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Beachfront vacation rentals in Calheta

Find and book unique beachfront homes on Airbnb

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Popular amenities for Calheta beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
A yurt is situated on a hillside surrounded by lush greenery, overlooking a winding coastal path. The wooden deck curves gracefully along the structure, offering panoramic views of the ocean and distant shoreline under a warm sunset sky.
Tent in Canhas
5 out of 5 average rating, 29 reviews

Endemic Yurt - EcoGlamping in a Hidden Paradise

ChristinaRating, 5 stars2 weeks ago
This place is paradise! What an Airbnb- gem!!! Take this place if you can. It will be an unforgettable stay. The location is breathtaking, lovely details all around and it’s clean and private and unique and magically integrated into the nature. It’s a botanical garden in its own. It’s secluded and natural based yet has all the luxury one could ask for. I really really hope to come again!
Superhost
The image captures the exterior view of Casa da Janela, showcasing its single-story structure in a tranquil setting. The surrounding area features lush greenery and a distant mountain backdrop, with the sun casting a warm glow on the property. A car is visible parked in front.
Home in Ponta Delgada
4.83 out of 5 average rating, 106 reviews

Casa da Janela - Wood

CoringeRating, 5 stars4 weeks ago
Great house, even better garden! We had a very pleasant stay.
Guest favorite
A contemporary building with large windows captures views of the ocean and surrounding landscape. The structure is surrounded by well-maintained gardens and cultivated grapevines, while a pathway of stone leads towards the entrance, providing access to the scenic outdoor areas.
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 favorite
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 favorite
A bright bedroom features a spacious bed adorned with a neutral-colored blanket. A laptop sits on the bed, and a sliding glass door opens to a private balcony with two wooden chairs and a table, offering views of the surrounding hills and city.
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 favorite
A scenic pathway leads towards the ocean, lined with vibrant wisteria flowers in shades of purple. Lush greenery complements the vibrant blooms, while the calm sea is visible in the background, enhancing the coastal ambiance of the setting.
Home in Sao Vicente
4.92 out of 5 average rating, 117 reviews

Pebble Beach House- Casa da Fajã

CathyRating, 5 stars1 month ago
We absolutely loved being right on the ocean! It was within feet of the house!- with the waves crashing and the patio where we ate all our meals, provided an excellent ambiance for our trip. We stayed 6 nights and were so glad we didn’t move around to other places. The promenade next to the house is very scenic and offered a one mile round trip walk along the ocean . Watching the surfers was also a plus.
Guest favorite
A wooden dining table and folding chairs are arranged on a stone patio, offering views of the Atlantic Ocean. A lone tree leans towards the sea, complementing the natural landscape of rocky shorelines and green hills under a clear blue sky.
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 favorite
The image features a bright yellow house surrounded by palm trees and blooming foliage. A staircase leads to the entrance, which is illuminated by natural light. The upper balcony can be seen with decorative railing, enhancing the overall welcoming appearance of the property.
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, nice in a very nice quiet village without a car. We fell in love with Jardim do Mar, its small alleys with its typical gardens! Thank you Sofia, we felt at home 😊🙏

Beachfront home rentals with a pool

Guest favorite
A serene outdoor pool area is surrounded by lush tropical plants and palm trees. Loungers are positioned beside the pool, with white umbrellas providing shade. The clear blue water reflects the sunlight, inviting relaxation in a tranquil setting.
Home in Arco da Calheta
4.97 out of 5 average rating, 29 reviews

Casa Estrelicia

Tomi-JussiRating, 5 stars4 weeks 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 favorite
A modern stone house features large glass windows that provide views of the surroundings. The patio area is designed with natural stone flooring, and the roof extends over columns, offering shaded outdoor space. A tranquil sunset sky adds a touch of warmth to the scene.
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 hiking! The apartment was very clean and quiet, check-in was straightforward, and the host responded quickly to messages. Absolutely recommended!
Superhost
A spacious living area features a large window with a view of the outdoor scenery. A comfortable sectional sofa with patterned cushions complements a modern coffee table. A television is positioned on a sleek white cabinet, enhancing the contemporary design of the space.
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 favorite
An aerial view captures a modern infinity pool surrounded by a sun deck, overlooking vibrant rooftops and the ocean beyond. Lush greenery and lounge chairs enhance the space, while the bustling streets of Funchal and distant hills create a picturesque backdrop.
Apartment in Funchal
5 out of 5 average rating, 50 reviews

