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. 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
The price is CA $166
CA $179 total
includes taxes & fees
Aug 25 - Aug 26
Garajau Madeira Hotel

2. Encanto Santa Cruz

Encanto Santa Cruz
Santa Cruz
The price is CA $143
CA $343 total
includes taxes & fees
Sep 6 - Sep 7
Encanto Santa Cruz

3. Pia's Place - Apt with sea view

Pia's Place - Apt with sea view
Caniço
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful apartment, beautiful sights on the sea, very comfortable with two sleeping rooms and two bathrooms which is good for a family with young adult children."
United States
Fedor V.
The price is CA $101
CA $250 total
includes taxes & fees
Aug 19 - Aug 20
Pia's Place - Apt with sea view

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
The price is CA $209
CA $224 total
includes taxes & fees
Aug 29 - Aug 30
Quinta de Santo António da Serra

5. 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 CA $129
CA $241 total
includes taxes & fees
Sep 2 - Sep 3
Magos Sunrise - Apt with sea view

6. Suite 6 - Ocean and garden view

Suite 6 - Ocean and garden view
Gaula
The price is CA $150
CA $221 total
includes taxes & fees
Sep 3 - Sep 4
Suite 6 - Ocean and garden view

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 CA $136
CA $245 total
includes taxes & fees
Aug 22 - Aug 23
GuestReady - A modern and peaceful stay

8. GuestReady - Casa do Feno

GuestReady - Casa do Feno
Santa Cruz
The price is CA $139
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
GuestReady - Casa do Feno

9. GuestReady - Relaxing moment in Caniço

GuestReady - Relaxing moment in Caniço
Caniço
6.0 out of 10, (3 reviews)
"Selten so ein spartanisch und lieblos eingerichtetes Ferienobjekt erlebt. Es fehlte an grundlegender Ausstattung (wie zB. Schneidbretter, Toaster, scharfe Messer, genügend Geschirr). Wenn ihr immer auswärts essen wollt, geht es.Fahrstuhl ging nicht, was mit Gepäck schwierig war.Kein Esstisch im Zimmer. Es fehlen Möglichkeiten zum Aufhängen von Sachen (Garderobenhaken).Schlafzimmer: Betten sehr schmal und eher unbequem. Bettablage ist fast abgefallen. Zimmer nach vorne raus nur für Menschen mit...
Germany
Dirk N.
The price is CA $185
CA $294 total
includes taxes & fees
Sep 1 - Sep 2
GuestReady - Relaxing moment in Caniço

10. Apartment 'Pool View' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Pool View' with Shared Pool, Shared Garden and Wi-Fi
Gaula
The price is CA $170
CA $257 total
includes taxes & fees
Aug 28 - Aug 29
Apartment 'Pool View' with Shared Pool, Shared Garden and Wi-Fi

11. Vista Mar - Modern Sea Views In Caniço de Baixo

Vista Mar - Modern Sea Views In Caniço de Baixo
Caniço
9.2 out of 10, Wonderful, (5 reviews)
"Location was good, parking is very convenient, great view to the ocean from balcony"
United States
Andriy Z.
Vista Mar - Modern Sea Views In Caniço de Baixo

12. GuestReady - Cliff residence with sea views

GuestReady - Cliff residence with sea views
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"Unbelievable views. Great space "
United States
Corrigan M.
The price is CA $157
CA $255 total
includes taxes & fees
Aug 26 - Aug 27
GuestReady - Cliff residence with sea views

13. GuestReady - Stay with stunning views

GuestReady - Stay with stunning views
Santa Cruz
The price is CA $173
CA $278 total
includes taxes & fees
Sep 2 - Sep 3
GuestReady - Stay with stunning views

14. GuestReady - Leme Beach Breathtaking Views

GuestReady - Leme Beach Breathtaking Views
Santa Cruz
7.8 out of 10, Good, (6 reviews)
"Everything good"
United States
Jakub P.
The price is CA $110
CA $213 total
includes taxes & fees
Aug 22 - Aug 23
GuestReady - Leme Beach Breathtaking Views

15. GuestReady - Madeiran mountain view with pool

GuestReady - Madeiran mountain view with pool
Caniço
The price is CA $144
CA $242 total
includes taxes & fees
Sep 8 - Sep 9
GuestReady - Madeiran mountain view with pool

16. GuestReady – Stay Near Historic Reis Magos Fort

GuestReady – Stay Near Historic Reis Magos Fort
Caniço
GuestReady – Stay Near Historic Reis Magos Fort

17. Sapphire Scape Assomada Madeira by GRM

Sapphire Scape Assomada Madeira by GRM
Caniço
The price is CA $111
CA $232 total
includes taxes & fees
Aug 20 - Aug 21
Sapphire Scape Assomada Madeira by GRM

18. Onyx Scape Caniço Madeira by GRM cristo rei

Onyx Scape Caniço Madeira by GRM cristo rei
Caniço
The price is CA $114
CA $314 total
includes taxes & fees
Aug 23 - Aug 24
Onyx Scape Caniço Madeira by GRM cristo rei

19. 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 CA $165
CA $274 total
includes taxes & fees
Aug 29 - Aug 30
GuestReady - Madeira Oasis Getaway

20. Amethyst Scape Caniço Madeira by GRM

Amethyst Scape Caniço Madeira by GRM
Caniço
The price is CA $138
CA $235 total
includes taxes & fees
Sep 2 - Sep 3
Amethyst Scape Caniço Madeira by GRM
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: 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 120 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.