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Vacation rentals with a pool in Madeira Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Madeira Island rentals with a pool

House rentals with a pool

Superhost
A refreshing swimming pool is framed by a beautifully landscaped area, featuring potted plants and lounge chairs. The pool's clear blue water reflects the sky, while a patio umbrella offers shade. A stone wall provides a natural backdrop, enhancing the outdoor relaxation space.
Home in Funchal
4.8 out of 5 average rating, 10 reviews

MY LX FLAT Hillside Valley House

MonicaRating, 5 stars4 weeks ago
We just finished 2 magical days at Patricia’s home and cannot say enough incredible things of her place. The house itself is BEAUTIFUL, with an amazing pool and jaw dropping views. In addition to this she was so accommodating to us and made sure we were comfortable the entire time!!! Uber’s and Bolt’s are easy to call and extremely affordable. We did not want to leave and are already planning our next trip to her home!!
Guest favorite
An aerial view showcases the modern villa's layout, featuring a sleek swimming pool surrounded by lounge chairs and dining areas on the lawn. The outdoor spaces reflect a harmonious blend of relaxation zones, accentuated by well-maintained greenery and structured landscaping.
Home in Estreito da Calheta
5 out of 5 average rating, 22 reviews

Vincents Place | Ocean View | Swimming pool

SaymaRating, 5 stars1 week ago
This is once of the most beautiful villas we have stayed at. The pictures do not do it justice. The open plan space is lovely and the views are stunning. Emanuel was an excellent host, and responded immediately with any queries we had. I will definitely be coming back to this villa with other members of my family.
Superhost
Home in Estreito da Calheta
4.85 out of 5 average rating, 137 reviews

Casa do Penique ORGANIC

JulieRating, 5 stars1 month ago
We felt very relaxed and comfortable at Antonio’s lovely house and the garden and views were impressive. We appreciated the interesting features in the garden with its nature feel and enjoyed the pool and sauna which we thought was a real asset for the place. The house is interesting and cared about and Antionio was an excellent and helpful host. We were glad of the car we hired to access shops, restaurants, beach and walking areas as without one would be difficult but it suited us really well as 4 adults who wanted a base from which to explore Madeira.
Guest favorite
A refreshing swimming pool is visible, with its clear blue water reflecting sunlight. Two modern black seating chairs are positioned nearby, offering a view of the vast ocean. The surrounding area features a sleek railing, enhancing the open atmosphere.
Home in Santa Cruz
4.93 out of 5 average rating, 248 reviews

House of Christ the King

KellyRating, 5 stars1 week ago
What a wonderful place to stay and for us perfect location to explore beautiful Madeira. 6 of us stayed for 1 week, the accommodation was perfect with various areas to spread out. We spent most of our evenings around the pool side, playing games and soaking up the views. The home has everything a family would need to enjoy your stay. Local shops, cafes and restaurants 10min walk up hill. Fully recommend if you are able to take a 1 day jeep tour of the island as Madeira has some spectacular scenery, valleys, mountains, villages and locations to explore. Contact with the host was effortless and always quick with responding. We loved our stay.
Top guest favorite
A modern villa features an inviting outdoor space with a pool, surrounded by sun loungers and palm trees. The sleek design includes large glass doors offering views of the surrounding hills, providing easy access to the spacious terrace for relaxation and dining.
Home in Arco da Calheta
5 out of 5 average rating, 18 reviews

Vila Bela

MauroRating, 5 stars2 weeks ago
Everything was perfect! The host was super friendly. Check-in was smooth and welcoming, the place was clean and exactly as described. When we had a small issue, the host responded quickly and solved it right away. Check-out was just as easy. Would definitely stay again!
Top guest favorite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Madeira
4.99 out of 5 average rating, 73 reviews

Panoramic View: Lux 3 bed w/ heated pool

DavidRating, 5 stars1 week ago
A great property, spotlessly clean with wonderful views & very helpful hosts. My family & I thoroughly enjoyed our stay.
Guest favorite
A clear blue pool is surrounded by a wooden deck, featuring loungers for sunbathing. Lush greenery and tropical plants are positioned around the pool area, providing a serene backdrop. The sky is bright with a few clouds, enhancing the inviting outdoor space.
Home in Funchal
4.88 out of 5 average rating, 251 reviews

Your home away from home in Madeira.

AdriannaRating, 5 stars1 month ago
Lovely people, very helpful. Great place with amazing views. Highly recommend!
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

Syso House

ChristianRating, 5 stars7 months ago
The Bauhaus-style house leaves nothing to be desired. We immediately felt very comfortable. The house is very well maintained and in mint condition. All necessary equipment is available. The house was the entire house and the terraces were very clean including the bathrooms. The pool was heated as agreed and the cover also kept the temperature very well. Fatima introduced herself to us briefly on the second day, she is very nice and we immediately had a very friendly relationship. We were even allowed to try some tomatoes from her local garden. If you want to spend a relaxing vacation with pool time and hiking, you are in good hands there. We will be back!

Condo rentals with a pool

Superhost
A serene swimming pool is illuminated at night, reflecting blue light across its surface. Lounge chairs are positioned around the pool, while distant lights from nearby buildings create a cozy backdrop against the dark sky.
Condo in Funchal
4.83 out of 5 average rating, 166 reviews

Bright Ocean Front Apartment

OleksandrRating, 5 stars3 weeks ago
Annikka is a very friendly host. Always answered quickly to our questions. The apartment corresponded to its description. Stunning view of the ocean from the balcony. Nearby are beach resorts, a promenade along the sea, a large shopping center. Convenient access to the city center.
Superhost
An elevated view reveals a lively coastal area featuring a blend of residential buildings and commercial spaces. The ocean shimmers in the background, while a roundabout with palm trees and traffic flows is visible in the foreground, creating a vibrant atmosphere.
Condo in Funchal
4.84 out of 5 average rating, 117 reviews

COSY STUDIO AT LIDO WITH POOL

CharlotteRating, 5 stars1 month ago
We had a lovely stay. The accommodation is very well located, clean and functional. It's very easy to match with Ana. Thanks to her for her warm welcome. Recommended. Charlotte and Romain
Guest favorite
Condo in Funchal
4.94 out of 5 average rating, 119 reviews

Luxury Big Apartment/Ocean view/Free Parking

RobertRating, 5 stars1 week ago
This was the best air BnB I've stayed in, the apartment and view from the balcony were beautiful, and the location was perfect with it being only a ten minute drive from city center. Would definitely recommend!
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
An expansive infinity pool extends towards the ocean, reflecting bright blue waters under the sun. Lush greenery, including palm leaves, frames the pool area, contrasting with the scenic coastline and hills in the background.
Condo in Funchal
5 out of 5 average rating, 33 reviews

Ocean view and Infinity pool Apartment

DesireeRating, 5 stars3 weeks ago
Iri’s place was absolutely breathtaking taking!! The view from the balcony was outstanding! You can see the beach. Her place has a washer drier which was super convenient. iri was super friendly and helpful! She is great !!!HIGHLY RECOMMEND!!!!
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 stars5 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 stars5 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 is a very friendly and attentive host. She followed us from the first to the last minute, giving tips about the area. The apartment is really space and spacious, with two nice balconies perfect for an outdoor breakfast!

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