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 rentals

A multi-story building with balconies, a tiled roof, and a garden area.

1. Vila Ventura Apartment Hotel

Vila Ventura Apartment Hotel
3.0 star property
Santa Cruz
9.8 out of 10, Exceptional, (7 reviews)
"-"
Netherlands
Tom
The price is ￥14,446
￥15,727 total
includes taxes & fees
Nov 1 - Nov 2
Vila Ventura Apartment Hotel
A clear view of a swimming pool with a view of the ocean and surrounding trees.

2. Garajau Madeira Hotel

Garajau Madeira Hotel
3.0 star property
Santa Cruz
7.4 out of 10, Good, (518 reviews)
"Nice place to stay, Clean and spacious!"
United States
Lalit
The price is ￥11,547
￥12,712 total
includes taxes & fees
Nov 24 - Nov 25
Garajau Madeira Hotel
A modern living room with a spiral staircase, a sofa, a dining table, and a kitchen area.

3. Encanto Santa Cruz

Encanto Santa Cruz
Santa Cruz
9.0 out of 10, Wonderful, (2 reviews)
"Agradeço ao Sr. Olavo, pela recepção e disponibilidade."
United States
miguel v.
The price is ￥15,650
￥37,553 total
includes taxes & fees
Oct 26 - Oct 27
Encanto Santa Cruz
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.

4. 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 ￥17,573
￥26,887 total
includes taxes & fees
Oct 27 - Oct 28
Grandpa's Hayloft
A small red building with a white door and windows, surrounded by lush greenery and pink flowers.

5. Quinta de Santo António da Serra

Quinta de Santo António da Serra
3.0 star property
Santa Cruz
7.0 out of 10, Good, (17 reviews)
"Excellent environment, beautiful place , very helpful staff and owner, highly recommended "
Canada
Tak
The price is ￥18,869
￥20,514 total
includes taxes & fees
Oct 27 - Oct 28
Quinta de Santo António da Serra
A modern kitchen with a black countertop, stainless steel appliances, and a window with blinds.

6. In the centre, with balcony - Santa Cruz II

In the centre, with balcony - Santa Cruz II
Santa Cruz
10.0 out of 10, Exceptional, (2 reviews)
"Alles so wie in der Beschreibung der Wohnung vorgefunden. Bestens. "
Germany
Regina H.
The price is ￥20,203
￥36,381 total
includes taxes & fees
Nov 9 - Nov 10
In the centre, with balcony - Santa Cruz II
A room with a large window offering a view of a mountainous landscape with lush greenery and a cloudy sky.

7. GuestReady - A modern and peaceful stay

GuestReady - A modern and peaceful stay
Santa Cruz
8.0 out of 10, Very good, (1 review)
"Very well equipped and pleasant well located A little difficult to find, more details needed"
United States
ANTONIO José D.
The price is ￥14,050
￥26,007 total
includes taxes & fees
Oct 30 - Oct 31
GuestReady - A modern and peaceful stay
A table with a basket of bread, a bowl, and a mug, set against a view of a white building with a clock tower.

8. 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 ￥21,310
￥40,508 total
includes taxes & fees
Nov 7 - Nov 8
House in Santa Cruz Centre - Casa do Beiral
A balcony with a view of the sea, wicker furniture, potted plants, and a small table.

9. Magos Sunrise - Apt with sea view

Magos Sunrise - Apt with sea view
Santa Cruz
10.0 out of 10, Exceptional, (3 reviews)
"Great views with a comfortable apartment. Within walking distance to the beach, restaurants, and minimal shopping. I hope you like hills. If you do, this location is a must."
United States
George H.
The price is ￥8,365
￥20,666 total
includes taxes & fees
Oct 27 - Oct 28
Magos Sunrise - Apt with sea view
A stone house with a swimming pool and a view of the sea.

10. CASAS DO LARANJO- Cottages Infinity Pool by brugrani

CASAS DO LARANJO- Cottages Infinity Pool by brugrani
3.0 star property
Santa Cruz
8.0 out of 10, Very good, (5 reviews)
"The house itself was beautiful and the host along with the housekeeper were very responsive. The pool was not heated as indicated in description. We enjoyed freshly baked bread the host provided during our stay. The bathroom sometimes had a sewer smell and required us to open and air the house out. They will be correcting the plumbing issue that resulted in fresh water flow from the toilet during our stay. They were very responsive in the clean up. "
United States
Chathurani
The price is ￥21,118
￥39,722 total
includes taxes & fees
Oct 26 - Oct 27
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
A modern living room with a dining area, a sofa, a coffee table, and a balcony with a view.

11. GuestReady - Apartment with pool in Garajau

GuestReady - Apartment with pool in Garajau
Caniço
The price is ￥9,416
￥21,725 total
includes taxes & fees
Nov 2 - Nov 3
GuestReady - Apartment with pool in Garajau
A poolside area with steps leading to a pool, lounge chairs, and a stone wall.

12. Suite 6 - Ocean and garden view

Suite 6 - Ocean and garden view
Gaula
The price is ￥14,497
￥22,229 total
includes taxes & fees
Oct 27 - Oct 28
Suite 6 - Ocean and garden view
A modern living room with a glass dining table, grey chairs, a dark blue sofa with patterned cushions, and a potted plant.

