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Calheta Luxury Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
247 rentals in Calheta.
Luxury Ocean Front Villa in Calheta 3 bedroom and heated pool, vacation rental in Calheta
Luxury Ocean Front Villa in Calheta 3 bedroom and heated pool, vacation rental in Calheta
Luxury Ocean Front Villa in Calheta 3 bedroom and heated pool, vacation rental in Calheta

Luxury Ocean Front Villa in Calheta 3 bedroom and heated pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cliff-top location, peaceful, breathtaking sea views | Stonecliff Cottage, vacation rental in Calheta
Cliff-top location, peaceful, breathtaking sea views | Stonecliff Cottage, vacation rental in Calheta
Cliff-top location, peaceful, breathtaking sea views | Stonecliff Cottage, vacation rental in Calheta

Cliff-top location, peaceful, breathtaking sea views | Stonecliff Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Orchid House Madeira, vacation rental in Calheta
Orchid House Madeira, vacation rental in Calheta
Orchid House Madeira, vacation rental in Calheta

Orchid House Madeira

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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'Thebaida do Massapez', vacation rental in Calheta
'Thebaida do Massapez', vacation rental in Calheta
'Thebaida do Massapez', vacation rental in Calheta

'Thebaida do Massapez'

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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CasaCades, vacation rental in Calheta
CasaCades, vacation rental in Calheta
CasaCades, vacation rental in Calheta

CasaCades

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Banda do Sol Self Catering - LAVENDER COTTAGE, vacation rental in Calheta
Banda do Sol Self Catering - LAVENDER COTTAGE, vacation rental in Calheta
Banda do Sol Self Catering - LAVENDER COTTAGE, vacation rental in Calheta

Banda do Sol Self Catering - LAVENDER COTTAGE

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Overlooking Calheta Beach, quality private villa, heated pool | Casa Do Julio, vacation rental in Calheta
Overlooking Calheta Beach, quality private villa, heated pool | Casa Do Julio, vacation rental in Calheta
Overlooking Calheta Beach, quality private villa, heated pool | Casa Do Julio, vacation rental in Calheta

Overlooking Calheta Beach, quality private villa, heated pool | Casa Do Julio

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Contemporary villa, heated infinity pool, sea-views | The Designhouse, vacation rental in Calheta
Contemporary villa, heated infinity pool, sea-views | The Designhouse, vacation rental in Calheta
Contemporary villa, heated infinity pool, sea-views | The Designhouse, vacation rental in Calheta

Contemporary villa, heated infinity pool, sea-views | The Designhouse

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Modern cliff-top villa, panoramic sea-views, A/C, heated pool | Cliffscape, vacation rental in Calheta
Modern cliff-top villa, panoramic sea-views, A/C, heated pool | Cliffscape, vacation rental in Calheta
Modern cliff-top villa, panoramic sea-views, A/C, heated pool | Cliffscape, vacation rental in Calheta

Modern cliff-top villa, panoramic sea-views, A/C, heated pool | Cliffscape

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Viewpoint House - Casa Do Miradouro, vacation rental in Calheta
Viewpoint House - Casa Do Miradouro, vacation rental in Calheta
Viewpoint House - Casa Do Miradouro, vacation rental in Calheta

Viewpoint House - Casa Do Miradouro

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Rosemary Cottage, vacation rental in Calheta
Rosemary Cottage, vacation rental in Calheta
Rosemary Cottage, vacation rental in Calheta

Rosemary Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury villa with private heated pool, garden and views of the sea and, vacation rental in Calheta
Luxury villa with private heated pool, garden and views of the sea and, vacation rental in Calheta
Luxury villa with private heated pool, garden and views of the sea and, vacation rental in Calheta

Luxury villa with private heated pool, garden and views of the sea and

Rental Home
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
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Superb Villa in a Stunning, Private, Peaceful Location | Villa Do Mar II, vacation rental in Calheta
Superb Villa in a Stunning, Private, Peaceful Location | Villa Do Mar II, vacation rental in Calheta
Superb Villa in a Stunning, Private, Peaceful Location | Villa Do Mar II, vacation rental in Calheta

