Holiday rentals with a pool in Sisi

Sissi Lux Kappa Villa Private Pool

Experience unparalleled elegance in this stunning two-level luxury villa, offering five spacious bedrooms designed for comfort and style. Set amidst lush surroundings, the villa features a private pool, expansive living areas, and floor-to-ceiling windows that invite natural light and breathtaking views. The modern outdoor lounge create the perfect ambiance for relaxation. Whether for a family getaway or a sophisticated retreat, this villa offers the ultimate in privacy, luxury, and convenience.

Family · Location · Check-in

Boho Sisi Resort 4

A stylish boho studio with 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 The area is rich in restaurants and traditional taverns.

Family · Location · Walkability

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.

Location · Family · Pool

Villa Tamara, 5 bedrooms, pool, 4.5 bathrooms

The villa is located just 5 minutes' walk from a beautiful, manicured beach and the picturesque village of Sissi. With stunning sea and mountain views, in the centre of Sisi. 5 bedrooms, 4.5 bathrooms, private pool with a sea view. *Please note that the villa does not accept groups under the age of 24. *With the new Greek climate crisis law for the end of resilience in 2024, your host will be obliged to charge you €15 per night in climate tax. This will be paid by credit card upon arrival.

Location · Family · Beach

Seafront Apt. by Myseasight.com Studio Gardenview

Escape to Seafront Suites, a private hideaway beside a celestial blue sea on Hersonissos stunning Beach Rivera. Nestled on a tranquil and secluded bay with panoramic views and sunsets that dazzle, the rest of the world does not exist, giving you freedom to release your inhibitions and live for the moment. More information Our luxury Suite with garden view is modern and minimalist with extremely comfortable guest rooms, earth tones and modern touches to soothe the mind and warm the soul.

Location · Family · Check-in

Villa w/Private Pool & Sea View, 400 to the beach

💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.

Location · Family · Indoor spaces

Beachfront villa Phi, jacuzzi and amazing views

Enjoy a peaceful holiday by the sea! Wake up in the morning to a unique sunrise from your bed. Relax in the outdoor Jacuzzi, the shared pool, the terraces, listening to the sound of the waves and the birds chirping. The view everywhere is exquisite. In front of you the endless blue of the Cretan Sea, around you the impressive Cretan nature. From the two living rooms to the bedrooms, the dining room, the kitchen, the bathrooms, the outdoor shower, the view is breathtaking.

Family · Value · Comfort

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.

Family · Value · Backyard

Small villa with pool DOXA PETRA

The small Villa Doxa Petra is a really quiet and peaceful place to enjoy your vacation. This small but beautiful accommodation has an area of 50sq.m., a garden area of 7,000sq.m. It also offers many activities and amenities such as a swimming pool, basketball court, barbecue and easy access to the beach at 400 meters. It is also 2.5 km from Malia and 2 km from Sissi. Finally, it is 45 km from Heraklion and 20 km from Agios Nikolaos.

Value · Family · Getting around

Maison Althera, Brand New 3BR Villa with pool

Welcome to your perfect Cretan getaway in Anissaras, Hersonissos. This spacious private villa is ideal for families and groups, comfortably hosting up to 9 guests in a relaxed, sunny setting designed for both fun and downtime. The villa features 3 bright bedrooms, thoughtfully arranged to ensure comfort and privacy for everyone. Whether you’re traveling with family or friends, there’s plenty of space to unwind and feel at home.

Family · Location · Pool

Elmar Bay Beachfront Villa close to all amenities

Elmar Bay Villa is a spacious beachfront villa for up to 11 guests, located just 20 meters from the sea in Hersonissos. Designed for large families and groups, the villa offers 3 separate living areas across 3 levels, BBQ, a private swimming pool, sea views and direct access to a sandy cove. With tavernas, beach bars and organized beaches within walking distance, space and one of the area’s best seaside locations.

Location · Family · Hospitality

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 · Value · Cleanliness