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 30 holiday rentals in Chersonisos

  • Nightly prices starting at

    Chersonisos holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 330 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

    30 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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Guest favourite
Home in Agriana
4.93 out of 5 average rating, 15 reviews

Aura Luxury Suite | Temma Villas

Welcome to Aura Luxury Suite, where contemporary design meets peaceful seclusion. Nestled in a private setting, this refined retreat offers a sense of exclusivity with its gated entrance, enclosed grounds, and dedicated parking. Indulge in the serenity of your private pool, sunlit interiors with a seamless indoor-outdoor flow, and a stylish alfresco lounge. Crafted for both comfort and sophistication, it’s an ideal haven for those craving tranquility, elegance, and a truly memorable getaway.

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 in Limenas Chersonisou
4.96 out of 5 average rating, 142 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 in Vathianos Kampos
4.82 out of 5 average rating, 22 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
A serene outdoor area showcases a private pool surrounded by four lounge chairs, offering a tranquil spot for relaxation. Tall palm trees stand beside the pool, framing a sunset view over the sea and creating a peaceful ambiance in the landscape.
Villa in Limenas Chersonisou
4.93 out of 5 average rating, 30 reviews

Villa Sunrise Majestic Seaview with Private Pool

Discover Villa Sunrise Majestic Seaview, nestled in Sarantaris, the most magnificent and prized area of Hersonissos. Perched on a natural ridge, this villa offers an unparalleled, unobstructed vista of the entire Hersonissos gulf, immersing you in its majestic allure. Limamakia's famous shores lie just steps away, inviting you to explore. Enjoy breakfast with breathtaking sunrise views, and as night falls, witness stunning night vistas of nearby villages. Your seaside escape awaits!

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 in Piskopiano
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
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 in Gazi
4.97 out of 5 average rating, 107 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.

Guest favourite
Villa in Hersonissos
5 out of 5 average rating, 6 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 in Hersonissos
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 in Hersonissos
5 out of 5 average rating, 6 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.

Top guest favourite
A modern outdoor space features a private pool with soft blue water, surrounded by a spacious patio. Comfortable seating areas, including lounge chairs and a dining table, are positioned under white canopies. The white exterior of the house contrasts with the dusky sky.
Home in Analipsi
5 out of 5 average rating, 40 reviews

Sardines Luxury Suites 2

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 in Hersonissos
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.

Guest favourite
The private roof garden is illuminated at twilight, featuring a plunge pool surrounded by lounge chairs with striped cushions. Exotic plants are scattered throughout, and a spacious outdoor seating area is present. The view showcases the tranquil lights of the surrounding area.
Home in Hersonissos
4.98 out of 5 average rating, 106 reviews

Central Spot! 3BR + Rooftop Pool & Chill Vibes

Welcome to Nissos Home in the heart of Hersonissos! This stylish 3-bedroom home sleeps up to 8 and is ideal for friend groups. Just steps from beaches, shops, and nightlife, it's your perfect Crete base. Relax on the private roofgarden with a plunge pool and soak in the sunset. Enjoy a full kitchen, comfy beds, A/C, and fast Wi-Fi. Whether you're here to explore or unwind, Nissos Home has you covered!

Popular amenities for Chersonisos rentals with a pool