Estreito da Calheta Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Our top choices for Estreito da Calheta vacation rentals

Villa in Calheta

Casa Mozart I
4.0 star property
10.0 out of 10, Exceptional, (1)
$286 nightly
The price is $302
Dec 12 - Dec 13
Total with taxes and fees
Casa Mozart I

Vacation Home in Estreito da Calheta

sea view everywhere in the house
9.8 out of 10, Exceptional, (75)
"We had a really nice time."
Germany
Gerold B.
$224 nightly
The price is $341
Dec 27 - Dec 28
Total with taxes and fees
sea view everywhere in the house

Villa in Estreito da Calheta

Villa ElDoMar Heated Pool and Barbecue
10.0 out of 10, Exceptional, (3)
"Super"
Germany
Stefan S.
$381 nightly
The price is $426
Dec 11 - Dec 12
Total with taxes and fees
Villa ElDoMar Heated Pool and Barbecue

Vacation Home in Calheta

Quinta das Vinhas
3.0 star property
9.2 out of 10, Wonderful, (58)
"Lovely location. Beautiful views and excellent food. I highly recommend it."
Canada
Ian
$218 nightly
The price is $231
Dec 31 - Jan 1, 2026
Total with taxes and fees
Quinta das Vinhas

Villa in Calheta

Villa ElDoMar
5.0 star property
$314 nightly
The price is $331
Dec 11 - Dec 12
Total with taxes and fees
Villa ElDoMar
3.0 star property
Villa Eldomar 61 in Estreito da Calheta

Villa in Estreito da Calheta

Pool, garden and sea view - Villa Hibiscus
9.2 out of 10, Wonderful, (10)
"The house was perfect and well stocked with comfy beds! Was a great place to relax and was centrally located to many great destinations around Madeira!"
United States
Erin B.
$841 nightly
The price is $841
Dec 20 - Dec 21
Total with taxes and fees
Pool, garden and sea view - Villa Hibiscus

Vacation Home in Estreito da Calheta

A haven for family holidays, Quinta da Fonte
8.0 out of 10, Very Good, (7)
"We had a very good time at Quinta da Fonte. The house is beautifully located and has a nice garden surrounding it. Our absolute favourite spot: the table below a huge old tree that allows you to sit outside even during the warmest hours of the day and have an amazing view over the village and out to the sea. What we would have loved to have: some sunchairs or hammock; a key to lock the bathroom; and to know in advance that the second bedroom is 'open' and you need to walk through it to get to...
Germany
Katharina P.
$797 nightly
The price is $797
Dec 11 - Dec 12
Total with taxes and fees
A haven for family holidays, Quinta da Fonte

Aparthotel in Funchal

Terrace Mar
3.0 star property
9.2 out of 10, Wonderful, (106)
"Breakfast very good and very well located"
Spain
cristina
$101 nightly
The price is $109
Dec 11 - Dec 12
Total with taxes and fees
Terrace Mar

Aparthotel in Funchal

Paraíso - Touristic Apartments
3.5 star property
8.8 out of 10, Excellent, (94)
"Every thing we needed for a short stay close to all amenities "
United Kingdom
Peter
$103 nightly
The price is $112
Jan 5 - Jan 6, 2026
Total with taxes and fees
Paraíso - Touristic Apartments

Aparthotel in Funchal

Hotel Duas Torres
4.0 star property
8.4 out of 10, Very Good, (73)
"Great location "
United Kingdom
Arvind
$127 nightly
The price is $137
Dec 17 - Dec 18
Total with taxes and fees
Hotel Duas Torres
4.0 star property
8.8 out of 10, Excellent, (183)
"Very comfortable beds, amazing view and had everything we needed Staff were very helpful and friendly "
Canada
Luiza
$93 nightly
The price is $102
Dec 17 - Dec 18
Total with taxes and fees
Apartamentos Turisticos Atlantida

Apartment in Funchal

Villa Winter
4.0 star property
8.8 out of 10, Excellent, (3)
"It was a nice Location. The view was awesome. But in the voucher on Expedia was a grill in Apartment 3. There was no grill. The bed in one room was so small. 2 people can’t sleep there! "
Germany
Matthias
$217 nightly
The price is $230
Dec 11 - Dec 12
Total with taxes and fees
Villa Winter

Aparthotel in Funchal

Three House Hotel
5.0 star property
10.0 out of 10, Exceptional, (42)
"Beautiful room in a perfect location! Free parking and staff very accommodating and communicative. Nice pool on the roof and great food at the bar up there."
United States
Amy
Three House Hotel

Apartment in Funchal

Monumental Apartment
3.0 star property
9.4 out of 10, Exceptional, (20)
"We had an amazing time here. Simple and convenient apartment,perfect for a family. Not to forget the unbelievable view from the balcony. Thank you so much for having us"
Switzerland
Daniela
$178 nightly
The price is $190
Dec 15 - Dec 16
Total with taxes and fees
Monumental Apartment

Aparthotel in Funchal

Pestana Casino Studios
4.0 star property
9.2 out of 10, Wonderful, (64)
"Nice place"
Canada
Eddie
$156 nightly
The price is $167
Jan 2 - Jan 3, 2026
Total with taxes and fees
Pestana Casino Studios

Aparthotel in Funchal

Dorisol Mimosa Studio Hotel
3.0 star property
7.8 out of 10, Good, (210)
"Yes pleasant "
Canada
Jorge
$101 nightly
The price is $110
Jan 8 - Jan 9, 2026
Total with taxes and fees
Dorisol Mimosa Studio Hotel

Aparthotel in Funchal

Florasol Residence Hotel
3.0 star property
8.2 out of 10, Very Good, (209)
"Good breakfast and good location. "
Canada
Sean
$116 nightly
The price is $126
Dec 11 - Dec 12
Total with taxes and fees
Florasol Residence Hotel

Aparthotel in Funchal

Pier House Accommodation
3.0 star property
8.2 out of 10, Very Good, (32)
"Very centric, very good rooms... the beds could be a bit more comfortable but its still good..."
Mexico
Jorge
Pier House Accommodation
9.2 out of 10, Wonderful, (9)
"It is a lovely apartment minutes from town "
United States
Whitney D.
$193 nightly
The price is $198
Dec 14 - Dec 15
Total with taxes and fees
Sea and Sun 4 You - Palheiro Village
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estreito da Calheta Hotel Reviews

Find out more about Estreito da Calheta

Everything you need to know about Estreito da Calheta vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estreito da Calheta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estreito da Calheta vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estreito da Calheta vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estreito da Calheta. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Estreito da Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Estreito da Calheta rentals

At Expedia, we put the best Estreito da Calheta vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Estreito da Calheta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estreito da Calheta vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estreito da Calheta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Estreito da Calheta?

Yes, there are vacation rentals near top points of interest in Estreito da Calheta, or you can select a secluded option if you want a relaxing place to 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.

What are some of the best vacation home rentals in Estreito da Calheta?

Casas da Levada: This vacation home near Estreito da Calheta is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. It offers a furnished patio, a terrace, and a private yard so you can immerse yourself in your vacation.

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

Expedia has 58 vacation 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 larger area, you’ll find Paul do Mar Beach and Ponta Do Sol Beach.

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

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Estreito da Calheta. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.