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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Our top choices for Santa Cruz vacation rentals

1. Vila Ventura Apartment Hotel

Vila Ventura Apartment Hotel
3.0 star property
Santa Cruz
10.0 out of 10, Exceptional, (6 reviews)
"Einzigartig war das Zimmer mit dem wunderschönen Balkon und die Freundlichkeit der Angestellten."
Germany
Anonymous traveller
The price is CA $146
CA $158 total
includes taxes & fees
Nov 1 - Nov 2
Vila Ventura Apartment Hotel

2. Garajau Madeira Hotel

Garajau Madeira Hotel
3.0 star property
Santa Cruz
7.4 out of 10, Good, (507 reviews)
"Nice place to stay, Clean and spacious!"
United States
Lalit
The price is CA $130
CA $141 total
includes taxes & fees
Oct 29 - Oct 30
Garajau Madeira Hotel

3. Quinta de Santo António da Serra

Quinta de Santo António da Serra
3.0 star property
Santa Cruz
6.8 out of 10, (16 reviews)
"Excellent environment, beautiful place , very helpful staff and owner, highly recommended "
Canada
Tak
The price is CA $173
CA $188 total
includes taxes & fees
Nov 1 - Nov 2
Quinta de Santo António da Serra

4. 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 CA $200
CA $287 total
includes taxes & fees
Oct 7 - Oct 8
CASAS DO LARANJO- Cottages Infinity Pool by brugrani

5. Atlantic Dutchman

Atlantic Dutchman
3.0 star property
Santa Cruz
Atlantic Dutchman

6. Three House Hotel

Three House Hotel
4.0 star property
Funchal
10.0 out of 10, Exceptional, (67 reviews)
"The staff was amazing helping us find our way around the area and fabulous restaurants to visit."
United States
Mark
The price is CA $268
CA $286 total
includes taxes & fees
Oct 14 - Oct 15
Three House Hotel

7. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (203 reviews)
"Really great! Nice and clean, well located in Funchal. We had air conditioning and the bed were comfortable."
Canada
Rebecca
The price is CA $131
CA $142 total
includes taxes & fees
Nov 5 - Nov 6
Apartamentos Turisticos Atlantida

8. Zarco Apartments by Mercado Funchal

Zarco Apartments by Mercado Funchal
4.0 star property
Funchal
8.6 out of 10, Excellent, (34 reviews)
"Central location but is quite basic"
United Kingdom
Reanna
The price is CA $200
CA $215 total
includes taxes & fees
Oct 6 - Oct 7
Zarco Apartments by Mercado Funchal

9. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (124 reviews)
"Friendly staff good hot tub"
Canada
David
The price is CA $181
CA $196 total
includes taxes & fees
Oct 19 - Oct 20
Terrace Mar

10. Pestana Casino Studios

Pestana Casino Studios
4.0 star property
Funchal
9.2 out of 10, Wonderful, (78 reviews)
"Really good hotel. Great value for money. The hotel is a lot quieter than the hotel next door and you're able to use the facilities at the other hotel, win win! We told the reception that it was my dad's 60th birthday and they made it extra special for him! Thank you so much to all the hotel staff, they were all great. I would really recommend people staying here, especially for the price!"
United Kingdom
Natasha
The price is CA $213
CA $230 total
includes taxes & fees
Nov 1 - Nov 2
Pestana Casino Studios

11. ALOJAMENTO CENTRAL 2

ALOJAMENTO CENTRAL 2
3.0 star property
Sao Pedro
7.4 out of 10, Good, (28 reviews)
"Outstanding customer service"
United Kingdom
Mohammed
The price is CA $112
CA $123 total
includes taxes & fees
Nov 2 - Nov 3
ALOJAMENTO CENTRAL 2

12. Robbie's Place by Holiday Rental Madeira

Robbie's Place by Holiday Rental Madeira
3.0 star property
Machico
The price is CA $410
CA $801 total
includes taxes & fees
Nov 4 - Nov 5
Robbie's Place by Holiday Rental Madeira

13. Tanoeiros Residence by An Island Apart

Tanoeiros Residence by An Island Apart
4.0 star property
Funchal
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay."
Canada
Victor
The price is CA $304
CA $411 total
includes taxes & fees
Nov 2 - Nov 3
Tanoeiros Residence by An Island Apart

14. Dorisol Buganvilia Studio Hotel

Dorisol Buganvilia Studio Hotel
3.0 star property
Funchal
7.8 out of 10, Good, (298 reviews)
"Would absolutly stay here again, great Hotel!"
United Kingdom
Russell
The price is CA $124
CA $136 total
includes taxes & fees
Nov 2 - Nov 3
Dorisol Buganvilia Studio Hotel

15. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (78 reviews)
"Amazing Hotel with nice rooms and swimming pool , very lovely restaurant also with good food and servers, highly recommend"
United Kingdom
Catalin
The price is CA $222
CA $237 total
includes taxes & fees
Oct 10 - Oct 11
Hotel Duas Torres

16. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
The price is CA $64
CA $157 total
includes taxes & fees
Oct 6 - Oct 7
Atlântico Azul

17. Paraíso - Touristic Apartments

Paraíso - Touristic Apartments
3.5 star property
Funchal
8.8 out of 10, Excellent, (98 reviews)
"I will definitely stay there again on my next trip to Madeira."
United States
Gerald
The price is CA $157
CA $171 total
includes taxes & fees
Oct 26 - Oct 27
Paraíso - Touristic Apartments

18. Villa Eve Palheiro Village

Villa Eve Palheiro Village
3.5 star property
Funchal
The price is CA $349
CA $706 total
includes taxes & fees
Oct 8 - Oct 9
Villa Eve Palheiro Village

19. Aparthotel Imperatriz

Aparthotel Imperatriz
3.0 star property
Funchal
7.8 out of 10, Good, (188 reviews)
"For a budget room it was fine and well located for exploring"
United Kingdom
Mark
The price is CA $169
CA $182 total
includes taxes & fees
Nov 3 - Nov 4
Aparthotel Imperatriz

20. Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is CA $161
CA $334 total
includes taxes & fees
Oct 17 - Oct 18
Apartamento Costa 1 by HR Madeira
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

Find out more about Santa Cruz

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Santa Cruz. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.