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Santa Cruz Vacation Rentals

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    Check prices for these dates, December 15–16, 2026

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    Our top choices for Santa Cruz vacation homes

    1. Grandpa's Haystack

    A room with a large window, a small table, and a potted plant.

    2. Despertar do Sol – Cozy Home with Balcony

    A balcony with a table, chairs, and a view of the sea.

    3. GuestReady - Alluring island retreat

    A balcony with a view of the sea and neighboring buildings.

    4. Dotty's House

    A bedroom with a wooden bed, a nightstand, a lamp, a window with curtains, and a hanging light fixture.

    5. House in Santa Cruz Centre - Casa do Beiral

    A building with a clock tower, surrounded by greenery and a clear sky.

    6. Esfera I

    A bedroom with two beds, a desk, and a chair.

    7. GuestReady - Casa Garajau

    A potted plant in a patterned pot on a windowsill, a window with white curtains, and a view of greenery outside.

    8. Quinta dos Castanheiros – Nature & Tranquillity

    A two-story house with a tiled roof, surrounded by dense forest and a well-maintained lawn.

    9. GuestReady - Madeiran paradise with ocean view

    A room with a large sliding glass door leading to a balcony with a view of the ocean. There is a sofa and a table with chairs on the balcony.

    10. Holiday Home "Sweet Home Madeira" with Sea View, Private Terrace & Wi-Fi

    A shelf with a bottle, a jar, a potted plant, and a patterned bag.

    11. Holiday Home "Moradia Casa Feliz" with Private Terraces & Wi-Fi

    A bedroom with two beds, a bedside table, a coat rack, and a large window with curtains.

    12. GuestReady - Refúgio dos Anjos

    A modern outdoor pool area with lounge chairs, a covered seating area, and a view of mountains in the background.

    13. With sea view - Strategic Sunset House

    A dining area with a table, chairs, and a view of the sea.

    14. Holiday Home 'Belavista' with Sea View, Wi-Fi and Air Conditioning

    A modern room with a large window, a comfortable chair, a dining table with chairs, a potted plant, and a globe on the table.

    15. Holiday Home "Cayenne" with Sea View, Private Garden, and Wi-Fi

    A bedroom with a bed, a window, and a view of the outside.

    16. Holiday Home 'Casa Da Bemposta' with Sea View, Balcony and Wi-Fi

    A dining area with a wooden table, chairs, a vase with a plant, and a view of the sea through a large window.

    17. House with superb views - Lazareto Sea View

    A balcony with wicker furniture, a magazine, and a glass of orange juice.

    18. Alojamento Central Funchal

    A hotel entrance with a modern design, featuring a glass door, a staircase leading inside, and a visible reception area with a decorative wall and plants.

    19. Above Funchal · A Hillside Home with Ocean Views

    A laptop on a table with an open book and a muffin on a saucer.

    20. GuestReady - Funchal Hideaway with BBQ

    Outdoor dining

    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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    A large rock formation at sunset with a clear sky.