A traditional thatched-roof house with a red door, blue shutters, and a white facade.

Santana Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Santana holiday rentals

1. Maison Sérénité - São Jorge

Maison Sérénité - São Jorge
São Jorge
9.4 out of 10, Exceptional, (3 reviews)
"Das Haus war sehr schön und es war wirklich sehr schön ruhig dort. Es gab einen Bäcker gleich in der Nähe und eine Bar wo man morgens Kaffee trinken konnte. Leider waren die abgebildeten Lounge Möbel nicht mehr vor Ort, statt dessen harte Betonbänke, was nicht so schön war. Es fehlen Liegen damit man entspannt dort chillen kann um zu lesen .....sonst war alles super. Das Auto konnte man direkt vor dem Haus parken und Supermärkte sind nicht weit entfernt."
United States
Tanja K.
The price is NZ$291
includes taxes & fees
13 Nov - 14 Nov
Maison Sérénité - São Jorge

2. Caldeirão Verde by Your Key

Caldeirão Verde by Your Key
Santana
The price is NZ$357
includes taxes & fees
20 Nov - 21 Nov
Caldeirão Verde by Your Key

3. GuestReady – Charming Getaway by Madeira's Nature

GuestReady – Charming Getaway by Madeira's Nature
Santana
8.6 out of 10, Excellent, (4 reviews)
"Clean, large property with excellent communication throughout."
United States
Amanda C.
GuestReady – Charming Getaway by Madeira's Nature

4. Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning

Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning
Santana
9.0 out of 10, Wonderful, (2 reviews)
"We had a great stay. The house was conform to the description and very clean. Our host was very reactif and ready to help. Thank you"
France
Natalie B.
The price is NZ$472
includes taxes & fees
12 Dec - 13 Dec
Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning

5. Studio 'Green Shelter - Guest House' with Mountain View, Wi-Fi and Air Conditioning

Studio 'Green Shelter - Guest House' with Mountain View, Wi-Fi and Air Conditioning
Santana
10.0 out of 10, Exceptional, (1 review)
"Lovely apartment with great views and a good location for exploring Madeira. The hot tub was amazing after a long day of hiking, and there was a small charcoal BBQ to use. There is also a small local bar a short walk up the road for groceries or a beer/poncha without needing to drive."
United States
Cara H.
Studio 'Green Shelter - Guest House' with Mountain View, Wi-Fi and Air Conditioning

6. In the heart of the north coast - Casa Afonso

In the heart of the north coast - Casa Afonso
São Jorge
10.0 out of 10, Exceptional, (2 reviews)
"Wir hatten eine schöne Zeit in dieser Unterkunft. Ruhig gelegen und gut ausgestattet. Guter Ausgangspunkt um die Nordseite Madeiras zu erkunden."
Germany
Ann-Katrin J.
The price is NZ$519
includes taxes & fees
9 Dec - 10 Dec
In the heart of the north coast - Casa Afonso

7. Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi

Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi
São Jorge santana
Studio 'Luci's House B' with Mountain View, Shared Terrace and Wi-Fi

8. Casa Colibrí – A Welcoming Retreat in Santana

Casa Colibrí – A Welcoming Retreat in Santana
Santana
The price is NZ$584
includes taxes & fees
9 Dec - 10 Dec
Casa Colibrí – A Welcoming Retreat in Santana

9. Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning

Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning
Sao Jorge
Sunset Village A Apartment with Sea View, Wi-Fi and Air Conditioning

10. Chalet 'Luci's House (A)' with Private Terrace

Chalet 'Luci's House (A)' with Private Terrace
São Jorge Madeira
7.4 out of 10, Good, (3 reviews)
"Property was in a great location, clean, welcoming, and a bargain. Slightly difficult to find the first time then was easy sailing. Communication from host was top notch. Only difficulty i experienced was adjusting to the height of ceilings. I struck my head routinely on the sloped ceilings, between rooms, and especially bathroom. I am approximately 71.5 inches/182cm for reference. My daughter at 63 inches/160cm was fine. All in all we enjoyed our stay!"
United States
Benjamin C.
The price is NZ$115
includes taxes & fees
12 Nov - 13 Nov
Chalet 'Luci's House (A)' with Private Terrace

