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Vacation rentals in Kalipso

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Top-rated vacation rentals in Kalipso

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Guest favorite
A modern villa showcases a 20m2 private pool set within a spacious yard adorned with manicured grass. Sun loungers are positioned beside the pool, while a shaded barbecue area is visible in the background, framed by greenery and wooden accents.
Villa in Myrthianos Plakias
4.98 out of 5 average rating, 45 reviews

Paligremnos Residence III, a Beachside Retreat

Blissfully set on the south coastline, nestled in the picturesque Plakias resort, just some steps away from the beach, beach bars & restaurants, Paligremnos Residences - a brand new complex with three Villas in total, each of them with separate facilities and private pools - will be the perfect haven for an indulgent recline by the beach. Alongside the setting-the-scene ambiance with unique designed interiors, this retreat set the scene for those looking for an unforgettable holiday experience.

Top guest favorite
A white building with a sloped red roof is positioned along a gravel path, framed by potted plants. A parked car is visible in front, and greenery can be seen in the background against a clear blue sky.
Guest suite in Spili
4.92 out of 5 average rating, 153 reviews

Gina's Rooms

Great for walkers and animal lovers, this accommodation is part of a former "Kafenion", situated in the heart of a traditional Cretan village in the hills. Nearby is the pretty and bustling town of Spili, with its tavernas, shops, pharmacy, health centre and post office. Prices from €35 (spring and autumn) to €40 including a basic breakfast. The WiFi only works outside. Loving dogs and cats is essential, if you wish to stay here, as I have 4 dogs and several cats. . Having a car is essential.

Top guest favorite
A bright outdoor view highlights the villa's modern design, featuring large glass doors that open to a spacious terrace. The private pool reflects the blue sky, while shaded areas with lounge chairs and an umbrella provide relaxation options. Nearby, greenery and hammocks enhance the tranquil atmosphere.
Villa in Platanias
5 out of 5 average rating, 132 reviews

Villa San Pietro - walking distance to everything!

Villa San Pietro is approved by Greek Tourism Organisation & managed by "etouri vacation rental management" San Pietro is a beautiful one-ground-floor Villa, decorated in a lovely vintage style, equipped with quality appliances & furnishings. It is conveniently located within walking distance from the long sandy beach and the centre of the Platanias area, offering you a chance for a car-free & carefree holiday! The villa accommodates up to four guests — two in beds and two on the sofa bed.

Top guest favorite
An inviting private plunge pool is visible, surrounded by modern lounge chairs. The pool's calm water reflects soft lighting from the adjacent outdoor spaces, enhancing the overall ambiance. The entrance to the cottage can be seen in the background, framed by warm wooden accents.
Cottage in Xirosterni
4.99 out of 5 average rating, 109 reviews

Chic Country Cottage For Two....

Asteri cottage is an open plan, bijou and beautifully designed one bedroom cottage. Perfect for couples and honeymooners. The boutique style interior opens up to large terraces for dining and relaxation. The ensuite shower room leads out from the calming bedroom to the private plunge pool, which is 2m by 4m in size. The pool can be heated with prior request. The cottage nestles between mature olive trees in an acre of beautiful Cretan countryside and is secluded from the main house.

Top guest favorite
A spacious studio features large glass doors leading to a private balcony with sea views. Stylish decor includes a comfortable bed, accent furniture, and a kitchenette area. Natural light fills the room, highlighting the serene color palette and creating a relaxing atmosphere.
Condo in Rethimno
4.99 out of 5 average rating, 117 reviews

Heleniko - Sea View Luxury Studio

Αυτό το μόλις ανακαινισμένο πολυτελές στούντιο με εκπληκτική πανοραμική θέα στη θάλασσα και το ηλιοβασίλεμα, βρίσκεται στην κορφή ενός μικρού λόφου σε μία ήσυχη γειτονιά, με δωρεάν πάρκινγκ στο δρόμο.Η παλιά πόλη απέχει 12 λεπτά με τα πόδια. Διαθέτει ένα ενιαίο χώρο (υπνοδωμάτιο - κουζίνα) και ένα μπάνιο 27τμ περίπου πλήρως εξοπλισμένα. Επιτρέπεται για σας η χρήση όλων των χώρων του διπλανού πολυτελούς ξενοδοχείου MACARIS SUITES & SPA παραγγέλνοντας κάποιο φαγητό η ποτό.

