Vacation rentals with a pool in Chersonisos

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Chersonisos

  • Total vacation rentals

    Explore 30 vacation rentals in Chersonisos

  • Nightly prices starting at

    Chersonisos vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 330 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chersonisos vacation rentals include wi-fi 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 favorite
An infinity pool is visible overlooking the tranquil sea at sunset, with soft blue lounge cushions placed on the edge. The horizon displays a gradient of warm colors, creating a serene atmosphere. The calm water reflects the sunset, enhancing the peaceful ambiance.
Apartment in Limenas Chersonisou
4.98 out of 5 average rating, 106 reviews

Seafront Apt. by Myseasight.com Studio Seaview

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 beachfront Suite is modern and minimalist with extremely comfortable guest rooms, earth tones and modern touches to soothe the mind and warm the soul.

Guest favorite
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 favorite
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, 106 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 favorite
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.

Superhost
A private pool area features a clear water pool surrounded by comfortable loungers. Modern wooden screens provide some privacy. Olive trees dot the landscape, enhancing the serene setting with gentle greenery, while an inviting sunlit atmosphere is present throughout the space.
Villa in Gouves
4.8 out of 5 average rating, 15 reviews

NOLA - Nomadic Luxury Villas | 3 Bedroom villa

Relax in this luxury retreat located on the outskirts of Gouves beach. This 130 square meter maisonette provides an ideal summer sanctuary for those who seek quiet and peace during their holidays. The villa has three bedrooms and a beautiful private plunge pool to relax along with private barbeque facilities and outdoor dining area. The villa is equipped with 3 bathrooms, a fully equipped kitchen and a dedicated workspace in the master bedroom.

Superhost
A stone archway adorned with vibrant pink bougainvillea flowers frames the entrance to the villa. Lush greenery is visible on both sides of the pathway, leading to a spacious outdoor area with umbrellas and seating, creating an inviting ambiance.
Villa in Anissaras
4.77 out of 5 average rating, 26 reviews

Villa Antikleia

Situated 25 kms outside east from Heraklion, at the area of Anissaras, Villa Antikleia is just 2 minutes walk to the beach. The area of Anissaras/Chersonissos offers a variety of restaurants, cafeterias, shops and nightlife. Our Villa is good for couples, families, big groups, and furry friends (pets). During your stay, you will enjoy a wonderful, well-maintained garden and swimming pool. A beautiful paradise Villa for your holidays

Top guest favorite
Apartment in Hersonissos
5 out of 5 average rating, 12 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 favorite
An aerial view captures the villa's exterior at dusk, showcasing a modern design with a spacious patio, heated private pool, and jacuzzi. Soft lighting illuminates the outdoor areas, and a play structure is visible, indicating a family-friendly environment. The serene landscape blends with the sunset sky.
Villa in Gouves
5 out of 5 average rating, 16 reviews

Villa Irmaos, By Idealstay Experience

Villa Irmaos is a luxurious retreat with warm décor, wooden elements, and modern amenities. The cozy bedroom invites relaxation, while the fully equipped kitchen is perfect for culinary moments. The outdoor area features stone details, a heated private pool (upon request), a jacuzzi, ping pong, a wood BBQ, and a kindergarten, offering an oasis of serenity. Ideal for an unforgettable vacation, blending comfort and fun for all ages!

Top guest favorite
Villa in Hersonissos
5 out of 5 average rating, 5 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.

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 favorite
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!

Superhost
A modern villa is visible, featuring multiple balconies and large windows. A private swimming pool is centered in the foreground, surrounded by sun loungers. The scene is complemented by a colorful sunset sky, enhancing the serene ambiance of the outdoor space.
Villa in Agriana
4.88 out of 5 average rating, 24 reviews

Agriana 3-Bedroom Luxury Villa | Private Pool

Welcome to Agriana Luxury Villas, a private retreat where modern architecture meets comfort and elegance. This stylish new villa features a private pool, refined interiors, a fully equipped kitchen, and serene bedrooms, making it ideal for families or couples. Set in a peaceful location, it offers the perfect setting for relaxation, with easy access to popular destinations and local attractions.

Popular amenities for Chersonisos rentals with a pool