The 30 Best Holiday Rentals in Cyclades

Ranked 1 out of 9,426 in the Cyclades region, as well as being 1 of 128 for holiday rentals in Pirgos.

• “”
• “We had an absolutely perfect vacation here on Santorini!”
• “Magical mini moon”
• See more reviews of Santorini Sky, Luxury Resort

Ranked 2 out of 9,426 in the Cyclades region, as well as being 1 of 490 for holiday rentals in Mýkonos City.

• “”
• “Great stay and hospitality”
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• See more reviews of ELLI TROPiCAL LUXURY SUITES SUNSET-INFINITY POOL- SEA SIDE-NEAR CENTER PARKING

Ranked 3 out of 9,426 in the Cyclades region, as well as being 1 of 286 for holiday rentals in Oia.

• “Perfect hotel”
• “The most stunning views of Oia from infinity pool”
• “The best Santorini has to offer”
• See more reviews of Olvos Luxury Suites

Ranked 4 out of 9,426 in the Cyclades region, as well as being 2 of 490 for holiday rentals in Mýkonos City.

• “Amazing Stay with a Fantastic Host in Mykonos!”
• “”
• “Francesko and his family are the best in Greece!”
• See more reviews of Mykonos in White

Ranked 5 out of 9,426 in the Cyclades region, as well as being 1 of 480 for holiday rentals in Naxos Chora.

• “Absolutely loved our stay here. Nikos and Kalli were so welcoming and hospitable from the first day we stepped inside. T”
• “Incredible property run by incredible people! A must stay when visiting Naxos! Thank you for this wonderful experience.”
• “”
• See more reviews of Ikaros Studios & Apartments

Ranked 6 out of 9,426 in the Cyclades region, as well as being 1 of 11 for holiday rentals in Vívlos.

• “Very clean, fantastic view, and the owners are very ...”
• “A heartfelt experience”
• “Perfect stay at Naxos”
• See more reviews of La Grande Vue-Private hilltop villas with private pools

Ranked 7 out of 9,426 in the Cyclades region, as well as being 3 of 490 for holiday rentals in Mýkonos City.

• “Perfection”
• “Loved our stay. We will be back.”
• “Katia and Costas have been amazing hosts. Not only have they been super helpful in providing information for navigating”
• See more reviews of Sugar Blue

Ranked 8 out of 9,426 in the Cyclades region, as well as being 1 of 221 for holiday rentals in Naousa.

• “”
• “Friendly owner and nice relaxing vibe”
• “”
• See more reviews of Agrabeli Paros

Ranked 9 out of 9,426 in the Cyclades region, as well as being 1 of 42 for holiday rentals in Firostefani.

• “”
• “Amazing!”
• “The host was very wonderful!”
• See more reviews of Santorini View Studios - Firostefani Caldera

Ranked 10 out of 9,426 in the Cyclades region, as well as being 1 of 60 for holiday rentals in Perivolos.

• “Best place on Santorini. Believe us. We were on Santorini long enough to judge that.”
• “Luxury, relaxing, bespoke ! We will definitely return - 14 days flew and I would go back in a heart beat.”
• “Perfect”
• See more reviews of Orabel Suites Santorini (Adults Only)

Ranked 11 out of 9,426 in the Cyclades region, as well as being 1 of 256 for holiday rentals in Ermoupoli.

• “”
• “”
• “Τhis place was really special.”
• See more reviews of Sarris Planet

Ranked 12 out of 9,426 in the Cyclades region, as well as being 2 of 128 for holiday rentals in Pirgos.

• “”
• “Perfection”
• “Tolle Aussicht, sehr freundliche Angestellte, sehr schöner Ort”
• See more reviews of Halcyon Days Suites

Ranked 13 out of 9,426 in the Cyclades region, as well as being 1 of 240 for holiday rentals in Fira.

• “”
• “Amazing hosts, they made sure we had the most amazing time,...”
• “Absolutely awesome!!!”
• See more reviews of Numa Santorini

Ranked 14 out of 9,426 in the Cyclades region, as well as being 2 of 286 for holiday rentals in Oia.

• “”
• “A wonderful experience.”
• “Amazing”
• See more reviews of Saint John Oia-Villa With Private Heated Pool

Ranked 15 out of 9,426 in the Cyclades region, as well as being 4 of 490 for holiday rentals in Mýkonos City.

