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.

Santa Cruz Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Santa Cruz vacation 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 CA $158
CA $242 total
includes taxes & fees
Oct 24 - Oct 25
Grandpa's Hayloft
A table with a basket of bread, a bowl, and a mug, set against a view of a white building with a clock tower.

2. 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 CA $192
CA $365 total
includes taxes & fees
Nov 7 - Nov 8
House in Santa Cruz Centre - Casa do Beiral
A yellow building with a red roof, surrounded by dense vegetation and a clear sky.

3. GuestReady - Casa do Feno

GuestReady - Casa do Feno
Santa Cruz
8.0 out of 10, Very good, (1 review)
"Logement fonctionnel à proximité d'une voie express qui limite le temps à profiter en extérieur. Le logement est cosy avec des arbres fruitiers"
France
Fabrice D.
The price is CA $119
CA $215 total
includes taxes & fees
Nov 16 - Nov 17
GuestReady - Casa do Feno
A hotel room with a bed, bedside tables, a lamp, a window with curtains, and a view of trees.

4. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
The price is CA $90
CA $185 total
includes taxes & fees
Oct 27 - Oct 28
GuestReady - Casa Garajau
A balcony with a view of the sea and neighboring buildings.

5. GuestReady - Alluring island retreat

GuestReady - Alluring island retreat
Santa Cruz
The price is CA $112
CA $285 total
includes taxes & fees
Nov 15 - Nov 16
GuestReady - Alluring island retreat
A bedroom with two beds, a desk, and a chair.

6. Esfera I

Esfera I
Caniço
The price is CA $122
CA $462 total
includes taxes & fees
Oct 22 - Oct 23
Esfera I
A modern two-story house with a grey facade, a green garage door, and a balcony.

7. 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 CA $190
CA $225 total
includes taxes & fees
Nov 1 - Nov 2
Dotty's House
A living room with a sofa, a dining table, and a view of the ocean through large glass doors.

8. 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 CA $269
CA $415 total
includes taxes & fees
Nov 3 - Nov 4
Despertar do Sol – Cozy Home with Balcony
A covered outdoor dining area with wicker furniture, white chairs, and a table set with plates, bowls, and cups.

9. 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 CA $295
CA $404 total
includes taxes & fees
Oct 28 - Oct 29
Apartment with garden - Casa Frangipani
A modern living room with a sofa, a coffee table, and a potted plant.

10. 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 CA $251
CA $402 total
includes taxes & fees
Oct 29 - Oct 30
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.

11. 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 CA $324
CA $446 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi
A modern kitchen with a large window, a dining table, and a view of greenery outside.

12. 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
The price is CA $477
CA $484 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi
A modern kitchen with a dining area, a large window, and a flat-screen TV.

13. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is CA $411
CA $570 total
includes taxes & fees
Oct 25 - Oct 26
GuestReady - Refúgio dos Anjos
A dining area with a table, chairs, and a view of the sea.

14. With sea view - Strategic Sunset House

With sea view - Strategic Sunset House
Santa Cruz
The price is CA $491
CA $891 total
includes taxes & fees
Nov 4 - Nov 5
With sea view - Strategic Sunset House
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.

15. 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.
The price is CA $441
CA $566 total
includes taxes & fees
Nov 20 - Nov 21
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.

16. 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 CA $486
CA $627 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home "Casa Vila Garajau" with Pool, Terrace & Wi-Fi
A hotel room with a bed, pillows, a neatly made bed, a balcony with a view, and a chair.

17. 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)
"Pros: A casa tinha um jardim maravilhoso e o anfitrião era muito amigável"
Portugal
Anonymous traveller
The price is CA $105
CA $208 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
A hotel room with a bed, two nightstands, a window, and a headboard with vertical slats.

18. Sunshine 1

Sunshine 1
3.0 star property
Câmara de Lobos
The price is CA $173
CA $282 total
includes taxes & fees
Oct 21 - Oct 22
Sunshine 1
A kitchen with a stone island, wooden bar stools, a brick backsplash, and wooden cabinets.

19. 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 CA $521
CA $527 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Home "Cayenne" with Sea View, Private Garden, and 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.

20. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is CA $87
CA $142 total
includes taxes & fees
Oct 21 - Oct 22
Alojamento Central Funchal
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

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

10/10 Excellent
"Beautiful views. Food was amazing and so was the service. Entertainment was great too."
Luz 2-night trip
Posted 1 day ago
Hotel Riu Madeira - All Inclusive

Find out more about Santa Cruz

Santa Cruz Vacation Homes information

Number of reviews
44
Accommodation
113 Vacation Homes
Lowest Price
CA $142
Highest Price
CA $891