Terrace, Grill & Infinity Pool @ Savoy Insular

Ana MariaRating, 5 stars1 week ago
Absolutely the best Airbnb we have stayed in! It’s even better than the pictures. Had all the amenities you could think of and more. The attention to detail was incredible. The hosts were amazing as well. They gave great recommendations and very easy to contact. They really made our stay special. Hopefully we will be back to Madeira again one day and will for sure be staying here again!
Top guest favorite
Two independent stone houses are positioned around a clear blue pool. Lush green grass surrounds the area, complemented by a wooden pergola and outdoor dining space. The mountainous backdrop provides a serene environment, while vibrant house exteriors are highlighted by red shutters.
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 favorite
A swimming pool is viewed under a bright sky, reflecting shades of blue. Surrounding lounge chairs are positioned on the pool deck, while a table and chairs provide space for outdoor dining. Scenic landscapes are visible in the background.
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 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!
Superhost
A sunlit swimming pool surrounded by palm trees and tropical plants reflects the sky above. Sun loungers are positioned beside the pool, with an umbrella providing shade. The ocean is visible in the background, creating a serene coastal ambiance.
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 favorite
An outdoor terrace features comfortable seating with a coffee table, surrounded by greenery. A partial ocean view is visible, along with the distant rooftops. The structure is shaded by a wooden pergola, enhancing the space for relaxation or leisure.
Apartment in Ponta do Sol
4.96 out of 5 average rating, 81 reviews

Sun Balconies - Ponta do Sol

AudreyRating, 5 stars4 weeks 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!
Guest favorite
A private outdoor terrace features two cushioned chairs and a round table, ideal for enjoying meals or drinks. Scenic views of the ocean and surrounding hills are visible, creating a serene atmosphere for relaxation.
Townhouse in Arco da Calheta
4.91 out of 5 average rating, 43 reviews

House with stunning views in Calheta

Miguel AngelRating, 5 stars1 week ago
Alberto's apartment is undoubtedly in the top 3 of the best we've ever been to. Everything was perfect: Alberto was super friendly and helpful at all times, the area is great to enjoy the island, and the views... spectacular! In addition, the apartment was impeccably clean and very comfortable, it was really comfortable. 100% recommended. We would definitely stay here again!
Guest favorite
The beachfront cottage, painted in vibrant green, features large glass doors that reflect the warm glow of the sunset. A balcony extends from the top floor, enhancing oceanfront views, while a simple sign on the front indicates the property name.
Home in Paul do Mar
5 out of 5 average rating, 13 reviews

Wave Shadows Beach House

DanielRating, 5 stars3 weeks ago
If you’re looking for a quiet coastal cottage in Madeira this place is perfect. The view is beautiful with restaurants right around the corner. You’re steps away from the beach and beautiful hiking trails. The house is small but well kept and was very comfortable for two guests
Top guest favorite
A charming exterior view of a pink house with stone accents is shown. A dark stone table is placed on a pebble pathway, surrounded by tropical plants. Large windows offer glimpses of the interior, and a sloped roof adds character to the structure.
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 furnishings are not only cozy, but also practical. The kitchen is well equipped – we enjoyed cooking. Thanks Nelia for the nice welcome and fresh fruit! A real insider tip – we'll be back.
Superhost
A hot tub is illuminated in soft blue light, surrounded by lush greenery. The calming water contrasts with the twinkling lights of the coastal town in the distance, all set against a night sky. A few palm-like plants add natural beauty to the scene.
Cottage in Arco Da Calheta
4.94 out of 5 average rating, 88 reviews

Casa do Pico

PhilippeRating, 5 stars2 weeks ago
We had a wonderful stay at Celina’s home. The view from the balcony was stunning, especially at night and we felt right now home. The hot tub and bath tub were a bonus as well. One thing to note is that there was a tourist fee of €16 which we don’t believe was in the description. Would definitely recommend if you’re looking for a quieter place to stay.
Top guest favorite
A living area features a light-colored sofa adorned with a striped throw blanket. A small, round wooden table is positioned beside it. The space is illuminated by two pendant lights, with a dining area visible in the background, complemented by a warm, patterned rug.
Home in Jardim do Mar
5 out of 5 average rating, 23 reviews

House 7 in Jardim do Mar, Calheta

JamesRating, 5 stars2 weeks ago
We had a fantastic stay at Filipe’s home, which is beautiful and really thoughtfully designed. It’s very well appointed, spotlessly clean and in a very charming little village away from the hustle and bustle of Funchal, but still accessible by car. Communication was excellent and the fruit and biscuits were a lovely touch. Highly recommended.
Guest favorite
A well-maintained lawn features two sun loungers, arranged to face the ocean view. Lush greenery and banana plants provide a natural backdrop. The horizon joins the ocean under a clear blue sky, enhancing the serene atmosphere of the outdoor space.
Apartment in Arco da Calheta
4.94 out of 5 average rating, 35 reviews

Apt Domingos, New apartment with views to ocean

ZsofiaRating, 5 stars1 month ago
We were in good hands in this beautiful apartment. Since private accommodation is in a residential area, there may be something going on during the day, but as a tourist you are usually on the go anyway. The best equipped kitchen we've ever seen. You think of everything that you don't have to buy yourself because of a week. Shop and restaurant also within walking distance. Good internet. Hope to see you again!
Guest favorite
A spacious balcony offers two reclining lounge chairs adorned with a blue and white striped pattern, overlooking the ocean. The vibrant blue tiles reflect the clear blue sky, while gentle waves crash against the rocky shore nearby.
Home in Sao Vicente
4.95 out of 5 average rating, 135 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!

Quick stats about beachfront rentals in Calheta

  • Total rentals

    70 properties

  • Nightly prices starting at

    R718 ZAR before taxes and fees

  • Total number of reviews

    4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

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