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Vacation rentals with a pool in Sisi

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Sisi

  • Total vacation rentals

    Explore 20 vacation rentals in Sisi

  • Nightly prices starting at

    Sisi vacation rentals start at €121 per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Sisi vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sisi rentals

  • 4.7 Average rating

    Sisi stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Sisi

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Villa
4.92 out of 5 average rating, 26 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.

Guest favorite
Home
4.94 out of 5 average rating, 32 reviews

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.

Top guest favorite
An infinity pool extends toward the horizon, blending into the calm blue sea under a twilight sky. Comfortable lounging areas with minimalistic design are placed beside the pool, illuminated softly by integrated lighting, creating a serene ambiance.
Apartment
4.97 out of 5 average rating, 146 reviews

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.

Top guest favorite
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.
Villa
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.

Top guest favorite
A spacious living area features large sliding glass doors that open to a panoramic view of Lygaria Bay. A modern sofa is accompanied by two round wooden coffee tables, and a potted plant adds a touch of greenery. Stylish art decorates the walls.
Villa
5 out of 5 average rating, 107 reviews

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.

Superhost
The exterior of the villa is illuminated at night, featuring a large swimming pool with clear blue water. Lounge chairs with umbrellas surround the pool area, while expansive glass walls display the interior space, inviting a connection between indoor and outdoor living.
Home
5 out of 5 average rating, 3 reviews

Villa Aquarius - 6 Bedrooms+ with heated pool

This brand new, 6-bedroom villa hides amongst the olive trees just 10 minutes walk from a beautiful, well-maintained, sandy beach and the picturesque village of Sisi. *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. EOT Licence: Aquarius MHTE 1040K10003161101

Top guest favorite
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.
Villa
4.98 out of 5 average rating, 60 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.

Top guest favorite
The villa's exterior features a modern two-story design, complemented by a spacious lawn garden and a serene pool. Comfortable loungers are positioned around the pool, while a spa area adjacent to the pool offers an additional relaxation option amidst lush greenery.
Villa
5 out of 5 average rating, 20 reviews

Beachfront Luxury Villa Sea View & Private Pool

🚗 SPECIAL OFFER: FREE CAR INCLUDED with your booking! (for 2026 season) 🌊 Modern Beachfront Villa with Private Pool 🏝 | Steps from Blue Flag Beach 🏖 | Stunning Sea Views & Luxury Design ✨ Book this beachfront luxury villa in Crete and get a FREE rental car included with your stay. ✔ Private pool ✔ Direct beach access ✔ Stunning sea views ✔ Sleeps 6 guests ✔ Modern luxury villa completed in 2023 ✔ FREE car for exploring Crete

Guest favorite
A modern villa exterior is showcased, featuring a well-maintained swimming pool surrounded by lounge chairs. A wooden privacy screen offers a touch of warmth to the area, while the vibrant colors of the sunset paint the sky above the serene landscape.
Villa
5 out of 5 average rating, 17 reviews

Sissi Lux Omega Private Pool Villa

Sissi Lux Villas has a fresh concept for your dream vacation on the mesmerizing island of Crete. We are committed to offering you a personal experience! A timeless panorama of natural beauty, perched wonderfully on the outstanding Cretan Olive groves. Sissi Lux Villas is a villas complex that offers supreme accommodation in the most privileged spot of Crete the picturesque fishing village of Sissi in Lasithi area.

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.
Villa
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.

Top guest favorite
Villa
5 out of 5 average rating, 13 reviews

Sabbia Mare BeachFront Villa, Pool, Car-free Stay

Nestled in the coastal Annisaras Village, this elegant sea-view villa offers four bedrooms and accommodates up to eight guests in refined seaside style. Mere steps from the shore, it unveils a pool and an iconic open-air living concept. A semi-outdoor kitchen with gas BBQ sets the stage for leisurely alfresco dining, where coastal grace meets sunlit tranquillity.

Guest favorite
Villa
5 out of 5 average rating, 13 reviews

Orama Luxury Villa 4 Bedrooms with Private Pool

Orama Villa, is a unique brand new 330m² luxury residence in the hills of Piskopiano Village. The villa can accommodate up to 8 people. The panoramic views of Ηersonissos harbor, the Cretan sea and the hills of Koutouloufari and Piskopiano Village are some of the images that will stay with you for a long time to come.

Popular amenities for Sisi rentals with a pool