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Holiday 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

Guest favourite
Home in Arco da Calheta
4.89 out of 5 average rating, 18 reviews

Magnificent villa with a heated pool

RadinaRating, 5 stars1 week ago
We stayed at the house for almost a week and it felt like home. The view was so beautiful, house so spacious and clean and aesthetic, the kitchen also has everything you need to cook, outside area is also great for having BBQ and relax by the pool. Tatiana was always responsive to messages and gave us recommendations where to go for shopping and eating. We would come back again definitely. The location is also great because you are close to Funchal, or can explore any other spot on the island within 30 mins to 1 hour with car. Big thanks to our hosts!
Guest favourite
Home in Madeira
4.98 out of 5 average rating, 53 reviews

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

CaseyRating, 5 stars2 months 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 favourite
Home in Arco da Calheta
4.94 out of 5 average rating, 16 reviews

Tropical Garden 1

RomanRating, 5 stars3 months 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!
Top Guest favourite
Home in Funchal
4.99 out of 5 average rating, 140 reviews

Casa dos Francelhos, the charming house of Funchal

ShaunRating, 5 stars2 weeks ago
António was extremely helpful with a warm welcome and was very helpful with good information on the island and things to do. The villa was fantastic with many extra things provided for our comfort e.g toothpaste/wine/local fruit etc. The villa is about 20 minute walk down hill to the city which is very convenient but it’s a steep climb back up so we usually used Bolt/Uber which works really well for most of the island as the buses aren’t so good. I do recommend this villa as a great base with a warm welcome and warm swimming pool, thank you Antonio.
Superhost
Home in Arco da Calheta
4.8 out of 5 average rating, 71 reviews

Refúgio da Serra - By Wehost

VainiusRating, 5 stars1 month 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 stars1 month 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!
Guest favourite
Home in Arco da Calheta
4.96 out of 5 average rating, 28 reviews

Casa da Arvore in the Eucalyptus Forest, no neighbors

ChristelleRating, 5 stars1 month ago
A beautiful villa that looks like the photos! The kitchen is functional. The owners are very welcoming and available. The views are breathtaking. Excellent bedding, shower + bathtub! The fruit basket on arrival with a bottle of wine and the sunset! You can't ask for more in this peaceful corner of Madeira!
Superhost
Home in Funchal
5 out of 5 average rating, 4 reviews

BOAT HOUSE Sea Front Pvt Pool

CallumRating, 5 stars1 week ago
The place was absolutely beautiful and clean! The location is excellent with a great sea view, and only a short walk into the centre of Funchal along some stunning coastline. We had no issues finding parking on the street outside the house. It was also a great base to go explore different parts of the island from. The pool area gets plenty of sun so it’s perfect for relaxing next to, or getting in to cool off! Overall we had an amazing time staying here and will definitely be back next time we’re in Madeira!

Condo rentals with a pool

Top Guest favourite
Condo in Campanário
4.97 out of 5 average rating, 66 reviews

Tropical Sunset D

EkaterinaRating, 5 stars1 week ago
Lovely, modern, perfectly clean apartment with gorgeous views. Everything you need for a stay. Seamless communication. Helpful host. I enjoyed my post hiking rest here.
Guest favourite
Condo in Caniço
4.93 out of 5 average rating, 28 reviews

Rubeus

GordonRating, 5 stars4 weeks ago
Paulo's property is very well equipped. Beautiful ocean views. Great location. Easy bus ride or Uber to the town of Funchal. Great pizza restaurant down the street. We hope to be back sometime soon. Thanks so much for everything.
Guest favourite
Condo in Funchal
4.94 out of 5 average rating, 108 reviews

Luxury Big Apartment/Ocean view/Free Parking

PiotrRating, 5 stars2 weeks ago
I had an incredible stay! The place was absolutely amazing—beautifully decorated and very comfortable with AMAZING view. Lucia was a fantastic host, always available and eager to help with anything we needed. I highly recommend staying here; it truly exceeded my expectations!
Guest favourite
Condo in Funchal
4.88 out of 5 average rating, 152 reviews

Whitehouse408 Sw.Pool & Pvt. Parking

BethRating, 5 stars2 days ago
The apartment is in a great location. Tonnes of mixed restaurants nearby (some tourists may prefer if you want home comforts and others authentic Portuguese food) all just a walk away. A short walk to many local supermarkets too which is helpful when you need to quickly grab things. Private pool which was never busy and always quiet! We rented a car and the parking in the apartment is so accessible. We used the apartment as a base for many hikes so drove various distances from here to explore Madeira. Excellent host, great apartment and would stay in this airbnb next visit.
Guest favourite
Condo in Funchal
4.99 out of 5 average rating, 77 reviews

Renala II - New Apartment "With Pool"

SallyRating, 5 stars3 weeks ago
Many thanks to Claudia, who helped with the airport transfer and met us at the apartment. We would have found the Danilock door system difficult on our own, but once we knew what to do, it was easy! The apartment is large and comfortable, and wine and snacks were a welcome gift in the kitchen. The location is quiet and safe, opposite a school and near a great bakery/cafe and restaurant. You can walk downhill to the centre in 20-30 mins, and we got the bus back up the hill (number 8 or 45). There is also a bus stop for the Airport bus return trip within walking distance. If you intend to use the bus service then you will need Euros or get a Giro card for the local service. We had a great time in Madeira.
Superhost
Condo in Funchal
4.78 out of 5 average rating, 107 reviews

Mesmerizing Funchal condo with best view/location

BarbaraRating, 5 stars3 weeks ago
Beautiful apartment, clean, very spacious and wonderful views. The terrace is an amazing bonus, great for relaxing, sunbathing and eating. It has plenty of seating options and even a BBQ. The inside was also very comfortable and the bedrooms were spacious with lots of storage. We spent 2 weeks there and found it the perfect base from which to explore Madeira.
Superhost
Condo in Funchal
4.85 out of 5 average rating, 163 reviews

My Cozy Spot

MarjuRating, 5 stars3 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!
Guest favourite
Condo in Funchal
4.91 out of 5 average rating, 127 reviews

Charming Lido Flat I

IvanRating, 5 stars4 months ago
Amazing view, great location, perfect instructions for checking in and out.

Quick stats about holiday rentals with a pool in Calheta

  • Total rentals

    140 properties

  • Nightly prices starting at

    $125 AUD before taxes and fees

  • Total number of reviews

    4.8K 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. Madeira Island
  5. Calheta
  6. Rentals with pools