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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 40 vacation rentals in Chersonisos

  • Nightly prices starting at

    Chersonisos vacation rentals start at G$10,452 GYD per night before taxes and fees

  • Verified guest reviews

    Over 340 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

    40 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 outdoor seating area is presented with a spacious, L-shaped lounge sofa set on a tiled terrace. The view includes gentle hills and a tranquil sea, highlighted by a sunset casting warm hues across the horizon. Soft lighting enhances the ambiance.
Home in Mades
4.96 out of 5 average rating, 113 reviews

Steliana's House _Top Floor with Private Jacuzzi

The apartment is fitted on the upper floor of Steliana's House. A place full of charming details that make guests feel like home from the very first moment. A stunning estate that can accommodate up to 6 guests, offering a private heated jacuzzi on its private rooftop with an amazing view. The property has an open plan kitchen-dining-living area and a splendid view to the sea. In the living area, there is a comfortable sofa, a coffee table, a large smart TV, and a fireplace. The whole apartment offers an excellent Wi-Fi network connection. The house consists of 3 bedrooms with a smart TV for each one, whose tranquility provides a peaceful environment to achieve the ultimate relaxation. All of them are equipped with ensuite bathrooms. Its spacious outdoor area serves as an extension of the pleasure that one can indulge, starting from a private cozy terrace that offers both mountain and sea views and pampers its guests. On the roof there is an extra terrace combined with the heated jacuzzi and an open-plan living room that promises moments of relaxation with unlimited views. A private spot, for the upper floor apartment, that lets its guests take full advantage of the Greek sun and get a bronze tanning.

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Top guest favorite
A private salt-water pool is framed by sunbeds, with palm trees swaying nearby. An outdoor lounge area, featuring shaded seating, offers views of the sea. The clear blue sky enhances the serene atmosphere, inviting relaxation and leisure.
Villa in Chersonisos
5.0 out of 5 average rating, 75 reviews

Mare Beach Villa

Mare Beach Villa is located on the Beach road of Analipsi in Hersonissos in Crete Island. The three-bedroom villa offers a Private Pool with Salt Water and built in Jacuzzi and is located in front of the Sea, with direct access to the Beach. The brand new luxurious villa offers three bedrooms with three bathrooms, a private pool with salt water and hydro massage, barbeque facilities, sunbeds, garden, parking, fully equipped kitchen, dining area and a living room with satellite TV and fireplace.

LocationFamilyCleanliness

Top guest favorite
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.
Apartment in Chersonisos
4.97 out of 5 average rating, 146 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.

ValueFamilyBreakfast

Superhost
The modern villa exterior is presented at dusk, featuring sleek architectural lines and large windows. A private pool is visible alongside sun loungers, while a manicured lawn adds to the outdoor appeal. Soft lighting enhances the ambiance, creating a welcoming atmosphere.
Villa in Vatheianos Kampos
4.84 out of 5 average rating, 25 reviews

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

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Top guest favorite
The outdoor area features a serene infinity pool reflecting the sunset, with modern sun loungers positioned nearby. Glass doors open from the villa, providing a seamless connection to the landscaped surroundings, while palm trees frame the tranquil scene.
Villa in Agriana
5.0 out of 5 average rating, 26 reviews

Villa Anassa - Luxurious 4-Bedroom Villa

Villa Anassa is where luxury meets nature, offering breathtaking sea and mountain views in a peaceful yet prime location. Relax by the infinity pool, stay active in the fully equipped gym, or enjoy meals from the barbecue grill under the open sky. Close to central spots yet serene, it’s the perfect retreat. Crafted for those with the most refined taste, this villa is an idyllic escape for families and groups, promising an unforgettable experience where elegance meets nature’s magic.

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Top guest favorite
A spacious living area features large sliding glass doors that open to a panoramic view of Lygaria Bay. A modern sofa is accompanied by two round wooden coffee tables, and a potted plant adds a touch of greenery. Stylish art decorates the walls.
Villa in Agia Pelagia
5.0 out of 5 average rating, 108 reviews

Villa w/Private Pool & Sea View, 400 to the beach

💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.

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Guest favorite
A serene private pool is surrounded by modern stone tiling and thoughtfully placed planters. The inviting water has a vibrant blue hue, and shaded loungers are positioned nearby, creating an appealing space for relaxation. Soft lights illuminate the area, enhancing the tranquil ambiance.
Villa in Chersonisos
5.0 out of 5 average rating, 32 reviews

Thomas Villa Hersonissos - Private Pool - Sleeps 7

Discover "Thomas Villa Hersonissos - Private Pool"! Enjoy breathtaking mountain and city views while escaping to this peaceful retreat near the city center. With a brand new private pool, three bedrooms, two bathrooms, and a fully equipped kitchen, every comfort is at your fingertips. Unwind in the stylish seating area and savor meals in the breezy dining space, creating cherished memories. Experience the ideal balance of tranquility and convenience for a comfortable stay.

LocationFamilyHospitality

Guest favorite
Home in Anissaras
4.86 out of 5 average rating, 7 reviews

Nysa Luxury villa 5,Private pool, Near Hersonissos

Set in the peaceful coastal area of Anissaras, just moments from the vibrant resort town of Hersonissos, Nysa Luxury Villa 5 is an exceptional 200 m² holiday residence designed for guests who appreciate comfort, style, and privacy. Accommodating up to 10 guests, the villa enjoys beautiful views of the Cretan Sea, the surrounding mountains, and its landscaped gardens, offering the perfect setting for memorable family holidays and relaxing getaways with friends.

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Guest favorite
An infinity pool is featured, seamlessly blending into the horizon with views of the sea. The pool area showcases contemporary design elements, including a stone wall and large glass windows that reflect natural light, creating a serene environment.
Villa in Irakleio
4.87 out of 5 average rating, 46 reviews

Zen Wind Villa, Iconic SeaView Escape with Pool

A refined seafront retreat with iconic sensory design, set within walking distance from the sea and crafted for effortless island living. Designed to welcome up to 5 guests, the residence features two premium en-suite bedrooms, elegant indoor-outdoor spaces, and a pool and whirlpool (non-heated). Part of an exclusive complex of 8 suites, positioned directly in front of the sea, it offers the perfect setting for a serene coastal escape.

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Top guest favorite
Apartment in Chersonisos
5.0 out of 5 average rating, 22 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.

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Top guest favorite
Villa in Chersonisos
5.0 out of 5 average rating, 9 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.

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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 Chersonisos
4.98 out of 5 average rating, 107 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!

LocationFamilyAir conditioning

Popular amenities for Chersonisos rentals with a pool