A rocky breakwater extending into the sea with buildings on the shore.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Estreito da Calheta holiday rentals

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (68 reviews)
"Historic vineyard home that is now a hotel. Very clean, great shower and a really nice breakfast taken outside looking out to the sea in the distance."
United Kingdom
Simon
The price is 4.952.300 ₫
5.267.303 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Quinta das Vinhas
A clear blue pool with a view of the ocean.

2. Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (22 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is 5.426.802 ₫
5.760.544 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Casas da Levada
A person relaxing by a pool with a drink, overlooking a scenic view.

3. Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (69 reviews)
"Great location, nice room and staff was lovely. Will stay again and recommend"
Canada
Jessica
The price is 4.795.796 ₫
4.987.628 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Studios by Aqua Natura Hotels
A person sitting by a pool with a mountainous backdrop.

4. Casa do Lanço

Casa do Lanço
3.0 star property
São Vicente
10.0 out of 10, Exceptional, (3 reviews)
"Yes! This was a wonderful room and facility. We enjoyed are stay and appreciated the welcome basket. A truly wonderful place to spend valentines day."
United States
Sophia
The price is 10.895.712 ₫
13.227.422 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Casa do Lanço
A balcony with a view of a coastal town, a concrete structure, and an air conditioning unit.

5. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
The price is 1.346.076 ₫
3.033.295 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Atlântico Azul
A modern living room with a sofa, a TV mounted on the wall, and a dining area with a table and chairs.

6. Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is 2.986.969 ₫
6.148.258 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Apartamento Costa 1 by HR Madeira
A balcony with a table set for two, overlooking a coastal view with buildings and a ship in the distance.

7. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (78 reviews)
"Amazing Hotel with nice rooms and swimming pool , very lovely restaurant also with good food and servers, highly recommend"
United Kingdom
Catalin
The price is 4.039.486 ₫
4.318.058 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Hotel Duas Torres
A large pool area on a cruise ship with multiple swimming areas and sun loungers.

8. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (124 reviews)
"Friendly staff good hot tub"
Canada
David
The price is 3.284.937 ₫
3.565.974 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Terrace Mar
A rooftop terrace with a railing, a seating area with a table and chairs, and a view of surrounding buildings.

9. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (203 reviews)
"Roomy and great location next to a beatiful tropical garden park. Unfortunately the air conditioning was weak and sleeping was tough."
Canada
Andrew
The price is 2.373.323 ₫
2.584.926 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Apartamentos Turisticos Atlantida
A modern pool area with a glass balustrade and a concrete structure.

10. Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (67 reviews)
"The staff was amazing helping us find our way around the area and fabulous restaurants to visit."
United States
Mark
The price is 4.881.234 ₫
5.193.153 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Three House Hotel
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.
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Top Estreito da Calheta Hotel Reviews

Castanheiro Boutique Hotel

Castanheiro Boutique Hotel

10/10 Excellent
"Lovely base with plenty of nice restaurants close by!"
Zoe 4-night trip
Posted 6 hours ago
Castanheiro Boutique Hotel

Frequently asked questions

Can I find a holiday rental in Estreito da Calheta?

Yes, there are holiday rentals close to the most popular sights in Estreito da Calheta, or you can select a more secluded option if you're looking for a relaxing stay. Estreito da Calheta is known for its seaside and wineries. Make sure you have time to check out the gardens and bars during your trip.

How many holiday rentals will I find in Estreito da Calheta?

Expedia has 56 holiday rentals for your stay in Estreito da Calheta.

What’s there to see and do in Estreito da Calheta?

While exploring the area, visit family-friendly sights like Lava Pools, or get outside and enjoy nature at Laurisilva of Madeira. In the wider area, you’ll find Ponta Do Sol Beach and Seixal Beach.

What’s a holiday rental in Estreito da Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estreito da Calheta. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.