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.

Search Vacation Homes in Santa Cruz

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥17,719
￥27,110 total
includes taxes & fees
Oct 12 - Oct 13
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
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
Dotty's House
A modern living room with a sofa, a coffee table, a TV, and a balcony with a view.

4. Casa do Lombo

Casa do Lombo
Gaula
Casa do Lombo
A table with a basket of bread, a bowl, and a mug, set against a view of a white building with a clock tower.

5. 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 ￥76,901
￥96,259 total
includes taxes & fees
Oct 20 - Oct 21
House in Santa Cruz Centre - Casa do Beiral
A modern living room with a sofa, a coffee table, and a potted plant.

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 ￥28,091
￥45,007 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi
A covered outdoor dining area with wicker furniture, white chairs, and a table set with plates, bowls, and cups.

7. 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.
Apartment with garden - Casa Frangipani
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 traveler
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 traveler
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.

10. GuestReady - Refúgio dos Anjos

GuestReady - Refúgio dos Anjos
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
The price is ￥61,449
￥79,168 total
includes taxes & fees
Oct 10 - Oct 11
GuestReady - Refúgio dos Anjos
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.
The price is ￥32,833
￥46,831 total
includes taxes & fees
Oct 7 - Oct 8
GuestReady - Madeiran paradise with ocean view
A living room with a sofa, a dining table, and a view of the ocean through large glass doors.

12. 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 ￥60,475
￥76,820 total
includes taxes & fees
Nov 3 - Nov 4
Despertar do Sol – Cozy Home with Balcony
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.

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
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
With sea view - Strategic Sunset House
A hotel room with a bed, pillows, a neatly made bed, a balcony with a view, and a chair.

15. 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 traveler
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
A kitchen with a stone island, wooden bar stools, a brick backsplash, and wooden cabinets.

16. 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
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.

17. GuestReady - Funchal Hideaway with BBQ

GuestReady - Funchal Hideaway with BBQ
Funchal
The price is ￥11,326
￥31,579 total
includes taxes & fees
Oct 7 - Oct 8
GuestReady - Funchal Hideaway with BBQ
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.

18. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is ￥9,745
￥15,911 total
includes taxes & fees
Oct 20 - Oct 21
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.

19. GuestReady - Typical place in Funchal

GuestReady - Typical place in Funchal
Funchal
GuestReady - Typical place in Funchal
A laptop on a table with an open book and a muffin on a saucer.

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 ￥29,023
￥45,679 total
includes taxes & fees
Oct 8 - Oct 9
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Cruz Hotel Reviews

Sentido Galosol

Sentido Galosol

10/10 Excellent
"Sentido Galosol was fantastic! It was so clean, quiet, peaceful, and scenic. Everything we wanted for our stay."
Alison 1-night trip
Posted 3 hours ago
Sentido Galosol

Find out more about Santa Cruz

Santa Cruz Vacation Homes information

Number of reviews
43
Accommodation
113 Vacation Homes
Lowest Price
￥15,911
Highest Price
￥96,259