Calheta Vacation Home Rentals from CA $211: Search Top Private Vacation Homes for Rent

A mountain range above a sea of clouds at sunrise or sunset.

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Our top choices for Calheta vacation homes

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. Quinta das Vinhas

Calheta

Simon

CA $287 total

includes taxes & fees

Oct 26 - Oct 27

A clear blue pool with a view of the ocean.

2. Casas da Levada

Calheta

Jin-Ah

CA $315 total

includes taxes & fees

Nov 3 - Nov 4

A stone building with a tiled roof overlooking the sea.

3. Palheiro Mar by Olá Madeira

Paúl do Mar

A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

4. Casa Mozart I

Estreito da Calheta

Cole V.

CA $491 total

includes taxes & fees

Oct 29 - Oct 30

A balcony with a view of the sea, a railing, and a building entrance.

5. GuestReady - Casa das Estrelas

Estreito da Calheta

CA $322 total

includes taxes & fees

Oct 20 - Oct 21

A room with two windows, a painting, a lamp, and a table with a plant.

6. Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

Lombo Do Doutor

"Pros: Ruime woonruimte met tuin gedeeltelijk in de zon waardoor niet al te warm. Altijd parkeergelegenheid voor de deur. Haven met restaurants waar je elke avond voor weinig en veel keuze heerlijk kunt eten. Cons: Slaapkamer is beneden aan de straat/parkeerterrein waar ook werklieden met vrachtauto's en trekkers langskomen; dit leverde veel geluid op. Voor verblijf met >2 personen onhandige verdeling met badkamer toilet alleen bereikbaar via slaapkamer beneden."

Anonymous traveller

CA $373 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool, outdoor seating, a stone house, and a view of the sea.

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

Estreito da Calheta

"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...

Nic W.

CA $587 total

includes taxes & fees

Oct 22 - Oct 23

8. Home Thomas - Calheta o Conforto na Natureza

Lombada dos Marinheiros

Pierre A.

CA $211 total

includes taxes & fees

Oct 11 - Oct 12

A modern kitchen with a wooden island, white bar stools, and a large window.

9. Casa Maria Bela – 2-Bedroom with Terrace

Arco da Calheta

margreth K.

CA $558 total

includes taxes & fees

Oct 23 - Oct 24

A modern living room with a sofa, TV, and coffee table. A kitchen is visible in the background.

10. Relax Garden House – Tranquility & Comfort

Arco da Calheta

Michel B.

CA $759 total

includes taxes & fees

Oct 11 - Oct 12

A room with a bed, a chair, a wicker basket, and a hanging light fixture.

11. Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

Lombo Do Doutor

Anonymous traveller

CA $500 total

includes taxes & fees

Nov 8 - Nov 9

A lush garden with a wooden bridge, a rope ladder, and a variety of tropical plants.

12. Casa Belo Jardim - Studio with garden

Arco da Calheta

CA $614 total

includes taxes & fees

Oct 31 - Nov 1

A house with a tiled roof, surrounded by lush greenery and a small pool area.

13. Casa Fábrica da Manteiga - Historic house

Arco da Calheta

CA $691 total

includes taxes & fees

Oct 17 - Oct 18

A narrow alleyway with a stone wall on one side and a building with a red door and potted plants on the other.

14. Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

Paúl do Mar

Anonymous traveller

CA $619 total

includes taxes & fees

Oct 20 - Oct 21

15. Antiga Fábrica da Manteiga – Traditional House

Arco da Calheta

Stephanie H.

CA $892 total

includes taxes & fees

Oct 17 - Oct 18

A patio with two chairs, a table with a fruit bowl and drinks, and a view of a building through a glass door.

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

Calheta

Mary M.

CA $779 total

includes taxes & fees

Oct 21 - Oct 22

A bedroom with a bed, white pillows, a stone wall, a large window with a view, and a hanging light fixture.

