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Vacation rentals in Kalokairines

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Top-rated vacation rentals in Kalokairines

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Top guest favorite
Apartment in Karavas
5 out of 5 average rating, 36 reviews

Leda Studio Apartment (Swan House)

Swan House (To Σπίτι του Κύκνου) is a lovingly restored 200-year-old village home in Karavas. Each apartment offers modern comfort while maintaining its traditional charm. Lemonokipos Taverna and Karavas Bakery are walking distance from the house. The village is surrounded by green valleys, fresh water springs, hiking trails and secluded beaches. -20 metres from free parking in the square -7 minute drive to Platia Ammos beach -10 minute drive to Agia Pelagia beach -10 minute drive to Potamos

Guest favorite
The image captures a clear view of the Mediterranean Sea, featuring calm blue waters and multiple boats anchored nearby. A lush green tree partially frames the scene, with a glimpse of a distant rocky island visible on the horizon. The shoreline is calm and inviting.
Apartment in Kapsáli
4.93 out of 5 average rating, 44 reviews

Mr. Takis' Seaside Apartment

Mr. Takis' historic home is located on the shoreline of Kapsali, with uninterrupted views of the Mediterranean. It's a spacious two-bedroom apartment with a large living room area and kitchen. It has a simple and traditional decor, allowing you to experience Kythira the way locals live, while also having the best view on the island. It sits under the Venetian Castle, up the quiet end of Kapsali, offering you the tranquility of the beach, and yet close to the cafes, restaurants and bars.

Top guest favorite
A sandy beach is visible in the foreground, leading to gentle waves lapping at the shore. The beach is framed by short, leafy trees on either side. A hillside with patches of vegetation rises in the background, featuring a building that overlooks the beach.
Guesthouse in Agia Pelagia
5 out of 5 average rating, 29 reviews

Guesthouse above the Sea

Αυτός ο παραθαλάσσιος ξενώνας βρίσκεται ακριβώς πάνω από την όμορφη παραλία της Φυρής Άμμου και είναι ένα στολίδι με ανοιχτή θέα στη θάλασσα και το νότιο άκρο της Πελοποννήσου. Είναι ένας από τους δύο ανεξάρτητους ξενώνες ενός σπιτιού που βρίσκεται στον οικισμό της Αγίας Πελαγίας (πηγαίνοντας προς τα νότια) το οποίο όμως δεν γειτονεύει με άλλα σπίτια. Μπορεί έτσι κάποιος να αισθανθεί αποτραβηγμένος στην φύση βρισκόμενος συγχρόνως πολύ κοντά σε ένα ζωντανό χωριό.

Top guest favorite
A charming stone cottage sits against a backdrop of rolling hills and the sea, with a gently illuminated sky at dusk. Rustic wooden furnishings are arranged on a terrace, adorned with potted plants, offering stunning views of the landscape.
Cottage in Kythira
4.99 out of 5 average rating, 103 reviews

The Byzantine Chapel Kythira

The BYZANTINE CHAPEL COTTAGE is a truly romantic hideaway. Enjoy complete and total privacy with exceptional sea views and starry nights from your private terrace. LGBTQ+ friendly, clothing optional, and secluded; the chapel is self-contained: comprising a lounge, equipped kitchen (+espresso machine); Shower/WC suite and a mezzanine bedroom. It has its own private access. Experience a perfect night's sleep, wrapped in luxurious bedlinen on a good quality mattress.

Top guest favorite
A wooden dining table is set on a spacious balcony, overlooking the sea. Glasses of water and cups are placed alongside a vase with yellow flowers. Fresh fruits are arranged on the table, with distant views of the harbor and surrounding hills visible in the background.
Apartment in Kapsáli
4.94 out of 5 average rating, 68 reviews

Eleni's apartment

Nestled in the heart of Kapsali, lies a hidden gem that beckons those seeking solace and breathtaking natural beauty. This exquisite apartment, presents a harmonious blend of comfort, convenience, and captivating views. With its large veranda offering spectacular vistas of Kapsali Bay and its prime location just moments away from shops, restaurants, and the beach, this dwelling serves as an unparalleled retreat for an unforgettable vacation.

