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Holiday rentals with a pool in Chersonisos

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chersonisos

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Top guest favourite
A modern villa exterior is showcased, featuring a spacious terrace with a private pool. Comfortable seating areas and a dining table are visible on the patio, surrounded by potted plants. Large glass doors provide a view into the interior living space, enhancing the inviting atmosphere.
Villa in Analipsi
4.97 out of 5 average rating, 31 reviews

Nagia Family villas - Villa Penny - Heated Pool

Discover an oasis of calm and recreation located in the heart of Analipsis in Crete. Nagia Luxury Family Villas are a collection of three newly built and luxurious villas, specially designed for families with children and infants. The quiet and convenient location that is only a few minutes away from the beach, the private yard with a swimming pool surrounded with grass lawn, and a wide range of activities in the area will give you carefree and cheerful family moments that you’ll never forget.

Guest favourite
A serene outdoor area features a private pool surrounded by lounge chairs and umbrellas. Lush palm trees add greenery to the space. The bright sky and modern architecture create a calm atmosphere, ideal for relaxation.
Home in Heraklion
5 out of 5 average rating, 14 reviews

Ethera Luxury Villas (Home 1)

Near Heraklion Airport lies the peaceful village of Agriana, surrounded by olive trees. Ethera Villa I, one of two villas, offers privacy with a fenced area and electric gate. It features a private pool, pergola, BBQ, two spacious bedrooms with en-suite bathrooms, and a living room with a full kitchen. The lush garden with palm trees creates a tropical ambiance. The villa has air conditioning, heating, and an LG Smart TV. Security cameras can be turned off on request. Enjoy your perfect stay!

Top guest favourite
The exterior of the property is showcased, highlighting its two-story design with large windows and a balcony. Surrounded by tall trees, a spacious terrace equipped with seating is visible below, providing a peaceful setting against the backdrop of rolling hills.
Villa in Spilia
4.97 out of 5 average rating, 157 reviews

Avghi Country House Crete -authentic hosting-

Avghi Country House is located on a hill between the ancient ruins of Knossos and the town of Archanes, both famous for their history. Only 7km away from the city of Heraklion, it is an ideal place for couples' & families' vacation. The nearest beach is 13km away. Wine and olive oil enthusiasts will find wineries, presses and mills around the area. It's a great starting point to explore the whole island of Crete. Our motto is "hosting is authentic when friendliness and caring are genuine".

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, 135 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.

Guest favourite
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 Vathia
5 out of 5 average rating, 17 reviews

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

Superhost
A spacious sleeping area features a king-size bed with neatly arranged linens and towels. Textured wall accents are complemented by woven pendant lights, creating a soft glow. Natural light filters in through a window adorned with minimalistic coverings.
Hotel room in Kato Gouves
4.89 out of 5 average rating, 183 reviews

ELÉA Suites | Suite with Terrace

THE ELÉA CONCEPT Proudly local, enveloped by an idyllic locale and the bearer of the finely Cretan identity, Eléa presents a unique experience of hospitality in every sense, with an “all welcome” attitude. From its slow living aura, carefully aligned with the island’s tempo, in an authentically Cretan ambience, Eléa is a microcosm of the island on which it resides. An accurate and detailed snapshot of Crete where guests are offered ample opportunity to explore, experience & nurture!

Guest favourite
An expansive swimming pool invites relaxation under a wooden pergola, with a framed view of the distant sea and hills. A hammock is suspended beside the pool, and modern seating arrangements offer comfort. The clear blue sky enhances the tranquil atmosphere and scenic surroundings.
Villa in Heraklion
4.97 out of 5 average rating, 30 reviews

Luxurious Seaview Estate with Infinity Heated Pool

Discover Villa Blue Key, a luxury villa nestled in the serene hills of Agia Pelagia, just minutes from Lygaria Beach and a short drive to Heraklion city centre. This private villa sleeps up to 14 guests and offers upscale amenities, panoramic sea views, and complete privacy for an unforgettable stay in Crete. • Heated Saltwater Pool & Hot Tub • Jacuzzi, Sauna & Gym • Home Cinema, Billiard Table & Ping Pong • BBQ, Pizza Oven, Kid’s Playground • 10 min to the beach & 20 min to Heraklion

Guest favourite
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
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
The living area features a spacious gray sofa arranged for comfort, with a large television positioned for easy viewing. Natural light pours in through expansive glass doors, revealing a view of the private garden. A cozy hanging chair adds a relaxed touch to the space.
Home in Heraklion
5 out of 5 average rating, 140 reviews

Hammam, Private Pool & Home Cinema - Green Sight

**NEW** Private Swimming Pool (3.50mx6.2m) **NEW** Private, Hammam Style, marble Steam Room -inside- the apartment and at guest's disposal! At an ideal location, near the city of Heraklion but way far from city groove, Green Sight Apartment can offer tranquility and a memorable, comfort stay. Enjoy your stay on a modern setting among with an emphatic garden setup with City and Sea Views, only 9km from Heraklion City.

Top guest favourite
A private wooden deck features a swimming pool surrounded by lounge chairs. A table and chairs sit nearby, with lush greenery providing a natural backdrop. The sea glistens in the distance, enhancing the tranquil setting, ideal for relaxation.
Home in Heraklion
4.97 out of 5 average rating, 184 reviews

Pamela's house (private pool and spa)

Our comfortable 75m² House is located in karteros and it is a ground floor house which is a part of a duplex with separate entrance. The house has a beautiful garden overlooking the Cretan sea the Port and the airport, Ideal for quiet and relaxing holidays. There is a big garden with swimming pool, spa, free parking and access with a ramp for the house. The spa is available from 1 May until 31 October..

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
4.97 out of 5 average rating, 93 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!

Guest favourite
Villa in Piskopiano
5 out of 5 average rating, 13 reviews

Orama Luxury Villa 4 Bedrooms with Private Pool

Orama Villa, is a unique brand new 330m² luxury residence in the hills of Piskopiano Village. The villa can accommodate up to 8 people. The panoramic views of Ηersonissos harbor, the Cretan sea and the hills of Koutouloufari and Piskopiano Village are some of the images that will stay with you for a long time to come.

Popular amenities for Chersonisos rentals with a pool

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 $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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

  • 4.6 Average rating

    Chersonisos stays receive an average rating of 4.6 out of 5 from guests