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Holiday houses in Kalokairines

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Top-rated holiday 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 home 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
A stone courtyard is adorned with vibrant purple bougainvillea, contrasting with the whitewashed walls. A small wooden table and two chairs are positioned nearby, nestled against the backdrop of lush greenery and hills visible in the distance.
Home in Mitata
4.97 out of 5 average rating, 32 reviews

By the gorge.

This gorgeous stone build little house is located in a unique and peaceful setting, on the edge of one of the islands oldest settlements Mitata , right by a dramatically beautiful gorge. You will be surrounded by native nature with the scent of sage and thyme all around you. The setting around takes you back in time and allows you to truly recharge. A 5 minute walk from the house is the main village where you all find fantastic food at Michalis tavern and a market with all the necessities!

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.

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 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 out of 5 average rating, 12 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
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 in Nisi
5 out of 5 average rating, 34 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 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, 53 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.

Superhost
Home in Keramoto
4.67 out of 5 average rating, 3 reviews

Keramoto , Family House

raditional house in Keramoto, Kythera, ideal for families of up to 4 guests. It offers 2 bedrooms, a fully equipped kitchen, a cozy living room, and a courtyard overlooking the village. Located in a quiet spot in the heart of the island, perfect for exploring nearby beaches and hiking trails. Enjoy relaxing holidays with authentic Kytherian atmosphere and warm hospitality, surrounded by nature, away from the crowds.

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.

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 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

Popular amenities for Kalokairines holiday rentals

  1. Airbnb
  2. Greece
  3. Kalokairines