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Our top choices for Calheta vacation homes

Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (17)
"Very nice place, clean and cosy little house. Well equipped, very friendly and helpful owner. Highly recommend."
United Kingdom
Grzegorz
Casas da Levada

sea view everywhere in the house

sea view everywhere in the house
Estreito da Calheta
9.8 out of 10, Exceptional, (75)
"We had a really nice time."
Germany
Gerold B.
The price is AED 348
AED 1,200 total
includes taxes & fees
27 Dec - 28 Dec
sea view everywhere in the house

Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (58)
"Lovely location. Beautiful views and excellent food. I highly recommend it."
Canada
Ian
Quinta das Vinhas

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

Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi
Paúl do Mar
10.0 out of 10, Exceptional, (2)
"Pros: Excellent location..."
United States
Anonymous traveler
The price is AED 1,259
AED 1,669 total
includes taxes & fees
3 Jan - 4 January 2026
Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

Holiday Home 'Casa Homem Do Mar' with Sea View, Balcony and Wi-Fi

Holiday Home 'Casa Homem Do Mar' with Sea View, Balcony and Wi-Fi
Paúl do Mar
10.0 out of 10, Exceptional, (3)
"Pros: het zicht is fantastisch, het verblijf is mooi en proper Cons: -"
Netherlands
Anonymous traveler
The price is AED 1,731
AED 2,141 total
includes taxes & fees
18 Jan - 19 January 2026
Holiday Home 'Casa Homem Do Mar' with Sea View, Balcony and Wi-Fi

Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi

Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi
Arco da Calheta
The price is AED 4,248
AED 5,262 total
includes taxes & fees
9 Jan - 10 January 2026
Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi

Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning

Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning
Ponta do Pargo
10.0 out of 10, Exceptional, (4)
"Pros: La situation de la maison; l'équipement, complet et en parfait état; la gentillesse des hôtes."
France
Anonymous traveler
The price is AED 1,951
AED 2,257 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning

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

Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi
Lombo Do Doutor
8.0 out of 10, Very Good, (1)
"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."
Netherlands
Anonymous traveler
The price is AED 892
AED 1,092 total
includes taxes & fees
5 Jan - 6 January 2026
Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

Holiday Home "Villa Camacho - Ultra Luxury" with Sea View, Pool & Wi-Fi

Holiday Home "Villa Camacho - Ultra Luxury" with Sea View, Pool & Wi-Fi
Estrela da Calheta
10.0 out of 10, Exceptional, (1)
"Pros:"
United States
Anonymous traveler
The price is AED 16,026
AED 17,721 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Home "Villa Camacho - Ultra Luxury" with Sea View, Pool & Wi-Fi

With pool in Calheta - Villa Island Roots

With pool in Calheta - Villa Island Roots
Arco da Calheta
10.0 out of 10, Exceptional, (2)
"Such a gem! This little house in the mountains is so cool. The pool, the view, the cinematic living room... it all combined for a wonderful family stay. The kids loved the pool and the parents loved the calmness of the surroundings. Totally recommended!"
Portugal
André L.
The price is AED 1,879
AED 2,275 total
includes taxes & fees
7 Jan - 8 January 2026
With pool in Calheta - Villa Island Roots

With pool and barbecue - Villa Roque

With pool and barbecue - Villa Roque
Ponta do Pargo
10.0 out of 10, Exceptional, (1)
"Ein Ort zum entspannen , ein Ort für absolute Ruhe, für Spaziergänge, Wanderungen jeglicher Art - Ponta do Pargo , 4 Minuten Autofahrt , tolles Kaffee mit tollem Frühstück ( gato legal ) - Pendravista eine portugiesische Bar mit ehrlichem portugiesischem Essen und toller Musik aus den 80‘iger Jahre !"
United States
Andrea S.
The price is AED 4,293
AED 4,887 total
includes taxes & fees
22 Dec - 23 Dec
With pool and barbecue - Villa Roque

