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Vacation rentals with a pool in Estreito da Calheta

Find and book unique homes with a pool on Airbnb

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Popular amenities for Estreito da Calheta rentals with a pool

House rentals with a pool

Superhost
The exterior of Villa Fauna is shown with a stone facade and large windows reflecting the landscape. An infinity swimming pool with sun loungers is visible in the foreground. The porch features a dining area, surrounded by well-maintained gardens and a backdrop of rolling hills.
Home in Prazeres
4.88 out of 5 average rating, 17 reviews

Villa Fauna - Nature & Tranquility - Heated Pool (optional)

JessicaRating, 5 stars5 months ago
João is an exceptionally friendly and proactive host. The Villa and the Pool are in the most scenic Environment and the Infinitiy Pool is the cherry on top. We came as a group of 6 to both work and spend some time in nature. Fully recommendable!
Top guest favorite
A sleek, rectangular pool is framed by smooth stone decking, reflecting the vibrant blue sky. The backdrop features dramatic mountain slopes, covered in lush greenery. Multiple seating options can be seen nearby, enhancing the outdoor relaxation space.
Home in Sao Vicente
5 out of 5 average rating, 16 reviews

Cardais Paradise View

KristinRating, 5 stars2 weeks ago
Everything about our stay was perfect and easy. The place is gorgeous and in a beautiful tucked away location in Madeira. From beautiful decor to the amazing scenery - would highly recommend this AirBnB. Wish we could live there permanently.
Superhost
An infinity pool surrounded by lush green landscaping reflects the sky at sunset. The pool features a unique stone design with sections that blend into the natural scenery. Water lilies and small plants are visible in a lower section, enhancing the tranquil outdoor setting.
Home in Ponta do Pargo
4.88 out of 5 average rating, 128 reviews

Casa da Cascata B&B | Casas da Levada

AnnaRating, 5 stars6 months ago
This was a delightful place to stay. Very private and so many facilities for a small place. Beautiful views, swimming pool and honesty bar. A total hidden gem.
Guest favorite
A clear blue swimming pool is surrounded by a stone patio, with two metal steps leading into the water. Sunlight casts shadows from the railing, and lush greenery is visible in the background, highlighting the natural setting and serenity of the area.
Home in Ponta do Sol
4.92 out of 5 average rating, 37 reviews

Quinta do Perdigão - Paz. Natureza. Retiro.

RuthRating, 5 starstoday
Die Unterkunft ist wunderschön mit den tollen Obst- und Zitrusbäumen die wunderbar duften. Auch der Geschmack der Zitronen ist unvergleichlich gut. Hugo ist ein toller Gastgeber und der von seiner Oma gebackene Begrüssungskuchen war traumhaft. Man kann sich wirklich wohl fühlen.
Superhost
A modern structure features a spacious layout overlooking a heated swimming pool. Loungers are arranged around the pool, with a patio offering a shaded area from a sleek umbrella. Lush greenery is visible in the background, adding to the tranquil setting.
Home in Arco da Calheta
4.67 out of 5 average rating, 6 reviews

Villa Panorâmica III (new)

DanielRating, 5 stars1 month ago
Die Villa ist exakt wie auf den Fotos beschrieben. Der Gastgeber ist immer gut erreichbar gewesen, war freundlich und sehr hilfsbereit. Ein Auto ist zwingend erforderlich.
Guest favorite
A modern villa is framed by a sleek swimming pool, reflecting the sky. Large glass doors invite natural light into the open space. A serene outdoor area features lounge seating and landscaped greenery, with a mountainous backdrop enhancing the natural setting.
Home in Arco Da Calheta
4.94 out of 5 average rating, 121 reviews

Moradia Syso

ChristianRating, 5 stars7 months ago
Das im Bauhaus-Stil gehaltene Haus lässt keine Wünsche offen. Wir haben uns sofort sehr wohl gefühlt. Das Haus ist sehr gepflegt und neuwertig. Es sind alle notwendigen Geräte vorhanden. Das Haus war gesamte Haus und die Terrassen waren sehr sauber inklusive der Bäder. Der Pool war wie vereinbart beheizt und durch die Abdeckung hat er auch sehr gut die Temperatur gehalten. Fatima hat sich direkt am zweiten Tag kurz bei uns vorgestellt, sie ist sehr nett und wir hatten sofort ein sehr freundschaftliches Verhältnis. Wir durften sogar ein paar Tomaten aus Ihrem heimischen Garten probieren. Wer einen entspannten Urlaub mit Poolzeit und Wandern verbringen möchte, ist dort bestens aufgehoben. Wir kommen wieder!
Superhost
The exterior of a charming two-story house is surrounded by lush greenery and tropical plants, with a traditional red-tiled roof. A stone wall provides a natural boundary, with a view of distant mountains in the background. A tranquil pool is visible in the foreground.
Home in Sao Vicente
4.82 out of 5 average rating, 146 reviews

Casa da Candida | Casa Oliveira Esmeraldo

MichelleRating, 5 stars4 months ago
The gardens, views, and location are top notch. Cute little place. Easily walkable down to town, the beach, and trails.
Top guest favorite
A stone house with traditional architecture is framed by lush banana trees. In the foreground, a spacious pool reflects the sky, accompanied by two sun loungers under a shaded umbrella. The surrounding terrace is paved, creating an inviting outdoor space for relaxation.
Home in Ponta do Sol
4.99 out of 5 average rating, 165 reviews

Typical house above the sea

KarenRating, 5 stars5 days ago
The outdoor area is done very nicely and is just beautiful. Inside is traditional and lots of space. Simple things that u take for granted like water pressure and having good hot and cold water was very good so could have a nice shower. Also most important for me is having a quiet place to sleep which it was and shutters on windows meant u could get it nice and dark. Glad I picked this area as Funchal was clouded over quite a lot over our stay but being south coast meant we got the sun. Enjoyed the 20 min walk in ponta da Sol which is quaint and lovely.

