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Vacation rentals with a pool in Calheta

Find and book unique homes with a pool on Airbnb

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Popular amenities for Calheta rentals with a pool

House rentals with a pool

Top guest favorite
Home in Madeira
5 out of 5 average rating, 42 reviews

Prazeres da Vista, Atlantic Ocean view

FrankRating, 5 stars6 months ago
If you're looking for a quiet, clean and beautiful place to spend your vacation then this is it. Elsa is always available and ready to help if needed. We are definitely recommending this place
Guest favorite
Home in Madeira
4.98 out of 5 average rating, 53 reviews

Villa Limoeira 3:3 heated pool/gym/office/sunsets

CaseyRating, 5 stars4 weeks ago
We had a really lovely stay at Villa Limoeira. The villa is beautiful and spacious, and the views were amazing. The area is quiet and peaceful, which made for a relaxing stay and it was easy to find the villa by car. There were lots of little touches that made the villa lovely, blankets...hairdryer...straighteners etc, and the garage gym and table tennis were good for the more rainy spring days. The villa is close to Calheta which was lovely to visit, and we explored some of the recommendations by our hosts which were great, and made finding places so much easier. We really appreciated the info to guide us around Madiera. We had a wonderful stay here and would definitely stay again if we visited Madiera in future, highly recommend!
Guest favorite
Home in Concelho de Santana
4.85 out of 5 average rating, 93 reviews

A Casa do Lagar - Country Villa

Pierre And LucyRating, 5 stars6 months ago
We had a really nice stay! The place is even better than on the pictures
Guest favorite
Home in Arco da Calheta
4.93 out of 5 average rating, 15 reviews

Tropical Garden 1

RomanRating, 5 stars1 month ago
Fantastic place in a beautiful valley, with incredible view of the ocean, banana plantations and a beach nearby. Anibal is an amazing host, and the place is a gem. The garden with greens is only helping make this place even better. Thoroughly enjoyed the stay, the place, the host and the views! Thank you!
Guest favorite
Home in Corujeira
4.9 out of 5 average rating, 97 reviews

Villa Golden Charm

ValerioRating, 5 stars2 months ago
It was the best place I've ever rented from Airbnb. Everything was as in the photos. Very quiet. The pool and ocean views are amazing. Spacious bedrooms with bathrooms. Very clean. Snow-white linen. It is not recommended to be here without a car. But, if you like walking, probably you will enjoy. It was very interesting to check neighborhood. We walked around a little bit. Very secure. If you see someone around, it's only local people. They are very friendly. I never seen homeless or beggars around our place. I can confirm, that you will not find any unfriendly people on this island. Tennis and billiard tables will not make you bored. There was practically no wind. The island exceeded our expectations. We won't go to Tenerife again. Orlanda was great. We are ready to return to any of her homes. Orlanda helps with some my questions about Madeira. She is number 1. Thank you for your hospitality.
Top guest favorite
Home in Funchal
4.99 out of 5 average rating, 139 reviews

Casa dos Francelhos, the charming house of Funchal

MajbrithRating, 5 stars3 weeks ago
The best Airbnb stay we've been to. We were two families, 10 people in total including big teenagers, and there was plenty of room for everyone. The house is a charming old villa, with heated pool, views and walking distance to the city center. We couldn't have wished for more. Antonio is the perfect host, was quick and helpful as shortly before our holiday there were issues with our booking (which we were to blame for ourselves). Top recommendations from here.
Superhost
Home in Arco da Calheta
4.81 out of 5 average rating, 70 reviews

Refúgio da Serra - By Wehost

VainiusRating, 5 stars2 weeks ago
Cozy home with all the necessary equipment for comfortable living. The house is in a quiet location, yet farther from the town, so a car is essential. I really liked the grilling area and the terrace with a fireplace for cozy evenings.
Superhost
Home in Porto da Cruz
4.85 out of 5 average rating, 124 reviews

House pc / private indoor pool

JamesRating, 5 stars2 weeks ago
We had a wonderful week stay at Ana Paula’s house in Porto Da Cruz. The house is perfect and the kids loved swimming in the pool in February. The location is fantastic with lots to do nearby. Ana Paula is a great host and was always very attentive. We would return without hesitation!

