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Calheta (Madeira) holiday rentals

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2026-10-26
2026-10-27
2026-10-26
2026-10-27

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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
The 1-bedroom Chale Esmeralda - Charming Studios In Calheta Beach villa offers proximity to nearby tourist spots, such as Centro…
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 9.2 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
Featuring an outdoor swimming pool, the 2-bedroom Zeza'S House Villa Calheta is suitable for up to 6 people and…
Excellent
195 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 Levada Prazeres and provides an outdoor swimming…
Excellent
65 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
Situated nearly 20 minutes' walk from Museu de Arte Contemporanea da Madeira, the 4-bedroom O Meu Sonho Villa Calheta…
Excellent
170 reviews
8.8
Caminho Das Florencas Nº178, 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!
Free Wi-Fi in public areas
Express check-in/ -out
Hiking
Cots
Air conditioning
No pets allowed
Situated 3.3 km from the two well-protected artificial Calheta beach, the 6-room Casas Maravilha By Homie Villa Calheta…
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
Up to 4 guests can stay at the 2-bedroom Lucilia'S House Villa Calheta and enjoy Calheta Madeira Portogallo, located…
Excellent
47 reviews
8.2
Av. D. Manuel I 41, 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
Cycling
Hiking
Cots
No pets allowed
The 1-bedroom Calheta Beach House T1 villa entices guests to enjoy hiking and cycling and offers proximity to the…
Excellent
31 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
The 4-bedroom The Blue Pearl-Villa Paul Calheta is located nearly a 5-minute walk from Igreja de Santo…
Excellent
76 reviews
9.6
Caminho Lombo Do Brasil, 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
Cots
No pets allowed
Staying at the 2-bedroom Mine House Villa Calheta, guests can easily reach Levada Calheta-Prazeres, located just 1.5 km…
Excellent
47 reviews
9
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
Up to 4 guests can stay at the 2-bedroom Casa Do Cais Villa Calheta and enjoy Statue of Paul do Mar, located…
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
Staying at the 2-bedroom Casa Georgina Heated Swiming, Sea View And Air Conditioning Calheta, guests can easily reach Capela…
Excellent
43 reviews
9.4
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
Offering a location merely 13 minutes' walk from Lagoa do Vento, the 1-bedroom Zeza'S Garden Villa Calheta gives access…
Excellent
24 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 8.5 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
23 reviews
9.4
Estrada Simao Goncalves Camara 106, 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
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
52 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
49 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 about a 10-minute ride from Museu de Arte Contemporanea da Madeira, the 1-bedroom Modular Villa Calheta features…
Excellent
53 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 Prazeres, Casa Dos Serroes Calheta entices guests to explore various tourist destinations nearby. The…
Excellent
43 reviews
9.6
Er 225 Estrada Do Arco Nº 81, 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
Valet parking
Outdoor swimming pool
Beach access
Fitness centre
Diving
Fishing
Hiking
Located only a 7-minute walk from Capela de Nossa Senhora da Conceicao, the 3-bedroom Luxo & Conforto Calheta villa…
Excellent
35 reviews
8.6
Rua Eirinhas, 37, 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
Express check-in/ -out
Cots
Air conditioning
No pets allowed
The 2-bedroom Ocean Panorama House By Homie Villa Calheta is located 3.5 km from Statue of Paul do Mar…
Excellent
37 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
The 1-bedroom Success House Villa Calheta can host up to 3 guests, boasting a convenient location about 25 minutes'…
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
Nestled about 6 km from Ponta do Pargo Lighthouse, the 2-bedroom Cozy Sea View House Faja Da Ovelha Villa…
Excellent
34 reviews
8.8
Caminho Das Florencas, 178, 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!
Free Wi-Fi in public areas
Express check-in/ -out
Outdoor swimming pool
Horseback riding
Hiking
Cots
Air conditioning
Ensuring a relaxing stay with an indoor pool, the 5-bedroom Casas Maravilha - Casa Grande By Homie Villa Calheta is…
Excellent
34 reviews
8.8
Caminho Lombo Do Atouguia, 108, 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
Air conditioning
Pets allowed
Offering a location 4.8 km from Prazeres, Typical House -Madeira Inn Group Calheta villa gives access to various tourist spots…
Excellent
46 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
Nestled around 25 minutes' walk from the two well-protected artificial Calheta beach, the 2-bedroom Casa Dos Avos Villa…
Excellent
59 reviews
8.6
Vereda Beira Da Rocha Nº41 Massapez, 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
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
82 reviews
8.2
Caminho Lombo Do Atouguia, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8 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 Centro das…
Excellent
24 reviews
9.8
Caminho Lombo Do Atouguia 237, 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
