reviews

Villa Golden Charm

DavidRating, 5 stars1 month ago
We really enjoyed the accommodation! (family of 6 people) This one is well located, a beautiful view, very peaceful and private place. It is very well equipped, heated pool (for €30/day), barbecue available, very spacious and clean. Which makes it a great value. We recommend it!
Guest favourite
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!
Superhost
Villa in Arco Da Calheta
4.78 out of 5 average rating, 23 reviews

Secluded Villa In Tropical Garden | Villa Mar I

BeatrijsRating, 5 stars1 month ago
Breathtaking. Wherever you looked, every view was beautiful. We enjoyed every minute in the house and around the house. Inside and outside is luxurious and equipped with every comfort. The garden is beautiful and the pool very large and beautiful. We could not believe our eyes on arrival, while of course we had already seen the photos, we couldn't believe our eyes, it was so paradise. We would love to come back.

Private beachfront home rentals

Guest favourite
Apartment in Ponta do Sol
4.96 out of 5 average rating, 81 reviews

Sun Balconies - Ponta do Sol

AudreyRating, 5 stars1 month ago
The place was great. The view from the beautiful terrace! Nuno is an extremely kind host. He responds quickly and gave us plenty of recommendations. The departure and arrival at the accommodation was made very simple and pleasant thanks to him. In addition, Ponta do sol is a very convenient place: a supermarket with gas station just down the village, great restaurants and the beach being a beautiful place to see the sunset. I can only recommend this place to stay in Madeira. It's been a real favorite!
Top Guest favourite
Home in Paul do Mar
4.97 out of 5 average rating, 88 reviews

CASA DA Lev NOVA - Paul do Mar

SergiyRating, 5 stars3 weeks ago
We really had a great week in this house and are just happy with our choice. You come in and feel right at home, almost like a second home, only on vacation. Everything is super clean and the decor is not only cozy, but also practical. The kitchen is well equipped – we enjoyed cooking. Thank you Nelia for the nice welcome and fresh fruit! A real insider tip - we'd love to come back.
Top Guest favourite
Apartment in Funchal
4.97 out of 5 average rating, 146 reviews

SUPER Central - Deep Blue

FarhadRating, 5 stars2 weeks ago
Great host. Very polite and responsive. Place was great and exactly as described. Perfect location.
Top Guest favourite
Home in Calheta
4.98 out of 5 average rating, 80 reviews

Zeza´s Garden

MarleenRating, 5 stars3 weeks ago
This place is very nice! It has a beautiful view, on a quiet street with a lots of privacy. Inside was bigger than we expected and very cosy. It has everything you need and we really felt at home and relaxed. There is a steep but short walk directly to the center, with some good restaurants and a grocery store. Zeza is very responsive, enthusiastic and friendly. If we go back to Madeira, we will come back!
Superhost
Apartment in Calheta
5 out of 5 average rating, 3 reviews

1-bedroom apartment

DominikRating, 5 stars5 months ago
Great place to stay. Close to everything. Right on the beach. Recommended.😊
Guest favourite
Home in Sao Vicente
4.95 out of 5 average rating, 136 reviews

Sea House

AndreaRating, 5 stars1 week ago
A great house in a beautiful location! You can't get any closer to the sea, and the sound of the sea accompanies you day and night. The house is very tastefully decorated and super clean. You make yourself at home straight away! Constantino is very helpful and has great tips. Without him, we would never have found the little beach in Seixal... We were here 14 days and enjoyed every minute. Thank you, Constantino!
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
Apartment in Ribeira Brava
5 out of 5 average rating, 18 reviews

Seaview Escape with jacuzzi

KristýnaRating, 5 stars2 weeks ago
If I could, I would give to this accomodation and Patricia way more stars :) The flat is perfect. Great location, ocean view, everything was clean, nice and neat. Also those little, but big, details - dimmable light, extra fluffy blanket (not going to spoil more:) Watching stars while in jacuzzi.. Just awesome :) And Patricia is amazing host. Always quick answer, helpful, proactive, friendly. We enjoyed our stay very much and I will definitely book this place again, if we ever come back :)

Quick stats about beachfront rentals in Estreito da Calheta

  • Total rentals

    40 properties

  • Nightly prices starting at

    $33 NZD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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