Book Holiday Homes in Santana

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Featured Holiday Homes in Santana

House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character

Funchal
With a stay at this vacation home, you'll be centrally located in Funchal, within a 5-minute drive of CR7 Museum and Quinta das Cruzes Museum.
Opens in a new windowHouse / Villa - FunchalHouse with character
Beautiful large detached property heated pool close to the village of Calheta

Beautiful large detached property heated pool close to the village of Calheta

cahleta
Located in Calheta, this vacation home is by the sea, a 3-minute drive from Casa das Mudas Arts Center and 8 minutes from Laurisilva of Madeira.
Opens in a new windowBeautiful large detached property heated pool close to the village of Calheta
House / Villa - Arco da Calheta

House / Villa - Arco da Calheta

Arco da Calheta
Located in Calheta, this vacation home is by the sea, a 5-minute drive from Casa das Mudas Arts Center and 8 minutes from Church of Our Lady of Light.
Opens in a new windowHouse / Villa - Arco da Calheta
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Fortress Home II - In the historic center of Funchal

Fortress Home II - In the historic center of Funchal

Funchal
A stay at this vacation home places you in the heart of Funchal, within a 15-minute walk of CR7 Museum and Santa Clara Monastery.
Opens in a new windowFortress Home II - In the historic center of Funchal
Quinta das Vinhas

Quinta das Vinhas

3 out of 5
Lombo dos Serroes, Estreito da Calheta, Calheta
Located in Calheta, Quinta das Vinhas is in the mountains, within a 15-minute drive of Eglise de Faja da Ovelha and Paul do Mar Beach.
Opens in a new windowQuinta das Vinhas
Luxurious house with sea and mountain views

Luxurious house with sea and mountain views

Arco da calheta
Located in Calheta, this vacation home is by the ocean, a 5-minute drive from Casa das Mudas Arts Center and 7 minutes from Beachside Square.
Opens in a new windowLuxurious house with sea and mountain views
Vacation home with fantastic sea views in the first row

Vacation home with fantastic sea views in the first row

Canico de Baixo
With a stay at this vacation home in Santa Cruz, you'll be by the ocean, within a 15-minute drive of CR7 Museum and Ponta da Oliveira.
Opens in a new windowVacation home with fantastic sea views in the first row
Casa Félix, Calheta: Villa with unique view! Private Pool!

Casa Félix, Calheta: Villa with unique view! Private Pool!

Madeira
Located in Calheta, this vacation home is by the sea, within a 15-minute drive of Casa das Mudas Arts Center and Church of Our Lady of Light.
Opens in a new windowCasa Félix, Calheta: Villa with unique view! Private Pool!
House / Villa - Santa Cruz

House / Villa - Santa Cruz

Santa Cruz
A stay at this vacation home places you in the heart of Santa Cruz, steps from Palmeiras Beach and 14 minutes by foot from Aquaparque Madeira.
Opens in a new windowHouse / Villa - Santa Cruz
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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
1073 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$409
Popular accommodation
House / Villa - FunchalHouse with character, Beautiful large detached property heated pool close to the village of Calheta, House / Villa - Arco da Calheta, Fortress Home II - In the historic center of Funchal, Quinta das Vinhas, Luxurious house with sea and mountain views, Vacation home with fantastic sea views in the first row, Casa Félix, Calheta: Villa with unique view! Private Pool!, House / Villa - Santa Cruz

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 AU$409 per night from 20 Nov to 21 Nov
AU$409
20 Nov - 21 Nov
includes taxes & fees
With a stay at Hotel Quinta Do Furao in Santana (Santana), you'll be within a 5-minute drive of Santana Traditional Houses and Igreja Matriz de Santana.
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, Arco de S. Jorge, Santana
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 1 Dec to 2 Dec
AU$187
1 Dec - 2 Dec
includes taxes & fees
Located in Santana, Pestana Quinta do Arco Nature & Rose Garden Hotel is by the ocean, a 2-minute drive from Laurisilva of Madeira and 10 minutes from Eglise ...
Opens in a new windowPestana Quinta do Arco Nature & Rose Garden Hotel
The Vine

The Vine

5 out of 5
Rua Dos Aranhas, No. 27A, Funchal
When you stay at The Vine in Funchal, you'll be near the beach, within a 10-minute walk of CR7 Museum and Funchal Municipal Garden.
Opens in a new windowThe Vine
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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 AU$359 per night from 6 Nov to 7 Nov
AU$359
6 Nov - 7 Nov
includes taxes & fees
Located in Machico, Dreams Madeira Resort Spa & Marina - All Inclusive is by the ocean, a 1-minute drive from Sao Lourenco Point and 7 minutes from Whale ...
Opens in a new windowDreams Madeira Resort Spa & Marina - All Inclusive
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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.