Express check-in/ -out
Hiking
Cots
No pets allowed
During the stay at the 3-bedroom Atouguia House - Traditional House Calheta villa, guests can indulge in hiking or visit…
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
Featuring a heated pool, the 3-bedroom Casa Agrela By Rent2U, Lda Swimming Pool & Jacuzzi Villa Calheta is suitable for…
Excellent
29 reviews
9.2
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
Accommodating up to 7 guests, the 4-bedroom Casa Antonette, Lovely House With A Pool Calheta is situated only 14…
Excellent
38 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
53 reviews
8.4
Av. D. Manuel I 39, 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 2-bedroom Calheta Beach House T2 villa accommodates up to 6 guests and offers proximity to the two well…
Excellent
45 reviews
8.8
Vereda Do Miradouro 4, 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
Air conditioning
Pets allowed
The 1-bedroom Lombo Do Doutor Cottage 2 By Mth Calheta hosts up to 3 guests and provides proximity to…
Excellent
39 reviews
8.6
Arco Da Calheta Arco Da Calheta, 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
Beach access
Wind surfing
Diving
Fishing
Canoeing
Hiking
Cots
No pets allowed
The 2-bedroom The Old School Villa Calheta is located nearly 25 minutes' walk from Madeira Paragliding and provides diving…
Excellent
34 reviews
9
Estrada Regional 222 Nrº225, 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!
Wi-Fi
Fishing
Hiking
Billiard tables
Darts
Massage
Cots
No pets allowed
Overlooking the mountain, Casa Flor Do Campo Villa Calheta enjoys a scenic setting a 6-minute walk from Igreja do…
Excellent
31 reviews
9.4
Er211- Dr. Roberto Monteiro, Nº 10, 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
24-hour reception
Saltwater pool
Beach access
Diving
Fishing
Canoeing
Cycling
Hiking
Cots
Situated 4.1 km from Madeira Paragliding, the 3-bedroom Paradise House Calheta villa offers guests to enjoy a sun deck…
Excellent
64 reviews
9.6
Cam Lombo Da Estrela 126A, 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
Beach access
Hiking
Cots
No pets allowed
During the stay at the 3-bedroom Simao House Villa Calheta, guests can indulge in hiking or visit the two…
Impasse Das Cabritas Nº 1, Estreito Da Calheta, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Air conditioning
No pets allowed
Staying at the 3-bedroom Casa Barros Serra, 3 Bedroom Big Spaces And Air Conditioning Calheta, guests can easily reach…
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 8.7 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 1 "Casa Do Palheiro" Calheta is located about a 25-minute walk from Pico…
Excellent
51 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
Featuring an outdoor swimming pool, the 1-bedroom Villa Atlantis Calheta is suitable for up to 3 people and is…
Excellent
51 reviews
9.6
Avenida Dom Manuel I 11-A, 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
Beach access
Diving
Solarium
Non-smoking rooms
Cots
The 2-room Estrela Do Mar - Alojamento Local Calheta villa enjoys a beachfront location a mere 450 metres from the…
Calheta, Sitio Da Achada, Caminho Do Verde Nº123 9370-729, 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!
Free Wi-Fi in rooms
Valet parking
Hiking
Jacuzzi
Cots
Air conditioning
Offering a sundeck and a picnic area for guests' leisure, the 2-bedroom Florencas House - Private Jacuzzi & Garden Calheta villa…
Excellent
6 reviews
9.2
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
Offering a Jacuzzi for a relaxing experience, the 2-bedroom Villa Palace Fernandes With Jacuzzi Calheta is located around a…
Excellent
10 reviews
8.8
Av Dom Manuel I 57-A, 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
Cots
Air conditioning
No pets allowed
Offering cars for rent, the 3-bedroom Atlantic Lookout By Atlantic Holiday Calheta villa is located a mere 5 minutes'…
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
Boasting a solarium, the 5-bedroom Casa Da Fininha Villa Calheta is located just a 6-minute walk from the…
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
44 reviews
9.6
Vereda Do Arraz N22, 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
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 billiard or visit…
Excellent
15 reviews
9.6
Caminho De Cales E Chada Nº52, Calheta (Madeira), Portugal
Very good location
This property boasts very good location. It has a score 7.1 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
Bhf Residences Ying Yang Calheta villa is located an 8-minute walk from Capela de Nossa Senhora do Loreto and…
Excellent
19 reviews
9
Caminho Lombo Atoguia. 185 Casa 185, Calheta (Madeira), Portugal
Superb location
This property boasts superb location. It has a score 8.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Free parking
Cots
No pets allowed
Offering a location 4.2 km from Levada do Alecrim, Sol & Mare Villa Calheta gives access to various tourist spots in…
Excellent
16 reviews
9.4
Impasse Do Ferro, 7, 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
No pets allowed
Accommodating up to 7 guests, the 4-bedroom Casa Eleanor By Lovelystay Calheta is situated around 25 minutes' walk from…
Excellent
58 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
Located 25 minutes' walk from Farol Lighthouse, Sunset Paradise Villa With Heated Pool Calheta has a heated pool and is…

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2026-10-26
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