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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 162 Villas in Calheta with updated reviews, rates, and availability.

Villa Rocha a Luxoruis Private

10.0 out of 10, Exceptional, (7)
"House and management were top notch. Arrived with food and wine on counter and also had gifts dropped off halfway through stay… house was beautiful and had all the amenities needed for the week, just bring food. Only downside was the bathroom showers flooded the bathrooms.. besides that we had a great experience. Thank you Jose and management. "
Villa Rocha a Luxoruis Private

Casa Oliva-Panorama: Large designer apartment, fantastic views, heated pool

9.8 out of 10, Exceptional, (10)
"Excellent view, we really enjoyed the patio and pool. Kitchen very well equipped"
Casa Oliva-Panorama: Large designer apartment, fantastic views, heated pool

Sky & Ocean Villa

4.0 star property
8.8 out of 10, Excellent, (6)
"The View was super nice but it would be good if you rent a car to get there easily."
Sky & Ocean Villa

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

10.0 out of 10, Exceptional, (144)
"This is the second time we have stayed at Casa Das Flores. Its great. Spacious, clean and really well appointed. Great location and so quiet too. We simply love it and we will return. Thanks Camilla - look forward to booking again soon. "
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, (77)
"Had a beautiful time staying here , lovely location and views with some good local restaurants near by . Sunsets here are amazing and nice amenities for your stay "
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, (129)
"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

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

9.8 out of 10, Exceptional, (24)
"Fantastic stay n August 2024. Really good Villa and information/service from the owner was really good."
Blue Sea Villa. Private Heated Pool. Magnificent Ocean view. Quiet. Garden. AC

Blue Sea Tower, Luxury Villa, Private Heated Pool. Panoramic Ocean view. Quiet

9.8 out of 10, Exceptional, (18)
"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

Tropical Villa with Heated Pool.

9.6 out of 10, Exceptional, (31)
"Great"
Tropical Villa with Heated Pool.

Contemporary villa, infinity pool | Designhouse

9.8 out of 10, Exceptional, (24)
"A nice villa great for a group of friends staying on a hiking trip. Pool is lovely, and when heated is great (you might have to insist that it’s on - we had agreed 26 but when we arrived found the controller, and it was on 19 so wasn’t warm for a few days). Also there seems to be an issue with ants but nothing drastic. "
Contemporary villa, infinity pool | Designhouse

Villa with private pool, large garden and stunning sea view

8.6 out of 10, Excellent, (54)
"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

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

9.8 out of 10, Exceptional, (60)
"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

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10.0 out of 10, Exceptional, (158)
"We had a beautiful month in this lovely property with the many nice touches that a real home provides. "
SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

A tranquil balcony over the ocean | Grayci’s House

9.8 out of 10, Exceptional, (16)
"Everything went well as it was excellent property. Only improvements would be getting better directions to the actual house and how to operate the appliances. We kept the place clean, but still had problem with ants. Overall we were very satisfied."
A tranquil balcony over the ocean | Grayci’s House

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

9.6 out of 10, Exceptional, (38)
"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

Modern villa in Calheta, A/C, Pool | Arco Sun

10.0 out of 10, Exceptional, (1)
"We had an amazing stay, the villa is clean and well stocked. Nice neighbourhood and close to shops up the road which are well stocked."
Modern villa in Calheta, A/C, Pool | Arco Sun

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

C & C Sunset Villa!

C & C Sunset Villa!

Villa do Espigão by Atlantic Holiday

10.0 out of 10, Exceptional, (1)
Villa do Espigão by Atlantic Holiday

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

9.6 out of 10, Exceptional, (39)
"My husband and I enjoyed our stay! The views were amazing. Sarah and Ciaran were great and very helpful. They went out of their way to make us comfortable. I would be recommend this property to everyone to stay here. Thank you for everything thing you did for us. Ilda and Carlos"
Panoramic Sea and Mountain Views: 2 master bedrooms both with ensuite bathrooms
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

Casa Caramelo Rustic House

9.8 out of 10, Exceptional, (31)
"Are stay was out Standing, was a experience we will never forget. Are stay at Casa caramelo was so nice, the owner is outstanding and helpful, clean and home from home. Her Dogs are very friendly and loved when they came for a visit.Thank you for a Great HolidayDarren and Kelly"
Casa Caramelo Rustic House

Quinta das Vinhas

3.0 star property
9.0 out of 10, Wonderful, (51)
"Sehr schönes Landhaus-Hotel in wunderbarem Weingarten, Frühstück in Ordnung, Restaurant sehr OK (freundliches Service, eher kleine Karte, dafür Essen 1A)"
The price is AED 719
AED 764 total
includes taxes & fees
21 Mar - 22 Mar
Quinta das Vinhas

Casas da Levada

9.6 out of 10, Exceptional, (11)
"We loved staying here! It was the perfect base to explore the island - and great to be in nature with modern amenities. The hobbit bar and market were a great touch and we absolutely loved watching the sunset with a glass of wine from a sun lounger surrounded by animals and plants. Truly magical! The staff take extra good care of the property - the grounds are well maintained and they really do help with anything you need - all you have to do is ask. The morning bread deliveries and making our...
The price is AED 830
AED 879 total
includes taxes & fees
21 Mar - 22 Mar
Casas da Levada
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?
Reserving a villa in Calheta is as simple as working out your travel dates and selecting an option that has what you need. Searching for something affordable or luxurious, or a stay that also includes a pool? Use Expedia’s search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Calheta?
With Expedia’s user-friendly filter tool, scoring cheap villas in Calheta couldn’t be easier. To discover options that will keep some cash in your pocket, fine-tune your search by budget, amenities and star rating.