Holiday rentals with a pool in Chersonisos

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Chersonisos

  • Total holiday rentals

    Explore 40 holiday rentals in Chersonisos

  • Nightly prices starting at

    Chersonisos holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Chersonisos holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chersonisos rentals

  • 4.7 Average rating

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

Top-rated rentals with a pool in Chersonisos

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

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Top guest favourite
A private salt-water pool is framed by sunbeds, with palm trees swaying nearby. An outdoor lounge area, featuring shaded seating, offers views of the sea. The clear blue sky enhances the serene atmosphere, inviting relaxation and leisure.
Villa
5 out of 5 average rating, 75 reviews

Mare Beach Villa

Mare Beach Villa is located on the Beach road of Analipsi in Hersonissos in Crete Island. The three-bedroom villa offers a Private Pool with Salt Water and built in Jacuzzi and is located in front of the Sea, with direct access to the Beach. The brand new luxurious villa offers three bedrooms with three bathrooms, a private pool with salt water and hydro massage, barbeque facilities, sunbeds, garden, parking, fully equipped kitchen, dining area and a living room with satellite TV and fireplace.

Top guest favourite
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.
Flat
4.97 out of 5 average rating, 144 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.

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
4.83 out of 5 average rating, 24 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

Guest favourite
An inviting outdoor space features a private swimming pool surrounded by luxurious sun loungers. Breathtaking coastal views stretch in the background, while a shaded pergola area provides additional seating. The pool area offers a serene atmosphere, ideal for relaxation under clear blue skies.
Villa
5 out of 5 average rating, 7 reviews

Olvios Villa III, with 35m² Pool & SeaViews

Indulge in unparalleled luxury at Olvios Villa III. 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.

Top guest favourite
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
5 out of 5 average rating, 25 reviews

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.

Top guest favourite
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.

Top guest favourite
A private pool shines under the sun, offering views of the expansive sea and distant coastline. The pool is framed by a wooden deck, providing a relaxing outdoor space surrounded by greenery and glass railings.
Villa
4.97 out of 5 average rating, 112 reviews

Canvas Villas by the sea

The Canva Villas consist of three villas located in Agia Pelagia, just a few meters away from the beach, offering stunning sea views. These modern villas features three floors and can accommodate up to 8 people, providing the perfect balance between relaxation and luxury. Indulge in the ultimate getaway experience with private pools at Canva Villas. They are an ideal choice for enjoying the endless blue and creating unforgettable moments with your loved ones.

Superhost
Villa
4.78 out of 5 average rating, 9 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.

Top guest favourite
Flat
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
Villa
5 out of 5 average rating, 7 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.

Guest favourite
An elegant villa exterior is reflected in the serene water of a private pool. Spacious patios feature sleek furniture, and large glass doors lead into well-lit interiors. Soft outdoor lighting enhances the modern architecture against a twilight sky.
Home
5 out of 5 average rating, 24 reviews

Sardines Luxury Suites 4

Welcome to our exclusive Luxury Suite, where indulgence meets seclusion. 1. Suite Overview: Step into a world of refined aesthetics. Our suite boasts spacious interiors adorned with plush furnishings, fine fabrics, and bespoke artwork. 2. Luxurious Amenities: Inspired Bathroom and premium toiletries. 3. Private Pool: Dive into your own 14 X3 amazing pool. 4. Home Cinema: Project and enjoy your favorite movies in a unique way.

Superhost
Villa
5 out of 5 average rating, 3 reviews

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.

Popular amenities for Chersonisos rentals with a pool