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Calheta (Madeira) holiday rentals

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2026-09-11
2026-09-12
2026-09-11
2026-09-12

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City centre
Highest rating
Free Wi-Fi
Excellent
53 reviews
9.8
Rua De Sao Joao, Calheta, Madeira 402, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Outdoor swimming pool
Beach access
Aqua park
Tennis court
Wind surfing
Diving
Fishing
Canoeing
Hiking
Cots
Baby pushchair
The 2-bedroom Zeza'S House Villa Calheta is located around 10 minutes by car from the Prazeres viewpoint, giving access…
Excellent
198 reviews
9.4
Caminho Dos Reis Nº 159 Estreito Da Calheta, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Outdoor swimming pool
Cots
Air conditioning
No pets allowed
Casa Dos Reis Villa Calheta is located about a 25-minute walk from the Levada Prazeres and invites guests to…
Excellent
67 reviews
9.4
Rua Sao Joao 147, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Valet parking
Express check-in/ -out
Beach access
Wind surfing
Diving
Fishing
Canoeing
Hiking
Cots
With the capacity to host 8 guests, the 4-bedroom O Meu Sonho Villa Calheta is located within 20 minutes'…
Avenida Dom Manuel I, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Situated within 15 minutes' walk of the Centro das Artes, the 1-bedroom Chale Esmeralda - Charming Studios In Calheta Beach…
Excellent
58 reviews
8.6
Rua Da Fazendinha, 51, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Valet parking
Diving
Hiking
Cots
Playpen
No pets allowed
The 2-bedroom Lucilia'S House Villa Calheta offers easy access to such tourist spots as the Calheta Madeira Port, located…
Excellent
44 reviews
8.2
Av. D. Manuel I 41, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cycling
Hiking
Cots
No pets allowed
The 1-bedroom Calheta Beach House T1 villa accommodates up to 4 guests and offers proximity to the two well…
Excellent
30 reviews
9.4
Estrada Regional 223 Number 50, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Saltwater pool
Cots
Air conditioning
Pets allowed
Situated around a 5-minute walk from Igreja de Santo Amaro, the 4-bedroom The Blue Pearl-Villa Paul Calheta…
Excellent
78 reviews
9.6
Caminho Lombo Do Brasil, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
No pets allowed
Located just 1.5 km from the Calheta-Prazeres Levada, the 2-bedroom Mine House Villa Calheta provides access to various…
Excellent
48 reviews
8.8
Impasse Do Mouro Novo 24, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Beach access
Cots
No pets allowed
The 2-bedroom Casa Do Cais Villa Calheta, located right around the corner from Statue of Paul do Mar, can…
Excellent
41 reviews
9.6
Rua De Sao Joao, 402, Calheta, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Aqua park
Diving
Fishing
Canoeing
Hiking
Cots
Air conditioning
No pets allowed
The 1-bedroom Zeza'S Garden Villa Calheta offers proximity to nearby tourist spots, such as the Lagoa do Vento, situated…
Excellent
22 reviews
9.2
2º Impasse Do Regedor Nº8 Arco Da Calheta, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Cots
No pets allowed
Located within a 3-km distance of the two well-protected artificial Calheta beach, the 3-bedroom Villa Neto Calheta…
Excellent
22 reviews
9.2
Estrada Simao Goncalves Camara 106, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
No pets allowed
Located within 25 minutes' walk of Capela de Nossa Senhora do Livramento, the 3-bedroom Mother'S House Calheta villa provides…
Excellent
47 reviews
8.8
N. 39, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Infinity pool
Solarium
Wheelchair access
Pets allowed
Located within 10 minutes' drive of the Madeira Museum of Contemporary Art, the 1-bedroom Modular Villa Calheta features a…
Excellent
165 reviews
8.6
Caminho Das Florencas Nº178, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Express check-in/ -out
Hiking
Cots
Air conditioning
No pets allowed
The 6-room Casas Maravilha By Homie Villa Calheta is located 3.6 km from the Centro das Artes and welcomes…
Excellent
43 reviews
9.6
Er 225 Estrada Do Arco Nº 81, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Valet parking
Outdoor swimming pool
Beach access
Fitness centre
Diving
Fishing
Hiking
The 3-bedroom Luxo & Conforto Calheta villa is located 3.4 km from the Centro das Artes and provides a Jacuzzi.
