Family-friendly vacation rentals in Sisi

Elaiodentron eco House

(Eleó–then–dron) comes from the classical Greek word for the olive tree. A modern eco-friendly stone-built retreat, set in a private olive grove using regenerative farming, just 2 km from the sea, surrounded by olives, pines and cedars, with views of Ha Gorge. The area is known for its natural beauty, biodiversity, hiking trails, gastronomy and rich archaeological heritage. The house is easily accessible, with nearby towns like Ierapetra and Agios Nikolaos, traditional villages and many beaches.

Family · Indoor spaces · Breakfast

Milatos villa with a sea view

Calm and relaxing villa by the sea, with very large verandas in a 4,000 sqm Olive Garden, with breathtaking seaview and sunset and all amenities. Ideal for your holiday with a group of friends or your family, friendly and safe, great for kids. You can enjoy the beach, only at 300m walking distance, prepare your delicious local meals in the garden's private BBQ. The house is new, clean, full of light, you can easily park your car in your private space and enjoy the beautifully decorated interior.

Kitchen · Indoor spaces · Outdoor spaces

Villa Yiayia: Relaxing by the sea (Heated pool)

The villa is located 80 meters from the sea, in the picturesque village of Sissi. With sea and mountain views, this luxury property is close to all local amenities. An ideal combination for the perfect summer holiday with family or friends. The spacious outdoor area offers a large sun terrace with sun beds and a 35 m² swimming pool. Our villa features a heated pool (Optional). In April, May and October, the heating is complimentary. Outside of these months, a small fee of €10 per day applies.

Kitchen · Indoor spaces · Bathroom

Boho Sisi Retreat, Poolside Oasis & Private HotTub

A stylish boho studio with an outdoor pool, only 1km from the sea and 500m from central market, surrounded by a heavenly will offer you unforgettable vacations! The spacious swimming pool is the ideal place to enjoy your favorite drink, gazing upon the magnificent sunsets of Crete or a meal cooked with local products! The atmosphere is idyllic: the romantic beaches, shimmering gold sand & clear blue sky will take your breath away The area is rich in restaurants, traditional taverns & bars.

Indoor spaces · Accuracy · Air conditioning

KaDeView Residence II

The modern fully airconditioned villa is well located in close proximity to the beautiful village of Sissi with its natural Minoan harbour, bakeries, taverns and cafes. It offers you a private, relaxed atmosphere in the midst of the surrounding nature. The entire villa has panoramic windows so you can enjoy fantastic views from every room.Watching the sunrise and sunset is unforgettable. The private covered carport easily fits two cars and can be reached without problems in first gear.

Indoor spaces · Family · Quiet

Ascuri Studio

Ascuri Studio is located in Sissi, Crete, only 600m from the beach. The center of the village is only 300m away. It can easily accommodate up to 3 people and is ideal for families, couples or groups of friends who would like to spend their holidays in Sissi exploring Crete. The studio provides a comfortable space with one double bed and a sofa bed. The bathroom offers a shower and complimentary toiletries. In front of the apartment, a shared dining area is offered.

Indoor spaces · Kitchen · Condition

Fyllosia Villa | Private & Panoramic near Knossos

Autonomous Fyllosia Villa (98m²) offers total privacy & panoramic views of the mountains, sea & Heraklion. A proud member of Cretan Retreat, this traditional stone-built sanctuary is handcrafted with local materials. Centrally located, it’s just 15 mins from Knossos Palace & near Archanes. Ideal for families, groups, nature & wine/food exploration, this meticulously clean 3-bedroom retreat blends authentic Cretan heritage with modern comfort. Perfect for relaxation.

Kitchen · Indoor spaces · Outdoor spaces

Cactus Peak Loft, By IdealStay Experience

Escape to our luxurious loft in Sisi, Crete, perfect for 3 adults or a family of 4. Enjoy breathtaking views of the Finikes palms and Aegean Sea from your private balcony. This modern loft features a king-size bed, a cozy queen bed for 2 kids or 1 adult, a fully equipped kitchen, and a sleek bathroom. Just steps from the beach, it’s the ideal retreat for relaxation or exploration. With top-notch amenities, it’s your perfect getaway in beautiful Crete.

Kitchen · Indoor spaces · Cleanliness

Dievandi Seaview Villa with heated pool

Enjoy your stay in this exceptional villa, relax with the whole family and enjoy the view and the sun setting into the sea. You will love the large heated (on request) 48 m2 pool with hydromassage system as well as the 9 m2 children's pool. The accommodation is located within a fenced estate of 11.000 m2 , with a unique view of the sea. The accommodation offers absolute privacy, although it is only 700 meters from an organized beach, a 5-minute walk.

Indoor spaces · Family · Sleep quality

Traditional Windmill-Milos

"Milos" is a traditional windmill that dates back to about 1900 and is located at the highest point of the traditional village of Kroustas in an area of 1400 sqm. The panoramic view is ideal for moments of absolute tranquility and relaxation.It is surrounded by a manicured garden with Cretan herbs, a stone living room and BBQs.It is located 13 km from the city and the blue beaches of Agios Nikolaos, at about 500 m from the "milos" .

Family · Kitchen · Outdoor spaces

Villa Callista with Private Pool

🏡 Welcome to Villa Callista, a discreetly luxurious 180 m² villa in the seaside village of Sissi, just 30 minutes from Heraklion and 400 m from the beach. Enjoy elegance, comfort, and authentic Cretan hospitality with a private pool, garden, and BBQ area — the perfect retreat for relaxation or exploration. Your holiday destination – our home. Please, make yourself at home.

Family · Indoor spaces · View

Villa Zoi

Wake up right by the sea in a 140m² villa with a private deck, BBQ, and views that stay with you. Swim before breakfast, fish from the shore, or grill your catch at sunset. Set on 4.5 acres with no neighbors—just calm, sky, and salt air. End your day with wine and waves under golden light. Simplicity, privacy, barefoot freedom. Everyone’s welcome.

Indoor spaces · Family · View