Calheta Holiday Rentals

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Holiday Rentals in Calheta

Aerial view
House / Villa - Arco da Calheta
10.0 out of 10, Exceptional, (50)
"Lovely property, great view, real authentic experience of the island. Ideal for couples looking to explore. Many amenities very close by shops,restaurants, beaches only 30minutes from Funchal it was perfect!"
House / Villa - Arco da Calheta
A heated pool
Villa with unique view!
10.0 out of 10, Exceptional, (112)
"The most beautiful view we have ever had in a VRBO property! It would be hard to find another place in Madeira that could top this Villa. Clean, modern, great beds, and a wonderful pool, + the sunset. Alfredo + Celia were great hosts! After a day of touring the island we couldn’t wait to get back and relax at this wonderful residence!"
Villa with unique view!
Outdoor pool, a heated pool
Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach
10.0 out of 10, Exceptional, (131)
"Not often in life do you get to stay in a property of this quality in such a special location. The weather was almost perfect and we enjoyed two super weeks exploring Arco Da Calheta and Madeira. The pool and pool area at Casa Das Flores are amazing, we used the pool every day. The villa has everything you need come rain or shine. Access to walks and shops/bars from the door also a bonus. Our only critique was the noise from locals who appeared to be racing their cars at night near the property....
Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach
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Outdoor dining
Breathtaking views holiday house with Heat and or air conditioning system
10.0 out of 10, Exceptional, (107)
"Sunset views are amazing. The a/c was nice. Did not need to go to grocery store for any of the little things used everyday. Will definitely rebook and will encourage friends to also."
Breathtaking views holiday house with Heat and or air conditioning system
Property grounds
Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)
10.0 out of 10, Exceptional, (22)
"This renovated rustic Madeiran guest house is up in the hills above the main town of Calheta, in Arco de Calheta parish. It is comfortable and fairly quiet. The hosts are extremely nice and accommodating and very responsive to anything that is needed, and were very helpful. Finding the property is somewhat difficult initially, both with Google maps (as warned) and even with the provided directions (which are a bit difficult to understand) but Jose' and Mary graciously met us in town when we...
Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)
Property grounds
Casa Mendes in Arco da Calheta with a Panoramic Ocean and Mountain View
10.0 out of 10, Exceptional, (12)
"Great location fabulous views. Well equipped. Well presented and very comfortable. Thank you."
Casa Mendes in Arco da Calheta with a Panoramic Ocean and Mountain View
Dining
SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort
10.0 out of 10, Exceptional, (148)
"Cristina is an exceptional host - having an evening meal prepared on arrival was a really thoughtful touch and much appreciated. The villa is charming, very well appointed and exactly as advertised - the view is stunning. We’ll particularly miss our morning coffee on the upstairs terrace in the sun! ☀️"
SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort
Fridge, oven, stovetop, coffee/tea maker
Casa Caramelo Rustic House
9.8 out of 10, Exceptional, (11)
"I loved my stay at Casa Caramelo. Irina was such a warm and welcoming host, with lots of great tips for exploring Madeira. The flat was perfect, with everything I needed for my stay. It was lovely to have access to the courtyard area, which had plenty of sun and shade if needed and it great fun to play with Enola, Irina's beautiful German Shepherd dog. I would very much like to come and stay again oned day, thank you Irina!"
Casa Caramelo Rustic House
Pool
Blue Sea Cottage Villa. Magnificent Ocean view. Private Heated Pool. Quiet. AC
9.8 out of 10, Exceptional, (26)
"We had a great weeks stay at Blue Sea Cottage. All information given by Bill was timely. Self check in easy. Villa is excellent. We had plenty of room for three adults. Great bathrooms and kitchen. Outside poll area and view is as per the picture. Perhaps some basics in the kitchen would be great such as pepper, salt, olive oil and cling film. All of which we purchased and left for the lucky people who came after us. Also the BBQ had no implements such as tongs etc. So using the BBQ was a bit...
Blue Sea Cottage Villa. Magnificent Ocean view. Private Heated Pool. Quiet. AC
Property grounds
relaxing - panoramic view - mountains and sea - with barbecue
9.8 out of 10, Exceptional, (6)
"Home was well equipped with everything a traveler would need. Location of home offered beautiful views out over the water with a lovely outdoor seating/dinning area and a BBQ for grilling local fish!"
relaxing - panoramic view - mountains and sea - with barbecue
Aerial view
'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view
9.6 out of 10, Exceptional, (69)
"This is a fabulous place to stay. "
'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view
Outdoor pool, a heated pool
Casa Oliva-Panorama: Large designer apartment, fantastic views, heated pool
9.6 out of 10, Exceptional, (5)
"Great place with beautifull ocean view. House is very well equiped. Martin is a great host supported by Rosa which was very nice and helpfull. 10 out of 10. We will come back for sure"
Casa Oliva-Panorama: Large designer apartment, fantastic views, heated pool
Sun-loungers
Holiday house 'Casa Escola Velha' comfortable with flair, and new winter garden
9.6 out of 10, Exceptional, (45)
"It's a clean house with a nice garden area out back to sit in and an ocean view. Clean, overall a nice place."
Holiday house 'Casa Escola Velha' comfortable with flair, and new winter garden
Pool
House boat, rustic house with heated pool with sea view
9.6 out of 10, Exceptional, (38)
"Had a really lovely time at the villa"
House boat, rustic house with heated pool with sea view
Pool
Blue Sea Tower, Luxury Villa, Private Heated Pool. Panoramic Ocean view. Quiet
9.6 out of 10, Exceptional, (15)
"The property is located on the west side of the island which we personally loved, this must be he quietest place on planet earth, so peaceful Lovely warm sunshine all week, ideally placed to explore the island and approx 45 minutes from Funchal which suited us Views are fantastic, the property is modern, clean a good size, good facilities, pool is superb (although 1 slight comment regards putting the pool cover back on, you need at least 2 people to do that and someone either needs to be in...
Blue Sea Tower, Luxury Villa, Private Heated Pool. Panoramic Ocean view. Quiet
Aerial view
Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea
9.6 out of 10, Exceptional, (70)
"Absolutely fantastic stay! I come to Madeira yearly and when I’m with family I ALWAYS stay at either Leahouse or Laurishouse and you cant beat the location and the fantastic community! With the highway right there you can go everywhere. When we have any issues they respond quickly and never a problem! The houses have EVERYTHING! Top quality! Strongly recommend, you wont be disappointed!!"
Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea
Property grounds
Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views
9.4 out of 10, Exceptional, (94)
"The view and the proximity to the local sites. "
Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views
Flat-screen TV
One love maktub
3.0 star property
9.4 out of 10, Exceptional, (8)
"Traumhafter Ausblick! Willkommensdrink und sehr leckeres Willkommensmenü. Sehr gutes eigenes, kleines Restaurant mit freundlichen Mitarbeitern. Gut ausgestattete Küche, sogar mit Waschmaschine. Originell eingerichtetes Lokal, vor dem sich abendlich nicht nur junge Leute treffen, auch um sich bei leckeren Cocktails den Sonnenuntergang anzusehen."
One love maktub
Property grounds
Villa Tomito, Arco da Calheta
9.4 out of 10, Exceptional, (23)
"Quiet tidy accomodation. Away from other holiday makers. Jhonny local caretaker friendly and offered help but none was needed. Thomas gave good directions as we arrived in early evening and it was dark but no difficulty finding the villa. Friendly bar just a couple of minutes up the road walking for cold beer and cooked us a pizza despite being after 9pm."
Villa Tomito, Arco da Calheta
Pool
Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra
9.4 out of 10, Exceptional, (24)
"Nice quite location Spent all time outside using the outside kitchen and facilities Have to say did not use inside much except to sleep Local restaurants and cafe places good Local shop good Location good Would be helpful if there was a pin drop re location especially first time Great pool!!"
Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra
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See all available properties in Calheta
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Calheta you may be interested in