Excellent
34 reviews
8.4
Rua Eirinhas, 37, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Express check-in/ -out
Cots
Air conditioning
No pets allowed
The 2-bedroom Ocean Panorama House By Homie Villa Calheta is located 4.1 km from the Ponta do Pargo Lighthouse…
Excellent
36 reviews
9.4
Caminho Lombo Da Estrela 160, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cots
No pets allowed
Situated 3.4 km from the Prazeres Gallery, the 1-bedroom Success House Villa Calheta invites guests to relax at a…
Excellent
45 reviews
8.8
Vereda Do Massapez, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Express check-in/ -out
Diving
Snorkelling
Fishing
Cycling
Hiking
No pets allowed
The 2-bedroom Cozy Sea View House Faja Da Ovelha Villa Calheta is located 3.9 km from the Levada Prazeres…
Excellent
32 reviews
8.8
Caminho Das Florencas, 178, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Express check-in/ -out
Outdoor swimming pool
Horseback riding
Hiking
Cots
Air conditioning
Casas Maravilha - Casa Grande By Homie Villa Calheta is located 4.2 km from the 25 Fontes Falls and provides an…
Excellent
33 reviews
8.8
Caminho Lombo Do Atouguia, 108, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
Nestled 4.8 km from the Prazeres viewpoint, Typical House -Madeira Inn Group Calheta villa entices guests to explore various tourist…
Excellent
48 reviews
8.6
Caminho Das Florencas 35, Arco Da Calheta, Madeira, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Express check-in/ -out
Beach access
Wind surfing
Diving
Fishing
Canoeing
Hiking
Paid shuttle service
Situated 2.7 km from the Madeira Museum of Contemporary Art, the 2-bedroom Casa Dos Avos Villa Calheta invites guests…
Excellent
59 reviews
8.4
Vereda Beira Da Rocha Nº41 Massapez, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Solarium
Cots
No pets allowed
Atlantis Country House Calheta is 5 minutes' walk from Capela de Nossa Senhora do Loreto, offering guests to unwind at…
Excellent
81 reviews
8.2
Caminho Lombo Do Atouguia, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Valet parking
Beach access
Solarium
Cots
Children's play area
Air conditioning
Offering a solarium for a relaxing experience, Casa Gomes Villa Calheta is located a 25-minute walk from the Centro…
Excellent
49 reviews
9
Caminho Lombo Do Salao 140, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Beach access
Air conditioning
No pets allowed
The 1-bedroom Madeira Blue House Villa Calheta hosts up to 2 guests and is nestled nearly a 10-minute…
Excellent
51 reviews
8.8
Caminho Dos Serroes, 46, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Diving
Hiking
Non-smoking rooms
Cots
No pets allowed
Nestled a 25-minute walk from the Prazeres viewpoint, Casa Dos Serroes Calheta entices guests to explore various tourist destinations…
Rua De Sao Joao 92 - B, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Heated swimming pool
Jacuzzi
Cots
Baby pushchair
Toys
Air conditioning
No pets allowed
During the stay at the 3-bedroom Casa Agrela By Rent2U, Lda Swimming Pool & Jacuzzi Villa Calheta, guests can indulge…
Caminho Lombo Da Estrela No 28, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Saltwater pool
Fishing
Cots
Air conditioning
No pets allowed
The 4-bedroom Casa Antonette, Lovely House With A Pool Calheta is located 2.5 km from the two well-protected…
Excellent
40 reviews
9.2
Rua Vale De Amores, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Outdoor swimming pool
Wind surfing
Diving
Fishing
Canoeing
Hiking
Solarium
Cots
Toys
Pets allowed
During the stay at Casa Marias Villa Calheta, guests can indulge in a solarium or visit the two well-protected…
Excellent
43 reviews
8.8
Vereda Do Miradouro 4, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
Pets allowed
The 1-bedroom Lombo Do Doutor Cottage 2 By Mth Calheta hosts up to 3 guests and provides proximity to…
Caminho Cova Do Arco, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Outdoor swimming pool
Solarium
Cots
Air conditioning
No pets allowed
The 2-bedroom Casa Georgina Heated Swiming, Sea View And Air Conditioning Calheta is situated only 0.7 km from Capela…
Excellent
34 reviews
9.4
Er211- Dr. Roberto Monteiro, Nº 10, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Saltwater pool
Beach access
Diving
Fishing
Canoeing
Cycling
Hiking
Cots
During the stay at the 3-bedroom Paradise House Calheta villa, guests can indulge in hiking or visit the Madeira…
Good
38 reviews
7.6
Caminho Do Lombo Do Doutor, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Express check-in/ -out
Diving
Snorkelling
Fishing
Cots
Air conditioning
No pets allowed
Located about a 25-minute walk from the Madeira Museum of Contemporary Art, the 2-bedroom White Rabbit II By…
Excellent
12 reviews
8.8
Lombo Do Salao Impasse Das Cruzes ,Sitio Dos Vivos Nº1, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Saltwater pool
Cots
Air conditioning
No pets allowed
Situated about a 25-minute walk from the Pico Gordo, the 1-bedroom Vila Maria Quinta 1 "Casa Do Palheiro"…
Excellent
53 reviews
