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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

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

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Top guest favourite
The exterior of Villa Kaptara is highlighted by two spacious stories, featuring a rooftop terrace with an outdoor dining area. The stone structure is complemented by modern design elements and greenery. Soft lighting enhances the inviting atmosphere, creating a relaxing ambiance for guests.
Villa in Koutouloufari
5 out of 5 average rating, 5 reviews

Kaptara Premium Villa, Plunge Pool & Jacuzzi's

Villa Kaptara is a complex of 3 apts with a total living space of 217 sq.m. Kaptara is a luxury eco-friendly accommodation located in the heart of Koutouloufari overlooking the Cretan sea. The villa is comprised of two-stories and a guest house, which has 7 bedrooms, 5 bathrooms and 3 kitchens and can accommodate up to 14 people. The exterior offers several cozy lounge areas, water features such as the 2 jacuzzis (heating option with extra charge), 1 Plunge Pool and a rooftop garden with a BBQ

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
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

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, 139 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!

Superhost
Villa in Anissaras
5 out of 5 average rating, 4 reviews

Sabbia Mare BeachFront Villa, steps from Dine&Shop

Nestled in the coastal Annisaras Village, this elegant sea-view villa offers four bedrooms and accommodates up to eight guests in refined seaside style. Mere steps from the shore, it unveils a pool and an iconic open-air living concept. A semi-outdoor kitchen with gas BBQ sets the stage for leisurely alfresco dining, where coastal grace meets sunlit tranquillity.

Top guest favourite
A private swimming pool is surrounded by well-maintained gardens and lounge chairs under sun umbrellas. Lush foliage frames the scene, enhancing the serene outdoor area designed for relaxation.
Villa in Finikia
4.9 out of 5 average rating, 119 reviews

DM Elegant & charming villa with private pool

Our villa is located in a very quiet area, few kilometres (10minutes) outside Heraklion City. Enjoy the sun, the nature, our beautiful gardens and the private pool. Free parking spots , fully equipped kitchen and bathroom . Ideal for Families with kids. Can accommodate up to 4 people with 1 bedroom and one living room.

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.

Guest favourite
A spacious villa exterior is shown with a private pool reflecting the evening sky. The terrace features sun loungers and shaded seating. The structure is complemented by large glass doors, enhancing the connection between outdoor and indoor areas.
Home in Hersonissos
4.97 out of 5 average rating, 37 reviews

Villa Greece by Myseasight.com / private Villa

3 Bedroom Villa, family friendly, Private Pool, Jacuzzi, Seaview, Wifi, AC, BBQ Enjoy the paradise on Earth! Private luxury Villa in quiet location, big private and heatable pool (against extra charge)with Jacuzzi corner, BBQ area with dining table, big sun terrace. EOT registration number:1039K91003014801

Superhost
An outdoor space features a private swimming pool reflecting the hues of sunset. Comfortable lounge chairs are positioned nearby under a shaded pergola, offering a peaceful setting. The surrounding landscape showcases a distant view of the horizon, enhancing the tranquil atmosphere.
Villa in Gouves
4.8 out of 5 average rating, 75 reviews

Ioulia Villa Gouves

Located just 17 km from Heraklion, in the charming village of Gouves, our home is surrounded by picturesque nature and breathtaking views. We invite you to experience the true essence of authentic Cretan hospitality in a peaceful and welcoming setting.

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