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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Our top choices for Santa Cruz holiday homes

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
19 Sept - 20 Sept
Grandpa's Hayloft

2. Casa do Lombo

Casa do Lombo
Gaula
The price is €294
includes taxes & fees
30 Aug - 31 Aug
Casa do Lombo

3. Dotty's House

Dotty's House
Santa cruz
The price is €135
includes taxes & fees
21 Sept - 22 Sept
Dotty's House

4. Esfera I

Esfera I
Caniço
Esfera I

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 €279
includes taxes & fees
26 Sept - 27 Sept
Apartment with garden - Casa Frangipani

6. 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 €254
includes taxes & fees
5 Sept - 6 Sept
Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi

7. 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 €389
includes taxes & fees
20 Sept - 21 Sept
House in Santa Cruz Centre - Casa do Beiral

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 €419
includes taxes & fees
5 Sept - 6 Sept
Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi

9. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
GuestReady - Casa Garajau

10. 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.
Despertar do Sol – Cozy Home with Balcony

11. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is €447
includes taxes & fees
6 Sept - 7 Sept
GuestReady - Refúgio dos Anjos

12. With sea view - Strategic Sunset House

With sea view - Strategic Sunset House
Santa Cruz
The price is €811
includes taxes & fees
26 Sept - 27 Sept
With sea view - Strategic Sunset House

13. 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

14. 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
Holiday Home "Casa Vila Garajau" with Pool, Terrace & Wi-Fi

15. 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

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

Holiday Home 'Refugio Dourado' with Sea View, Shared Garden and Wi-Fi Access
Água de Pena
10.0 out of 10, Exceptional, (1 review)
"Pros: A casa tinha um jardim maravilhoso e o anfitrião era muito amigável"
Portugal
Anonymous traveller
The price is €144
includes taxes & fees
15 Sept - 16 Sept
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden and Wi-Fi Access

17. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is €94
includes taxes & fees
30 Aug - 31 Aug
Alojamento Central Funchal

18. Eva's House

Eva's House
Funchal
Eva's House

19. Casa do Romaninho

Casa do Romaninho
Porto da Cruz
9.0 out of 10, Wonderful, (4 reviews)
"The house is very nice and comfortable. It's very clean, spacious and very well equipped. It also has a magnificent view to the mountains and the ocean. The owner was very kind and responsive. Overall it was a great time for us."
France
Serguei K.
Casa do Romaninho

20. Casa Afonso

Casa Afonso
Funchal
10.0 out of 10, Exceptional, (3 reviews)
"House is lovely, very high tech. It has a beautiful view. Only problem was the house is also very high up a very narrow road. Parking in a large car is difficult but doable."
United States
Reid C.
The price is €352
includes taxes & fees
2 Sept - 3 Sept
Casa Afonso
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

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Santa Cruz Holiday Homes information

Number of reviews
49
Accommodation
113 Holiday Homes
Lowest Price
€94
Highest Price
€811