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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Santa Cruz vacation rentals

A clear view of a swimming pool with a view of the ocean and surrounding trees.

1. Garajau Madeira Hotel

Garajau Madeira Hotel
3.0 star property
Santa Cruz
7.4 out of 10, Good, (502 reviews)
"Nice place to stay, Clean and spacious!"
United States
Lalit
$91 nightly
The price is $95
Oct 1 - Oct 2
Total with taxes and fees
Garajau Madeira Hotel
A stone house with a swimming pool and a view of the sea.

2. 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
$223 nightly
The price is $236
Sep 3 - Sep 4
Total with taxes and fees
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
A modern kitchen with a black countertop, stainless steel appliances, and a window with blinds.

3. 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.
$410 nightly
The price is $410
Sep 17 - Sep 18
Total with taxes and fees
In the centre, with balcony - Santa Cruz II
A small red building with a white door and windows, surrounded by lush greenery and pink flowers.

4. 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
$123 nightly
The price is $135
Oct 1 - Oct 2
Total with taxes and fees
Quinta de Santo António da Serra
A hotel room with a bed, a nightstand, a chair, a dresser, and a window with a view of buildings.

5. Apartment 'Casa Da Vila' with Sea View, Balcony and Wi-Fi

Apartment 'Casa Da Vila' with Sea View, Balcony and Wi-Fi
Santa Cruz
10.0 out of 10, Exceptional, (3 reviews)
"Incroyable appartement en plein coeur de la ville de santa cruz qui a été un coup de coeur dans notre séjour. Je recommande fortement. On entend les avions atterrir mais pour nous ça l’a été une source d’entretien. "
Canada
diego s.
$416 nightly
The price is $420
Sep 21 - Sep 22
Total with taxes and fees
Apartment 'Casa Da Vila' with Sea View, Balcony and Wi-Fi
A house with a red-tiled roof, surrounded by lush greenery and flowering plants.

6. Valle Paraizo

Valle Paraizo
3.0 star property
Santa Cruz
$159 nightly
The price is $170
Sep 27 - Sep 28
Total with taxes and fees
Valle Paraizo
A table with a basket of bread, a bowl, and a mug, set against a view of a white building with a clock tower.

7. 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.
$451 nightly
The price is $451
Sep 20 - Sep 21
Total with taxes and fees
House in Santa Cruz Centre - Casa do Beiral
A balcony with a view of the sea and a town.

8. The Balcony - By Wehost

The Balcony - By Wehost
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"A experiência foi muito boa, a moradia tem uma vista espetacular e gostámos muito da estadia."
United States
Paulo M.
$403 nightly
The price is $455
Sep 5 - Sep 6
Total with taxes and fees
The Balcony - By Wehost
A wooden pathway leading to a beach with a thatched-roof structure.

9. 'Fontinha' Apartment with Wi-Fi

'Fontinha' Apartment with Wi-Fi
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"Pros: Isabel en haar man zijn super lieve mensen. Ze hebben vooral alles gezorgd en stonden altijd klaar voor hulp. De handdoek en lakens service was fantastisch, overvloed aan handdoeken. Het appartement was heel probeer en alles wat je nodig had was aanwezig, zelfs een EHBO kit. Cons: /"
Netherlands
Anonymous traveler
$254 nightly
The price is $259
Oct 1 - Oct 2
Total with taxes and fees
'Fontinha' Apartment with Wi-Fi
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.

10. 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.
$363 nightly
The price is $363
Sep 22 - Sep 23
Total with taxes and fees
Wings Apartment II – With Balcony in Santa Cruz
A bedroom with two beds, a bedside table, a coat rack, and a large window with curtains.

11. 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
$481 nightly
The price is $485
Sep 5 - Sep 6
Total with taxes and fees
Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi
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.
$721 nightly
The price is $721
Sep 6 - Sep 7
Total with taxes and fees
Despertar do Sol – Cozy Home with Balcony
A modern kitchen with a large window, a dining table with four white chairs, and a bowl of fruit.

13. Caniço VI, spacious apartment with pool.

Caniço VI, spacious apartment with pool.
Caniço
10.0 out of 10, Exceptional, (32 reviews)
"Great place, big & clean."
Canada
Tiffany
$484 nightly
The price is $484
Sep 22 - Sep 23
Total with taxes and fees
Caniço VI, spacious apartment with pool.
A modern kitchen with a central island, bar stools, a large mirror, and a city view through the windows.

