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Villas in Estreito da Calheta

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August 2026

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Find the right villa for you in Estreito da Calheta

The best villas in Estreito da Calheta

Check out our selection of great villas in Estreito da Calheta

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Paradise Point Sea & Mountain view

Estreito da Calheta

Paradise Point Sea & Mountain view offers accommodations in Estreito da Calheta, 18 miles from Porto Moniz Natural Swimming Pools and 22 miles from Marina do Funchal.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Price from
$221.48
1 night, 2 adults

RETIRO Da CALHETA

Estreito da Calheta

RETIRO Da CALHETA is a recently renovated villa in Estreito da Calheta where guests can make the most of the garden and barbecue facilities.

B
Bernard
From
United States
Our stay in Calheta was truly special, and much of that is thanks to Jaci. She went above and beyond to make us feel at home, and her warm, thoughtful presence made it feel like we’ve met a lifelong friend. Jaci’s deep knowledge of the area gave us a strong sense of place and comfort—something that can’t be found on a map. The views were absolutely breathtaking. Each room had its own balcony, allowing us to soak in the surrounding beauty morning and night. The entire space was spotless, and every amenity was in pristine shape. You can really feel the care she puts into maintaining the home and welcoming her guests. This was more than just a stay—it was a grounding and peaceful start to our time in Madeira. I would recommend this BnB to anyone visiting the island. You’ll leave feeling rested, cared for, and connected.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 30 reviews
Price from
$287.62
1 night, 2 adults

Pôr do Sol

Estreito da Calheta

Pôr do Sol offers accommodations in Estreito da Calheta, 1.4 miles from Calheta Beach and 16 miles from Girao Cape. This property offers access to a patio, free private parking, and free Wifi.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 21 reviews
Price from
$200.70
1 night, 2 adults

Top view

Ponta do Sol (Near Estreito da Calheta)

Top view is located in Ponta do Sol, just 13 miles from Girao Cape and 19 miles from Marina do Funchal. This property offers access to a patio, free private parking, and free Wifi.

M
Milind
From
Canada
Very convenient and Carlos was the best.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 170 reviews
Price from
$66.60
1 night, 2 adults

Lucky Jack

Jardim do Mar (Near Estreito da Calheta)

Lucky Jack is located in Jardim do Mar, just 23 miles from Marina do Funchal and 22 miles from Volcanic caves of São Vicente.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 9 reviews
Price from
$346.33
1 night, 2 adults

Sunny Sunset House

Ponta do Pargo (Near Estreito da Calheta)

Offering a garden, Sunny Sunset House features accommodations in Ponta do Pargo. Both Wifi and private parking are accessible at the vacation home free of charge.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 7 reviews
Price from
$178.12
1 night, 2 adults

Aurora Residence III - Ultra Luxury Ocean Cliff Edge Retreat

Arco da Calheta (Near Estreito da Calheta)

Providing a garden, Aurora Residence III - Ultra Luxury Ocean Cliff Edge Retreat provides accommodations in Arco da Calheta.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
$1,991.28
1 night, 2 adults

Villa O Pomar with optional heated pool

Paul do Mar (Near Estreito da Calheta)

Villa O Pomar with optional heated pool offers accommodations in Paul do Mar, a 2-minute walk from Paul do Mar Beach and 19 miles from Porto Moniz Natural Swimming Pools.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews
Price from
$517.58
1 night, 2 adults

Valley Canhas I

Canhas (Near Estreito da Calheta)

12 miles from Girao Cape in Canhas, Valley Canhas I features accommodations with access to a hot tub. This property offers access to a balcony, free private parking, and free Wifi.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
$231.54
1 night, 2 adults

The Barreto's Clive

Ponta do Sol (Near Estreito da Calheta)

Featuring a garden, The Barreto's Clive features accommodations in Ponta do Sol. This property offers access to a patio, free private parking, and free Wifi.

A
Agnes
From
Netherlands
The view was amazing and excluded (lots of privacy) House was very clean and modern. Comfortable beds and cozy outdoors
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 22 reviews
Price from
$170.84
1 night, 2 adults
All villas in Estreito da Calheta

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Estreito da Calheta and surrounding area in the past month

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Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 13 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 71 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 194 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 133 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 32 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 13 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 32 reviews

Popular with guests booking villas in Estreito da Calheta

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews

Villas with swimming pools in Estreito da Calheta and nearby

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 56 reviews
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 71 reviews
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 194 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 133 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 32 reviews

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 30 reviews

Great access to the city center. Check these villas in Estreito da Calheta and nearby

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 13 reviews
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 32 reviews
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 33 reviews

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 30 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 11 reviews

Traveling by car? These villas in Estreito da Calheta and nearby offer free parking

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Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 13 reviews
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 13 reviews
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 30 reviews
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 38 reviews
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 14 reviews

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 28 reviews

FAQ about villas in Estreito da Calheta

On average, a villa in Estreito da Calheta costs $244 per night (based on Booking.com prices).
Many families visiting Estreito da Calheta enjoyed staying at King´s Paradise (Heated Pool and Sea View), Villa Bacana Oasis, and Espirito do Mar - Premium Villa with Jacuzzi.
Banda Do Sol Self Catering Cottages, Blooming Botanic Houses, and Casa Piquita are some of our most popular villas in Estreito da Calheta.
These villas in Estreito da Calheta are highly rated by couples: Casa Luciano, Villa Pinheira II, and Vila Castro.
Casas Da Vereda, Casa dos Avós Domingos & Matilde, and Casas Serenas have received great reviews from guests in Estreito da Calheta about the views from these villas.

Villas That Guests Love in Estreito da Calheta

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Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 24 reviews
The Villa is quite nice, the pool is heated, kitchen is well equipped, there are two washing machines and dryer which is completly enought for 6 people. The main house is big enought for 4/6 people (2 bedrooms 3 bathrooms) and a living room connected with kitchen (where someone can also sleep). The small house is quite ok, just enought for 2 people.
Guest review byDawid
Group
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 8 reviews
Nice, spacious villa, nice equiped. Very good location and height so it’s not cold (we stayed at Feb). Views from master bedroom are beautiful!
Guest review byRasa
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 28 reviews
Host was informative and friendly without being intrusive. Villa has an excellent view and pool is great to soak those muscles after a long levada walk. Great facilities within the villa.
Guest review byJames
Family with young children