Condo rentals with a pool

Top guest favorite
Condo in Campanario
4.97 out of 5 average rating, 60 reviews

Tropical Sunset D

HelenRating, 5 stars6 days ago
We had a wonderful stay in Daniella’s apartment which was just as the pictures portrayed. The apartment was very clean and modern with everything that we needed for four nights of self-catering. Daniella’s communication was very good with clear arrival instructions and the goody bag of local produce was very thoughtful. We loved the location with its beautiful views towards the mountains and the sea, and we managed to enjoy the roof top seating area for a while in the evenings. We didn’t try any of the local restaurants down in the town preferring to stay in after a day of walking, but a visit to these would require a taxi ride. We would definitely recommend the apartment (which was one of four) and would happily stay again.
Guest favorite
Condo in Funchal
4.93 out of 5 average rating, 15 reviews

Formosa Ocean View - 142109/AL

JoosRating, 5 stars5 months ago
We had a very nice stay in Adriana's apartment. It felt like we were the first. Clean and cozy, modernly furnished. The location is great and the amenities except for a dishwasher perfect. The only personal preferences would be softer mattresses. We also always found a parking space in front of the apartment. The pool is also great for relaxing after a trip. Thank you. We will be happy to come back.
Guest favorite
Condo in Funchal
4.94 out of 5 average rating, 105 reviews

Luxury Big Apartment/Ocean view/Free Parking

RachaelRating, 5 stars3 weeks ago
Had a wonderful stay at José and Maria’s apartment. The apartment was spotlessly clean and fresh, large and spacious and had everything you could need. The location was brilliant with a bus stop right outside for easy access to the town and stunning views from the balcony. Would not hesitate to stay here again!
Superhost
Condo in Funchal
4.71 out of 5 average rating, 7 reviews

Golden Sea Horizon

AliRating, 5 stars13 months ago
amazing place, with a stunning ocean view. Tiago was very helpful and accomadating
Guest favorite
Condo in Funchal
4.88 out of 5 average rating, 147 reviews

Whitehouse408 Sw.Pool & Pvt. Parking

EugenieRating, 5 stars1 month ago
Chayanne is an attentive and kind host who went out of his way to make our stay extra comfortable, and gave us useful recommendations for our trip. The flat is peaceful and spacious and has everything you need; great selection of crockery, knives and pans, and one could easily stay a month here comfortably. There is a decent sized pool and a cosy balcony to enjoy the views. I highly recommend this place and I hope to come back here next time!
Guest favorite
Condo in Funchal
4.99 out of 5 average rating, 74 reviews

Renala II - New Apartment "With Pool"

SvenRating, 5 stars1 month ago
Kitchen Good equiped, everything you´ll need. Only the pans should be better stainless. Living Area Super comfy with table seating six, ample sitting space on sofa and chairs as well Bedrooms Super comfy beds, as it is often the case only one bed sheet for both sides. The desk is great but designed for people of less then 1.8m height. Bath Hot water, great shower, good bathtub. Parking garage Compared to lots of other buildings very spacious and easy in and out Pool area Unheated but quite warm pool, very nice area surrounding it. Small playground with some exercise equipment for sports as well. Surroundings Good location which is super quiet at night for Funchal standards, during the day some noise from the school and sport hall. Didn´t disturb me at all even when I did work remotely. Other Wifi was top notch, TV big and HDMI cable was available, AC was great, cleaning was superb and communication with hosts was hasslefree, easy and helpful.
Superhost
Condo in Funchal
4.77 out of 5 average rating, 105 reviews

Mesmerizing Funchal condo with best view/location

JessRating, 5 stars3 weeks ago
We had the most beautiful week here in February. The apartment was perfect - we loved sitting outside and watching the sunrise across Funchal. It was super peaceful but also very close to local restaurants and a supermarket. Everything was exactly as described and we will certainly be back!
Superhost
Condo in Funchal
4.86 out of 5 average rating, 162 reviews

My Cozy Spot

MarjuRating, 5 stars2 months ago
Very nice place, made me feel like at home. Comfortable beds and pillows and nice balkon . Very good communication with host. Location is very good, close to ocean and many restaurats. I will come back!

Quick stats about vacation rentals with a pool in Calheta

  • Total rentals

    140 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    5K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta
  5. Rentals with pools