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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Santa Cruz vacation rentals

An outdoor dining area with wooden tables and chairs, a covered seating area, and a food display counter.

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 $145
CA $158 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, (505 reviews)
"Nice place to stay, Clean and spacious!"
United States
Lalit
The price is CA $138
CA $150 total
includes taxes & fees
Nov 2 - Nov 3
Garajau Madeira Hotel
A small red building with a white door and windows, surrounded by lush greenery and pink flowers.

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 $176
CA $191 total
includes taxes & fees
Oct 24 - Oct 25
Quinta de Santo António da Serra
A stone house with a swimming pool and a view of the sea.

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 $202
CA $289 total
includes taxes & fees
Oct 7 - Oct 8
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
A high-rise building with multiple balconies and a rooftop pool.

5. Atlantic Dutchman

Atlantic Dutchman
3.0 star property
Santa Cruz
Atlantic Dutchman
A modern pool area with a glass balustrade and a concrete structure.

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 $270
CA $287 total
includes taxes & fees
Oct 4 - Oct 5
Three House Hotel
A rooftop terrace with a railing, a seating area with a table and chairs, and a view of surrounding buildings.

7. Apartamentos Turisticos Atlantida

Apartamentos Turisticos Atlantida
4.0 star property
Funchal
9.0 out of 10, Wonderful, (202 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 $144
CA $156 total
includes taxes & fees
Oct 28 - Oct 29
Apartamentos Turisticos Atlantida
A modern living room with a large window, a flat-screen TV, a patterned coffee table, and a grey sofa with a blue pillow.

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 $196
CA $210 total
includes taxes & fees
Oct 4 - Oct 5
Zarco Apartments by Mercado Funchal
A large pool area on a cruise ship with multiple swimming areas and sun loungers.

9. Terrace Mar

Terrace Mar
3.0 star property
Funchal
9.2 out of 10, Wonderful, (123 reviews)
"Super clean/ nice pool/ walking distance to great restaurants"
Canada
Robert
The price is CA $180
CA $195 total
includes taxes & fees
Oct 25 - Oct 26
Terrace Mar
A spacious indoor area with large windows, tables, and chairs arranged for dining or socializing.

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 $217
CA $235 total
includes taxes & fees
Nov 1 - Nov 2
Pestana Casino Studios
A rooftop terrace with a view of the sea and a tower in the distance.

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
A bedroom with a large bed, a view of the ocean, and a balcony with lounge chairs.

12. Robbie's Place by Holiday Rental Madeira

Robbie's Place by Holiday Rental Madeira
3.0 star property
Machico
The price is CA $408
CA $801 total
includes taxes & fees
Oct 4 - Oct 5
Robbie's Place by Holiday Rental Madeira
A hotel room with a bed, pillows, a bedside lamp, and a view of a balcony with a table and chairs.

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 $351
CA $459 total
includes taxes & fees
Nov 2 - Nov 3
Tanoeiros Residence by An Island Apart
A modern indoor pool area with lounge chairs, a hot tub, and a view of the ocean.

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 $125
CA $137 total
includes taxes & fees
Nov 2 - Nov 3
Dorisol Buganvilia Studio Hotel
A balcony with a table set for two, overlooking a coastal view with buildings and a ship in the distance.

15. Hotel Duas Torres

Hotel Duas Torres
4.0 star property
Funchal
8.4 out of 10, Very good, (77 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 $223
CA $238 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Duas Torres
A modern living room with a sofa, a dining table with chairs, a floor lamp, and a view of the sea through large windows.

16. Atlântico Azul

Atlântico Azul
2.0 star property
Funchal
The price is CA $69
CA $162 total
includes taxes & fees
Oct 10 - Oct 11
Atlântico Azul
A buffet setup with various food items and beverages.

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 $156
CA $171 total
includes taxes & fees
Oct 26 - Oct 27
Paraíso - Touristic Apartments
A spacious living area with a sofa, dining table, and TV, overlooking a balcony with a view of the sea.

18. Villa Eve Palheiro Village

Villa Eve Palheiro Village
3.5 star property
Funchal
The price is CA $348
CA $704 total
includes taxes & fees
Oct 4 - Oct 5
Villa Eve Palheiro Village
A swimming pool with clear blue water, metal railings, and a view of the ocean.

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 $174
CA $189 total
includes taxes & fees
Nov 1 - Nov 2
Aparthotel Imperatriz
A modern living room with a sofa, a TV mounted on the wall, and a dining area with a table and chairs.

20. Apartamento Costa 1 by HR Madeira

Apartamento Costa 1 by HR Madeira
3.0 star property
Funchal
The price is CA $144
CA $318 total
includes taxes & fees
Oct 11 - Oct 12
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

Caniço Bay Club

Caniço Bay Club

10/10 Excellent
"Very clean rooms, friendly."
Olivia 8-night trip
Posted 1 day ago
Caniço Bay Club

Find out more about Santa Cruz

Everything you need to know about Santa Cruz vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Santa Cruz vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Santa Cruz vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Santa Cruz vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Santa Cruz. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Santa Cruz vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Santa Cruz vacation rentals we have selected for you start as low as CA $150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Santa Cruz rentals

At Expedia, we put the best Santa Cruz vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Santa Cruz rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Santa Cruz vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Santa Cruz. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.