A pebble beach with people sunbathing and swimming, a white building with a red roof, and a rocky coastline with houses on a hillside in the background.

Holiday Homes in Santa Cruz

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Santa Cruz holiday homes

A wicker chair with a table and a bottle of wine on a stone-paved area with a stone wall and greenery in the background.

1. 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 €156
includes taxes & fees
17 Oct - 18 Oct
Grandpa's Hayloft
A hotel room with a bed, bedside tables, a lamp, a window with curtains, and a view of trees.

2. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
The price is €141
includes taxes & fees
12 Nov - 13 Nov
GuestReady - Casa Garajau
A modern two-story house with a grey facade, a green garage door, and a balcony.

3. Dotty's House

Dotty's House
Santa cruz
10.0 out of 10, Exceptional, (1 review)
"Great host. Met us at the airport to grab our luggage so we could explore the island. Super spot for a large family."
United States
Paul
The price is €146
includes taxes & fees
1 Nov - 2 Nov
Dotty's House
A balcony with a view of the sea and neighboring buildings.

4. GuestReady - Alluring island retreat

GuestReady - Alluring island retreat
Santa Cruz
The price is €211
includes taxes & fees
22 Oct - 23 Oct
GuestReady - Alluring island retreat
A covered outdoor dining area with wicker furniture, white chairs, and a table set with plates, bowls, and cups.

5. Apartment with garden - Casa Frangipani

Apartment with garden - Casa Frangipani
Caniço
9.6 out of 10, Exceptional, (4 reviews)
"Definitely stay here! The owner was communicative and quite helpful. The apartment was comfortable. The view was excellent! This one is a good one! :-)"
United States
David C.
The price is €255
includes taxes & fees
9 Nov - 10 Nov
Apartment with garden - Casa Frangipani
A modern kitchen with a dining area, a large window, and a flat-screen TV.

6. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is €360
includes taxes & fees
17 Oct - 18 Oct
GuestReady - Refúgio dos Anjos
A modern living room with a sofa, a coffee table, and a potted plant.

7. Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi

Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi
Camacha
10.0 out of 10, Exceptional, (1 review)
"Very noch hosts, very clean, easy to park your car, 2 nice local bars in the vicinity"
Austria
Klaus W.
The price is €227
includes taxes & fees
15 Oct - 16 Oct
Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi
A bedroom with two beds, a bedside table, a coat rack, and a large window with curtains.

8. Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi

Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"Pros: Maison très spacieuse pour 4, avec de beaux espaces extérieurs dont nous avons bien profité. Maison très bien équipée avec possibilité de stationnement juste devant."
France
Anonymous traveller
The price is €394
includes taxes & fees
30 Oct - 31 Oct
Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi
A living room with a sofa, a dining table, and a view of the ocean through large glass doors.

9. Despertar do Sol – Cozy Home with Balcony

Despertar do Sol – Cozy Home with Balcony
Gaula
10.0 out of 10, Exceptional, (2 reviews)
"OMG, this location is very beautiful and excellent."
United States
Maciej M.
The price is €368
includes taxes & fees
13 Nov - 14 Nov
Despertar do Sol – Cozy Home with Balcony
A table with a basket of bread, a bowl, and a mug, set against a view of a white building with a clock tower.

10. House in Santa Cruz Centre - Casa do Beiral

House in Santa Cruz Centre - Casa do Beiral
Santa Cruz
9.2 out of 10, Wonderful, (5 reviews)
"It was lovely staying right in the centre of Santa Cruz. The apartment was comfortable and stylish and the garden was amazing. Would definitely recommend people to stay in the place."
United States
Fien D.
The price is €487
includes taxes & fees
19 Oct - 20 Oct
House in Santa Cruz Centre - Casa do Beiral
A room with a large sliding glass door leading to a balcony with a view of the ocean. There is a sofa and a table with chairs on the balcony.

11. GuestReady - Madeiran paradise with ocean view

GuestReady - Madeiran paradise with ocean view
Caniço
6.0 out of 10, (1 review)
"Es ist ein sehr schönes Haus mit einer grossartigen Lage. Leider gibt es unangenehmen Geruch in den sanitären Anlagen und es gibt Ameisen im Haus. Die Zimmeraufteilung sollte besser in den Angebotsdetails/Ausschreibung ersichtlich sein. Das Haus ist nicht geeignet für 3 Personen die nicht familiär sind. Der Zugang zum Haus sollte besser beschrieben werden. Wir benötigten Hilfe vom Support Team. "
Germany
Enrico W.
GuestReady - Madeiran paradise with ocean view
A modern kitchen with a refrigerator, a sink, and a bar area with stools. There are two chairs and a sofa in the living area.