17. Romantic Ocean Getaway

Jardim do Mar

CA $620 total

includes taxes & fees

Oct 21 - Oct 22

A modern room with a large sliding glass door leading to a balcony, a bed, a lounge chair, and a small table with decorative items.

18. Country House in Fajã da Ovelha - Casa da Raposeira

Fajã da Ovelha

Petra F.

CA $856 total

includes taxes & fees

Oct 24 - Oct 25

A modern living room with a large sofa, a TV, and a view of a town through large windows.

19. Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi

Estrela da Calheta

Arun

CA $777 total

includes taxes & fees

Oct 19 - Oct 20

A covered patio with wicker furniture and a table set for two, overlooking a well-maintained lawn and distant hills.

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

Arco da Calheta

Ewout S.

CA $1,348 total

includes taxes & fees

Oct 31 - Nov 1

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Top Calheta Hotel Reviews

Saccharum Resort

10/10 Excellent

"Clean room, great staff, great view from room, amazing breakfast and good location from beach and restaurants"

Calheta Beach - All Inclusive

8/10 Good

"When we checked in the room we were given had a broken door so we were moved to another room. The room we were changed to was not the same as what we paid for. We paid for a double sea view and had a corner view instead. We made the best of it. We enjoyed our stay and the nightly entertainment. The buffet had a different theme each night which was nice. The poor area was clean and had plenty of lounge chairs. The beach and ocean are right there with lounge chairs and umbrellas. There are 2 onsite restaurants which are included with your stay. We only ate at one of them and the food was very good. The resort is very family friendly and has a lot of amenities geared to the children. We enjoyed our stay and highly recommend it."

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10/10 Excellent

"This villa was everything and more than we could have wished for. Sandra met us on arrival to show us round and continued to communicate well throughout our stay. The villa it self was extremely clean and the facilities there is everything you need for the perfect stay. The highlight for us was the outdoor kitchen bbq area where we spend most of our time in the evenings and when we weren’t out seeing the sights. The pool was perfect for cooling off in the hot afternoons. The views are absolutely perfect and the area is very quiet. The marina is only a short drive away which is nice for evening strolls and has some wonderful restaurants to dine in. We found it to be the perfect location for our holiday in Madeira. We would highly recommend a stay here and would definitely want to stay here again in the future."

Quinta Pereira ... beautiful panoramic views and ocean sunsets

10/10 Excellent

"We had an amazing stay at Quinta Pereira, which is beautifully positioned in a peaceful spot commanding amazing views of the coastline. The property has multiple areas to sit in the gardens and enjoy the views and offers lots of different ways to keep guests entertained, from pool and table football through to the piano (a very welcome surprise), board games and even an XBOX (latest model, which our 17yo managed to leave alone for once, thrashing us at table football instead!). A hire car is essential as the area's very hilly and we'd recommend a small car or an SUV - our saloon estate was too long and low to clear the bump at the gate and park on the drive - but Wendy was only too happy for us to use the parking space by the road.Walking the levadas and a trip to the lava pools of Porto Moniz were real highlights, as were the Sunshine Pub & Grill and Restaurante O Forno.Wendy was a really responsive host and we'd have no hesitation in returning to this tranquil spot, or recommending to others."

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

10/10 Excellent

"Had mostly everything that we needed. Clean and comfortable and with good facilities including designated parking.The only things I would like to see added:1. A kettle - us Brits like a cup of tea and some of us even like instant coffee.2. Fans for the bedrooms. As they don't have windows it can get stuffy and hot overnight.Our host, Elisabete, was wonderful. Gave us some welcome gifts and advice on where to go and what to do.Be aware that this is a set of 4 apartments that share the outdoor facilities. I didn't cotton onto that when I booked."

