Family-friendly holiday rentals in Santa Cruz

A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.

4.95 out of 5 average rating, 114 reviews

Seafront Home in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

Superhost

A scenic view of the coastline is presented through large glass doors, framed by a modern balcony. A hanging chair and a small table with chairs are visible, offering a relaxing spot to enjoy the ocean and landscape below.

Flat

4.93 out of 5 average rating, 152 reviews

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).

4.87 out of 5 average rating, 769 reviews

Tent

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.

A pool area is presented with a clear blue swimming pool surrounded by sun loungers on a wooden deck. An umbrella provides shade nearby, while palm trees and ocean views create a serene backdrop. A splash of red from a canopy adds a vibrant touch.

4.99 out of 5 average rating, 103 reviews

Villa Vera Garajau - Madeira Island

Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

4.97 out of 5 average rating, 461 reviews

Yurt

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

4.87 out of 5 average rating, 116 reviews

An outdoor dining area is set near the water's edge, featuring a large umbrella over a table with several chairs. Potted plants are positioned around the patio, which overlooks clear blue waters, providing a serene setting for meals.

Townhouse

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.

4.98 out of 5 average rating, 159 reviews

Villa

Casa dos Francelhos by Atlantic Holiday

Casa dos Francelhos by Atlantic Holiday is a spacious villa located in Funchal, on the beautiful island of Madeira, offering a comfortable and private setting for couples, families and groups of friends. With capacity for up to 8 guests, the villa features four well-appointed bedrooms, two with queen-size beds and two with two single beds each, ensuring flexibility and comfort for all guests.<br><br>

4.99 out of 5 average rating, 107 reviews

A private pool area features a serene turquoise pool surrounded by wooden decking. Lounge chairs are positioned for relaxation, and vibrant greenery enhances the outdoor space. The backdrop includes modern glass doors, allowing for a seamless connection to the interior. Sunlight brightens the scene under a clear blue sky.

Guest house

Private Pool House• 2 Suites• Near Airport & Beach

Enjoy a relaxing stay in this elegant and private Pool House, featuring two en-suite bedrooms, a kitchenette, a swimming pool, a sunny terrace and a small lawned garden. Reserved exclusively for one booking at a time, it offers complete privacy. Just 500 m from Machico’s centre, sandy beach, restaurants and shops, 5 minutes from Madeira Airport and 10 minutes from Santo da Serra Golf Course.

The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.

4.99 out of 5 average rating, 195 reviews

Typical house above the sea

"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

4.8 out of 5 average rating, 221 reviews

A tranquil outdoor area is highlighted by a large swimming pool, reflecting the azure sky and ocean. Surrounding the pool, white sunbeds are arranged alongside a shaded umbrella. A stone wall adds a natural element to the space, enhancing the ocean view.

Flat

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.

A spacious exterior view of the modern stone villa showcases a manicured green lawn. Sunlight highlights the structure, which features large windows and a balcony. Outdoor lounge chairs are positioned across the yard, surrounded by low hedges and a clear sky with scattered clouds.

4.95 out of 5 average rating, 108 reviews

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