12. Holiday Home "Casa Vila Garajau" with Pool, Terrace & Wi-Fi

Holiday Home "Casa Vila Garajau" with Pool, Terrace & Wi-Fi
Caniço
8.8 out of 10, Excellent, (6 reviews)
"the villa was really nice but some details were not so accurate. Anyway our staying there was beutiful and the owner really friendly and kind."
Italy
Daniele Natale
The price is €602
includes taxes & fees
31 Oct - 1 Nov
Holiday Home "Casa Vila Garajau" with Pool, Terrace & Wi-Fi
A dining area with a table, chairs, and a view of the sea.

13. With sea view - Strategic Sunset House

With sea view - Strategic Sunset House
Santa Cruz
The price is €874
includes taxes & fees
4 Nov - 5 Nov
With sea view - Strategic Sunset House
A modern kitchen with a large window, a dining table, and a view of greenery outside.

14. Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi

Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi
Gaula
10.0 out of 10, Exceptional, (2 reviews)
"Pros: The house is spacious and very well equipped with everything you need! The terrace is lovely with an incredible view of the ocean. Alvaro, the host is great and very accommodating. He even left us a lot of bananas, which were delicious. He answered all of our questions and provided us with all of the information we need. The car included was good and did a good job. Cons: Only negative was the water - it takes some time for the hot water to come and then it changes suddenly to cold, while...
United States
Anonymous traveller
Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi
A modern bathroom with a glass-enclosed shower, a white sink with a marble countertop, and a mirror.

15. Holiday Home 'Belavista' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Belavista' with Sea View, Wi-Fi and Air Conditioning
Gaula
Holiday Home 'Belavista' with Sea View, Wi-Fi and Air Conditioning
A hotel room with a bed, pillows, a neatly made bed, a balcony with a view, and a chair.

16. Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi

Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
Água de Pena
10.0 out of 10, Exceptional, (1 review)
The price is €131
includes taxes & fees
17 Oct - 18 Oct
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
A hotel entrance with a modern design, featuring a glass door, a staircase leading inside, and a visible reception area with a decorative wall and plants.

17. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is €94
includes taxes & fees
15 Oct - 16 Oct
Alojamento Central Funchal
A kitchen with a stone island, wooden bar stools, a brick backsplash, and wooden cabinets.

18. Holiday Home "Cayenne" with Sea View, Private Garden, and Wi-Fi

Holiday Home "Cayenne" with Sea View, Private Garden, and Wi-Fi
Santa Cruz
9.2 out of 10, Wonderful, (5 reviews)
"The property is very homely with good facilities. We felt very happy and relaxed there. Our host was keen to make sure our stay was all we’d hoped for. Public transport around the island was excellent. "
United Kingdom
Sheila
The price is €443
includes taxes & fees
28 Oct - 29 Oct
Holiday Home "Cayenne" with Sea View, Private Garden, and Wi-Fi
A wicker chair with a metal frame, a table, and a view of a building and trees in the background.

19. GuestReady - Funchal Hideaway with BBQ

GuestReady - Funchal Hideaway with BBQ
Funchal
The price is €182
includes taxes & fees
3 Nov - 4 Nov
GuestReady - Funchal Hideaway with BBQ
A modern living room with a grey sofa, a wooden coffee table, and a TV on a wooden stand. A staircase with wooden steps and metal railings leads to another room.

20. Serenity House - São Jorge

Serenity House - 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.
Serenity House - São Jorge
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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Top Santa Cruz Hotel Reviews

Garajau Madeira Hotel

Garajau Madeira Hotel

8/10 Good
"Friendly, & helpful staff. Room was clean and had a nice balcony and small kitchenette. No Air in the room. Nice to have breakfast included."
Robyn 2-night trip
Posted 1 day ago
Garajau Madeira Hotel

Find out more about Santa Cruz

Santa Cruz Holiday Homes information

Number of reviews
46
Accommodation
117 Holiday Homes
Lowest Price
€94
Highest Price
€874