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
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
Ornos, Mykonos
A very well equipped 3 bedroom villa in a prime position giving amazing sea views. The inside is light and bright and the outdoor space is high end and luxurious.
From just £4635p/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
Aliki, Paros
Although just a short walk from the beach you may not want to leave this holiday villa once you arrive. The outdoor space is ultra high class, matched by a luxurious and clean interior space.
From just £3655p/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
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
Fira, Santorini
A traditional Santorini style whitewashed villa rental perched on the the side of a hill near the heart of Fira, overlooking the Aegean sea. Luxury awaits both inside and out at this amazing villa.
From just £6735p/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
A beautiful 5 bedroom private villa on the island of Naxos with a stunning modern interior and a gorgeous private swimming pool. Just a stones throw from the beach with sea views.
From just £3910p/w
Plintri, Mykonos
A truly special place with views to die for and a outdoor space worthy of a 5 star resort. With room for 12 guests in a clean and modern interior, the pictures do not do it justice.
From just £5890p/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
This large property is more like a mini resort than a private villa, sleeping up to 16 guests, with an amazing pool and terrace area. Inside everything is light and airy, oh and the views are unbelivable!
From just £6240p/w
Kamari, Santorini
A luxurious villa on Santorini Island with 2 bedrooms and 2 bathrooms. The interior is fresh and clean and outside is a large terrace area with pool and plenty of sun loungers. A great roof terrace is also available.
From just £1965p/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
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
Fanari, Mykonos
Just a short drive from the action in Mykonos town centre this 4 bedroom property has a private swimming pool and terrace area with perfect views out across the sea. The interior is clean and modern.
From just £5750p/w
Oia, Santorini
Situated on the northern tip of the beautiful island of Santorini in peaceful surroundings you get 2 bedrooms in this lovely finished villa. Outside is a pool and a great sun terrace.
From just £1895p/w
Super Paradise Beach, Mykonos
A luxurious 4 bedroom holiday villa close to Paradise Beach on the south coast of Mykonos. The interior is ultra high end and the pool and terrace are offer amazing views out to sea.
From just £7090p/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
Set in the hills in the south west of the Island with views out to the Aegean Sea this large 5 bedroom villa has room for up to 12 guests and comes with a great private pool to enjoy.
From just £3825p/w
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.
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
Kóstos, Paros
A two bedroomed retreat on the magical Greek Island of Paros. Inside is everything you need to enjoy your villa holiday and outside is a terrace with views to die for.
From just £990p/w
Set in a truly special setting right on the seafront in Oia, offering wonderful views and perfect sunsets. Inside you have everything you need to have an unforgettable holiday on Santorini.
From just £3930p/w