Search Villas in Calheta

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

villa image
Villas
Villas
apart-hotel image
Aparthotels
Aparthotels

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Calheta villas

A rooftop pool with a clear view of the ocean, a blue cylindrical object, and outdoor furniture.

1. Villa ElDoMar Heated Pool and Barbecue

Villa ElDoMar Heated Pool and Barbecue
Estreito da Calheta
10.0 out of 10, Exceptional, (6 reviews)
"Super"
Germany
Stefan S.
The price is £299
includes taxes & fees
25 Nov - 26 Nov
Villa ElDoMar Heated Pool and Barbecue
A patio with a brick fireplace, white furniture, and a potted plant.

2. Felicidade Rocha I, for families, with a pool.

Felicidade Rocha I, for families, with a pool.
Ponta do Pargo
9.8 out of 10, Exceptional, (33 reviews)
"Wonderful property"
Portugal
Miguel G.
The price is £324
includes taxes & fees
9 Nov - 10 Nov
Felicidade Rocha I, for families, with a pool.
A modern outdoor pool area with a dining table and chairs, a lounge chair, and a potted plant.

3. Private pool and sea view - Tropical Villa

Private pool and sea view - Tropical Villa
Arco da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay at Tropical Villa. The villa is located uphill in a quiet neighbourhood and it was lovely to sit outside on an evening looking out to sea and watching the stars come out. We particularly appreciated the pool and the parasols (three) in the pool area. The villa was very well stocked and comfortable."
United States
John R.
The price is £397
includes taxes & fees
15 Nov - 16 Nov
Private pool and sea view - Tropical Villa
A backyard with a swimming pool, lounge chairs, a table, and a view of the ocean.

4. Felicidade Rocha II - For families, with a pool

Felicidade Rocha II - For families, with a pool
Ponta do Pargo
9.8 out of 10, Exceptional, (28 reviews)
"Tranquil place to stay close to the highway however, not much is happening in about 30 min"
United States
Thomas M.
The price is £327
includes taxes & fees
15 Nov - 16 Nov
Felicidade Rocha II - For families, with a pool
A swimming pool with a clear view of the sea, surrounded by lounge chairs and potted plants.

5. With pool, garden and barbecue - Vila Esperança

With pool, garden and barbecue - Vila Esperança
Estreito da Calheta
9.8 out of 10, Exceptional, (7 reviews)
"Very comfortable home in a small community. The hosts were very responsive and helpful. We enjoyed our time here."
United States
Andrea E.
The price is £313
includes taxes & fees
15 Nov - 16 Nov
With pool, garden and barbecue - Vila Esperança
A poolside setting with a chair, a plate with a slice of watermelon, and a glass of orange juice.

6. Vila Venusta – Tranquility and Views, in Calheta

Vila Venusta – Tranquility and Views, in Calheta
Arco da Calheta
10.0 out of 10, Exceptional, (3 reviews)
"A beautiful villa with stunning views and wonderful sunsets. High quality and spacious with everything you need for a great self catering break. Please note this is a remote location so you will need a car."
United States
Lisa S.
The price is £484
includes taxes & fees
19 Nov - 20 Nov
Vila Venusta – Tranquility and Views, in Calheta
A dining area with a table set for breakfast, overlooking a scenic ocean view.

7. Villa Sea Colors, sun, pool and sea view

Villa Sea Colors, sun, pool and sea view
Arco da Calheta
9.8 out of 10, Exceptional, (24 reviews)
"The property is even better than described on the website. Outstanding panoramic views. Extremely helpful and friendly host. A nice peaceful location. A wonderfully relaxing holiday."
United States
Ronan B.
The price is £647
includes taxes & fees
13 Nov - 14 Nov
Villa Sea Colors, sun, pool and sea view
A person sitting on a balcony with a book, a glass of wine, and a decorative pillow.

8. Vila da Ponta do Pargo – Luxury on the Island's West

Vila da Ponta do Pargo – Luxury on the Island's West
Ponta do Pargo
10.0 out of 10, Exceptional, (3 reviews)
"Very nice statt in a perfekt house, very comfortable"
United States
Claudia P.
The price is £388
includes taxes & fees
15 Nov - 16 Nov
Vila da Ponta do Pargo – Luxury on the Island's West
A coastal property with a pool, stone walls, and a view of the sea.

9. Quinta Marefe - On the stunning west coast

Quinta Marefe - On the stunning west coast
Paúl do Mar
10.0 out of 10, Exceptional, (14 reviews)
"High quality villa with a well stocked kitchen - everything you could conceivably need. Excellent view and amazing garden. Location is quiet with minimal local facilities. Car essential."
United States
Cyril B.
The price is £1,520
includes taxes & fees
15 Nov - 16 Nov
Quinta Marefe - On the stunning west coast
A balcony with wicker furniture and a glass railing overlooking the sea.

