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Holiday 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

Guest favourite
Home in Prazeres
5 out of 5 average rating, 15 reviews

Villa Serenity by Rentallido

AubreyRating, 5 stars3 weeks ago
This place is beautiful and peaceful. It is about an hour drive from Funchal, but there are lots of little towns all along the way. We had a wonderful stay.
Superhost
Home in Estreito da Calheta
4.85 out of 5 average rating, 137 reviews

Casa do Penique ORGANIC

JulieRating, 5 stars4 weeks 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 favourite
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 favourite
Home in Ribeira Brava
4.98 out of 5 average rating, 127 reviews

Casa Velha D. Fernando (Old House D. Fernando)

NiklasRating, 5 stars2 weeks ago
I loved the beautiful apartment and the view. the highlight was the garden
Guest favourite
Home in Paul do Mar
4.87 out of 5 average rating, 62 reviews

The Sunset Avenue w/infinity pool(optional heated)

SigridRating, 5 stars3 weeks ago
The accommodation was simply great and exceeded our expectations! The house is really huge, you have a lot of space and privacy, even if you are traveling as a group. The pool was heated at our request and the temperature was very pleasant. It's simply a dream to be able to watch the sunset while lying in the pool. The amenities were also great, everything we needed was there. In addition, a garage, we could park the second car in front of the gate. The location was quiet, only on weekends there is a lot going on in the restaurants at the end of the street, also many motorcyclists who are not exactly quiet. But it was still fine. Overall, the accommodation is highly recommended and the landlord is very friendly.
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 178 reviews

Casa Cro | Ocean View

JesseRating, 5 stars2 weeks ago
This place is awesome! Elvio is the best host. Clear instructions and directions (it’s a tricky place to find) but his instructions were perfect. The pool is private and a good home base after lots of hiking. We recommend hiking as early as possible and going back to enjoy the pool later. The restaurant up the mountain from the house is amazing (Calheta Green). And a recommendation from the host. Love this place!
Top Guest favourite
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.
Top Guest favourite
Home in Arco da Calheta
5 out of 5 average rating, 25 reviews

Vila Cales e Chadas by YMR

MaxRating, 5 stars2 weeks ago
The place was modern, very clean and well equipped. The kitchen is ultra-modern and offers everything you need. The rooms are generously sized, there were sufficient bath towels available. We were particularly impressed by the breathtaking view and the huge terrace – perfect for relaxing. Highly recommended!

Condo rentals with a pool

Superhost
Condo in Funchal
4.83 out of 5 average rating, 166 reviews

Bright Ocean Front Apartment

OleksandrRating, 5 stars2 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
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
Top Guest favourite
Condo in Arco da Calheta
5 out of 5 average rating, 44 reviews

Casa Mar Azul 3

JaydeRating, 5 stars3 weeks ago
Our experience here was paradise on earth. Breathtaking view from the property and lovely space overall. Sergio is an amazing host, very hospitable and friendly. We hope to be back at some point
Guest favourite
Condo in Funchal
4.94 out of 5 average rating, 119 reviews

Luxury Big Apartment/Ocean view/Free Parking

RobertRating, 5 stars5 days 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 favourite
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 favourite
Condo in Funchal
4.89 out of 5 average rating, 160 reviews

Whitehouse408 Sw.Pool & Pvt. Parking

StelaRating, 5 stars2 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 favourite
Condo in Funchal
4.99 out of 5 average rating, 101 reviews

New dream luxury appartment in the Madeira Palace.

OliviaRating, 5 stars2 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
Condo in Funchal
4.85 out of 5 average rating, 169 reviews

My Cozy Spot

GiuliaRating, 5 stars4 weeks 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!

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    $31 AUD 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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