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Holiday rentals in Kalokairines

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Top-rated holiday rentals in Kalokairines

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Guest favourite
An outdoor patio is surrounded by lush greenery, featuring a round table paired with four wooden chairs. A tall pine tree provides shade while a distant view of hills and the sea adds a serene backdrop.
Home in Cythera
5.0 out of 5 average rating, 12 reviews

Peaceful Garden Retreat

Experience timeless charm in this 150-year-old beautifully restored traditional house featuring an open-plan living and kitchen area, with a spacious master bedroom and ensuite. The other bedrooms are modern additions separate from the main house, ensuring complete privacy. Enjoy outdoor lounging areas with wind-protected shaded dining spaces, set within tranquil gardens. This secluded retreat offers total privacy, stunning valley and sea views, and is just a 5 minute drive from Kapsali Beach.

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.

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 Kapsali
5.0 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 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.

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 cozy living area is presented, featuring a light wood dining table with four chairs and a daybed adorned with soft, patterned cushions. Natural light filters through a large window, complemented by a sheer curtain that softly frames the space.
Home in Drymonas
5.0 out of 5 average rating, 6 reviews

Panorama Apartment 2

This welcoming apartment comfortably accommodates up to 3 guests. It features one double bed and a sofa that sleeps one person, making it ideal for couples, small families, or friends. The space includes a spacious living room, a fully equipped kitchen with everything you need to prepare meals, and a TV in the bedroom for relaxing nights in. Step outside to the veranda and enjoy a beautiful panoramic view.

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, 3 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.

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
Dome in Drymonas
5.0 out of 5 average rating, 14 reviews

Drymonas Heights Kythira Traditional Volto

Traditional Volto in Kythira Volto is Italian for arch which dates back to the Venetian period, because of its characteristic arched construction. The natural materials and soft colours will make you feel at home as soon as you enter the house.

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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