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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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
9.8 out of 10, Exceptional, (7 reviews)
"-"
Netherlands
Tom
$85 nightly
The price is $92
Nov 2 - Nov 3
Total with taxes and fees
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
$70 nightly
The price is $77
Nov 1 - Nov 2
Total with taxes and fees
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.
$238 nightly
The price is $242
Nov 13 - Nov 14
Total with taxes and fees
Encanto Santa Cruz
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
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
A lush garden with various plants and a white building with a red roof in the background.

5. Falesia Gardens

Falesia Gardens
4.0 star property
Santa Cruz
8.8 out of 10, Excellent, (13 reviews)
"Spacious property, all facilities, wonderful hosts"
United Kingdom
Susan
Falesia Gardens
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.

6. 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.
$154 nightly
The price is $159
Oct 28 - Oct 29
Total with taxes and fees
Grandpa's Hayloft
A small red building with a white door and windows, surrounded by lush greenery and pink flowers.

7. 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
$120 nightly
The price is $130
Nov 20 - Nov 21
Total with taxes and fees
Quinta de Santo António da Serra
A kitchen with a wooden table, a glass pitcher, and two glasses of orange juice.

8. In the centre, with balcony - Santa Cruz I

In the centre, with balcony - Santa Cruz I
Santa Cruz
$246 nightly
The price is $246
Nov 14 - Nov 15
Total with taxes and fees
In the centre, with balcony - Santa Cruz I
A room with a large window offering a view of a mountainous landscape with lush greenery and a cloudy sky.

9. GuestReady - A modern and peaceful stay

GuestReady - A modern and peaceful stay
Santa Cruz
8.8 out of 10, Excellent, (3 reviews)
"Short stay in Santa Cruz. Positive: Clean and kitchen was well stocked for cooking. Location was walking distance to beach and restaurants. Perfect"
United States
Darryl H.
$161 nightly
The price is $165
Oct 30 - Oct 31
Total with taxes and fees
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.

10. 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.
$258 nightly
The price is $258
Nov 7 - Nov 8
Total with taxes and fees
House in Santa Cruz Centre - Casa do Beiral
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.

11. 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.
$272 nightly
The price is $272
Nov 14 - Nov 15
Total with taxes and fees
Wings Apartment II – With Balcony in Santa Cruz
A balcony with a dining table, chairs, a potted plant, and a view of buildings through a glass door.

12. GuestReady - Paradisus Residence Atlantic Retreat

GuestReady - Paradisus Residence Atlantic Retreat
Caniço
9.4 out of 10, Exceptional, (6 reviews)
"It was great staying at the apartment, everything was clean and nice and we enjoyed the time there thank you"
United States
Stacey P.
$150 nightly
The price is $155
Nov 11 - Nov 12
Total with taxes and fees
GuestReady - Paradisus Residence Atlantic Retreat
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, (4 reviews)
"Amazing view with balcony. Quiet location and private parking. Comfortable and clean."
United States
Karine Y.
$183 nightly
The price is $188
Oct 30 - Oct 31
Total with taxes and fees
GueatReady - Ocean view retreat in Caniço
A balcony with a view of the sea, a hanging chair, and red flowers.

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

Close to Funchal, Cozy Apartment with Large Southwest Terrace for Chilling
Caniço
$194 nightly
The price is $201
Oct 28 - Oct 29
Total with taxes and fees
Close to Funchal, Cozy Apartment with Large Southwest Terrace for Chilling
A balcony with a view of the sea, wicker furniture, potted plants, and a small table.

15. 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.
$158 nightly
The price is $162
Nov 23 - Nov 24
Total with taxes and fees
Magos Sunrise - Apt with sea view
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
$111 nightly
The price is $116
Oct 28 - Oct 29
Total with taxes and fees
GuestReady - Madeiran mountain view with pool
A table with a view of the ocean, a stone wall, and a potted plant.

17. 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.
$185 nightly
The price is $189
Nov 17 - Nov 18
Total with taxes and fees
Infinito Azul Apartment
A modern living room with a dining area, a sofa, a coffee table, and a balcony with a view.

18. GuestReady - Apartment with pool in Garajau

GuestReady - Apartment with pool in Garajau
Caniço
8.0 out of 10, Very good, (1 review)
"Well located. Beautiful, well-equipped apartment : The parking and the facilities The noise in the neighbourhood. Too many emails received after the booking"
United States
Magali R.
$141 nightly
The price is $141
Nov 22 - Nov 23
Total with taxes and fees
GuestReady - Apartment with pool in Garajau
A hotel room with a bed, bedside tables, a lamp, a window with curtains, and a view of trees.

19. GuestReady - Casa Garajau

GuestReady - Casa Garajau
Caniço
$126 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
GuestReady - Casa Garajau
A yellow building with a red roof, surrounded by dense vegetation and a clear sky.

20. GuestReady - Casa do Feno

GuestReady - Casa do Feno
Santa Cruz
9.0 out of 10, Wonderful, (2 reviews)
"None"
United States
Helena B.
$149 nightly
The price is $153
Nov 16 - Nov 17
Total with taxes and fees
GuestReady - Casa do Feno
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

Vacation home with fantastic sea views in the first row

Vacation home with fantastic sea views in the first row

10/10 Excellent
"Highly Recommend! We will be back!"
Bill A. 3-night trip
Posted 22 hours ago
Vacation home with fantastic sea views in the first row

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 $77 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: 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.