Search Villas in Calheta

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 196 Villas in Calheta with updated reviews, rates, and availability.

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10.0 out of 10, Exceptional, (154)
"Cristina was a delightful host - she had prepared a delicious traditional lunch much for us when we arrived! The house was lovely and spacious and the garden an pool perfect for relaxing after a long day"
SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

17 ° West, Lux. Inf. Pool villa, 5 minutes to the sandy beach, WiFi

10.0 out of 10, Exceptional, (104)
"Best holiday villa we have ever stayed in! The villa was so spacious, well equipped, clean and comfortable. The view from the villa’s infinity swimming pool was truly stunning! We received a very warm welcome from Jorge on our arrival to the villa. Jorge was extremely helpful and gave us excellent recommendations for nearby restaurants and places of interest to visit on the beautiful island of Madeira. The villa is only a 5 minute drive from Calheta beach and marina. We were spoiled for choice!...
17 ° West, Lux. Inf. Pool villa, 5 minutes to the sandy beach, WiFi

Sky & Ocean Villa

4.0 star property
9.0 out of 10, Wonderful, (4)
"Das Haus liegt wundervoll inmitten eines Bananenhains und hatte alles, was wir als Familie brauchten. The rooftop Terrasse hat zum entspannten Abendgetränk mit Sonnenuntergang eingeladen..."
Sky & Ocean Villa

3 bedroom villa and pool, Jardim do Mar, breathtaking view

9.8 out of 10, Exceptional, (56)
"The house is located in a small charming fishing village. The view of the ocean below is spectacular! We went with another couple for 8 nights and the home was very comfortable. We would highly recommend it!"
3 bedroom villa and pool, Jardim do Mar, breathtaking view

Tropical Villa with Heated Pool.

9.4 out of 10, Exceptional, (30)
"Great"
Tropical Villa with Heated Pool.

Villa with private pool, large garden and stunning sea view

8.8 out of 10, Excellent, (53)
"We had a fantastic stay with Maria. The rustic property was in a cute, quiet, and private location with an amazing view of the ocean. Easy parking was available below the church, which was a 5-minute walk away from the property. The garden and view were highlights of the property that we will always remember. We thoroughly enjoyed our stay and would recommend the place to anyone wanting to visit Madeira."
Villa with private pool, large garden and stunning sea view

Blue Sea Cottage Villa. Magnificent Ocean view. Private Heated Pool. Quiet. AC

9.6 out of 10, Exceptional, (37)
"We loved our week at the Blue Sea Cottage! It was a lovely property with a modern and stylish vibe, stunning sea views, a beautiful yard with heated pool, and excellent privacy. Our host Bill provided impeccable directions and advice on Madeira. He and his team were easily reachable and highly responsive. The check-in process was very smooth and straightforward. Highly recommend for couples or families looking for a peaceful, enjoyable stay in Madeira."
Blue Sea Cottage Villa. Magnificent Ocean view. Private Heated Pool. Quiet. AC

Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach

10.0 out of 10, Exceptional, (141)
"We got off to a slightly rocky start, finding out only a couple of hours prior to checking in that the house was double booked. Not what we wanted to hear after 2 days of flying to get to Madeira! While this was disappointing, the owner did apologize profusely and respond quickly, accepting that this was a mistake at her end and booking us into a really nice local hotel for the first night. The next day, the move-in went smoothly. We were so glad to unpack our bags and relax. The house is...
Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach

Quinta Pereira ... beautiful panoramic views and ocean sunsets

9.8 out of 10, Exceptional, (72)
"Beautiful home and views. "
Quinta Pereira ... beautiful panoramic views and ocean sunsets

Quinta Falcoes, luxury villa, sleeps 8, stunning sea views, heated pool

9.8 out of 10, Exceptional, (128)
"Great villa with stunning sunset views and outlook over the sea, facilities were excellent and the BBQ and pool were fantastic"
Quinta Falcoes, luxury villa, sleeps 8, stunning sea views, heated pool

Breathtaking Views Holiday House with Heat and or Air conditioning System

10.0 out of 10, Exceptional, (111)
"We had a brilliant 2 week stay at the villa. The views from the balconies were amazing both day and night. The house was very well stocked with everything you could possibly need! The beds were extremely comfortable. The house is up a windy road and you do have to park on the road but we had no issues at all. Thank you!"
Breathtaking Views Holiday House with Heat and or Air conditioning System

