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. Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (20 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is CA $358
CA $379 total
includes taxes & fees
Sep 4 - Sep 5
Casas da Levada

2. Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (65 reviews)
"We had a wonderful stay and would absolutely recommend this hotel to anyone visiting Madeira. It had everything our family needed for a comfortable and relaxing trip—from the well-equipped kitchenette and espresso machine to the thoughtful touch of a collapsible drying rack for swimsuits and towels. The staff were exceptionally kind, welcoming, and always eager to help. The hotel itself was spotless, and it was clear that cleanliness and guest comfort are top priorities. Breakfast was...
United States
Raven
The price is CA $430
CA $447 total
includes taxes & fees
Sep 9 - Sep 10
Studios by Aqua Natura Hotels

3. Sea Sky Studio by Holiday Rental Madeira

Sea Sky Studio by Holiday Rental Madeira
3.0 star property
Ponta do Sol
The price is CA $267
CA $557 total
includes taxes & fees
Sep 11 - Sep 12
Sea Sky Studio by Holiday Rental Madeira

4. Casa do Lanço

Casa do Lanço
3.0 star property
São Vicente
10.0 out of 10, Exceptional, (2 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 CA $837
CA $975 total
includes taxes & fees
Sep 14 - Sep 15
Casa do Lanço

5. Florasol Residence Hotel

Florasol Residence Hotel
3.0 star property
Funchal
8.2 out of 10, Very good, (229 reviews)
"Great location"
Canada
Jodie
The price is CA $254
CA $271 total
includes taxes & fees
Sep 15 - Sep 16
Florasol Residence Hotel

6. 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
The price is CA $160
CA $174 total
includes taxes & fees
Sep 11 - Sep 12
Paraíso - Touristic Apartments

7. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (76 reviews)
"Great location "
United Kingdom
Arvind
The price is CA $209
CA $224 total
includes taxes & fees
Sep 4 - Sep 5
Hotel Duas Torres

8. ALOJAMENTO CENTRAL 2

ALOJAMENTO CENTRAL 2
3.0 star property
Sao Pedro
7.4 out of 10, Good, (28 reviews)
"Outstanding customer service"
United Kingdom
Mohammed
The price is CA $143
CA $155 total
includes taxes & fees
Aug 19 - Aug 20
ALOJAMENTO CENTRAL 2

9. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (198 reviews)
"Location in Funchal is awesome. Only a short walk to CR7 museum, then a leisurely stroll to the cable car up to Monte, followed by the Toboggan ride down. Staff very nice and helpful. Parking option perfect too Our apartment was very spacious, and a great view from the balcony over Funchal. Only downside was that the airco was not cooling so it got a little warm, besides that all good."
United States
Gary
The price is CA $142
CA $154 total
includes taxes & fees
Sep 3 - Sep 4
Apartamentos Turisticos Atlantida

10. Banana Tree

Banana Tree
3.0 star property
Camara de Lobos
The price is CA $368
CA $688 total
includes taxes & fees
Aug 20 - Aug 21
Banana Tree

11. Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (65 reviews)
"The staff was amazing helping us find our way around the area and fabulous restaurants to visit."
United States
Mark
The price is CA $283
CA $300 total
includes taxes & fees
Aug 19 - Aug 20
Three House Hotel

12. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (116 reviews)
"Clean room, lovely staff, great pool, early check in"
United Kingdom
Eve
The price is CA $190
CA $205 total
includes taxes & fees
Sep 1 - Sep 2
Terrace Mar

13. Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is CA $168
CA $342 total
includes taxes & fees
Aug 24 - Aug 25
Apartamento Costa 1 by HR Madeira

14. On the North Coast, by the sea - Casa do Terreiro

On the North Coast, by the sea - Casa do Terreiro
3.5 star property
São Vicente
The price is CA $1,609
CA $1,947 total
includes taxes & fees
Aug 31 - Sep 1
On the North Coast, by the sea - Casa do Terreiro

15. 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 $185
CA $199 total
includes taxes & fees
Sep 7 - Sep 8
Dorisol Buganvilia Studio Hotel

16. Aparthotel Imperatriz

Aparthotel Imperatriz
3.0 star property
Funchal
7.8 out of 10, Good, (187 reviews)
"For a budget room it was fine and well located for exploring"
United Kingdom
Mark
The price is CA $189
CA $204 total
includes taxes & fees
Aug 30 - Aug 31
Aparthotel Imperatriz

17. Pestana Casino Studios

Pestana Casino Studios
4.0 star property
Funchal
9.2 out of 10, Wonderful, (74 reviews)
"GOOD LOCATION "
United States
KLAUS
The price is CA $277
CA $295 total
includes taxes & fees
Sep 1 - Sep 2
Pestana Casino Studios

18. Dorisol Mimosa Studio Hotel

Dorisol Mimosa Studio Hotel
3.0 star property
Funchal
7.6 out of 10, Good, (223 reviews)
"Fantastic views from rooms with a balcony."
United States
David
The price is CA $182
CA $196 total
includes taxes & fees
Sep 13 - Sep 14
Dorisol Mimosa Studio Hotel

19. Zarco Apartments by Mercado Funchal

Zarco Apartments by Mercado Funchal
4.0 star property
Funchal
8.6 out of 10, Excellent, (33 reviews)
"Very convenient location. Great range of facilities. "
United Kingdom
Susan
The price is CA $255
CA $271 total
includes taxes & fees
Sep 1 - Sep 2
Zarco Apartments by Mercado Funchal

20. Pier House Accommodation

Pier House Accommodation
3.0 star property
Funchal
8.4 out of 10, Very good, (38 reviews)
"Amazing location, friendly and quick check in. The room was perfect. "
Canada
Almira
The price is CA $227
CA $242 total
includes taxes & fees
Sep 4 - Sep 5
Pier House Accommodation
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?

Quinta das Vinhas: This Estreito da Calheta vacation home rental is located in the mountains and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a library.

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

Expedia has 57 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.