
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.

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.

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.

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.

Villa Adagio 5 Bedroom / eco-friendly heated pool
Villa Adagio is a luxury villa in East Crete with a private heated pool, dedicated for memorable stays full of tranquillity & luxury. Vrachassi is the ideal basis (only 35mins away from Heraklion Airport) to explore the east of Crete, Elounda area, Agios Nikolaos town and the beautiful beaches of our island. The villa offers breath-taking views and a unique landscape that combines nature within a traditional settlement. Please note there is a charge of 50 euro per night to heat the pool.

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.

Oliva Emerald Eco - Secluded Off-Grid Vineyard
Dive into your private pool with panoramic views of the Cretan Sea at Oliva Emerald Villa—an eco-conscious escape surrounded by vineyards and olive groves. Set on 15 acres of pure nature, this energy-independent, kids friendly retreat, blends rustic charm with comfort. Explore the wine cellar, taste our organic olive oil, and relax in total seclusion. Perfect for couples, families, or small groups seeking serenity, sustainability, & authentic island living. ✔ Free WiFi ✔ Private parking

Small villa with pool DOXA PETRA
Η μικρή Βίλα Doxa Petra είναι ένα πραγματικά ήσυχο και γαλήνιο μέρος για να απολαύσετε τις διακοπές σας. Αυτό το μικρό αλλά πανέμορφο κατάλυμα έχει εμβαδό στα 50τ.μ. ,μια έκταση κήπου 7.000τετραγωνικα μετρα. Επίσης προσφέρει πολλές ασχολίες και ανέσεις όπως πισινα, γήπεδο μπάσκετ, μπαρμπεκιου και εύκολη πρόσβαση σε παραλια στα 400 μετρα. Επίσης είναι 2,5 χιλιόμετρα απο τα Μαλια και από το Σισι 2 χιλιόμετρα. Τέλος απέχει από το Ηράκλειο 45 χιλιόμετρα και από τον Άγιο Νικόλαο 20 χιλιόμετρα.

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.

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

Nysa Luxury villa 5,Private pool, Near Hersonissos
Set in the peaceful coastal area of Anissaras, just moments from the vibrant resort town of Hersonissos, Nysa Luxury Villa 5 is an exceptional 200 m² holiday residence designed for guests who appreciate comfort, style, and privacy. Accommodating up to 10 guests, the villa enjoys beautiful views of the Cretan Sea, the surrounding mountains, and its landscaped gardens, offering the perfect setting for memorable family holidays and relaxing getaways with friends.

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.

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.
Popular amenities for Sisi rentals with a pool
House rentals with a pool

Silver Moon Villa

Lasithi Luxury Villa

Sea View Private Pool Villa In Elounda Crete

Central Spot! 3BR + Rooftop Pool & Chill Vibes

Hammam, Private Pool & Home Cinema - Green Sight

Villa Greece by Myseasight.com / private Villa

Steliana's House _Top Floor with Private Jacuzzi

Sardines Luxury Suites 2
Condo rentals with a pool

Artemis: Luxurious home overviewing the Aegean sea

A Haven Affair

THE TOP OF THE EAGLES SMALL VILLA-BANGALOW

Villa Irene 8 * Two-Storey apartment near the sea

Studio with Breathtaking Sea View - Adults Only

Hestia … guest house

Alkinoos apartment at Mália, Crete

Comfy Sea View Top Floor Apt with Pool & Breakfast
Home rentals with a private pool

Luxurious Seaview Estate with Infinity Heated Pool
Villa Belladonna - A Luxury Retreat

Contemporary Maisonette with Sea View Roof Terrace

Savor an Idyllic, Secluded Poolside Escape

Orama Luxury Villa 4 Bedrooms with Private Pool
Destinations to explore
- Crete
- Bali Beach
- Heraklion Archaeological Museum
- Voulisma
- Melidoni Cave
- Museum of Ancient Eleutherna
- Heronissos
- Acqua Plus
- Agios Minas Cathedral
- Sfendoni Cave
- Historical Museum of Crete
- Thalassokomos Cretaquarium
- Móchlos
- Lychnostatis Open Air Museum
- Crete Golf Club
- Vai Beach
- Knossos
- Aghia Fotia Beach
- Nikos Kazantzakis Tomb
- Morosini Fountain
- Parko Georgiadi
- Fortifications of Heraklion
- Dikteon Andron
- Paralia Kato Zakros





