Family-friendly vacation rentals in Sisi

4.95 out of 5 average rating, 42 reviews

Villa in Milatos

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.

FamilyIndoor spacesLocation

A modern villa features multiple balconies and large windows, allowing ample natural light. A serene pool is surrounded by lounge chairs and tropical plants, with a cozy seating area nearby. The scene is enhanced by a warm sunset sky.

4.92 out of 5 average rating, 25 reviews

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.

Indoor spacesKitchenPool

4.94 out of 5 average rating, 32 reviews

Home in Sisi

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 spacesShared spacesHospitality

A modern villa is depicted with a private swimming pool reflecting blue skies. Comfortable outdoor seating is positioned nearby, with wooden lounge chairs arranged around the pool area. Panoramic windows extend across the villa, offering views of the surrounding nature.

5 out of 5 average rating, 26 reviews

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.

FamilyIndoor spacesBeach

Apartment in Kokkini Hani

A bright and airy studio features a spacious double bed with soft linens. A small desk is equipped with a television and a potted plant. Natural light streams through the glass door leading to a balcony, enhancing the serene atmosphere.

4.97 out of 5 average rating, 114 reviews

Cozy Studio Amazing Sea View

The studio is located in Kokkini Hani Stavromenos, a small neighborhood that is just 200m away from the long sandy beach of Arina. It's set on the hill, providing a breathtaking view of the Cretan Sea. The studio was built on love, is literally surrounded by trees and flowers. Heraklion is 14 km away and there is a bus stop 200m away. The international airport is only 7 km away. Looking forward to welcoming you to my cozy studio! *Crete Aquarium (5 km away) Agios Nikolaos 51 km away

KitchenFamilyWalkability

4.97 out of 5 average rating, 32 reviews

A spacious sleeping area features a double bed adorned with neutral-toned linens and decorative pillows. A sofa bed provides additional seating. Natural light streams in from large sliding doors, which lead to a patio with views of the sea. Shelving with books adds to the decor.

Apartment in Sisi

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 spacesKitchenAmenities

5 out of 5 average rating, 131 reviews

Villa in Archanes

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.

KitchenIndoor spacesValue

4.99 out of 5 average rating, 143 reviews

A traditional stone windmill features a charming balcony with wooden railings. The surrounding area includes a well-maintained garden and outdoor seating arrangements for dining. Clear skies and distant hills can be seen in the background, emphasizing the peaceful rural setting.

Dome in Kroustas

Traditional Windmill-Milos

Το "milos" είναι ένας παραδοσιακός ανεμόμυλος όπου χρονολογείται περίπου από το 1900 και βρίσκεται στο ψηλότερο σημείο του παραδοσιακού χωριού Κρούστας σε μια έκταση 1400 τμ. Η πανοραμική θέα είναι ιδανική για στιγμές απόλυτης ηρεμίας και χαλάρωσης.Περιβάλλεται από έναν περιποιημένο κήπο με κρητικά βότανα,πέτρινο καθιστικό και BBQ ο .Βρίσκεται σε απόσταση 13 χλμ από την πόλη και τις καταγάλανες παραλίες του Αγίου Νικολάου.στα 500 μ περίπου από το "milos" .

KitchenFamilyHiking

A spacious villa with a bright exterior is surrounded by lush greenery and mountains. An inviting swimming pool is centrally located, flanked by sun loungers. Nearby, a shaded area offers seating under a pergola, while a playground is visible in the background.

4.98 out of 5 average rating, 59 reviews

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.

KitchenFamilyAir conditioning

Superhost

A modern villa is observed from the poolside, highlighting a spacious terrace with sun loungers and a dining area. The multi-level structure features large windows, allowing natural light to fill the interior. A vibrant plant is visible in the foreground, adding a touch of greenery.

4.86 out of 5 average rating, 28 reviews

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.

Indoor spacesKitchenDecor

4.9 out of 5 average rating, 42 reviews

A serene view of the tranquil harbor is captured from the balcony, showcasing calm waters bordered by charming buildings and vibrant outdoor dining spaces. Boats are anchored gently, while a soft, overcast sky adds to the peaceful atmosphere of the coastal scene.

Home in Sisi

Sisi seaview apartment 102

Welcome to our charming house in Sisi. This spacious property is perfect for 2-4 people. With its amazing decoration, comfortable amenities, and relaxing views from the balcony, this house offers a enjoyable retreat. Whether you're looking to explore the nearby attractions or simply unwind in a serene setting, our house is the ideal choice for your vacation.

Indoor spacesKitchenAmenities