Country House in Fajã da Ovelha - Casa da Raposeira

Country House in Fajã da Ovelha - Casa da Raposeira
Fajã da Ovelha
10.0 out of 10, Exceptional, (2)
"Great Place To Stay. Good value for money. Very clean. Quiet neighbourhood (except barking dogs). You definitely need a car to get around. Staff was helpful and friendly. Would come here again anytime again!"
United States
Bernd S.
The price is AED 2,770
AED 3,363 total
includes taxes & fees
15 Jan - 16 January 2026
Country House in Fajã da Ovelha - Casa da Raposeira

Swimming pool in Fajã da Ovelha - Casa da Maloeira

Swimming pool in Fajã da Ovelha - Casa da Maloeira
Câmara de Lobos
8.8 out of 10, Excellent, (9)
"The house and Jacuzzi and BBQ were fantastic. I would recommend the owners install a dishwasher and provide a bbq grill tongs and bbq grill spatula as well as a better bbq grill grate over the fire."
United States
Jonathan W.
The price is AED 4,263
AED 4,980 total
includes taxes & fees
29 Dec - 30 Dec
Swimming pool in Fajã da Ovelha - Casa da Maloeira

Country House 'Serrão' with Private Terrace, Private Garden and Wi-Fi

Country House 'Serrão' with Private Terrace, Private Garden and Wi-Fi
Calheta
The price is AED 1,337
AED 1,617 total
includes taxes & fees
5 Jan - 6 January 2026
Country House 'Serrão' with Private Terrace, Private Garden and Wi-Fi

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

Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
Lombo Do Doutor
8.0 out of 10, Very Good, (1)
"Pros: Geschmackvoller Wohnbereich, gute Ausstattung Cons: Schlafzimmer zur Straße sehr laut"
Germany
Anonymous traveler
The price is AED 1,586
AED 1,813 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

Casa Mozart II

Casa Mozart II
Estreito da Calheta
The price is AED 843
AED 1,703 total
includes taxes & fees
8 Jan - 9 January 2026
Casa Mozart II

With pool and sea view - Vila da Ribeira da Vaca

With pool and sea view - Vila da Ribeira da Vaca
Ponta do Pargo
10.0 out of 10, Exceptional, (1)
"This property exceeded all our expectations! The house and outside space with negative edge pool were all beautiful. We loved being away from the crowded city and enjoying the peaceful beauty of Madeira. We arrived in the middle of the night. The 6 of us with luggage were driven comfortably by pre-arranged transport to the property about an hour away. We rented cars in nearby Calheta for the week the next day and dropped them at the airport when departing Madeira. Driving on the roads in Madeira...
United States
Andrea G.
The price is AED 2,671
AED 3,487 total
includes taxes & fees
5 Jan - 6 January 2026
With pool and sea view - Vila da Ribeira da Vaca

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

Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi
Estrela da Calheta
10.0 out of 10, Exceptional, (2)
"Amenities and beautiful "
Canada
Arun
The price is AED 2,124
AED 2,377 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi

Holiday Home "Villa Camacho xxvii" with Sea View, Pool & Wi-Fi

Holiday Home "Villa Camacho xxvii" with Sea View, Pool & Wi-Fi
Arco da Calheta
8.0 out of 10, Very Good, (5)
"It is a really wonderful villa. Very well furnished. Fantastic views. We had a truly great stay."
United Kingdom
Dipankar N.
The price is AED 5,216
AED 6,597 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home "Villa Camacho xxvii" with Sea View, Pool & Wi-Fi

A haven for family holidays, Quinta da Fonte

A haven for family holidays, Quinta da Fonte
Estreito da Calheta
8.0 out of 10, Very Good, (7)
"We had a very good time at Quinta da Fonte. The house is beautifully located and has a nice garden surrounding it. Our absolute favourite spot: the table below a huge old tree that allows you to sit outside even during the warmest hours of the day and have an amazing view over the village and out to the sea. What we would have loved to have: some sunchairs or hammock; a key to lock the bathroom; and to know in advance that the second bedroom is 'open' and you need to walk through it to get to...
Germany
Katharina P.
The price is AED 2,354
AED 2,948 total
includes taxes & fees
5 Jan - 6 January 2026
A haven for family holidays, Quinta da Fonte
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 Calheta Hotel Reviews