Guest favorite
A window with wooden shutters is framed by a light-colored stone wall. Two wicker chairs are positioned nearby, one adorned with a patterned throw. A small table holds a drink, capturing a relaxed outdoor atmosphere.
Home in Aroniadika
4.92 out of 5 average rating, 50 reviews

Ataraxia - Attic style house

Ataraxia Home is a bright, top-floor retreat with stunning views from two private balconies. Part of a beautifully restored stone house dating back centuries, it blends historic charm with modern comfort. With two elegant bedrooms and a peaceful vibe, it's the perfect base for exploring Kythira. Centrally located, close to beaches, villages, and hiking trails—ideal for travelers seeking both relaxation and adventure.

Top guest favorite
A bright living space features a minimalist design with white walls and natural light flowing through large windows. Two comfortable armchairs and a small table are arranged on a woven rug. Decorative elements, including a floor lamp and mirror, provide a touch of elegance.
Home in Livadi
5 out of 5 average rating, 28 reviews

Villa Anastasia Holiday Home, Kalokairines Kythira

Villa Anastasia is an 1801 historical family home, fully restored in 2021. A celebration of natural materials with a modern rustic aesthetic, the overall result is a calm and sophisticated space offering a breathtaking sunset view of the Mediterranean Sea. Located in the most idyllic spot in the town of Kalokairines, the house features two separate stylish apartments both fully equipped with modern amenities.

Guest favorite
A bright, minimalistic living space features a white armchair adorned with a decorative pillow and a wooden coffee table. A table with potted greenery and a lit candle adds warmth, while a softly lit bedroom can be seen in the background.
Home in Kythira
4.95 out of 5 average rating, 60 reviews

Celestial View Luxury Holiday Home , kythira Chora

The “Celestial View Luxury Holiday Home” is an 1897 mansion house, fully refurbished in 2019, in the most idyllic spot in the Chora of Kythira, where you can enjoy unlimited view of the meeting point of three Seas: the Ionian, the Aegean and the Cretan, the Venetian Castle, the islet of Hytra and the traditional settlement of Chora with its distinctive architecture.

Guest favorite
Two dark wooden shelves are mounted on a light wall, displaying a set of four wine glasses and two stacked plates. Below, three glasses and two coffee cups are arranged alongside a coffee canister, creating a functional dining space.
Guesthouse in Fatsadika
4.93 out of 5 average rating, 28 reviews

Little garden

Απολαύστε τα απλά πράγματα σε αυτό τον γαλήνιο και κεντρικό χώρο διαμονής με απόσταση 3 λεπτά από το χωριό Λιβάδι και 10 λεπτά από την Χώρα.Βρίσκεται 2 λεπτά από το σούπερ μάρκετ Βασιλόπουλο και καφέ le petit coffee store. Ο χώρος είναι pet friendly. Σε πολύ λίγο χρόνο μπορείς να φτάσεις στις περισσότερες παραλίες του νησιού.

Superhost
The room features two wooden beds with red bedspreads, separated by a small nightstand with a lamp. A wooden dresser is positioned against the wall, complemented by framed artwork. The floor is tiled with varying shades, and stone accents are visible in the architecture.
Condo in Nisi
4.74 out of 5 average rating, 23 reviews

Our liitle House in Keramto

A lovely traditional house of 23 m2 ideal for couples or friends. This little house is part of a property of traditional houses . It is a private fully equipped house with private veranda. Our guests have access to all the areas of the property . including the garden area.

Guest favorite
A serene view of the sunset is framed by the hammock hanging from a structural beam. The sun casts a warm glow over the sea, with a distant island visible on the horizon. The calming atmosphere highlights the surrounding natural beauty.
Cycladic home in Nisi
4.95 out of 5 average rating, 78 reviews

Vanis Nature House with Amazing Sunset in Kythira

Unforgettable holidays in a unique environment with a wonderful view of the sea at a lonely country house with a fully equipped kitchen that also features a Nespresso coffee maker and many other amenities. Netflix Starlink

Guest favorite
An open interior space features a modern kitchenette with a white countertop and essential appliances. Natural light enters through sliding glass doors, enhancing the serene atmosphere. A built-in bench awaits by the entrance, while floor rugs add subtle warmth to the room.
Home in Palaiopoli
4.97 out of 5 average rating, 29 reviews

Asprogas, Palaiopoli

Listen to the sound of the sea from the balcony, drink your morning espresso overlooking the east coast of the island, swim on the beach of Paleopolis, enjoy the starry Tsirigotiko sky.

Popular amenities for Kalokairines vacation rentals

  1. Airbnb
  2. Greece
  3. Kalokairines