10. Sky & Ocean Villa

Sky & Ocean Villa
4.0 star property
Calheta
8.6 out of 10, Excellent, (9 reviews)
"The View was super nice but it would be good if you rent a car to get there easily."
United States
tim
Sky & Ocean Villa
A modern outdoor pool area with lounge chairs, a lifebuoy, and a stone wall.

11. Casa de Pedra - Casas do Calhau Miúdo

Casa de Pedra - Casas do Calhau Miúdo
Seixal
10.0 out of 10, Exceptional, (1 review)
"This place has it all. Great care from the staff, amazing location, amazing amenities. It was everything we wanted and more."
United States
Kellon I.
The price is £174
includes taxes & fees
14 Nov - 15 Nov
Casa de Pedra - Casas do Calhau Miúdo
A balcony with two chairs, a glass door, and a view of a coastal town.

12. Villa 'Jolie' with Sea View, Wi-Fi and Air Conditioning

Villa 'Jolie' with Sea View, Wi-Fi and Air Conditioning
Ponta do Sol
The price is £369
includes taxes & fees
19 Nov - 20 Nov
Villa 'Jolie' with Sea View, Wi-Fi and Air Conditioning
A modern house with a glass elevator shaft, a balcony, and a palm tree in the yard.

13. romantic relaxing unique villa

romantic relaxing unique villa
funchal madeira
The price is £187
includes taxes & fees
8 Nov - 9 Nov
romantic relaxing unique villa
A balcony with a clear view of the ocean and a coastal landscape.

14. With pool and superb sea view - Villa Candelária

With pool and superb sea view - Villa Candelária
Ponta do Sol
9.4 out of 10, Exceptional, (13 reviews)
"Really enjoyed our time here"
United States
Jordan S.
The price is £660
includes taxes & fees
8 Nov - 9 Nov
With pool and superb sea view - Villa Candelária
A modern pool area with clear blue water, a view of the ocean, and a white building with a glass door.

15. GuestReady - Madeiran oasis with ocean view

GuestReady - Madeiran oasis with ocean view
Ribeira Brava
9.6 out of 10, Exceptional, (4 reviews)
"Very comfortable villa with ocean view, a sunny terrace and a small pool to cool off on hot days. The children (13 and 17) loved their own sleeping rooms with bathroom. However the highway close to the villa is annoying and makes quite a lot of noise."
United States
Nielsen V.
The price is £423
includes taxes & fees
10 Nov - 11 Nov
GuestReady - Madeiran oasis with ocean view
A swimming pool with a wooden deck, surrounded by palm trees and a view of a distant town.

16. Spectacular Atlantic View Pool Jacuzzi Madeira Garden

Spectacular Atlantic View Pool Jacuzzi Madeira Garden
São Roque
The price is £362
includes taxes & fees
17 Nov - 18 Nov
Spectacular Atlantic View Pool Jacuzzi Madeira Garden
A balcony with a table and chairs, overlooking a coastal view.

17. Villa 'Seaside Haven - Soulful Stays' with Sea View, Wi-Fi and Air Conditioning

Villa 'Seaside Haven - Soulful Stays' with Sea View, Wi-Fi and Air Conditioning
Porto Moniz
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Outside area Proximity to the natural pools Cons: Only parking on the street"
United States
Anonymous traveller
The price is £247
includes taxes & fees
16 Nov - 17 Nov
Villa 'Seaside Haven - Soulful Stays' with Sea View, Wi-Fi and Air Conditioning
A balcony with a table and chairs overlooking a coastal cityscape with buildings and the sea.

18. Vila Papagaio Verde, villa with sea view.

Vila Papagaio Verde, villa with sea view.
Funchal
9.8 out of 10, Exceptional, (29 reviews)
"It's perfect place to stay in Madeira"
United States
Julija B.
The price is £489
includes taxes & fees
21 Nov - 22 Nov
Vila Papagaio Verde, villa with sea view.
Outdoor dining

19. Serenity View by YOUR KEY

Serenity View by YOUR KEY
Funchal
The price is £237
includes taxes & fees
23 Nov - 24 Nov
Serenity View by YOUR KEY
A modern two-story house with a swimming pool, large glass windows, and a well-maintained garden.

20. Pool, sun and sea view - Villa das Quebradas

Pool, sun and sea view - Villa das Quebradas
Funchal
10.0 out of 10, Exceptional, (12 reviews)
"It was a really lovely villa, with a great host."
United States
Josh B.
The price is £792
includes taxes & fees
1 Dec - 2 Dec
Pool, sun and sea view - Villa das Quebradas
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.
View all properties

Learn more about Calheta

Golden sand beaches welcome sun-seekers to this rare man-made paradise on Madeira's southwest coast. Explore the rum distillery or take a whale-watching tour, then visit the arts centre for local exhibitions.

See all hotels in Calheta
A coastal road with a concrete barrier, palm trees, and rocky cliffs.

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.

Explore a world of travel with Expedia