Superb Villa in a Stunning, Private, Peaceful Location | Villa Do Mar II

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Delightful villa with infinity pool and outstanding views | Villa Do Mar III, vacation rental in Calheta
Delightful villa with infinity pool and outstanding views | Villa Do Mar III, vacation rental in Calheta
Delightful villa with infinity pool and outstanding views | Villa Do Mar III, vacation rental in Calheta

Delightful villa with infinity pool and outstanding views | Villa Do Mar III

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Modern, tranquil, A/C, heated pool. A balcony over the ocean! | Grayci’s House, vacation rental in Calheta
Modern, tranquil, A/C, heated pool. A balcony over the ocean! | Grayci’s House, vacation rental in Calheta
Modern, tranquil, A/C, heated pool. A balcony over the ocean! | Grayci’s House, vacation rental in Calheta

Modern, tranquil, A/C, heated pool. A balcony over the ocean! | Grayci’s House

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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In peaceful Prazeres overlooking the sea - The Old Cottage in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres overlooking the sea - The Old Cottage in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres overlooking the sea - The Old Cottage in Quinta Inácia, vacation rental in Calheta

In peaceful Prazeres overlooking the sea - The Old Cottage in Quinta Inácia

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW - Superb 5-bed in Calheta, pool, gym, billiards, A/C – Casa da Rosalina, vacation rental in Calheta
NEW - Superb 5-bed in Calheta, pool, gym, billiards, A/C – Casa da Rosalina, vacation rental in Calheta
NEW - Superb 5-bed in Calheta, pool, gym, billiards, A/C – Casa da Rosalina, vacation rental in Calheta

NEW - Superb 5-bed in Calheta, pool, gym, billiards, A/C – Casa da Rosalina

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Secluded Villa In Tropical Garden Paradise, Heated Pool & A/C | Villa Do Mar I, vacation rental in Calheta
Secluded Villa In Tropical Garden Paradise, Heated Pool & A/C | Villa Do Mar I, vacation rental in Calheta
Secluded Villa In Tropical Garden Paradise, Heated Pool & A/C | Villa Do Mar I, vacation rental in Calheta

Secluded Villa In Tropical Garden Paradise, Heated Pool & A/C | Villa Do Mar I

Rental Home
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Modern stylish villa, A/C, heated pool, sunny area of Calheta | Calheta Heights, vacation rental in Calheta
Modern stylish villa, A/C, heated pool, sunny area of Calheta | Calheta Heights, vacation rental in Calheta
Modern stylish villa, A/C, heated pool, sunny area of Calheta | Calheta Heights, vacation rental in Calheta

Modern stylish villa, A/C, heated pool, sunny area of Calheta | Calheta Heights

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Marisol Baixo - Apartment with stunning seaview, vacation rental in Calheta
Marisol Baixo - Apartment with stunning seaview, vacation rental in Calheta
Marisol Baixo - Apartment with stunning seaview, vacation rental in Calheta

Marisol Baixo - Apartment with stunning seaview

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stone House - Casa De Pedra, vacation rental in Calheta
Stone House - Casa De Pedra, vacation rental in Calheta
Stone House - Casa De Pedra, vacation rental in Calheta

Stone House - Casa De Pedra

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW - Special 2019 prices - Beautiful Modern Villa in Calheta – CalhetaScape, vacation rental in Calheta
NEW - Special 2019 prices - Beautiful Modern Villa in Calheta – CalhetaScape, vacation rental in Calheta
NEW - Special 2019 prices - Beautiful Modern Villa in Calheta – CalhetaScape, vacation rental in Calheta

NEW - Special 2019 prices - Beautiful Modern Villa in Calheta – CalhetaScape

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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LUXURIOUS VILLAGE - HEATED AND PRIVATE POOL VIEWS OF MOUNTAINS AND OCEAN, vacation rental in Calheta
LUXURIOUS VILLAGE - HEATED AND PRIVATE POOL VIEWS OF MOUNTAINS AND OCEAN, vacation rental in Calheta
LUXURIOUS VILLAGE - HEATED AND PRIVATE POOL VIEWS OF MOUNTAINS AND OCEAN, vacation rental in Calheta