Sea View, Luxury, Comfort, Privacy, Free Wifi and Heated Pool

10.0 out of 10, Exceptional, (30)
"Wonderful villa, amazing views, spotless, everything you need is there. Hugo and Dalila very friendly hosts! Thank you for the welcoming gifts! Perfect pool… 5 star range! 😍"
Sea View, Luxury, Comfort, Privacy, Free Wifi and Heated Pool

Spacious premium villa in Calheta | Ocean Panorama

9.2 out of 10, Wonderful, (5)
"It is such a beautiful house in a stunning location. You cannot get anything better! Just beware the rooster, and make sure the lockbox code is the correct code!"
Spacious premium villa in Calheta | Ocean Panorama

Contemporary villa, infinity pool | Designhouse

10.0 out of 10, Exceptional, (21)
"Spectacular and faultless villa. Totally reccommend !! Five stars and more."
Contemporary villa, infinity pool | Designhouse

Panoramic Sea and Mountain Views: 2 master bedrooms both with ensuite bathrooms

9.6 out of 10, Exceptional, (38)
"We absolutely loved our stay here. Every morning we went out onto the balcony and looked out over the ocean and, in the evening, watched the sun set. The kitchen is well-stocked with pots, pans and dishes, and there is a large fridge. The bed was very comfortable - not too hard or too soft - and we slept well every night. Not only did we eat on the balcony, but also used the patio at the bottom of the garden - again with beautiful views over the water. More than anything else, we couldn't get...
Panoramic Sea and Mountain Views: 2 master bedrooms both with ensuite bathrooms

Villa Flora

3.0 star property
Villa Flora

Casa Mozart I

4.0 star property
Casa Mozart I

Calheta Heights by Our Madeira

4.0 star property
10.0 out of 10, Exceptional, (1)
"Fantastic holiday villa with 3 bedrooms with all of them their own separate shower and toilet. Nice view over the Atlantic Ocean and situated on a 5 minutes drive to Calheta where there is a beach and a supermarket dining options. We had a great stay in Madeira at Calheta Heights and would recommend this villa to everybody! Only remark we have, the TV set is quite small for such a big living room if you want to spend the evening "netflix-ing"."
Calheta Heights by Our Madeira

Casa dos Avós, Fantastic view, Near the Nature!

Casa dos Avós, Fantastic view, Near the Nature!

Great villa, covered pool & seaview|HastaLaVista

10.0 out of 10, Exceptional, (2)
"nous avons passé un agréable séjour avec une super vue sur la mer. La location est bien située et la piscine est un plus après les randonnées et les visites pour se détendre les propriétaires sont très symphatiques une belle île à découvrir"
Great villa, covered pool & seaview|HastaLaVista
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.
Don't see what you're looking for?
See all available properties in Calheta
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Calheta

House / Villa - Arco da Calheta

10.0 out of 10, Exceptional, (57)
"Exactly as represented. Vitor assisted getting us settled and with his knowledge of local feasts and happenings. House had EVERYTHING you could possibly need while staying there. Clean and quiet. Vitor assisted us with baggage to and from the rental. Three minute walk uphill from the street parking, as noted in their VRBO ad. Would stay here again "
House / Villa - Arco da Calheta

Villa with private pool, large garden and stunning sea view

8.8 out of 10, Excellent, (53)
"We had a fantastic stay with Maria. The rustic property was in a cute, quiet, and private location with an amazing view of the ocean. Easy parking was available below the church, which was a 5-minute walk away from the property. The garden and view were highlights of the property that we will always remember. We thoroughly enjoyed our stay and would recommend the place to anyone wanting to visit Madeira."
Villa with private pool, large garden and stunning sea view

Villa with unique view!

10.0 out of 10, Exceptional, (121)
"While there is much to see in Madeira, we enjoyed this home and its stunning views most. The sound of waves crashing below us, the lovely sunsets, the interesting features of the house made for a wonderful vacation. Celia and Alfredo are excellent hosts. the "
Villa with unique view!
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.

Frequently asked questions

Why book your villa in Calheta with Expedia?
With Expedia, you’ll have no trouble finding your ideal villa in Calheta. Getting away with the kids? Make the most of our helpful filters to look for stays with perks like a pool. If you have a budget, choose how much you’re willing to spend and the star rating of the property. We’ll help you find the right fit that suits your style and taste.
How can I find cheap villas in Calheta?
A great way to compare cheap villas in Calheta is with Expedia’s user-friendly filter tool. Narrow your search results by budget, star rating and amenities to find unbeatable prices in only a couple of clicks.