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.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Santa Cruz vacation homes

Property grounds

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 ￥18,399
￥27,966 total
includes taxes & fees
Sep 19 - Sep 20
Grandpa's Hayloft
Living area

2. Casa do Lombo

Casa do Lombo
Gaula
The price is ￥19,319
￥54,221 total
includes taxes & fees
Sep 4 - Sep 5
Casa do Lombo
Exterior

3. GuestReady - Casa do Feno

GuestReady - Casa do Feno
Santa Cruz
The price is ￥22,814
￥34,037 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Casa do Feno
Property grounds

4. Dotty's House

Dotty's House
Santa cruz
The price is ￥20,054
￥24,102 total
includes taxes & fees
Sep 21 - Sep 22
Dotty's House
Interior

5. 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 ￥26,253
￥43,818 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi
Outdoor dining

6. 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 ￥51,924
￥72,215 total
includes taxes & fees
Sep 20 - Sep 21
House in Santa Cruz Centre - Casa do Beiral
Room

7. 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 traveler
The price is ￥77,011
￥91,346 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi
Dining

8. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is ￥103,768
￥122,167 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Refúgio dos Anjos
Room

9. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
The price is ￥36,429
￥47,468 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Casa Garajau
Living area

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
Dining

11. With sea view - Strategic Sunset House

With sea view - Strategic Sunset House
Santa Cruz
The price is ￥101,573
￥148,562 total
includes taxes & fees
Sep 27 - Sep 28
With sea view - Strategic Sunset House
Living area

12. 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
Living area

13. 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
Interior

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 traveler
The price is ￥151,454
￥152,190 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi
Room

15. 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 traveler
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden and Wi-Fi Access
Exterior detail

16. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is ￥10,119
￥16,522 total
includes taxes & fees
Sep 11 - Sep 12
Alojamento Central Funchal
Living area

17. Funchal Sea View - By WeHostMadeira

Funchal Sea View - By WeHostMadeira
Funchal
The price is ￥24,211
￥45,049 total
includes taxes & fees
Sep 5 - Sep 6
Funchal Sea View - By WeHostMadeira
Living area

18. 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.
The price is ￥19,208
￥38,711 total
includes taxes & fees
Sep 4 - Sep 5
Serenity House - São Jorge
Living area

19. GuestReady - Typical place in Funchal

GuestReady - Typical place in Funchal
Funchal
The price is ￥14,857
￥41,351 total
includes taxes & fees
Sep 6 - Sep 7
GuestReady - Typical place in Funchal
Outdoor dining

20. Above Funchal · A Hillside Home with Ocean Views

Above Funchal · A Hillside Home with Ocean Views
Funchal
10.0 out of 10, Exceptional, (1 review)
The price is ￥33,431
￥50,890 total
includes taxes & fees
Sep 23 - Sep 24
Above Funchal · A Hillside Home with Ocean Views
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

Albatroz Beach & Yacht Club

Albatroz Beach & Yacht Club

10/10 Excellent
"The staff is absolutely wonderful—helpful, polite, and attentive without being overly formal or intrusive. It is rare to find such genuinely high-quality service. The ocean-water swimming pool is simply stunning, probably the most beautiful one I have ever seen. We had a truly lovely stay."
marie-automne 3-night trip
Posted 4 days ago
Albatroz Beach & Yacht Club

Find out more about Santa Cruz

Santa Cruz Vacation Homes information

Number of reviews
41
Accommodation
113 Vacation Homes
Lowest Price
￥16,522
Highest Price
￥152,190