House / Villa - Arco da Calheta

8/10 Good

"Sehr gute Unterkunft und vor allem die perfekte Lage ( 5 Minuten und du bist am Strand). Das Haus wie beschrieben, sauber, mit allem notwendigen ausgestattet. Sehr große Terrase mit dem Blick auf die Atlantik. Die Kommunikation lief reibungslos, die Betreuung vor Ort ebenfalls. Viele Dank dafür. Was das Parken angeht, ist generell auf Madeira eine Herausforderung, da die Straßen sehr eng und steil sind, aber machbar. Ein Tipp für den Strand. Wir haben uns für den Strand, wo meistens die Einheimische sind, entschieden. Im Navi einfach Ficus Julia im Madalena do Mar angeben. Der ist zwar steinig, aber mit einem kristall sauberem Wasser und nicht überfüllt wie in Calheta (außer am WE), mit einem großen kostenlosen Parkplatz. Da kann man sich nach dem Schwimmer einen Hotdog oder Hamburger (wirklich zu empfehlen, ist groß, lecker und macht einen richtig satt) holen. Fazit: Preis -Leistungs Verhätnis stimmt. Ich würde die Unterkunft auf jeden Fall weiter empfehlen."

Casa Félix, Calheta: Villa with unique view! Private Pool!

10/10 Excellent

"We had an amazing stay at Casa Felix. The property is exactly as shown on the listing and is stunning. It was immaculately clean and very comfortable and well equipped. The master bedroom bed was very comfortable, although quite hard, and there were plentiful towels and good quality bed linen. The outside space is the real wow-factor and allows you to enjoy the spectacular view, which we never tired of looking at. Our check-in process was very smooth, and Celia met us at the property to complete a full hand over. She was very helpful and gave us recommendations for local services we may need. The villa is located at the top of a very steep hill. It is about a 15 minute walk down the hill to the port, but we didn’t attempt the walk back up. On a couple of occasions we got a taxi, but these were hard to find after about 9pm, even at the weekend, and there was no Uber service available. Therefore, most of the time we drove. I would recommend getting the smallest hire-car possible as the road is narrow, precipitous and incredibly twisty, best suited to very experienced drivers. Casa Felix is a stunning property that exceeded our expectations, and we very much enjoyed our time staying there."

Find out more about Calheta

Calheta Vacation Homes information

Number of reviews	132
Accommodation	273 Vacation Homes
Lowest Price	CA $211
Highest Price	CA $1,348

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Calheta vacation homes

1. Quinta das Vinhas

2. Casas da Levada

3. Palheiro Mar by Olá Madeira

4. Casa Mozart I

5. GuestReady - Casa das Estrelas

6. Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

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

8. Home Thomas - Calheta o Conforto na Natureza

9. Casa Maria Bela – 2-Bedroom with Terrace

10. Relax Garden House – Tranquility & Comfort

11. Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

12. Casa Belo Jardim - Studio with garden

13. Casa Fábrica da Manteiga - Historic house

14. Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

15. Antiga Fábrica da Manteiga – Traditional House

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

17. Romantic Ocean Getaway

18. Country House in Fajã da Ovelha - Casa da Raposeira

19. Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi

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

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

Calheta Beach - All Inclusive

Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach

Socalco Nature Calheta

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

Quinta Pereira ... beautiful panoramic views and ocean sunsets

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

House / Villa - Arco da Calheta

Casa Félix, Calheta: Villa with unique view! Private Pool!

Find out more about Calheta

Calheta Vacation Homes information

Calheta Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Calheta vacation homes

1. Quinta das Vinhas

2. Casas da Levada

3. Palheiro Mar by Olá Madeira

4. Casa Mozart I

5. GuestReady - Casa das Estrelas

6. Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

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

8. Home Thomas - Calheta o Conforto na Natureza

9. Casa Maria Bela – 2-Bedroom with Terrace

10. Relax Garden House – Tranquility & Comfort

11. Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

12. Casa Belo Jardim - Studio with garden

13. Casa Fábrica da Manteiga - Historic house

14. Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

15. Antiga Fábrica da Manteiga – Traditional House

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

17. Romantic Ocean Getaway

18. Country House in Fajã da Ovelha - Casa da Raposeira

19. Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi

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

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

Find out more about Calheta

Calheta Vacation Homes information