LUXURIOUS VILLAGE - HEATED AND PRIVATE POOL VIEWS OF MOUNTAINS AND OCEAN

Rental Home
5 bedrooms
12 bathrooms
Sleeps 12
Match: Sleeps
More info
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In peaceful Prazeres with seaview and pool – Orchid Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Orchid Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Orchid Studio in Quinta Inácia, vacation rental in Calheta

In peaceful Prazeres with seaview and pool – Orchid Studio in Quinta Inácia

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cyane & Vigo's Cottage, vacation rental in Calheta
Cyane & Vigo's Cottage, vacation rental in Calheta
Cyane & Vigo's Cottage, vacation rental in Calheta

Cyane & Vigo's Cottage

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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CLIFF HOUSE - Casa da Falésia, vacation rental in Calheta
CLIFF HOUSE - Casa da Falésia, vacation rental in Calheta
CLIFF HOUSE - Casa da Falésia, vacation rental in Calheta

CLIFF HOUSE - Casa da Falésia

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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In peaceful Prazeres with seaview and pool – Sunflower Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Sunflower Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Sunflower Studio in Quinta Inácia, vacation rental in Calheta

In peaceful Prazeres with seaview and pool – Sunflower Studio in Quinta Inácia

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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In peaceful Prazeres with seaview and pool – Hibiscus Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Hibiscus Studio in Quinta Inácia, vacation rental in Calheta
In peaceful Prazeres with seaview and pool – Hibiscus Studio in Quinta Inácia, vacation rental in Calheta

In peaceful Prazeres with seaview and pool – Hibiscus Studio in Quinta Inácia

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lavender Cottage, vacation rental in Calheta
Lavender Cottage, vacation rental in Calheta
Lavender Cottage, vacation rental in Calheta

Lavender Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Hideaway Madeira, vacation rental in Calheta
The Hideaway Madeira, vacation rental in Calheta
The Hideaway Madeira, vacation rental in Calheta

The Hideaway Madeira

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Studio Garden View, vacation rental in Calheta
Studio Garden View, vacation rental in Calheta
Studio Garden View, vacation rental in Calheta

Studio Garden View

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Conceição House Madeira, vacation rental in Calheta
Conceição House Madeira, vacation rental in Calheta
Conceição House Madeira, vacation rental in Calheta

Conceição House Madeira

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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NEW! – Beautiful modern villa, A/C, heated pool, sea-view | Calheta Charm, vacation rental in Calheta
NEW! – Beautiful modern villa, A/C, heated pool, sea-view | Calheta Charm, vacation rental in Calheta
NEW! – Beautiful modern villa, A/C, heated pool, sea-view | Calheta Charm, vacation rental in Calheta

NEW! – Beautiful modern villa, A/C, heated pool, sea-view | Calheta Charm

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Premium contemporary villa set in sunny countryside with sea-views | Bella Vita, vacation rental in Calheta
Premium contemporary villa set in sunny countryside with sea-views | Bella Vita, vacation rental in Calheta
Premium contemporary villa set in sunny countryside with sea-views | Bella Vita, vacation rental in Calheta

Premium contemporary villa set in sunny countryside with sea-views | Bella Vita

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Studio One | Massapez | Faja da Ovelha | Calheta, vacation rental in Calheta
Studio One | Massapez | Faja da Ovelha | Calheta, vacation rental in Calheta
Studio One | Massapez | Faja da Ovelha | Calheta, vacation rental in Calheta

Studio One | Massapez | Faja da Ovelha | Calheta

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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, vacation rental in Calheta
, vacation rental in Calheta
, vacation rental in Calheta

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lovely NEW villa in Calheta, sea-view, special 2019 prices – Casa da Belita, vacation rental in Calheta
Lovely NEW villa in Calheta, sea-view, special 2019 prices – Casa da Belita, vacation rental in Calheta
Lovely NEW villa in Calheta, sea-view, special 2019 prices – Casa da Belita, vacation rental in Calheta

Lovely NEW villa in Calheta, sea-view, special 2019 prices – Casa da Belita

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Banda do Sol Self Catering - ROSEMARY COTTAGE, vacation rental in Calheta
Banda do Sol Self Catering - ROSEMARY COTTAGE, vacation rental in Calheta
Banda do Sol Self Catering - ROSEMARY COTTAGE, vacation rental in Calheta

