Book Holiday Homes in Santana

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Featured Holiday Homes in Santana

House on the island of flowers between sky and sea. EXCEPTIONAL views

House on the island of flowers between sky and sea. EXCEPTIONAL views

Ribeira Brava Madeira Region
Stay at this family-friendly holiday home in Ribeira Brava. Enjoy free Wi-Fi, private pools and a garden. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowHouse on the island of flowers between sky and sea. EXCEPTIONAL views
Fortress Home II - In the historic center of Funchal

Fortress Home II - In the historic center of Funchal

Funchal Madeira Region
Stay at this holiday home in Funchal. Enjoy parking (surcharge), laundry facilities and patios. Popular attractions Quinta das Cruzes Museum and Santa Clara ...
Opens in a new windowFortress Home II - In the historic center of Funchal
Casas da Levada

Casas da Levada

Caminho da Corujeira, nº 20 Calheta Madeira
Stay at this family-friendly holiday home in Calheta. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Porto Moniz Natural Pools and Levada ...
Opens in a new windowCasas da Levada
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House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character

Funchal Madeira Region
Stay at this holiday home in Funchal. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Quinta das Cruzes Museum and Universo de Memorias ...
Opens in a new windowHouse / Villa - FunchalHouse with character
Villa Santos, spacious, sleeps up to  8 , relaxed area, with an amazing sea view

Villa Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view

Lombo Do Doutor Madeira
Stay at this family-friendly holiday home in Calheta. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Casa das Mudas Arts Center ...
Opens in a new windowVilla Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view
Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)

Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)

Arco da Calheta Madeira
Stay at this holiday home in Calheta. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada ...
Opens in a new windowCantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)
Luxurious house with sea and mountain views

Luxurious house with sea and mountain views

Arco da calheta Madeira Region
Stay at this beach holiday home in Calheta. Enjoy private pools, a beach locale and a water park. Popular attractions Casa das Mudas Arts Center and Cascata ...
Opens in a new windowLuxurious house with sea and mountain views
Relax in the middle of nature!!!

Relax in the middle of nature!!!

Arco da Calheta Madeira Region
Stay at this holiday home in Calheta. Enjoy a garden, laundry facilities and balconies. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada ...
Opens in a new windowRelax in the middle of nature!!!
Vacation home with fantastic sea views in the first row

Vacation home with fantastic sea views in the first row

Canico de Baixo Madeira
Stay at this holiday home in Santa Cruz. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Ponta da Oliveira and Road of Christ the King are located ...
Opens in a new windowVacation home with fantastic sea views in the first row
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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.

Santana Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Santana vacation homes are the perfect way for you to wing it.

Holiday houses in Santana let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Santana in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Santana adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Santana with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Santana vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Santana Holiday Homes essential information

Accommodation
1091 Holiday Homes
Lowest Price
NZ$238
Highest Price
NZ$983
Popular accommodation
House on the island of flowers between sky and sea. EXCEPTIONAL views, Fortress Home II - In the historic center of Funchal, Casas da Levada, House / Villa - FunchalHouse with character, Villa Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view, Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition), Luxurious house with sea and mountain views, Relax in the middle of nature!!!, Vacation home with fantastic sea views in the first row

Top trending hotels in Santana

Hotel Quinta Do Furao

Hotel Quinta Do Furao

4 out of 5
Achada Do Gramacho Santana
Fully refundableReserve now, pay when you stay
The price is NZ$425 per night from 11 Jan to 12 Jan
NZ$425
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this spa hotel in Santana. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Santana Traditional Houses and Madeira Theme Park are ...
Opens in a new windowHotel Quinta Do Furao
Pestana Quinta do Arco Nature & Rose Garden Hotel

Pestana Quinta do Arco Nature & Rose Garden Hotel

4 out of 5
Sítio da Lagoa Santana
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 19 Dec to 20 Dec
NZ$238
19 Dec - 20 Dec
includes taxes & fees
Stay at this business-friendly guesthouse in Santana. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Eglise de Jesus-Bom Senhor and Parque ...
Opens in a new windowPestana Quinta do Arco Nature & Rose Garden Hotel
Dreams Madeira Resort Spa & Marina - All Inclusive

Dreams Madeira Resort Spa & Marina - All Inclusive

5 out of 5
Sitio da Piedade Machico Madeira
Fully refundableReserve now, pay when you stay
The price is NZ$526 per night from 19 Dec to 20 Dec
NZ$526
19 Dec - 20 Dec
includes taxes & fees
Stay at this luxury hotel in Machico. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco Point ...
Opens in a new windowDreams Madeira Resort Spa & Marina - All Inclusive
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Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

5 out of 5
Estrada Monumental 139 Funchal
The price is NZ$983 per night from 19 Dec to 20 Dec
NZ$983
19 Dec - 20 Dec
includes taxes & fees
Stay at this luxury hotel in Funchal. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowReid's Palace, A Belmond Hotel, Madeira
Don't see what you're looking for?
See all available properties in Santana
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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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^Subject to availability and chosen travel dates.