Luxury Calheta Villas for 2026

A coastal village with terraced fields, houses, and a clear view of the ocean.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Calheta villas

Robbie's Place by Holiday Rental Madeira

Machico

includes taxes & fees

22 Jul - 23 Jul

Villa Eve Palheiro Village

Funchal

includes taxes & fees

19 Jul - 20 Jul

View all properties

Find holiday rentals that suit your style

Cottages

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Calheta Hotel Reviews

Saccharum Resort

8/10 Good

"The hotel was beautiful, our ocean view room was great and the staff were very kind and helpful. The only downsides are that the hotel is far from Funchal and most other tourist landmarks/hiking trails, which is inconvenient. Also, there are a lot of hidden costs, like the poolside beds, laundry or spa services. Overall it was an amazing stay if you want to relax but if you want to explore the island I’d recommend staying in Funchal."

Boutique Hotel Jardim do Mar

8/10 Good

"We stayed here for two nights in Jardim do Mar and overall had a pleasant experience. The hotel is in a very pretty location, set in a quaint little square and not far from the beach, which was lovely. The hotel itself is fairly modern and comfortable. The only downside was on the second night when we noticed some small insects in the room that had shed their wings, and a few were in the bed, which was a bit off-putting. That said, the staff were very friendly and helpful, and they all spoke good English, which made everything easy. Overall, despite the minor issue, it was an enjoyable stay"

Quinta das Vinhas

10/10 Excellent

"This is a unique property spread over several acres of vineyards. There are multiple units to choose from & we stayed in the cottage. This was a lovely independent stone cottage overlooking the sea with a loft bedroom, kitchen and living room. It was a very special stay during our time on Madeira & we can’t recommend it enough. We had dinner at their restaurant - which was phenomenal & your stay also includes a wonderful breakfast buffet with lots of choices. There are two lovely pools that overlook the ocean. And at night, the place is so peaceful. We would definitely stay here again as it was so memorable."

Casas da Levada

10/10 Excellent

"while the weather was beyond anyone’s control, I had such a cozy stay and was perfect for the R&R that I needed. The grounds, the room and the entire property was so delightful though there were other guests. I don’t think I saw even one! It was truly so lovely in the rooms. I think everyone was cozied up by their fires during the rainy evenings. I really loved the grocery store, though the prices are a bit higher than in store, you’re paying for the convenience of all your necessities being right there and I thought that was really nice. Plus your room already comes with plenty of eggs, cheese and bacon for breakfast cereals, granola and yogurt as well as milk and juice so there’s not really much else to grab unless you are going to make a nice dinner. I truly loved all of the kitties, despite I’m allergic, they were adorable, kept to themselves, and we’re awfully cuddly when I was leaving (They are also vaccinated so there’s no worries.) on top of that there are chickens, ducks, and sheep on the property and I hope to come back when the weather is better to enjoy that beautiful pool, the vegetation, and the beautiful views! thank you again for such a wonderful stay and apologies again for setting off the fire alarm! 😂 i’ve got to get used to using those cast-iron stoves! "

Find out more about Calheta

Calheta Villas information

Number of reviews
Accommodation	47 Villas
Lowest Price	S$670
Highest Price	S$793

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Calheta villas

Robbie's Place by Holiday Rental Madeira

Villa Eve Palheiro Village

Find holiday rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

Socalco Nature Calheta

Boutique Hotel Jardim do Mar

Calheta Beach - All Inclusive

Quinta das Vinhas

Hotel Jardim Atlantico

Hiking & Ocean

Casas da Levada

Sky & Ocean Villa

Find out more about Calheta

Calheta Villas information

Frequently asked questions

Villas in Calheta

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Calheta villas

Robbie's Place by Holiday Rental Madeira

Villa Eve Palheiro Village

Find holiday rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

Find out more about Calheta

Calheta Villas information

Frequently asked questions