Banda do Sol Self Catering - ROSEMARY COTTAGE

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Ideal for couples or families, sunny area surrounded by vines | Casa Vista Bela, vacation rental in Calheta
Ideal for couples or families, sunny area surrounded by vines | Casa Vista Bela, vacation rental in Calheta
Ideal for couples or families, sunny area surrounded by vines | Casa Vista Bela, vacation rental in Calheta

Ideal for couples or families, sunny area surrounded by vines | Casa Vista Bela

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful zen villa, panoramic sea-views and access to the beach Villa do Mar IV, vacation rental in Calheta
Beautiful zen villa, panoramic sea-views and access to the beach Villa do Mar IV, vacation rental in Calheta
Beautiful zen villa, panoramic sea-views and access to the beach Villa do Mar IV, vacation rental in Calheta

Beautiful zen villa, panoramic sea-views and access to the beach Villa do Mar IV

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Casa do Pastor | Casas da Levada, vacation rental in Calheta
Casa do Pastor | Casas da Levada, vacation rental in Calheta
Casa do Pastor | Casas da Levada, vacation rental in Calheta

Casa do Pastor | Casas da Levada

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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Lovingly resorted, Sunny Area, Views of Country & Ocean | Casa Das Orquideas, vacation rental in Calheta
Lovingly resorted, Sunny Area, Views of Country & Ocean | Casa Das Orquideas, vacation rental in Calheta
Lovingly resorted, Sunny Area, Views of Country & Ocean | Casa Das Orquideas, vacation rental in Calheta

Lovingly resorted, Sunny Area, Views of Country & Ocean | Casa Das Orquideas

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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DO NOT MISS OUT...Apartment with ocean view + , vacation rental in Calheta
DO NOT MISS OUT...Apartment with ocean view + , vacation rental in Calheta
DO NOT MISS OUT...Apartment with ocean view + , vacation rental in Calheta

DO NOT MISS OUT...Apartment with ocean view +

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Spectacular Villa ECOFontes, vacation rental in Calheta
Spectacular Villa ECOFontes, vacation rental in Calheta
Spectacular Villa ECOFontes, vacation rental in Calheta

Spectacular Villa ECOFontes

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Villa Santos Amazing sea views and beautiful house, vacation rental in Calheta
Villa Santos Amazing sea views and beautiful house, vacation rental in Calheta
Villa Santos Amazing sea views and beautiful house, vacation rental in Calheta

Villa Santos Amazing sea views and beautiful house

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beachfront cottage in sunny Calheta – the ideal hideaway | Cottage do Mar, vacation rental in Calheta
Beachfront cottage in sunny Calheta – the ideal hideaway | Cottage do Mar, vacation rental in Calheta
Beachfront cottage in sunny Calheta – the ideal hideaway | Cottage do Mar, vacation rental in Calheta

Beachfront cottage in sunny Calheta – the ideal hideaway | Cottage do Mar

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Marisol Cima - Apartment with stunning seaview, vacation rental in Calheta
Marisol Cima - Apartment with stunning seaview, vacation rental in Calheta
Marisol Cima - Apartment with stunning seaview, vacation rental in Calheta

Marisol Cima - Apartment with stunning seaview

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Great 3 bedroom villa with garden in Calheta, stunning views | Casa Amaro Sol, vacation rental in Calheta
Great 3 bedroom villa with garden in Calheta, stunning views | Casa Amaro Sol, vacation rental in Calheta
Great 3 bedroom villa with garden in Calheta, stunning views | Casa Amaro Sol, vacation rental in Calheta

Great 3 bedroom villa with garden in Calheta, stunning views | Casa Amaro Sol

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW A&M House II Luxury Holidays Home, vacation rental in Calheta
NEW A&M House II Luxury Holidays Home, vacation rental in Calheta
NEW A&M House II Luxury Holidays Home, vacation rental in Calheta

NEW A&M House II Luxury Holidays Home

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Casa de Turismo Rural, Parque Natural da Calheta, vacation rental in Calheta
Casa de Turismo Rural, Parque Natural da Calheta, vacation rental in Calheta
Casa de Turismo Rural, Parque Natural da Calheta, vacation rental in Calheta

Casa de Turismo Rural, Parque Natural da Calheta

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Showing results 1-50 of 247