Top guest favorite
A covered terrace features a large, rustic wooden table surrounded by several chairs, with a breathtaking view of the sunset over the sea. Lush greenery is visible in the background, and soft ambient light adds to the serene atmosphere.
Home in Sellia
5 out of 5 average rating, 14 reviews

Tradition & style - loft with sea view

This former artist's house is hidden among olive trees & offers a unique view of the sea Typical Cretan architecture, not luxury, but a place with soul - Simple & Unique :) 76 m² living and sleeping areas, small kitchen, modern bathroom and large terrace. Outdoor shower with sea view, large olive garden. Wifi, washing machine, solar power No TV, no air conditioning ! (fan) A car is recommended! Supermarket/Taverns: 3 min., Beach and Plakias: 6-8 min (car)

Top guest favorite
An inviting outdoor seating area showcases two cushioned chairs and a low wooden table, surrounded by a scenic view of the ocean. The sun provides a warm glow against the natural stone wall, enhancing the tranquil atmosphere of the space.
Home in Skinaria beach
5 out of 5 average rating, 25 reviews

Skinaria-Venus Hill Guesthouse

A beautiful guesthouse for two people, within walking distance to one of the most beautiful beaches on the south coast of Crete. This guesthouse consists of two floors connected by a beautiful wooden spiral staircase. The ground floor has a nice living room with a fully equipped kitchen, kitchen bar, sofa (able to be converted into a full double bed), and a dining table. The upper floor has a large bamboo bed (1.60m), balcony, and bathroom.

Guest favorite
The image shows a family vacation home nestled among lush greenery and trees. Towering palm trees frame the entrance, while a small seating area is visible under a pergola. The home is designed to blend harmoniously with the natural surroundings.
Home in Kerames
4.91 out of 5 average rating, 114 reviews

Dimitris family house

Ο χώρος που διαθέτω είναι ένα οικογενειακό σπίτι διακοπών , αυτή ήταν άλλωστε και η χρήση του. Διαθέτει μεγάλη βεράντα και μεγάλο κήπο με πολύ πράσινο και δέντρα. Ιδανικό για όσους αναζητούν ξεκούραση και ηρεμία στις διακοπές τους μέσα στη φύση και μόλις 40 μέτρα από τη θάλασσα. Αποτελείται από δύο υπνοδωμάτια, κουζίνα και λουτρό. Πολύ κοντά υπάρχει και ταβέρνα με πολύ καλή κουζίνα και φρέσκο ψάρι.

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Villa in Asomatos
5 out of 5 average rating, 4 reviews

Filade luxury villa 2, private pool, south Crete

Filade Luxury Villa 2 is a brand-new (built in 2025), elegant property that combines high construction standards with modern comfort. With 2 bedrooms and a capacity for up to 4 guests, it offers a welcoming atmosphere across 90 m² of stylish living space. From its terrace, guests can enjoy breathtaking views of the sea and the surrounding landscape.

Luxe
A spacious poolside area features comfortable loungers arranged around a wooden deck. The infinity pool overlooks the expansive sea view, blending naturally with the horizon. Nearby, greenery complements the landscape, while the bright sky adds to the serene ambiance.
Villa in Lefkogeia
5 out of 5 average rating, 20 reviews

Villa 7 Seas - With Amazing - View Heated Pool

Villa 7seas is an extremely high standard two-storey residence, of unique aesthetics, fully in harmony with the environment, completed in 2023 and is an ideal choice for families and groups of friends or couples up to nine people. Clean lines, natural colors, wood and stone dominate everywhere and create feelings of relaxation and tranquility.

Guest favorite
An indoor pool is situated within a grotto, surrounded by natural stone walls adorned with greenery. Large arched openings lead to a serene outdoor area, allowing light to filter through. A wooden deck surrounds the pool, offering a relaxing space for guests.
Villa in Goulediana
4.96 out of 5 average rating, 159 reviews

Venetian mill villa wth grotto & outdoor pools

A fully renovated, stonebuilt compound built on top of three ancient greek grottos. It used to be a Venetian olive press factory. Now it's a contemporary holiday home with two pools (indoor and outdoor) and an organic vegetable and local fruit garden

Top guest favorite
The villa's stone exterior blends harmoniously with the surrounding landscape. An outdoor staircase leads to a spacious terrace, offering panoramic views of olive groves and the distant sea. Clear blue skies enhance the serene atmosphere of this quiet retreat.
Home in Loutraki
4.97 out of 5 average rating, 189 reviews

Panoramic View Villa in OliveGroves

Relax under the bright Mediterranean sun, enjoy the magnificent Cretan landscape as well as a fantastic sea-view from this amazing villa, built at the foothill of mythical mount Ida amidst olive groves and sheep farms, in a quiet secluded village.

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