The Cycladic Islands or Cyclades in Greece is a group of islands located to the south east of Athens and roughly North of the Island of Crete. Whilst it is made up of many islands only a small number of them are inhabited, which many actually being the tops of underwater mountain ranges.
The term Cyclades literally means encircling islands and this was given to them as they roughly all circle the island of Dilos which features in mythological tales of Greece as the supposed birthplace of gods Apollo and Artemis. As you might expect the islands are rich in ancient ruins with many popular sites to explore.
If you’re looking for a Greek holiday adventure then the Cyclades is a great area to consider. The hot summer climate combined with very mild winter months make them an all year round destination. The nightlife scene found on the island of Mykonos is well known and it becomes a must visit for summer festivals.
Want that luxury Instagram worthy holiday? Santorini island might be the destination for you. Renowned for its whitewashed properties and amazing sea views it is a popular spot for a relaxing break in the sun.
The largest island in the Cyclades is Naxos which is famed for its long beaches and interior mountainous areas offering views no matter which direction you look. Naxos’ neighbouring island of Paros is smaller and features more of an authentic traditional Greek vibe than some of the more popular destinations.
Below you can see our collection of holiday villas in the Cyclades islands, or scroll down to the bottom to zero in on your perfect Cyclades holiday island.
Sort by Price: High - Low
Mármara, Paros
A brand new purpose built holiday villa on Paros, close to the east coast and coming fully equipped with all modern conveniences. The pool area and terrace is great and perfect for relaxing days.
From just £920p/w
Monolithos, Santorini
Spacious, clean, and modern interior with enough room for the whole family, Villa Waves is within walking distance to the local beach and a short drive from Fira. The private pool is a treat on hot summer days.
From just £1425p/w
Karterados, Santorini
A purpose built villa centrally located on the island allows for easy access to many towns and beaches. you get a garden, lovely pool with surrounding terrace, and a roof terrace offering great views.
From just £1635p/w
Aliki, Paros
Stunning views across the island are what you get at Villa Sunset. There are 3 good sized bedrooms and a fully equipped kitchen, but the outdoor space is the main draw here complete with a private pool.
From just £1650p/w
Chora, Naxos
A fantastic 2 bedroom villa just outside of Chora offering great views out to the coast. The terrace and pool area are perfect and inside the space is generous, modern, clean and tidy.
From just £1710p/w
Krotiri, Paros
A great looking property close to the town of Krotiri, this 3 bedroomed home sleeps up to 6 guests and offers an amazing pool and deck area with fantastic sea views, the roof terrace is also pretty special.
From just £1845p/w
Márpissa, Paros
Within walking distance to the pretty town of Márpissa, this is a modern looking stone built villa with a private swimming pool with views across the island. Inside is 4 bedrooms and space for the entire family.
From just £1980p/w
Naxos
Ideally located just 150m from the beach, enjoy views out to sea from the terrace, or take a dip in the large private pool. Enjoy a perfect private villa holiday on the lovely Island of Naxos.
From just €2000p/w
Kastraki, Naxos
A modern purpose built holiday villa in Naxos close to the town of Kastraki on the eastern coast of the Island. The interior is ultra modern and outside you get a stunning pool and terrace area to enjoy.
From just £2130p/w
Kea
A spacious luxury holiday villa on Kea, offering spectacular sea views, multiple outdoor sun terraces and a gorgeous private swimming pool, for up to 7 guests.
Amazing 3 bedroom villa with infinity pool overlooking the sea, and fantastic outdoor terraces. A perfect modern holiday villa on the magical Island of Kea.
From just £2430p/w
Located right on the beach on the eastern most tip of Naxos, and just a 15 min walk into town, this three bedroom villa has uninterrupted views out to sea right from the terrace!
From just £2455p/w
Agkidia, Naxos
Found in a prime position in the hills of Agkidia you get amazing views across the Island of Naxos. The interior can only be called luxurious and you get the use of a large swimming pool and outdoor dining facilities.
From just £2555p/w
Chrissi Akti, Paros
A tranquil white retreat near Chrissi Akti on the south eastern coast of Paros. An ultra clean and minimal interior paired with a terrace and private swimming pool overlooking the sea.
From just £2750p/w
Kampos, Paros
Typical of the villas in Paros, this purpose built luxury rental offers a high spec interior combined with a swimming pool and patio. The roof terrace is a particular treat.
From just £2770p/w
Mýkonos City, Mykonos
A light and white interior offer a sense of space and cool inside this traditional style villa rental property. Outside the large pool and terrace have amazing uninterrupted views out to sea, absolutely perfect.
From just £2900p/w
Isterni, Paros
A modern holiday villa on Paros, close to the town of Isterni, with views across the sea to the Island of Naxos. A smart 3 bedroomed interior is complimented by a large private pool and barbecue area.
From just £3120p/w
Houlakia, Mykonos
A modern purpose built large holiday villa on Mykonos with a clean and tidy interior capable of housing up to 14 guests across 6 bedrooms. Lovely views and a great hot tub complete the experience.
From just £3150p/w
Agia Anna, Naxos
Close to Plaka Beach thhis large 4 bedroomed Naxos villa has room for the entire family, sleeping up to 10 guests, and has a large private swimming pool. The interior is very clean and sharp, picture perfect.
From just £3155p/w
Oia, Santorini
A 2 bedroom villa on the north side of Santorini island, with a private terrace and hot tub along with access to a shared pool.
From just £3300p/w
Prodromos, Paros
A great example of a typical modern Paros holiday rental property offering space for up to 8 guests across 3 well sized bedrooms. Close to a small village and offering two separate outdoor entertaining spaces.
From just £3360p/w
Lefkes, Paros
Centrally located on the island of Paros this luxury villa has it all, a large private infinity pool, sun terrace with views across the island, and an ultra sharp and modern interior.
From just £3545p/w
Fira, Santorini
Located just a stones throw from the main square in Fira means you are within walking distance of many cafes, bars, and restaurants. The villa is spacious and has great outdoor space and a private pool.
A large 5 bedroom villa with space for the extended family or two families sharing. The interior is clean and tidy in a more traditional Greek style, and outside is a large pool surrounded by sun loungers.
From just £3645p/w