13. GueatReady - Ocean view retreat in Caniço

GueatReady - Ocean view retreat in Caniço
Caniço
10.0 out of 10, Exceptional, (1 review)
"Amazing view with balcony. Quiet location and private parking. Comfortable and clean."
United States
Karine Y.
The price is ￥24,214
￥34,941 total
includes taxes & fees
Oct 30 - Oct 31
GueatReady - Ocean view retreat in Caniço
A balcony with a dining table, chairs, a potted plant, and a view of buildings through a glass door.

14. GuestReady - Paradisus Residence Atlantic Retreat

GuestReady - Paradisus Residence Atlantic Retreat
Caniço
9.0 out of 10, Wonderful, (2 reviews)
"Apartamento com boas áreas, em muito bom estado, com tudo o que é necessário! Bem localizado. Recomendo!"
Portugal
Rodrigues N.
The price is ￥13,179
￥25,480 total
includes taxes & fees
Nov 11 - Nov 12
GuestReady - Paradisus Residence Atlantic Retreat
A bedroom with a bed, pillows, a bedside lamp, and a view of the sea through an open door.

15. GuestReady - Sea-View Stay

GuestReady - Sea-View Stay
Caniço
10.0 out of 10, Exceptional, (3 reviews)
"The location and unit were great. Views from the 2 balconies were wonderful. Communication with the property management was good, but check in was a little complicated as you have to pick up you key at their office, which isn't far from the unit, but difficult to access. Would be a lot easier if the key lock was located at the property itself. Other than that, the unit itself was wonderful."
Canada
Jane Y.
GuestReady - Sea-View Stay
A rooftop swimming pool with lounge chairs, a view of a hillside with buildings, and a modern building with large windows.

16. GuestReady - Madeiran mountain view with pool

GuestReady - Madeiran mountain view with pool
Caniço
The price is ￥18,223
￥28,942 total
includes taxes & fees
Oct 27 - Oct 28
GuestReady - Madeiran mountain view with pool
A room with a large sliding glass door leading to a balcony with a view of the sea and greenery.

17. GuestReady - Madeira Oasis Getaway

GuestReady - Madeira Oasis Getaway
Caniço
10.0 out of 10, Exceptional, (2 reviews)
"Superbe appartement 😁 , exactement comme sur les photos, grand, propre, confortable. Vraiment très bien placé ( 10 minutes de Funchal ) . Excellent rapport qualité/ prix"
United States
SEVERINE H.
The price is ￥33,739
￥45,688 total
includes taxes & fees
Nov 24 - Nov 25
GuestReady - Madeira Oasis Getaway
A balcony with a glass railing, a chair, a small table with a cup and a plate of fruit, and a view of houses on a hillside.

18. Wings Apartment II – With Balcony in Santa Cruz

Wings Apartment II – With Balcony in Santa Cruz
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"Wszystko zgodnie jak w ogłoszeniu. Godne polecenia."
United States
Aneta K.
The price is ￥19,451
￥42,691 total
includes taxes & fees
Nov 21 - Nov 22
Wings Apartment II – With Balcony in Santa Cruz
A balcony with a view of the sea, a hanging chair, and red flowers.

19. Close to Funchal, Cozy Apartment with Large Southwest Terrace for Chilling

Close to Funchal, Cozy Apartment with Large Southwest Terrace for Chilling
Caniço
The price is ￥16,026
￥31,560 total
includes taxes & fees
Oct 25 - Oct 26
Close to Funchal, Cozy Apartment with Large Southwest Terrace for Chilling
A table with a view of the ocean, a stone wall, and a potted plant.

20. Infinito Azul Apartment

Infinito Azul Apartment
Caniço
9.6 out of 10, Exceptional, (16 reviews)
"Very good property good location and quiet. Good level of cleanliness. Could do with a few more pillows and boiler was a little noisy when sleeping. But overall good "
United Kingdom
Phillip C.
The price is ￥15,815
￥29,697 total
includes taxes & fees
Nov 18 - Nov 19
Infinito Azul Apartment
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 5 days ago
Hotel Riu Madeira - All Inclusive

Find out more about Santa Cruz

Search for holiday rentals in Santa Cruz on Expedia! You can easily find your home rentals, villas, holiday apartments in Santa Cruz using one of the methods below:

  • View our selection of featured holiday rentals in Santa Cruz
  • Use the map to find apartments and other holiday homes in the Santa Cruz neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Santa Cruz while they last

Look no further and take a look at our great range of rental properties in Santa Cruz!

Frequently asked questions

Can I find a vacation rental in Santa Cruz?

Yes, you can find vacation rentals in Santa Cruz close to Aquaparque Madeira, or you can go with a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and beaches in Santa Cruz. Make sure you have time to check out the sporting events while you're in the area.

What's the top vacation rental that Santa Cruz has to offer?

Charming 2 Bedroom House with Comfortable Living in Camacha: Visitors give good reviews to this Santa Cruz vacation home rental, which is next to a golf course and equipped with laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Santa Cruz?

With 124 Expedia vacation rentals, you're sure to find just the right place for your Santa Cruz stay.

What can I see and do in Santa Cruz?

Palmeiras Beach and Reis Magos Beach are a couple of lovely local spots to get outside and enjoy nature. Aquaparque Madeira and Santo da Serra Market are other places to visit while you're in town.

What are vacation rentals like in Santa Cruz?

Vacation rentals are privately owned properties you can reserve for several days or more in Santa Cruz. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.