
Holiday rentals with a pool in Chersonisos
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Top-rated rentals with a pool in Chersonisos
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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!

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".

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.

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

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!

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

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.

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.

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..

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!

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
House rentals with a pool

Lasithi Luxury Villa

Boho Sisi Resort - Poolside Oasis & Garden Vibes

Beautiful Villa with a Private Swimming Pool !

Izabela Two Bedroom Apartment with Private Pool

Acalle Delicate Suite

Steliana's House _Top Floor with Private Jacuzzi

Dejaview

Great house and pool in beautiful location
Apartment rentals with a pool

New Apartment: Sunset Oasis with Roofgarden & Pool

Peaceful paradise with Pool and Parking - 3 rooms

THE TOP OF THE EAGLES SMALL VILLA-BANGALOW

Villa Irene 4 * Two-Storey apartment near the sea

Apartment with sea view

Family apartment with beautiful sea view

Alkinoos apartment at Mália, Crete

Villa Feronia 2 - Hersonissos
Home rentals with a private pool

Luxurious Seaview Estate with Infinity Heated Pool
Christina's Home, breathtaking view and pool

Contemporary Maisonette with Sea View Roof Terrace
Savor an Idyllic, Secluded Poolside Escape

Orama Luxury Villa 4 Bedrooms with Private 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
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- Bali Beach
- Aghia Fotia Beach
- Myrtos Ierapetra
- Fodele Beach
- Heraklion Archaeological Museum
- Museum of Ancient Eleutherna
- Platanes Beach
- Mili Gorge
- Crete Golf Club
- Malia Beach
- Melidoni Cave
- Limanaki Beach
- Meropi Aqua
- Kokkini Chani-Rinela
- Lychnostatis Open Air Museum
- Historical Museum of Crete
- Beach Pigianos Campos
- Chani Beach
- Evita Bay
- Dikteon Andron
- Rethymno 2-Pearl Beach
- Acqua Plus
- Kaki Skala Beach
- Douloufakis winery




