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

Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (66 reviews)
"This is a unique property spread over several acres of vineyards. There are multiple units to choose from & we stayed in the cottage. This was a lovely independent stone cottage overlooking the sea with a loft bedroom, kitchen and living room. It was a very special stay during our time on Madeira & we can’t recommend it enough. We had dinner at their restaurant - which was phenomenal & your stay also includes a wonderful breakfast buffet with lots of choices. There are two lovely pools that...
Canada
Debra
The price is CA $303
CA $321 total
includes taxes & fees
Jul 8 - Jul 9
Quinta das Vinhas

Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is CA $239
CA $417 total
includes taxes & fees
Jul 14 - Jul 15
Apartamento Costa 1 by HR Madeira

Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (62 reviews)
"The location was perfect…very walkable.. E were very fortunate to have a stunning room upgrade. Rooftop patio and restaurant were both fantastic! The staff were more than accommodating. Would definitely recommend!"
Canada
Lori
The price is CA $533
CA $561 total
includes taxes & fees
Jul 4 - Jul 5
Three House Hotel

Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (195 reviews)
"Excellent place."
United States
Boris
The price is CA $134
CA $146 total
includes taxes & fees
Jul 6 - Jul 7
Apartamentos Turisticos Atlantida

Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (113 reviews)
"Clean room, lovely staff, great pool, early check in"
United Kingdom
Eve
The price is CA $238
CA $254 total
includes taxes & fees
Jul 4 - Jul 5
Terrace Mar

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 $217
CA $232 total
includes taxes & fees
Jul 7 - Jul 8
Hotel Duas Torres

Zarco Apartments by Mercado Funchal

Zarco Apartments by Mercado Funchal
4.0 star property
Funchal
8.8 out of 10, Excellent, (31 reviews)
"Very convenient location. Great range of facilities. "
United Kingdom
Susan
The price is CA $196
CA $210 total
includes taxes & fees
Jul 8 - Jul 9
Zarco Apartments by Mercado Funchal

Dorisol Buganvilia Studio Hotel

Dorisol Buganvilia Studio Hotel
3.0 star property
Funchal
7.6 out of 10, Good, (295 reviews)
"Would absolutly stay here again, great Hotel!"
United Kingdom
Russell
The price is CA $173
CA $186 total
includes taxes & fees
Jul 10 - Jul 11
Dorisol Buganvilia Studio Hotel

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 $131
CA $142 total
includes taxes & fees
Jul 10 - Jul 11
ALOJAMENTO CENTRAL 2

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 $307
CA $601 total
includes taxes & fees
Jul 3 - Jul 4
Sea Sky Studio by Holiday Rental Madeira

Villa Eve Palheiro Village

Villa Eve Palheiro Village
3.5 star property
Funchal
The price is CA $350
CA $710 total
includes taxes & fees
Jul 31 - Aug 1
Villa Eve Palheiro Village

Pestana Casino Studios

Pestana Casino Studios
4.0 star property
Funchal
9.2 out of 10, Wonderful, (73 reviews)
"GOOD LOCATION "
United States
KLAUS
The price is CA $272
CA $290 total
includes taxes & fees
Jul 16 - Jul 17
Pestana Casino Studios

Banana Tree

Banana Tree
3.0 star property
Camara de Lobos
The price is CA $290
CA $610 total
includes taxes & fees
Jul 8 - Jul 9
Banana Tree

Tanoeiros Residence by An Island Apart

Tanoeiros Residence by An Island Apart
4.0 star property
Funchal
10.0 out of 10, Exceptional, (12 reviews)
"The beds were very comfortable, the property was extremely clean, everything was new and up to high standards. "
United Kingdom
Maria Ana
The price is CA $455
CA $569 total
includes taxes & fees
Jul 7 - Jul 8
Tanoeiros Residence by An Island Apart

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 $229
CA $245 total
includes taxes & fees
Jul 3 - Jul 4
Pier House Accommodation

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 $150
CA $163 total
includes taxes & fees
Jul 5 - Jul 6
Paraíso - Touristic Apartments

Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (19 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is CA $465
CA $490 total
includes taxes & fees
Jul 6 - Jul 7
Casas da Levada

Dorisol Mimosa Studio Hotel

Dorisol Mimosa Studio Hotel
3.0 star property
Funchal
7.6 out of 10, Good, (222 reviews)
"Fantastic views from rooms with a balcony."
United States
David
The price is CA $181
CA $195 total
includes taxes & fees
Jul 4 - Jul 5
Dorisol Mimosa Studio Hotel

Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels
4.0 star property
Porto Moniz
9.6 out of 10, Exceptional, (64 reviews)
"This place was incredible! Room was amazing - so spacious and comfy. Loved the bath robes! We used all 3 of the hotel’s spas with roof top hot tubs, swimming pool and sauna. Breakfast was amazing. Couldn’t recommend this place more!"
United Kingdom
Emma
The price is CA $463
CA $481 total
includes taxes & fees
Jul 8 - Jul 9
Studios by Aqua Natura Hotels

Ajuda I

Ajuda I
3.0 star property
Funchal
Ajuda I
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: Visitors like this Estreito da Calheta vacation home rental. It 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. Some other homes for rent in Estreito da Calheta include ANGEL'S SUNSET T2 ESTRITO DA CALHETA and 'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view.

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

Expedia has 60 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.