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.
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Akrotiri, Santorini
Perfectly positioned towards the bottom lip of the caldera with views across the island, and out to the volcanic islands in the bay. A modern villa with swimming pool and great outdoor space.
From just £2775p/w
Vourvoulos, Santorini
Positioned in a relaxing area but just a short drive from both Fira and Oia, this holiday villa has a lovely interior and benefits from great outdoor space with a Jacuzzi hot tub.
From just £2875p/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
Stelida, Naxos
A great option if you want a private holiday villa experience which combines a large private pool, fantastic sea views, easy beach access, and a lovely terrace / outdoor dining area.
From just £3210p/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.
Foinikiá, Santorini
Villa Beltramo is a purpose built modern Santorini villa with a an airy and spacious interior layout combined with outstanding outdoor space including a large swimming pool and great sea views.
From just £3575p/w
Kampos, Paros
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
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
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
Elia Beach, Mykonos
Found in a great position close to Elia Beach, perfect for exploring the island, this 4 bedroom rental has some great outdoor spaces to make the most of the views on offer.
From just £3855p/w
Kastraki, Naxos
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
Cryssi Akti, Paros
A smart 3 bedroom holiday villa right on the coast on the eastern side of Paros. The interior is modern and clean with a great kitchen and outside is a nice pool and sun terrace.
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
Kalafatis, Mykonos
Perfect for larger families or two families holidaying together, this 6 bedroom villa has space for everyone in the modern interior, and the large pool and terrace make for relaxing days in the sun.
From just £3965p/w
Platis Yialos Mykonos
Close to Paradise beach this 4 bed villa has a sleek and modern interior that is well maintained and has everything you need for a great Mykonos holiday. Outside is a large swimming pool and shaded terrace.
From just £4315p/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
Klouvas, Mykonos
Offering everything you need this holiday villa is close to the centre of Klouvas close to the old port and harbour area. You get amazing views, a private pool, and a luxury interior to enjoy.
From just £4740p/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