
Holiday rentals in Santa Cruz
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Quick stats about holiday rentals in Santa Cruz

Total holiday rentals
Explore 190 holiday rentals in Santa Cruz

Nightly prices starting at
Santa Cruz holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 7,190 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
180 of Santa Cruz holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Santa Cruz rentals

4.7 Average rating
Santa Cruz stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in Santa Cruz
Guests agree: these stays are highly rated for location, cleanliness and more.

Madeira's last hidden mountain paradise!
Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.
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Casa do Miradouro 2 - Romantic Seaview
Welcome to Casa do Miradouro-2, located in the small town of Santa Cruz, one of the oldest settlements in the archipelago, next to the coast and with incredible views of the sea and mountains, a cozy space with a lot of privacy. This accommodation consists of a bedroom, bathroom, kitchen, living room, terrace with sea and mountain views and free parking. An excellent starting point to explore the island. In Santa Cruz, you will find a variety of services, bars, restaurants, cafes and the beach.
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Avista Baía
Our villa offers complete privacy, perfect for a relaxing holiday with loved ones. With private parking for up to 3 cars, a modern kitchen, and Wi-Fi throughout, you'll have all the comforts of home. Enjoy a spacious terrace to unwind and a basketball hoop to exercise. Wake up to new sunrises over the bay every day. Aviation enthusiasts will love our balcony for plane spotting, yet tranquility is not compromised. Just minutes from Santa Cruz Beach and the airport, unforgettable memories await!
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YourHomeAtPlaza
YourHomeAtPlaza oferece uma magnifica vista mar. Situado num último andar, no centro da tranquila Cidade de Santa Cruz, é privilegiado pela proximidade ao aeroporto (2.8km) e à praia das Palmeiras, apenas a 600m. Com acesso Wi-Fi gratuito, estacionamento privado gratuito e acessibilidade fácil a todos os serviços, restaurantes e pontos turísticos. Encontra-se totalmente equipado e aloja com todas as comodidades até 3 pessoas (um quarto de casal com opção de berço e um confortável sofá cama).
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Be adventurous , something completely different
Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.
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Mango Yurt ~Eco-Glamping in a Hidden Paradise
Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes
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Villa Julia: Mountain Getaway
Feel at home and enjoy a unique experience. Tucked away in a remote valley on the stunning island of Madeira, this small farm is a peaceful retreat surrounded by nature. Surrounded by fruit trees and pastures where sheep roam freely, the property offers an experience of connection with rural life and the serenity of the forest. It's the perfect place to relax, explore charming trails, and admire the untouched landscape of this island paradise.
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Camélia! Enjoy nature in the mountains of Madeira!
Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!
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The Artist Villa -101 750/AL
Relax in this classy villa with stunning views, and private access to the beach. Enjoy the local delicacies in the bars and restaurants, all in walking distance. Here you can choose between having breakfast sitting by the modern kitchen, or outside in a balcony over the sea, enjoying the sunshine. This villa boasts open-plan living, with exposed brickwork and stunning artwork. An ideal base to explore Madeira.
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The Ocean Waves
The closest condo to the ocean in the entire complex, this luxurious top-floor 2-bedroom apartment offers unmatched direct ocean views and fresh sea air that other units simply cannot provide. Privately managed by the owners for a truly personalized experience, the condo is located just 15 minutes from Funchal and designed for guests who want a quieter, more exclusive stay away from city noise.
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House by the Sea - Madeira Island
Our charming two-bedroom house is perched above Santa Cruz Marina Beach, offering mesmerizing views of the sea and the Desert Islands. Its enchanting setting provides the perfect retreat for relaxation and savoring your vacation, creating memories that will last a lifetime.
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Beautiful Days Guest House
Belos Dias guest house, is located in Agua de Pena very close to important facilities to make your stay as enjoyable as possible. Adresse: Caminho da Queimada de Baixo No 6 9200-202 Agua de Pena Machico Madeira
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Popular amenities for Santa Cruz holiday rentals
Stay near Santa Cruz's top sights
Other great holiday rentals in Santa Cruz

Farmhouse by Real Vision
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Sky Loft: 180° Ocean View Balcony + Fireplace
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Kora Home - Santa Cruz City
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Casa das Moirinhas
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MG House
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Peak A Boo (Private Heated Pool & Private Parking)
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Villas Calhau da Lapa 10
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Al-Solares
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Frequently Asked Questions
Are there family-friendly vacation rentals in Santa Cruz?
Santa Cruz has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Santa Cruz?
Experience the best of Santa Cruz with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Santa Cruz?
Four-legged friends are welcome in Santa Cruz. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Santa Cruz?
Yes! Work meets play with ease at over 70 vacation rentals in Santa Cruz featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Santa Cruz have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Santa Cruz have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Santa Cruz have wifi?
Absolutely! We offer over 70 house rentals with wifi in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Santa Cruz have free parking?
Absolutely! We offer over 40 house rentals with free parking in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Puerto de la Cruz Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Praia da Calheta
- Ponta do Sol Beach
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Sé do Funchal
- Fish Market
- Madeira Whale Museum
- Casas Tipicas de Santana
- Ponta do Pargo
- Santa Catarina Park
- Funchal Cable Car
- Blandy's Wine Lodge
- Cristo Rei





