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Holiday rentals in Kalokairines

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Top-rated holiday rentals in Kalokairines

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A covered terrace overlooks a tranquil sea, featuring outdoor seating arrangements with a table and loungers. The surrounding landscape includes rolling hills visible in the background, and the clear blue water reflects the serene sky.
Home in Limnionas
4.67 out of 5 average rating, 24 reviews

Limnionas

A beautiful, airy, traditional Kythirian fisherman's cottage in the quiet fishing bay of Limnionas, 10 minutes from Mylopotamos and its castle. The house has been lovingly renovated, with a bedroom and a large living room / dining room / kitchen. You have your own private covered terrace on the waterfront, private pier and sandy beach. The mountains start behind the house, the waves crash in front of it, and with almost no mobile signal, you are more likely to be disturbed by a passing goat.

Guest favourite
Home in Cythera
5.0 out of 5 average rating, 7 reviews

Artemis Mill

Located opposite to the picturesque castle of Chora, overlooking the sea, Hytra, and the port of Kapsali, the Artemis Mill stands in a prominent position, ready to welcome you and your loved ones in a tastefully designed environment suitable for ultimate relaxation. The Artemis Mill is a beautiful, uncluttered yet spacious mill with a large courtyard. In an environment where you will feel at home, you can enjoy the countless beauties of the island, letting the Tsirigo carry you away.

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 in Kapsali
4.95 out of 5 average rating, 73 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 in Kapsali
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 stone pathway leads to a vibrant blue gate, opening to a view of the sea. Lush greenery and colorful potted plants frame the scene, while a large tree offers shade. The tranquil water sparkles under the sun, inviting guests to explore the coastal setting.
Home in Avlemonas
5.0 out of 5 average rating, 11 reviews

Rocky Beach House

Rocky Beach House is located in the jewel of Kythira, Avlemonas. The view from the home is picture postcard. The sea is at your feet, while also being a few minute walk to the cafes and restaurants of Avlemonas and the famous bay. It is situated in a historic area, where many battles were fought, important ships sunk and the Goddess of love, Aphrodite, was born. Rocky Beach House gives you access to this from the quaintness of the home.

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 in Kato Chora
5.0 out of 5 average rating, 14 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!!!

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
5.0 out of 5 average rating, 30 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 in Cythera
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.

Home in Livadi
5.0 out of 5 average rating, 4 reviews

Home at Livadi

Green Oasis Room Is a peaceful retreat in lush nature, just 1.5 km from Ano Livadi, 4 km from Chora, and 7 km from Kapsali. Close to beaches like Chalkos, Firi Ammos, and Kamponada, it’s perfect for relaxing and exploring Kythira. The room features a private bath, A/C, Wi-Fi, and garden views—ideal for couples or solo travelers seeking serenity and charm.

A serene bedroom is framed by striped curtains, revealing a bed with crisp white linens. The walls are adorned with a mural of green cacti, complemented by soft lighting from two bedside lamps. A decorative piece sits on the bed, adding a touch of charm.
Flat in Livadi
5.0 out of 5 average rating, 4 reviews

"Rosemary" Ampelia Apartment

Our apartments offer the peace and quiet we all seek on our holidays. The sweet summer breeze and the sound of the cicadas in the olive trees seal the authentic summer feeling. This experience is accompanied by the handmade tasty creations of our canteen, which operates in the same space. Grant us the pleasure to host you in a house in the olives.

An outdoor terrace features comfortable seating areas arranged around a low wooden table, with soft cushions positioned for relaxation. A stunning view of the sea is visible in the background, and natural elements like stones and a lantern complement the tranquil setting.
Villa in Cythera
5.0 out of 5 average rating, 4 reviews

Garden on the sea

18th-century house renovated in the Kythira and Ionian style. Magnificent sea views are located in the charming traditional village of Kalokairines. Its ideal location allows you to quickly access the beaches, tavernas, and remarkable sites of the island.

Guest favourite
Home in Cythera
5.0 out of 5 average rating, 38 reviews

Spiti Mou-Kythira, Greece (updated 2026)

This 250 year-old property consists of a cluster of renovated “kamaras” linked by various courtyards. It is a compound of structures rather than one single dwelling, allowing for individual areas and privacy while sharing common spaces.

Popular amenities for Kalokairines holiday rentals

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