Outdoor pool
Socalco Nature Calheta
4.0 star property
10.0 out of 10, Exceptional, (27)
"Beautiful property. Pictures don’t do it justice. Staff were incredible so friendly and helpful. "
The price is NZ$368
per night
27 May - 28 May
Socalco Nature Calheta
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Saccharum Resort
5.0 star property
9.4 out of 10, Exceptional, (717)
"Saccharum hotel is a really special place. It is a small paradise that has an infinity pool with an ocean view, amazing gardens, indoor pool, great staff, and really restaurants with amazing views of the ocean. It is located very close to Calheta sandy beach. It is highly recommended if you would like to have a calm and picturesque stay in one of the most beautiful hotels in Madeira. I will definitely come back here again. "
The price is NZ$457
per night
24 May - 25 May
Saccharum Resort
View from property
Calheta Beach - All Inclusive
4.0 star property
8.8 out of 10, Excellent, (211)
"Calheta Beach Resort is a simple yet lovely beach property. Some reviews say ‘dated’, but I think that’s the charm of the place. Food was good, not great, but service was fantastic all across the board. Easy to get to and easy to take day trips to Porto Moniz and Funchal. I would recommend Calheta Beach. "
The price is NZ$425
per night
27 May - 28 May
Calheta Beach - All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Calheta holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Calheta. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Calheta. Seeing all the best attractions is bound to make you fall in love with Calheta. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Calheta short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals close to the most popular sights in Calheta, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Calheta is known for its spas and seaside. Allow some time to check out the marina during your trip.

What are some of the best holiday rentals that Calheta has to offer?

Villa with unique view!: This highly rated holiday home rental in Calheta is located in the mountains, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Calheta include Country House, Patio, Quiet and sea view 102 and Country House, Terrace, Quiet And Sea View 104.

How many holiday rentals are there in Calheta?

With 348 Expedia holiday rentals, you're guaranteed to find just the right place for your Calheta stay.

What’s there to see and do in Calheta?

25 Fontes and Cascada da Risco and Paul do Mar Beach are a couple of scenic spots to enjoy the outdoors, whereas Casa das Mudas Arts Center is one of the cultural attractions. Other places in town to visit include Eglise de Faja da Ovelha and Levada Pedregal.

What’s a holiday rental in Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calheta. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.

Recent reviews of Calheta properties
Expedia verified reviews

Saccharum Resort

Saccharum Resort

5/5 Excellent
"Saccharum hotel is a really special place. It is a small paradise that has an infinity pool with an ocean view, amazing gardens, indoor pool, great staff, and really restaurants with amazing views of the ocean. It is located very close to Calheta sandy beach. It is highly recommended if you would like to have a calm and picturesque stay in one of the most beautiful hotels in Madeira. I will definitely come back here again. "
A verified traveller stayed at Saccharum Resort
Posted 3 days ago
Saccharum Resort