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

Estreito da Calheta Vacation Rentals

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Our top choices for Estreito da Calheta vacation rentals

1. Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (67 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 CA $273
CA $290 total
includes taxes & fees
Oct 26 - Oct 27
Quinta das Vinhas

2. 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 CA $244
CA $608 total
includes taxes & fees
Oct 4 - Oct 5
Villa ElDoMar Heated Pool and Barbecue

3. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay."
Canada
Cole V.
The price is CA $226
CA $496 total
includes taxes & fees
Oct 29 - Oct 30
Casa Mozart I

4. Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden

Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Tolles Haus. Super Ausstattung der Küche, endlich mal Geschirr für mehr als nur vier Personen. Sehr geräumig. Toller beheizter Pool mit warmer Außendusche. Uns hat hier nichts gefehlt.Unkomplizierter und sehr flexibler Check-in. Sehr gute Vorabinfo durch den Vermieter (englisch) bzgl. Anreise, Schlüsselübergabe, Abreise.Die Lage war für uns ideal. Weg vom Stadtgetümmel aus Funchal, ruhig (ja, man hört die dem Tal gegenüberliegende Straße, hat uns aber nicht gestört), kleiner Supermarkt in nur...
Germany
Nic W.
The price is CA $226
CA $587 total
includes taxes & fees
Oct 22 - Oct 23
Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden

5. 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.
The price is CA $662
CA $786 total
includes taxes & fees
Oct 21 - Oct 22
Holiday Home 'Melblue' with Sea View, Private Terrace and Wi-Fi

6. 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 CA $394
CA $417 total
includes taxes & fees
Oct 20 - Oct 21
Casas da Levada

7. Marina Sol Penthouse <br>- Sea view - Free Wifi

Marina Sol Penthouse <br>- Sea view - Free Wifi
Madalena do Mar
9.8 out of 10, Exceptional, (37 reviews)
"We had a great stay"
France
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The price is CA $153
CA $253 total
includes taxes & fees
Oct 23 - Oct 24
Marina Sol Penthouse <br>- Sea view - Free Wifi

8. Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (68 reviews)
"Great location, nice room and staff was lovely. Will stay again and recommend"
Canada
Jessica
The price is CA $262
CA $273 total
includes taxes & fees
Oct 24 - Oct 25
Studios by Aqua Natura Hotels

9. 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.
The price is CA $177
CA $213 total
includes taxes & fees
Oct 4 - Oct 5
Home Thomas - Calheta o Conforto na Natureza

10. 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.
The price is CA $192
CA $237 total
includes taxes & fees
Oct 15 - Oct 16
A 10 Minutos das Piscinas Naturais do Porto Moniz. Aceito Animais de Estimação

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

Soul Glamping – jacuzzi – secluded – reconnect – luxury
Prazeres
The price is CA $858
CA $864 total
includes taxes & fees
Oct 2 - Oct 3
Soul Glamping – jacuzzi – secluded – reconnect – luxury

12. 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)
"A very beautiful and special villa, with a special architecture. All the details thought out. Clean and beautiful pool. We had a special vacation in this villa."
United States
Vadim A.
The price is CA $941
CA $1,099 total
includes taxes & fees
Oct 30 - Oct 31
Casa da Vargem I, pool for small families

13. Apartment 'Alforra Residence 2' with Mountain View, Shared Terrace and Wi-Fi

Apartment 'Alforra Residence 2' with Mountain View, Shared Terrace and Wi-Fi
Câmara de Lobos
The price is CA $166
CA $214 total
includes taxes & fees
Oct 22 - Oct 23
Apartment 'Alforra Residence 2' with Mountain View, Shared Terrace and Wi-Fi

14. 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)
"The location was very private and quiet. Check in was simple. "
United States
Charity S.
The price is CA $453
CA $582 total
includes taxes & fees
Nov 1 - Nov 2
Casa do Lanço - Tinta Negra, wine and laurissilva.

15. Apartment 'Alforra Residence 1' with Mountain View, Wi-Fi and Air Conditioning

Apartment 'Alforra Residence 1' with Mountain View, Wi-Fi and Air Conditioning
Câmara de Lobos
The price is CA $168
CA $216 total
includes taxes & fees
Oct 15 - Oct 16
Apartment 'Alforra Residence 1' with Mountain View, Wi-Fi and Air Conditioning

16. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
The price is CA $69
CA $162 total
includes taxes & fees
Oct 10 - Oct 11
Atlântico Azul

17. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (202 reviews)
"Really great! Nice and clean, well located in Funchal. We had air conditioning and the bed were comfortable."
Canada
Rebecca
The price is CA $145
CA $157 total
includes taxes & fees
Oct 28 - Oct 29
Apartamentos Turisticos Atlantida

18. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (123 reviews)
"Super clean/ nice pool/ walking distance to great restaurants"
Canada
Robert
The price is CA $180
CA $195 total
includes taxes & fees
Oct 25 - Oct 26
Terrace Mar

19. Dorisol Buganvilia Studio Hotel

Dorisol Buganvilia Studio Hotel
3.0 star property
Funchal
7.8 out of 10, Good, (298 reviews)
"Would absolutly stay here again, great Hotel!"
United Kingdom
Russell
The price is CA $138
CA $150 total
includes taxes & fees
Oct 31 - Nov 1
Dorisol Buganvilia Studio Hotel

20. Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is CA $144
CA $318 total
includes taxes & fees
Oct 11 - Oct 12
Apartamento Costa 1 by HR Madeira
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

Find out more about Estreito da Calheta

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Estreito da Calheta. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.