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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 G$29,248 GYD 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
Home in Sisi
5.0 out of 5 average rating, 6 reviews

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.

LocationFamilyPool

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 in Sisi
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.

LocationValueGetting around

Guest favorite
Home in Sisi
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.

LocationDecorQuiet

Guest favorite
A modern villa is set against a twilight sky, featuring a spacious outdoor area with a heated swimming pool. Sun loungers are arranged along the poolside, illuminated by soft lights. The stone-clad façade reflects a blend of contemporary and traditional elements, surrounded by olive trees.
Villa in Vrachasi
4.96 out of 5 average rating, 45 reviews

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.

ValueLocationView

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 in Chersonisos
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.

ValueLocationCheckout

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 in Sisi
5.0 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.

FamilyLocationCleanliness

Superhost
The modern villa exterior is presented at dusk, featuring sleek architectural lines and large windows. A private pool is visible alongside sun loungers, while a manicured lawn adds to the outdoor appeal. Soft lighting enhances the ambiance, creating a welcoming atmosphere.
Villa in Vatheianos Kampos
4.84 out of 5 average rating, 25 reviews

Villa Ria/ 4 bedroom with Private Pool & Sea View

Villa Ria is a unique and exclusive property with all modern comforts with spectacular view facing the aegean sea combining the minimalist of the interior with the sophisticated simplicity of the pure carbon design giving the place premium high end experience to the guests who will choose it. The base floor is consisted of a spacious living room with an open modern kitchen and a dinning area. In the upper floor the master bedroom and on the ground floor the rest of the three bedrooms

FamilyValueSleep quality

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 in Agia Pelagia
5.0 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.

ValueFamilyAmenities

Top guest favorite
The room features large windows providing expansive views of the sea and mountains at sunrise. A spacious bed is adorned with neutral linens and decorative pillows. Soft natural light enhances the serene atmosphere, showcasing the tranquil coastal landscape.
Villa in Agios Nikolaos
5.0 out of 5 average rating, 83 reviews

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.

FamilyLocationKitchen

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 in Sisi
5.0 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

FamilyLocationOutdoor spaces

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 in Sisi
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.

LocationValueSleep quality

Guest favorite
An infinity pool is featured, seamlessly blending into the horizon with views of the sea. The pool area showcases contemporary design elements, including a stone wall and large glass windows that reflect natural light, creating a serene environment.
Villa in Irakleio
4.87 out of 5 average rating, 46 reviews

Zen Wind Villa, Iconic SeaView Escape with Pool

A refined seafront retreat with iconic sensory design, set within walking distance from the sea and crafted for effortless island living. Designed to welcome up to 5 guests, the residence features two premium en-suite bedrooms, elegant indoor-outdoor spaces, and a pool and whirlpool (non-heated). Part of an exclusive complex of 8 suites, positioned directly in front of the sea, it offers the perfect setting for a serene coastal escape.

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Popular amenities for Sisi rentals with a pool