8.6
Rua Do Pombal, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Outdoor swimming pool
Solarium
Cots
Toys
No pets allowed
The 1-bedroom Villa Atlantis Calheta is located 3.2 km from the Praia dos Anjos and provides a solarium. With…
Excellent
5 reviews
10
Vereda Da Bica Vareda Da Bica N.9, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Beach access
Wind surfing
Diving
Fishing
Hiking
Jacuzzi
Cots
During the stay at the 2-bedroom Villa Palace Fernandes With Jacuzzi Calheta, guests can indulge in a Jacuzzi or…
Excellent
9 reviews
9
Av Dom Manuel I 57-A, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Cots
Air conditioning
No pets allowed
The 3-bedroom Atlantic Lookout By Atlantic Holiday Calheta villa provides easy access to various city attractions, such as the…
Excellent
40 reviews
8.6
Rua De Tras, Nº8, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
24-hour reception
Beach access
Diving
Fishing
Hiking
Solarium
Cots
Game room
Suitable for 12 guests, the 5-bedroom Casa Da Fininha Villa Calheta is located just 500 metres from the two…
Excellent
28 reviews
9
Caminho Lombo Do Salao Nº60, Moradias Santo Antonio Casa 8, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
No pets allowed
The 3-bedroom Casa Vista Mar By Galmi Villa Calheta accommodates up to 6 guests and offers a prime location…
Excellent
43 reviews
9.4
Vereda Do Arraz N22, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Saltwater pool
Heated swimming pool
Beach access
Diving
Snorkelling
Fishing
Canoeing
Cycling
Hiking
Billiard tables
Darts
Cots
Wheelchair access
During the stay at Villa Pinheira III Heated Pool Calheta, guests can indulge in snorkelling, hiking, and fishing or visit…
Excellent
15 reviews
9.4
Caminho De Cales E Chada Nº52, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Valet parking
Express check-in/ -out
Hiking
Cots
Air conditioning
Guests can enjoy a seaside garden view from a terrace at Bhf Residences Ying Yang Calheta villa, an 8-minute…
Excellent
18 reviews
9.2
Caminho Lombo Atoguia. 185 Casa 185, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
No pets allowed
Offering a location 4.2 km from the Alecrim Levada, Sol & Mare Villa Calheta gives access to various tourist spots in…
Excellent
35 reviews
9.4
Caminho Lombo Do Atouguia, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
No pets allowed
Nestled 25 minutes' walk from the Calheta-Prazeres Levada, Lucky Lemons Boutique Houses Madeira 1 Calheta villa entices guests to…
Excellent
15 reviews
9.2
Impasse Do Ferro, 7, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Heated swimming pool
No pets allowed
Located 4.6 km from the Pico Gordo, the 4-bedroom Casa Eleanor By Lovelystay Calheta has a year-round outdoor…
Excellent
56 reviews
9.4
Ponta Do Pargo. 101 N° 355, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Heated swimming pool
Table tennis
Cots
Air conditioning
Pets allowed
Sunset Paradise Villa With Heated Pool Calheta is located 25 minutes' walk from Farol Lighthouse and welcomes its guests to…
Good
14 reviews
7.8
Impasse Serrado Das Cabeleiras No 7 Prazeres, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Indoor swimming pool
Outdoor swimming pool
Non-smoking rooms
Cots
Children's play area
Pets allowed
Casa Da Rocha Villa Calheta is located 17 minutes' walk from the Levada Prazeres and provides a year-round outdoor…
Excellent
19 reviews
9.2
Rua Dr. Manuel Germano Goncalves 134 Calheta, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Diving
Fishing
Hiking
Full body massage
Cots
Playpen
Pets allowed
Staying at the 4-bedroom Villa Angela- Madeira Inn Group Calheta, guests can visit the Levada Prazeres, which is nearly…
Excellent
71 reviews
9.4
Lombo Do Doutor - Rua Sao Joao, 114, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Valet parking
Express check-in/ -out
Hiking
Cots
No pets allowed
Staying at Refugio Do Santa Villa Calheta, guests can visit the Lagoa do Vento, which is just 1 km away.
Excellent
51 reviews
8.6
Av. D. Manuel I 39, Calheta (Madeira), Portugal
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Beach access
Cycling
Hiking
Cots
No pets allowed
The 2-bedroom Calheta Beach House T2 villa accommodates up to 6 guests and offers proximity to the two well…
Excellent
10 reviews
8.6
Lombo Do Salao Impasse Das Cruzes ,Sitio Dos Vivos Nº1, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Saltwater pool
Cots
Air conditioning
No pets allowed
The 1-bedroom Vila Maria Quinta 6 "Os Borracheiros" Calheta is located nearly 25 minutes' walk from the two well…
Excellent
27 reviews
9.4
Avenida D. Manuel I, Nº 15 A, Calheta (Madeira), Portugal
Excellent location
This property boasts excellent location. It has a score 9.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Diving
Fishing
Canoeing
Hiking
Solarium
Cots
Situated merely 400 metres from the two well-protected artificial Calheta beach, the 2-bedroom Casa Da Praia Calheta can…

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2026-09-11
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