Family-friendly holiday 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.

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.

Your Summer Dream

An ideal spot for individuals seeking peace and quiet close to the nature and for adventurers that want to explore central and east Crete. The villa occupies 95 sqr metres and is located next to the sandy beach of Ammoudara (400m). The city of Agios Nikolaos is 5 minute car drive away. It is suitable for couples and companies of individuals offering a beautiful sea view to the gulf of Mirabello. It is located within a garden full of lemon trees and olive groves overlooking the big blue.

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.

Ascuri Apartment

Ascuri Apartment 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 4 people and is ideal for families, couples or groups of friends who would like to spend their holidays in Sissi exploring Crete. The Apartment provides 1 comfortable bedroom, and a living room/kitchen with 2 single beds. The bathroom offer a bathtub and complimentary toiletries. In front of the apartement, a shared dining area is offered.

Harbour Sunset & Breeze

Dear clients welcome to Smaris Collection boutique hotels & villas. We will try our best to make your stay as comfortable and enjoyable we can ! At this point we have the pleasure to present you a new, urban style 2 floor apartment. ''Harbour sunset & breeze. '' Its name is based on the magnificent view it offers. This unique apartment is located in front of the crystal, clear blue waters of Sisi and promises moments of relaxation, with breathtaking views. Maximum capacity 4 people.

Boho Sisi Resort - Poolside Oasis & Garden Vibes

A stylish boho studio with an outdoor private hot tub, and an outdoor shared 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

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.

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" .

Melinas House

Our beautiful family house is located 9 km west of Ierapetra and 3 km to Myrtos, at the beach side of the farm village Ammoudares, at a distance of 30 m from the beach. It's a 65 sqm house, with a spacious balcony and a lot of outdoor space with a playground for small children. There are lots of trees, mostly olive trees and pine trees by the sea side. Its a very quiet place, with the discrete neighbouring of my parents.

DM Elegant & charming villa with private pool

Our villa is located in a very quiet area, few kilometres (10minutes) outside Heraklion City. Enjoy the sun, the nature, our beautiful gardens and the private pool. Free parking spots , fully equipped kitchen and bathroom . Ideal for Families with kids. Can accommodate up to 4 people with 1 bedroom and one living room.

Sweet Sissi 2BR Residence with Jacuzzi Sleeps 6

Experience luxury in this brand-new 2-bedroom villa in Sissi, Crete. Featuring a private jacuzzi, elegant interiors, a pool table, and a spacious garden, it’s the perfect escape for families or couples. Enjoy high-end amenities, peaceful surroundings, and a shared BBQ area—just minutes from the sea and village charm.