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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 $161
CA $245 total
includes taxes & fees
Sep 30 - Oct 1
Grandpa's Hayloft
A modern two-story house with a grey facade, a green garage door, and a balcony.

2. 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
Dotty's House
A balcony with a view of the sea and neighboring buildings.

3. GuestReady - Alluring island retreat

GuestReady - Alluring island retreat
Santa Cruz
The price is CA $97
CA $273 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Alluring island retreat
A bedroom with two beds, a desk, and a chair.

4. Esfera I

Esfera I
Caniço
The price is CA $124
CA $472 total
includes taxes & fees
Sep 28 - Sep 29
Esfera I
A hotel room with a bed, bedside tables, a lamp, a window with curtains, and a view of trees.

5. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
The price is CA $186
CA $283 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Casa Garajau
A covered outdoor dining area with wicker furniture, white chairs, and a table set with plates, bowls, and cups.

6. 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 $400
CA $511 total
includes taxes & fees
Oct 25 - Oct 26
Apartment with garden - Casa Frangipani
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 CA $255
CA $409 total
includes taxes & fees
Oct 13 - Oct 14
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 CA $460
CA $584 total
includes taxes & fees
Sep 30 - Oct 1
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.

9. 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 $486
CA $493 total
includes taxes & fees
Oct 9 - Oct 10
Holiday Home "Casa T2" with Sea View, Private Terrace & Wi-Fi
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 CA $699
CA $875 total
includes taxes & fees
Oct 19 - Oct 20
House in Santa Cruz Centre - Casa do Beiral
A modern kitchen with a dining area, a large window, and a flat-screen TV.

11. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is CA $783
CA $944 total
includes taxes & fees
Oct 27 - Oct 28
GuestReady - Refúgio dos Anjos
A dining area with a table, chairs, and a view of the sea.

12. With sea view - Strategic Sunset House

With sea view - Strategic Sunset House
Santa Cruz
The price is CA $959
CA $1,367 total
includes taxes & fees
Oct 28 - Oct 29
With sea view - Strategic Sunset House
A living room with a sofa, a dining table, and a view of the ocean through large glass doors.

13. 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 $932
CA $1,081 total
includes taxes & fees
Oct 22 - Oct 23
Despertar do Sol – Cozy Home with Balcony
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.

14. 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 $299
CA $426 total
includes taxes & fees
Sep 29 - Sep 30
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.

15. 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 $495
CA $639 total
includes taxes & fees
Oct 1 - Oct 2
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.

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)
"Pros: A casa tinha um jardim maravilhoso e o anfitrião era muito amigável"
Portugal
Anonymous traveller
The price is CA $118
CA $223 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $89
CA $145 total
includes taxes & fees
Oct 9 - Oct 10
Alojamento Central Funchal
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs. There are large windows offering a view of the sea.

18. GuestReady - Typical place in Funchal

GuestReady - Typical place in Funchal
Funchal
The price is CA $130
CA $314 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Typical place in Funchal
A wooden door with glass panels, a potted plant with pink flowers, a round wooden table, and a barrel.

19. Holiday Home "Casal Do Farrobo" with Sea View, Private Terrace & Wi-Fi

Holiday Home "Casal Do Farrobo" with Sea View, Private Terrace & Wi-Fi
Funchal
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Doskonała lokalizacja pośród wielu lokalnych punktów gastronomicznych i sklepów. Niespotykany widok."
Poland
Anonymous traveller
The price is CA $786
CA $953 total
includes taxes & fees
Oct 14 - Oct 15
Holiday Home "Casal Do Farrobo" with Sea View, Private Terrace & Wi-Fi
A kitchen with a stone island, wooden bar stools, a brick backsplash, and wooden cabinets.

20. 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 $489
CA $496 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Home "Cayenne" with Sea View, Private Garden, and Wi-Fi
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

Sentido Galosol

Sentido Galosol

10/10 Excellent
"Had the most amazing stay at this hotel amd wish we could've stayed longer. The rooms were spacious and had everything we needed. The sea view was spectacular; sunset and sunrise were especially beautiful from the balcony. Breakfast had a wide selection and great coffee. We also took advantage of the snorkeling and swimming on the property which was great. Location wise, it was only a short drive from the airport and funchal. Overall this was one of the best hotels we have ever stayed and we would recommend anyone to stay here."
Rachel 3-night trip
Posted 2 days ago
Sentido Galosol

Find out more about Santa Cruz

Santa Cruz Vacation Homes information

Number of reviews
43
Accommodation
113 Vacation Homes
Lowest Price
CA $145
Highest Price
CA $1,416