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

Estreito da Calheta Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Estreito da Calheta vacation 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
$189 nightly
The price is $201
Oct 26 - Oct 27
Total with taxes and fees
Quinta das Vinhas
A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

2. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay."
Canada
Cole V.
$338 nightly
The price is $344
Oct 29 - Oct 30
Total with taxes and fees
Casa Mozart I
A patio with two chairs, a table with a fruit bowl and drinks, and a view of a building through a glass door.

3. Holiday Home 'Melblue' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Melblue' with Sea View, Private Terrace and Wi-Fi
Calheta
10.0 out of 10, Exceptional, (2 reviews)
"My spouse and I stayed here for a 10 day honeymoon trip and would gladly return. Location was very convenient, the house was very clean and had great amenities- the laundry room was a big plus and we enjoyed the view from the upstairs balcony. The extra dining/kitchen space was amazing, and would be great if you’re traveling with family/a group "
United States
Mary M.
$540 nightly
The price is $544
Oct 21 - Oct 22
Total with taxes and fees
Holiday Home 'Melblue' with Sea View, Private Terrace and Wi-Fi
A clear blue pool with a view of the ocean.

4. 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
$208 nightly
The price is $220
Nov 3 - Nov 4
Total with taxes and fees
Casas da Levada
A beach with rocky cliffs, calm sea, and people sunbathing.

5. Marina Sol Penthouse <br>- Ocean View - Free Wi-Fi

Marina Sol Penthouse <br>- Ocean View - Free Wi-Fi
Madalena do Mar
9.8 out of 10, Exceptional, (37 reviews)
"We had a great stay"
France
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$173 nightly
The price is $177
Oct 23 - Oct 24
Total with taxes and fees
Marina Sol Penthouse <br>- Ocean View - Free Wi-Fi
A person relaxing by a pool with a drink, overlooking a scenic view.

6. Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (69 reviews)
$176 nightly
The price is $183
Oct 18 - Oct 19
Total with taxes and fees
Studios by Aqua Natura Hotels
Interior

7. Home Thomas - Calheta o Conforto na Natureza

Home Thomas - Calheta o Conforto na Natureza
Lombada dos Marinheiros
9.0 out of 10, Wonderful, (4 reviews)
"Good stay in this authentic house. Fernanda welcome you with gifts in her house. Everything you need is there. The place is quiet and relaxing. You can take a glass at the terrasse, eyes on the sea, looking at the sea clouds attacking the mountain, bringing fresh and welcome air. Enjoy the flowers. Many thanks to Fernanda ;)"
France
Pierre A.
$147 nightly
The price is $147
Oct 19 - Oct 20
Total with taxes and fees
Home Thomas - Calheta o Conforto na Natureza
A balcony with a seating area, a large planter, and a sofa.

8. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
$94 nightly
The price is $102
Oct 19 - Oct 20
Total with taxes and fees
Atlântico Azul
A resort pool area with clear water, surrounded by rocky formations and a view of the ocean.

9. A 10 Minutos das Piscinas Naturais do Porto Moniz. Aceito Animais de Estimação

A 10 Minutos das Piscinas Naturais do Porto Moniz. Aceito Animais de Estimação
Ribeira da Janela
10.0 out of 10, Exceptional, (2 reviews)
"Bon rapport qualité/ prix"
United States
Dominique P.
$166 nightly
The price is $166
Oct 15 - Oct 16
Total with taxes and fees
A 10 Minutos das Piscinas Naturais do Porto Moniz. Aceito Animais de Estimação
A person sitting by a pool with a mountainous backdrop.

10. 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
$326 nightly
The price is $336
Oct 27 - Oct 28
Total with taxes and fees
Casa do Lanço
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

11. Soul Glamping – jacuzzi – secluded – reconnect – luxury

Soul Glamping – jacuzzi – secluded – reconnect – luxury
Prazeres
$591 nightly
The price is $596
Nov 4 - Nov 5
Total with taxes and fees
Soul Glamping – jacuzzi – secluded – reconnect – luxury
A covered patio with wicker furniture and a table set for two, overlooking a well-maintained lawn and distant hills.

12. Southern Sunny House, Country house with sea view.

Southern Sunny House, Country house with sea view.
Arco da Calheta
10.0 out of 10, Exceptional, (16 reviews)
"Special beautiful place"
United States
Ewout S.
$943 nightly
The price is $943
Oct 31 - Nov 1
Total with taxes and fees
Southern Sunny House, Country house with sea view.
A pool with a view of the ocean, surrounded by greenery and a stone wall.

13. Casa da Vargem I, pool for small families

Casa da Vargem I, pool for small families
Ponta do Sol
10.0 out of 10, Exceptional, (15 reviews)
$760 nightly
The price is $760
Oct 30 - Oct 31
Total with taxes and fees
Casa da Vargem I, pool for small families
A rooftop terrace with a railing, a seating area with a table and chairs, and a view of surrounding buildings.

14. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (206 reviews)
"Really great! Nice and clean, well located in Funchal. We had air conditioning and the bed were comfortable."
Canada
Rebecca
$91 nightly
The price is $99
Nov 2 - Nov 3
Total with taxes and fees
Apartamentos Turisticos Atlantida
Spa

15. Casa do Lanço - Tinta Negra, wine and laurissilva.

Casa do Lanço - Tinta Negra, wine and laurissilva.
São Vicente
8.8 out of 10, Excellent, (11 reviews)
$372 nightly
The price is $372
Nov 9 - Nov 10
Total with taxes and fees
Casa do Lanço - Tinta Negra, wine and laurissilva.
A balcony with a table set for two, overlooking a coastal view with buildings and a ship in the distance.

16. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (80 reviews)
"Amazing Hotel with nice rooms and swimming pool , very lovely restaurant also with good food and servers, highly recommend"
United Kingdom
Catalin
$154 nightly
The price is $165
Oct 20 - Oct 21
Total with taxes and fees
Hotel Duas Torres
A large pool area on a cruise ship with multiple swimming areas and sun loungers.

17. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (124 reviews)
"Friendly staff good hot tub"
Canada
David
$107 nightly
The price is $117
Nov 10 - Nov 11
Total with taxes and fees
Terrace Mar
A modern pool area with a glass balustrade and a concrete structure.

18. 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
$168 nightly
The price is $179
Oct 14 - Oct 15
Total with taxes and fees
Three House Hotel
Private kitchen

19. Paraíso - Touristic Apartments

Paraíso - Touristic Apartments
3.5 star property
Funchal
8.8 out of 10, Excellent, (98 reviews)
"I will definitely stay there again on my next trip to Madeira."
United States
Gerald
$97 nightly
The price is $106
Nov 6 - Nov 7
Total with taxes and fees
Paraíso - Touristic Apartments
A rectangular swimming pool with clear blue water, surrounded by a low beige wall.

20. VILA TOCA by brugrani

VILA TOCA by brugrani
Funchal
9.2 out of 10, Wonderful, (176 reviews)
$136 nightly
The price is $145
Oct 15 - Oct 16
Total with taxes and fees
VILA TOCA by brugrani
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

Allegro Madeira - Adults Only - Member of Barceló Hotel Group

Allegro Madeira - Adults Only - Member of Barceló Hotel Group

10/10 Excellent
"Loved it good location nice staff"
jeffrey 5-night trip
Posted 13 hours ago
Allegro Madeira - Adults Only - Member of Barceló Hotel Group

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 a coffee 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 56 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 Ponta Do Sol Beach and Seixal 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.