11. Villa Guindaste I – Modern Villa with Sea View

Villa Guindaste I – Modern Villa with Sea View
Faial
10.0 out of 10, Exceptional, (1 review)
"Perfect location to explore the island"
United States
Romain D.
Villa Guindaste I – Modern Villa with Sea View

12. Casa de Campo Arco de São Jorge

Casa de Campo Arco de São Jorge
Santana
7.8 out of 10, Good, (16 reviews)
"We had a wonderful stay at Between the Sea and Mountains! The home was cozy with so much character. We enjoyed cooking on the BBQ outside in the little courtyard and in the kitchen, it had everything we needed. We loved ending our days on the balcony overlooking the ocean and mountain reflecting on the amazing day we had hiking. We would 100% recommend staying here!"
United States
Leah M.
The price is NZ$612
includes taxes & fees
23 Nov - 24 Nov
Casa de Campo Arco de São Jorge

13. Villa 'Da Olides - T3 and Studio' with Mountain View, Balcony, and Wi-Fi

Villa 'Da Olides - T3 and Studio' with Mountain View, Balcony, and Wi-Fi
Santana
Villa 'Da Olides - T3 and Studio' with Mountain View, Balcony, and Wi-Fi

14. Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning

Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning
Sao Jorge
Sunset Village B Apartment with Sea View, Wi-Fi and Air Conditioning

15. Vila Ventura Apartment Hotel

Vila Ventura Apartment Hotel
3.0 star property
Santa Cruz
9.8 out of 10, Exceptional, (7 reviews)
"-"
Netherlands
Tom
The price is NZ$175
includes taxes & fees
13 Nov - 14 Nov
Vila Ventura Apartment Hotel

16. Quinta de Santo António da Serra

Quinta de Santo António da Serra
3.0 star property
Santa Cruz
7.0 out of 10, Good, (17 reviews)
"Excellent environment, beautiful place , very helpful staff and owner, highly recommended "
Canada
Tak
The price is NZ$230
includes taxes & fees
24 Nov - 25 Nov
Quinta de Santo António da Serra

17. Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (72 reviews)
"A Great Place To Stay KLB Hutchinson Island Florida"
United States
Kenneth
The price is NZ$239
includes taxes & fees
29 Nov - 30 Nov
Three House Hotel

18. Grandpa's Hayloft

Grandpa's Hayloft
Santa Cruz
9.8 out of 10, Exceptional, (19 reviews)
"A very peaceful location with great proximity to the airport and near a pleasant village. It is a tidy and compact cottage that was perfect for our family and Patricia was very helpful. It was pleasant to sit outside the cottage and enjoy the lush greenery. It's best not to let kids wander up the driveway toward the main house as there are large guard dogs that can surprise you."
United States
Jennifer M.
The price is NZ$289
includes taxes & fees
12 Nov - 13 Nov
Grandpa's Hayloft

19. Curral das Freiras Apartementos- 2 - 4 People

Curral das Freiras Apartementos- 2 - 4 People
Curral das Freiras
10.0 out of 10, Exceptional, (3 reviews)
"Excellent experience from start to finish!"
United States
Monica B.
Curral das Freiras Apartementos- 2 - 4 People

20. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
The price is NZ$195
includes taxes & fees
14 Nov - 15 Nov
Atlântico Azul
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Santana Hotel Reviews

Find out more about Santana

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Santana holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Santana. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Santana. Seeing all the best attractions is bound to make you fall in love with Santana. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Santana short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Santana?

Yes, there are holiday rentals in Santana close to Madeira Theme Park, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Santana. Make sure you have time to check out the parks and wineries during your trip.

What are some of the best holiday rentals that Santana has to offer?

Casas da Levada: This holiday home rental outside of Santana is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. It offers a furnished patio, a terrace and a private garden so that you can immerse yourself in your holiday.

How many holiday rentals are there in Santana?

Expedia has 27 holiday rentals for your stay in Santana.

What can I see and do in Santana?

Pico Ruivo and PR11 Vereda dos Balcões are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Madeira Theme Park. While here, Santana Traditional Houses and Maze are other places worth a visit.

What are holiday rentals like in Santana?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Santana. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for small groups.