Holiday rentals with a pool in Piskopiano

4.97 out of 5 average rating, 144 reviews

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

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.

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5.0 out of 5 average rating, 25 reviews

A private pool is framed by lush greenery, with sun loungers positioned nearby for relaxation. A shaded outdoor seating area offers additional comfort, while natural stone and modern architecture create a harmonious blend of rustic and contemporary design.

Villa in Kato Vatheia

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

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5.0 out of 5 average rating, 25 reviews

The outdoor area features a serene infinity pool reflecting the sunset, with modern sun loungers positioned nearby. Glass doors open from the villa, providing a seamless connection to the landscaped surroundings, while palm trees frame the tranquil scene.

Villa in Agriana

Villa Anassa - Luxurious 4-Bedroom Villa

Villa Anassa is where luxury meets nature, offering breathtaking sea and mountain views in a peaceful yet prime location. Relax by the infinity pool, stay active in the fully equipped gym, or enjoy meals from the barbecue grill under the open sky. Close to central spots yet serene, it’s the perfect retreat. Crafted for those with the most refined taste, this villa is an idyllic escape for families and groups, promising an unforgettable experience where elegance meets nature’s magic.

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5.0 out of 5 average rating, 10 reviews

An outdoor pool area is showcased, featuring multiple sun loungers arranged neatly beside the sparkling blue water. Lush greenery surrounds the space, with the distant coastline visible under a clear blue sky.

Villa in Piskopiano

Olvios Villa II, with 35m² Pool & SeaViews

Indulge in unparalleled luxury at Olvios Villa II. Located just a short stroll from vibrant shops, exquisite dining, and pristine beaches, this stunning villa features a sparkling 35m² outdoor pool, BBQ area, and breathtaking coastal views. Designed for up to eight guests, this quintessential getaway offers the perfect setting for unforgettable summer memories and cherished moments with loved ones. Elevate your getaway with premium amenities and exclusive access to pure relaxation.

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5.0 out of 5 average rating, 107 reviews

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

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.

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4.85 out of 5 average rating, 55 reviews

Apartment in Piskopiano

Sea View Maisonette

A charming apartment in a traditional village-style complex, built on the highest point of Piskopiano and enjoying fantastic panoramic sea views. The beach is just a short drive away, while traditional tavernas, cafés and mini markets can be reached in just two minutes on foot. The apartment is spread over levels and features one bedroom, a living room, a bathroom, a small kitchen and a private balcony with beautiful sea view. Guests also have access to a small shared pool.

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Guest favourite

A serene private pool is surrounded by modern stone tiling and thoughtfully placed planters. The inviting water has a vibrant blue hue, and shaded loungers are positioned nearby, creating an appealing space for relaxation. Soft lights illuminate the area, enhancing the tranquil ambiance.

5.0 out of 5 average rating, 32 reviews

Thomas Villa Hersonissos - Private Pool - Sleeps 7

Discover "Thomas Villa Hersonissos - Private Pool"! Enjoy breathtaking mountain and city views while escaping to this peaceful retreat near the city center. With a brand new private pool, three bedrooms, two bathrooms, and a fully equipped kitchen, every comfort is at your fingertips. Unwind in the stylish seating area and savor meals in the breezy dining space, creating cherished memories. Experience the ideal balance of tranquility and convenience for a comfortable stay.

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4.8 out of 5 average rating, 10 reviews

Petrus Luxury Villa 2 | 3 Bedrooms & 3 Bathrooms

Villa Petrus 2 is a stylish 3-bedroom, 3-bathroom retreat just steps away from the heart of Hersonissos Old Town. Blending traditional charm with modern comfort, it features spacious en-suite bedrooms, elegant design and full privacy. Located within walking distance of local tavernas and shops, the villa also offers free parking and a refreshing private pool. It's the perfect escape for families or friends seeking a peaceful and authentic Cretan experience.

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5.0 out of 5 average rating, 18 reviews

Apartment in Chersonisos

Lemar 2 Bedroom Deluxe House

Brand new 2026 modern apartment in the heart of Hersonissos, just minutes from the beach, restaurants, cafés, and nightlife. Features 2 stylish bedrooms, comfortable beds, elegant bathroom, fast Wi-Fi, Smart TV, air conditioning, and a spacious balcony with outdoor seating. Designed with modern minimal aesthetics and premium comfort, perfect for families, couples, or friends looking to enjoy Crete in a central yet relaxing location.

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5.0 out of 5 average rating, 9 reviews

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.

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