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Vacation rentals in Kalokairines

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Top-rated vacation rentals in Kalokairines

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Top guest favourite
An arched stone doorway frames the entrance to a cozy courtyard. Stone-paved flooring leads to a light-colored cottage, featuring windows adorned with shutters. A small table and chair are positioned in the courtyard, complemented by potted plants, with a tranquil atmosphere enhanced by the surrounding architecture.
Tiny homes in Islands
5 out of 5 average rating, 36 reviews

Oleander Cottage, pool side, stunning view.

Experience the magic tranquility and seclusion of our rural retreat. Oleander Cottage has been designed with great care to ensure the utmost comfort, whilst enjoying fabulous elevated panoramic sea-views across to the Peloponnese; and magical clear starry nights from your own terrace. LGBTQ+ friendly, and clothing optional. You are private, but have immediate access to the swimming pool with the same wonderful views. The cottage is fully equipped, and self contained with its own private entry

Top guest favourite
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 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.
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 favourite
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.

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 in Kapsáli
5 out of 5 average rating, 8 reviews

Kapsali Stunning view apartment

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 friends 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.
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.

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.
Apartment in Kapsáli
4.99 out of 5 average rating, 70 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 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, 52 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 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 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 favourite
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.

Top guest favourite
A panoramic view of the sea is visible beyond rolling hills and greenery. Vibrant bougainvillea adds color to the scene, while terracotta pots are placed on a stone terrace, enhancing the natural landscape's tranquility.
Guesthouse in Kythera
4.98 out of 5 average rating, 54 reviews

Furno (Old Bakehouse) annexe

Quiet comfort in a rustic Greek idyll. We have a renovated Furno annexe with its own ensuite shower room. There are also beautiful gardens with views to the sea and elefonisis. We also have a lovely rooftop terrace perfect for casual dining or sunbathing in privacy.

Popular amenities for Kalokairines vacation rentals

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