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

Estreito da Calheta Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Estreito da Calheta holiday 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 AU$324
includes taxes & fees
23 July - 24 July
Quinta das Vinhas

Villa ElDoMar Heated Pool and Barbecue

Villa ElDoMar Heated Pool and Barbecue
Estreito da Calheta
10.0 out of 10, Exceptional, (4 reviews)
"Super"
Germany
Stefan S.
The price is AU$752
includes taxes & fees
8 Aug - 9 Aug
Villa ElDoMar Heated Pool and Barbecue

New Quinta Aurora - Holiday home with heated pool, lake view and organic garden

New Quinta Aurora - Holiday home with heated pool, lake view and 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 AU$921
includes taxes & fees
19 Aug - 20 Aug
New Quinta Aurora - Holiday home with heated pool, lake view and organic garden

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 AU$914
includes taxes & fees
13 Aug - 14 Aug
Holiday Home 'Melblue' with Sea View, Private Terrace and Wi-Fi

Casa Mozart II

Casa Mozart II
Estreito da Calheta
Casa Mozart II

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 AU$500
includes taxes & fees
3 Aug - 4 Aug
Casas da Levada

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, (36 reviews)
"We had a great stay"
France
0PCxYWk0unhY4IPiKRUA3qOdM7ixggG/LcJEqG2c1VnXdKPQgKsbAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEH Y.
The price is AU$274
includes taxes & fees
26 July - 27 July
Marina Sol Penthouse <br>- Sea view - Free Wifi

Casa Belo Jardim - Studio with garden

Casa Belo Jardim - Studio with garden
Arco da Calheta
The price is AU$1,236
includes taxes & fees
18 Aug - 19 Aug
Casa Belo Jardim - Studio with garden

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 AU$519
includes taxes & fees
7 Aug - 8 Aug
Studios by Aqua Natura Hotels

Casa Fábrica da Manteiga - Historic house

Casa Fábrica da Manteiga - Historic house
Arco da Calheta
The price is AU$1,475
includes taxes & fees
18 Aug - 19 Aug
Casa Fábrica da Manteiga - Historic house

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 AU$218
includes taxes & fees
17 Aug - 18 Aug
Home Thomas - Calheta o Conforto na Natureza

Casa Gama Ideal Para Descansar

Casa Gama Ideal Para Descansar
Ribeira da Janela
9.4 out of 10, Exceptional, (3 reviews)
The price is AU$168
includes taxes & fees
28 July - 29 July
Casa Gama Ideal Para Descansar

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

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)
"We had a wonderful time in Casa da Vargem and enjoyed every moment of our stay. We will hopefully come back to this great place."
United States
Mieke P.
The price is AU$2,145
includes taxes & fees
19 Aug - 20 Aug
Casa da Vargem I, pool for small families

Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (115 reviews)
"Great location but for the price it was too expensive for quality and no amenities."
United States
Gomti
The price is AU$225
includes taxes & fees
24 July - 25 July
Terrace Mar

São Jorge Cottage - By Wehost

São Jorge Cottage - By Wehost
Santana
9.0 out of 10, Wonderful, (2 reviews)
"Excellent"
United Kingdom
Andrew H.
São Jorge Cottage - By Wehost

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 AU$238
includes taxes & fees
1 Aug - 2 Aug
Hotel Duas Torres

Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (65 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 AU$312
includes taxes & fees
15 Aug - 16 Aug
Three House 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 AU$139
includes taxes & fees
27 July - 28 July
ALOJAMENTO CENTRAL 2

Country house with sea view and jacuzzi - Casa de Pedra

Country house with sea view and jacuzzi - Casa de Pedra
Ribeira Brava
9.6 out of 10, Exceptional, (7 reviews)
"Clean nearly new house , amazing view, walking pads true banana fields , top bakery in town, birds zoo , coctail bar , just amazing stay "
Netherlands
ASFALTFRETTER
Country house with sea view and jacuzzi - Casa de Pedra
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estreito da Calheta holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estreito da Calheta holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estreito da Calheta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estreito da Calheta holiday rentals we have selected for you start as low as AU$139 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estreito da Calheta rentals

At Expedia, we put the best Estreito da Calheta holiday 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 holiday.

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 holiday rental in Estreito da Calheta?

Yes, there are holiday rentals close to the most popular sights in Estreito da Calheta, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Estreito da Calheta has to offer?

Quinta das Vinhas: This highly rated holiday home rental in Estreito da Calheta 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. Another good choice for your trip to Estreito da Calheta is ANGEL'S SUNSET T2 ESTRITO DA CALHETA.

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

Expedia has 57 holiday 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 wider area, you’ll find Paul do Mar Beach and Ponta Do Sol Beach.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estreito da Calheta. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.