Condo rentals with a pool

Guest favorite
A view from the balcony showcases a spacious swimming pool surrounded by palm trees and lounge chairs. Ocean views extend beyond the pool, complementing the serene landscape. The apartment building is visible in the background against a partly cloudy sky.
Condo in Funchal
4.92 out of 5 average rating, 24 reviews

Madeira Palace Sea View

NeilRating, 5 stars3 weeks ago
Absolutely Stunning Apartment with Unbeatable Views! This was, without a doubt, the best Airbnb we've ever stayed in! From the moment we arrived, we were blown away by the absolutely stunning apartment. It was incredibly well-equipped with everything we could possibly need for a comfortable and relaxing stay. The beautiful location was a real highlight, boasting amazing sea views from the balcony that we enjoyed every single day. The lovely swimming pools on site were a fantastic bonus, perfect for a refreshing dip. Our hosts, Mariana and Ricardo, were so welcoming and helpful, always on hand to answer any questions and offer local tips. The great wifi was a practical plus, and we loved that the apartment was within walking distance to the main shops, making everything so convenient. We had a truly wonderful time and wouldn't hesitate to return or recommend this apartment to anyone looking for a perfect getaway. Thank you, Mariana and Ricardo, for a memorable stay!
Top guest favorite
A salt-water swimming pool is situated in a tranquil outdoor space, overlooking the sea. Lounge chairs and an umbrella provide comfortable seating. Lush greenery surrounds the area, and a smooth patio surface enhances the relaxing atmosphere.
Condo in Arco da Calheta
5 out of 5 average rating, 44 reviews

Casa Mar Azul 3

ElietteRating, 5 stars2 weeks ago
5 étoiles ne sont suffisantes pour évaluer le logement incroyable décoré avec goût, propre, magnifique avec une superbe vue, la gentillesse et la disponibilité de Sergio et Sandra, leurs recommandations sur madère et leurs petites attentions, une piscine superbe. nous avons passé un excellent séjour. Le meilleur airbnb que nous avons eu . mille merci
Guest favorite
Condo in Funchal
4.94 out of 5 average rating, 119 reviews

Luxury Big Apartment/Ocean view/Free Parking

Emmanuel Rating, 5 stars2 weeks ago
Très joli appartement situé au dernier étage d'un immeuble bien placé, à 5 minutes de la plage. Appartement propre, spacieux, très bien équipé et calme. Piscine dans la résidence. Propriétaire très disponibles avec réponse rapide au moindre message. Je recommande ++
Guest favorite
A balcony scene features a table set with two plates of breakfast alongside a scenic view of the ocean. Two chairs are positioned around the table, and the horizon is visible under a clear blue sky, reflecting the sunlight.
Condo in Caniço
4.87 out of 5 average rating, 164 reviews

Family friendly apartment swimming pool ocean view

Rakhesh AnandRating, 5 stars3 weeks ago
Lovely host and a very well maintained apartment . Very safe private parking lot with variety of restaurants in the neighbourhood
Guest favorite
A vibrant pool area is surrounded by sun loungers arranged neatly along the tiled deck. A modern building stands in the background, providing a welcoming residential atmosphere. Lush greenery and additional structures can be seen nearby, contributing to a relaxed outdoor environment.
Condo in Funchal
4.89 out of 5 average rating, 160 reviews

Whitehouse408 Sw.Pool & Pvt. Parking

StelaRating, 5 stars6 days ago
The host was incredibly helpful and friendly, sent us many local restaurant recommendations, very responsive. Totally recommend booking this place on your next trip!
Guest favorite
A serene pool area is depicted, featuring a clear blue swimming pool surrounded by sun loungers. The loungers are arranged neatly on a wooden deck, with palm trees and lush greenery visible in the background, enhancing the inviting atmosphere.
Condo in Funchal
4.99 out of 5 average rating, 101 reviews

New dream luxury appartment in the Madeira Palace.

OliviaRating, 5 stars6 days ago
Can’t recommend enough. Clean, fantastic space, great location. Marina really helpful and always responsive. Well equipped kitchen with everything for meals in but equally a 10 minute drive into Funchal. The view from the apartment is beautiful and the location means everything is easily accessible. Supermarket across the road. We didn’t hire a car because the location was so great.
Superhost
A large swimming pool is surrounded by lush greenery, offering a serene atmosphere. The clear water reflects the blue sky and clouds above. Sun loungers are positioned nearby for relaxation, enhancing the overall tranquil environment.
Condo in Funchal
4.85 out of 5 average rating, 169 reviews

My Cozy Spot

GiuliaRating, 5 stars1 month ago
Daniel è un host davvero cordiale e attento. Ci ha seguito dal primo all'ultimo momento, fornendo consigli sulla zona. L'appartamento è davvero spazio e ampio, con due graziosi balconi perfetti per una colazione all'aperto!
Guest favorite
A spacious outdoor area features a well-maintained lawn surrounding a blue swimming pool. Sun loungers are arranged neatly around the pool. In the background, buildings of various colors are visible, with palm trees and greenery adding to the tranquil setting.
Condo in Funchal
4.91 out of 5 average rating, 104 reviews

Modern, lux comfort with Pool & Ocean view

PiaRating, 5 stars3 weeks ago
Great experience, top tier communication with the host. Amazing appartment, spacious, bathrooms really nice and the kitchen was a dream - would come again

Quick stats about vacation rentals with a pool in Estreito da Calheta

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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