14. Madeira Ocean Paradise – Balcony with Sea View

Madeira Ocean Paradise – Balcony with Sea View
Caniço
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed this apartment :) It is clean, spacious, and cozy. We stayed as a couple, but having two bedrooms and two bathrooms makes it comfortable for more people as well. There is plenty of storage space, and we really appreciated all the useful little details provided by the hosts — laundry and dishwasher capsules, enough hangers, cleaning products, etc. The kitchen is very well equipped with dishes and appliances for cooking. The bed was comfortable, the bedding was clean, and...
United States
Olena D.
$425 nightly
The price is $425
Sep 26 - Sep 27
Total with taxes and fees
Madeira Ocean Paradise – Balcony with Sea View
A rooftop terrace with a view of the sea, two lounge chairs, a table, and a large umbrella.

15. House of Roses - By Wehost

House of Roses - By Wehost
Santa Cruz
$205 nightly
The price is $230
Sep 5 - Sep 6
Total with taxes and fees
House of Roses - By Wehost
A room with a large window offering a view of a mountainous landscape with lush greenery and a cloudy sky.

16. 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.
$211 nightly
The price is $216
Sep 14 - Sep 15
Total with taxes and fees
GuestReady - A modern and peaceful stay
A living room with a TV, two sofas, a coffee table, and a balcony with a view.

17. Apartment Costa Avila 2 with Sea View, Balconies & Wi-Fi

Apartment Costa Avila 2 with Sea View, Balconies & Wi-Fi
Caniço
9.4 out of 10, Exceptional, (8 reviews)
"Lovely sea view from the balcony!"
United Kingdom
Judit
$294 nightly
The price is $299
Sep 5 - Sep 6
Total with taxes and fees
Apartment Costa Avila 2 with Sea View, Balconies & Wi-Fi
A round table with a tablet, bowls, and fruits on a balcony with a view of the ocean.

18. Reis Magos II, sea view apartment

Reis Magos II, sea view apartment
Caniço
9.0 out of 10, Wonderful, (14 reviews)
"Very spacious and comfortable apartment, quiet location, balcony with amazing view and privacy, perfect for discovering the eastern part of the island."
United States
athanasia d.
$416 nightly
The price is $416
Sep 6 - Sep 7
Total with taxes and fees
Reis Magos II, sea view apartment
A modern kitchen with a central island, a dining area with a table and chairs, and a view through glass doors to an outdoor patio.

19. Paraíso Madeira Studios – Suite 'Mariana', Atlantic View, Cuisine & Unique Hospitality

Paraíso Madeira Studios – Suite 'Mariana', Atlantic View, Cuisine & Unique Hospitality
Gaula
10.0 out of 10, Exceptional, (1 review)
"Pros: Po przybyciu gospodarze powitali nas lokalnym winem, domowymi wypiekami oraz przyjemną rozmową. Pokój jest nowy i idealnie czysty, a w pokoju znajduje się mini lodówka, czajnik, zestaw talerzy, misek oraz sztućców. W pokoju duża szafa i szuflady do przechowywania rzeczy oraz telewizor smart z dostępem do Internetu. Łazienka przestronna, nowa - do dyspozycji ręczniki, suszarka do włosów kosmetyki oraz nawet apteczka pierwszej pomocy! Do dyspozycji gości bezpłatny parking na terenie posesji...
Poland
Anonymous traveler
$265 nightly
The price is $269
Sep 3 - Sep 4
Total with taxes and fees
Paraíso Madeira Studios – Suite 'Mariana', Atlantic View, Cuisine & Unique Hospitality
A modern living room with a sofa, a coffee table, and a view of the sea through large glass doors.

20. Garajau III, with balcony and sea view.

Garajau III, with balcony and sea view.
Caniço
8.8 out of 10, Excellent, (12 reviews)
"It was ok. It should be renovated but everything necesssary was there. And very clean."
United States
Thomas M.
$396 nightly
The price is $396
Sep 3 - Sep 4
Total with taxes and fees
Garajau III, with balcony and sea view.
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

Albatroz Beach & Yacht Club

Albatroz Beach & Yacht Club

10/10 Excellent
"The staff is absolutely wonderful—helpful, polite, and attentive without being overly formal or intrusive. It is rare to find such genuinely high-quality service. The ocean-water swimming pool is simply stunning, probably the most beautiful one I have ever seen. We had a truly lovely stay."
marie-automne 3-night trip
Posted 3 days ago
Albatroz Beach & Yacht 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Santa Cruz in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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: This Santa Cruz vacation home rental is next to a golf course and equipped with laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Santa Cruz are House / Villa - Santa Cruz and Vacation home with fantastic sea views in the first row.

How many vacation rentals will I find in Santa Cruz?

With 121 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. Ponta da Oliveira and Cristo Rei 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.