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Holiday rentals in Kalokairines

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Top-rated holiday rentals in Kalokairines

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Top guest favourite
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.
Flat
4.94 out of 5 average rating, 49 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.

Superhost
Home
5 out of 5 average rating, 3 reviews

Travasarianika Main House

Το Τravasarianika Main House, είναι ένας ιδανικός χώρος για ποιοτική οικογένειακή διαμονή στα Κύθηρα. Eξαιρετικά ευρύχωρο, πλήρως εξοπλισμένο, συνδυάζει μοντέρνα αισθητική και άνεση, σε ένα απ' τα πιο κομβικά σημεία του νησιού. Ξεκινήστε τη μέρα σας σε ένα ευήλιο σπίτι, με μεγάλη βεράντα και ορίζοντα στο Κρητικό πέλαγος και τα Αντικύθηρα. Μόλις λίγα λεπτά μακρυά, απ' τις διάσημες παραλίες των Κυθήρων και την Χώρα. Απολαύστε ξεκούραση και ξέγνοιαστες καλοκαιρινές στιγμές.

Superhost
A shaded terrace features two wooden lounge chairs positioned around a small table, providing a serene spot to enjoy the sea view. Lush trees provide natural greenery, enhancing the peaceful outdoor space.
Apartment
4.85 out of 5 average rating, 20 reviews

Stone House Retreat

The Stone House Retreat is one of those places where the building seems to grow from the earth rather than sit upon it. Thick walls hold the cool of morning through the heat of day, a double bed fills the main room with quiet purpose, and the terrace frames a view of olive groves rolling down to sea. Kitchenette, AC, reliable Wi‑Fi, pristine bathroom—all present but never intrusive. For couples or solo travellers who feel at home in something solid and slightly ancient.

Superhost
A white, architect-designed house is surrounded by olive trees and cypress in a peaceful, natural setting. The landscape features rolling hills in the background under a clear blue sky, creating a serene and inviting environment.
Home
5 out of 5 average rating, 3 reviews

Architect-designed house near the sea

Beautiful secluded architectural house, 15-minute walk from one of the most beautiful beaches on the island. Absolute tranquility in unspoiled nature. Exceptional view of a valley planted with olive trees and cypresses. Very nice roof terrace to admire the sunrise over the sea and the sunset over the hills. The house includes a beautiful living room, a bright fully equipped kitchen and two bedrooms with their own bathroom. Two terraces for the morning and evening.

Superhost
A wooden table is positioned on a balcony overlooking the blue waters of the bay. Lush greenery and blooming flowers frame the view, while the imposing silhouette of a castle on the hill rises in the background, highlighting the tranquil coastal landscape.
Home
5 out of 5 average rating, 13 reviews

The Heart of Kapsali

Enjoy your stay in the heart of Kapsali, with stunning views of the bay and the Castle, just steps away from the beach, cafés, and local taverns. The apartment accommodates up to 4 guests, making it perfect for families or who wish to explore Kythera in comfort and relaxation. On the balcony, you can enjoy your coffee or drink while taking in the view of Kapsali and the sunset, experiencing the authentic atmosphere of Kythera throughout your stay.

Top guest favourite
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.
Flat
4.95 out of 5 average rating, 74 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.

Top guest favourite
A spacious outdoor terrace features a wooden dining table surrounded by chairs, with glasses and flowers placed atop. A view of the serene blue sea is visible, framed by a wooden railing and complemented by potted plants. The landscape includes distant hills and a clear sky.
Flat
4.99 out of 5 average rating, 73 reviews

Amazing view in Kapsali

Located in Kapsali, Kythira, just a few steps from the beach and only two kilometers from Chora (Kythira), with breathtaking view over the bay and the Venetian Castle. The house is on the groundfloor of a two-storey residence (entrance from the main road) while it also has access to the beach road through private stairs. All rooms are equipped with air conditioning while bedrooms facing road are equipped with double glazing windows.

Guest favourite
A sandy beach stretches along the shoreline, bordered by gentle waves of clear blue water. Sparse vegetation, including low shrubs, is visible to the left. The sky is clear with a few clouds, enhancing the serene coastal atmosphere.
Home
4.97 out of 5 average rating, 32 reviews

Elafonisos: Two storey house on the sea front

This holiday home is located in front of the sea and specifically at the bay of Panagia in Elafonissos. It can accommodate up to 6 people. It is just 4 kilometers from the town of Elafonisos and 4.5 kilometers from the beach of Simos. The perfect place for holidays and relaxation! Enjoy the magnificent sea view, swim in the enchanting bay with the clear blue waters, right in front of the house, observe the starry sky during the night.

Top guest favourite
A charming outdoor space features a wooden dining table surrounded by four chairs. A stone bench is adorned with cushions, complemented by potted plants and colorful flowers. The area is framed by rustic walls and traditional shutters, creating a serene environment.
Home
5 out of 5 average rating, 15 reviews

Small Residence in Kythira

Unwind at this stunning Kythirian traditional cottage. The house is newly renovated with stone floors , high beamed ceiling and antique details for a luxurious yet charming feeling , with the full respect for the rich and distinctive architectural heritage of historic Mylopotamos and the natural beauty of its surrounding. Although shops and restaurant are only 5 minutes drive away , the area feels peaceful and secluded!!!

Guest favourite
The outdoor area features stone-paved surfaces and tiered seating surrounded by vibrant flowers. Soft lighting illuminates the entrance and nearby spaces, creating a serene ambiance. A rustic wooden bench is positioned nearby, enhancing the inviting atmosphere of the courtyard.
Villa
4.95 out of 5 average rating, 38 reviews

Villa Allegra

An exceptional traditional two stored house in the heart of the capital city of Kythera. It can accommodate up to 6 persons, in all 3 bedrooms. It consists of two levels, ground floor and first floor. On the ground floor there is a large living room, a fully equipped kitchen, a dining area and a WC. On the 1st floor there are three bedrooms and two bathrooms and a small balcony with view in the Venetian Castle of Chora.

Top guest favourite
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
5 out of 5 average rating, 31 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 favourite
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
4.95 out of 5 average rating, 63 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.

Popular amenities for Kalokairines holiday rentals

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  2. Greece
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