Vacation rentals in Santa Cruz

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Top-rated vacation rentals in Santa Cruz

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Guest favorite

An outdoor dining area features white tables and chairs under straw umbrellas, set against a backdrop of a rocky cliff. The space is well-lit and invites guests to enjoy meals in a relaxed atmosphere, with plants and decor adding to the inviting setting.

Condo in Caniço

4.86 out of 5 average rating, 159 reviews

Family friendly apartment swimming pool ocean view

A perfect family friendly apartment for who wants to spend a holiday with kids or friends in a wonderful island in Madeira which offers confortable climate all year long. Apartment is fully furnished and equipped with all the appliances that you need to spend your holidays. Amazing ocean view, perfect location to watch sunrise and sunset from the balcony. It is suitable for kids and infants, has high chairs from 0 to 5 years old, potty chair and a baby cot for the little ones, also a toy box.

Superhost

Home in Arco da Calheta

4.92 out of 5 average rating, 64 reviews

Recanto das Florenças (1) - Great View & Sunsets

This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

Superhost

Home in Arco da Calheta

4.8 out of 5 average rating, 40 reviews

Cheerful 4 Bedroom Home

This spacious villa is the ideal location for an amazing holiday Here you can forget all your troubles in this serene place and the best sunsets Madeira can offer Free Wifi and parking is available This is not a shared house so the whole house is yours Seaviews from patio and balconies on every floor A short drive take you to the sandy beach of Calheta Levada walks are closeby or stay at home and enjoy a barbeque and entertainment the house offers which include pooltable, darts and table tennis.

Guest favorite

A serene bedroom features a spacious bed adorned with decorative pillows, offering direct access to a balcony with expansive ocean views through open double doors. A lamp stands beside the bed, illuminating the cozy space.

Home in Paul do Mar

4.87 out of 5 average rating, 104 reviews

Hear the Ocean at Casa Beira Mar on the rocks

Forget your worries with the soundtrack of the sea at this comfy oceanfront home. From the front door experience the feel of a traditional old village, stepping onto a pedestrian alley which leads you to restaurants, bars & small harbour still used by fisherman from the village. From the back door find yourself directly at the seafront, with the sound of the waves hitting the rocks. Enjoy sweeping ocean views from two of the three serene bedrooms & relax with a drink on the sun soaked patio.

Guest favorite

Home in Câmara de Lobos

4.98 out of 5 average rating, 50 reviews

Villa Belafonte

Feel at home in our breathtaking beachfront villa, offering stunning 360 views of this charming fisherman's village. Explore this traditional seaside village with its colourful fishing boats, cobbled streets, seaside promenade, swimming beach and much more. Located in the centre of the bay, where you can enjoy a lovely stroll on the promenade along the shoreline, go for a dip in the ocean or enjoy a sundowner at one of the nearby cafes whilst watching the traditional fisher boats in the bay.

Superhost

A balcony view captures the expansive ocean and the skyline, framed by swaying palm trees and the rolling hills in the background. The glass railing provides an unobstructed perspective of the vibrant coastal landscape.

Apartment in Funchal

4.81 out of 5 average rating, 69 reviews

Levada dos Piornais, a Home in Madeira

Levada dos Piornais is an apartment with an excellent sea view and is ideal for two people. The apartment is 69 m2 and comprises one bedroom, a living room with dining table, kitchen, bathroom, a balcony with ocean view and a private parking. It is equipped with refrigerator, washer, hob, oven, microwave and other utensils, as well as bed linen, towels, Wi-Fi, Tv with international and children’s channels, and other amenities to provide a pleasant and relaxed stay. Location

Guest favorite

A concrete pier extends into the blue sea, bordered by a rocky cliff on one side. Sunlight reflects off the water, and a few individuals can be seen socializing on the pier's edge. The landscape is characterized by vibrant earthy tones embedded in the cliff face.

Apartment in Madalena do Mar

4.88 out of 5 average rating, 8 reviews

Luz no Mar - New Top

Escape to these charming beach houses, just steps from the ocean. Enjoy stunning sea views from the living room and a private deck perfect for morning coffee or evening sunsets. With a fully equipped kitchen, Wi-Fi, and easy access to local attractions, it's the perfect getaway for relaxation and adventure. As with most villas in Madeira, car hire is recommended. There is a public car park a few metres from the house where you can leave your car safely and free of charge.

Superhost

A cozy retreat is perched on a cliff, displaying an outdoor seating area with a table and chairs. Lush greenery frames the pathway leading to the house, while expansive views of the valley and hills are visible in the background under a clear blue sky.

Home in Tabua

4.89 out of 5 average rating, 44 reviews

Mar a Vista by Your Madeira Rentals

Discover a remarkable rental retreat perched on a cliff, granting unparalleled sea and valley views. Ideal for two, this cozy haven offers a bedroom with high quality foam mattress, living room, and a fully equipped kitchen with a dining area. The bathroom invites relaxation, while the outdoor space captivates with an open-air shower, garden, and hammock. Embrace nature's allure in this tranquil and unique location, where every moment promises to be extraordinary.

Guest favorite

An infinity pool reflects the sky and ocean, bordered by a white fence. Lush greenery and vibrant blooms are visible beyond the pool, while a palm tree stands to the right, enhancing the coastal scenery.

Apartment in Funchal

4.92 out of 5 average rating, 77 reviews

Superior Rentals - Beachfront penthouse (Lido)

Enjoy the perfect blend of oceanfront luxury, comfort, and prime location at this elegant two-bedroom penthouse in the heart of Funchal’s prestigious Lido Quarter — widely known as "The Hotel Zone". Surrounded by acclaimed beaches, fine restaurants, and vibrant nightlife, this exceptional location promises both relaxation and excitement. FREE PARKING INSIDE THE CONDO. We look forward to welcoming you to an exceptional stay on the beautiful island of Madeira!

Guest favorite

The modern villa is set atop gently sloping terrain, with expansive windows and wooden accents. Surrounding greenery enhances the landscape, and a private turquoise pool can be seen below. A terrace with seating options is also visible, inviting relaxation amid the natural surroundings.

Cabin in Jardim do Mar

4.96 out of 5 average rating, 113 reviews

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Top guest favorite

A small balcony offers a view of the sea, framed by greenery and a decorative nature-inspired wall piece. A comfortable blue sofa is situated nearby, inviting relaxation while enjoying the surroundings.

Apartment in Funchal

4.98 out of 5 average rating, 136 reviews

SUPER Central - Deep Blue

Excelente localização / Great location Excelente vista / Great view PT: Elegante e confortável apartamento no coração do Funchal (Praça da Autonomia). Vista panorâmica para o mar e para a encosta do Funchal. Muito próximo de todas as comodidades e pontos de interesse. EN: Elegant and comfortable apartment in Funchal’s heart (Praça da Autonomia). Panoramic view of the sea and Funchal's hillside. Very close to all amenities and points of interest.

Superhost

A spacious terrace is shown, featuring a swimming pool surrounded by tropical plants and lounge chairs. In the background, coastal hills meet the ocean under a clear blue sky, with traditional tiled rooftops visible.

Home in Lombo Do Doutor

4.92 out of 5 average rating, 50 reviews

Casa Nici magnificant sea views

Modern villa for rent in Calheta , in a quiet location, only 8 minutes walk to the beach of Calheta and shops, 30 minutes from Funchal and 40 minutes from the airport. It is ideally located for touring the island , with easy access to the North and its fabulous landscapes via Ribeira Brava. Porto Moniz and its natural swimming pools in the East are only 35 minutes away. Big game fishing and dolphin watching from the Calheta Marina.