
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.

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.

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.

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

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!

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.

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Iliovasilema Luxury Apartment with Private Pool

Villa Thalassa | Luxury 3BD Villa with Heated Pool

Garden villa with private pool and sea view.

Gregory Luxury Villa by Cretevasion

Anthokipos Pool Villa

Izabela Two Bedroom Apartment with Private Pool

Hammam, Private Pool & Home Cinema - Green Sight

Charming Villa Maria
Apartment rentals with a pool

Artemis: Luxurious home overviewing the Aegean sea

New Apartment: Sunset Oasis with Roofgarden & Pool

THE TOP OF THE EAGLES SMALL VILLA-BANGALOW

Spacious 2-Level Maisonette Villa, Stunning Views

Villa Irene 8 * Two-Storey apartment near the sea

Alkinoos apartment at Mália, Crete

Comfy Sea View Top Floor Apt with Pool & Breakfast

Villa Feronia 2 - Hersonissos
Home rentals with a private pool

Luxurious Seaview Estate with Infinity Heated Pool

Contemporary Maisonette with Sea View Roof Terrace

Savor an Idyllic, Secluded Poolside Escape

Orama Luxury Villa 4 Bedrooms with Private Pool
Destinations to explore
- Crete
- Bali Beach
- Heraklion Archaeological Museum
- Mili Gorge
- Melidoni Cave
- Aghia Fotia Beach
- Museum of Ancient Eleutherna
- Voulisma
- Agios Minas Cathedral
- Acqua Plus
- Historical Museum of Crete
- Lychnostatis Open Air Museum
- Sfendoni Cave
- Crete Golf Club
- Heronissos
- Thalassokomos Cretaquarium
- Rethymnon Beach
- Dikteon Andron
- Patso Gorge
- Nikos Kazantzakis Tomb
- Morosini Fountain
- Knossos
- Móchlos
- Fortifications of Heraklion