• “The place to stay in Mykonos!”
• “Our stay was absolutely amazing 🤩”
• “”
• See more reviews of Mykonos Secret Spot

Ranked 16 out of 9,426 in the Cyclades region, as well as being 1 of 107 for holiday rentals in Imerovigli.

• “Perfect place to spend our honeymoon!”
• “Staying at Eteoro was a truly unforgettable experience.”
• “”
• See more reviews of Eteoro Suites

Ranked 17 out of 9,426 in the Cyclades region, as well as being 2 of 107 for holiday rentals in Imerovigli.

• “”
• “Santorini Sunrise and Moonrise Surprise”
• “Perfect”
• See more reviews of LF Suites & Villas

Ranked 18 out of 9,426 in the Cyclades region, as well as being 1 of 76 for holiday rentals in Perissa.

• “The best accommodation with the best hosts we could wish for!”
• “Our stay was amazing,the apartments were very close to the...”
• “”
• See more reviews of Adelphi Apartments

Ranked 19 out of 9,426 in the Cyclades region, as well as being 1 of 48 for holiday rentals in Emporio Santorini.

• “Perfect!”
• “Relaxing brilliant stay”
• “Highly recommend”
• See more reviews of Sugarwhite Suites with Private not Heated Pool

Ranked 20 out of 9,426 in the Cyclades region, as well as being 3 of 128 for holiday rentals in Pirgos.

• “Stunning retreat for our 40th birthday!”
• “Santorini Heights gave us the perfect first holiday together stunning views, ideal location, amazing food, and the most”
• “YOU MUST STAY HERE!!”
• See more reviews of Santorini Heights

Ranked 21 out of 9,426 in the Cyclades region, as well as being 2 of 240 for holiday rentals in Fira.

• “Beautiful suite. We loved our stay in this hotel. Really recommend !”
• “Excellent and the property owner was very friendly”
• “Perfectly special experience”
• See more reviews of Deep in cave suites

Ranked 22 out of 9,426 in the Cyclades region, as well as being 2 of 480 for holiday rentals in Naxos Chora.

• “Great property enhanced by a great hostess.”
• “This place is truly exceptional!”
• “Great location, Maria is a great host, she can’t do enough for you, we had such a lovely time.”
• See more reviews of Porta Marina

Ranked 23 out of 9,426 in the Cyclades region, as well as being 3 of 240 for holiday rentals in Fira.

• “”
• “This villa is the perfect place to start and end your day in peace and tranquility. The location of Thimari Lodge is ide”
• “A wonderful place to stay in the island.”
• See more reviews of Thimari Lodge

Ranked 24 out of 9,426 in the Cyclades region, as well as being 1 of 67 for holiday rentals in Akrotiri.

• “My stay at Omna Caldera Suites was absolutely amazing –...”
• “Nice romantic days for birthday of my girl.”
• “Excellent!”
• See more reviews of Omna Caldera Suites

Ranked 25 out of 9,426 in the Cyclades region, as well as being 4 of 128 for holiday rentals in Pirgos.

• “Nova Luxury Suites in Pyrgos, Santorini, offers a truly...”
• “”
• “”
• See more reviews of Nova Luxury Suites

Ranked 26 out of 9,426 in the Cyclades region, as well as being 1 of 17 for holiday rentals in Ano Meria.

• “”
• “I travel a lot and usually have very high standards when it...”
• “A place that will make your time in Folegandros amazing. I would go back tomorrow.”
• See more reviews of Provalma

Ranked 27 out of 9,426 in the Cyclades region, as well as being 2 of 67 for holiday rentals in Akrotiri.

• “”
• “Everything!”
• “”
• See more reviews of CABO ESTE SUITES

Ranked 28 out of 9,426 in the Cyclades region, as well as being 5 of 128 for holiday rentals in Pirgos.

• “”
• “Fantastic hospitality and wonderful hotel.”
• “Perfetto!”
• See more reviews of Santorini Sky, The Retreat

Ranked 29 out of 9,426 in the Cyclades region, as well as being 5 of 490 for holiday rentals in Mýkonos City.

• “A real little paradise”
• “”
• “”
• See more reviews of Hidden Heaven

Ranked 30 out of 9,426 in the Cyclades region, as well as being 2 of 200 for holiday rentals in Kamari.

• “Stay at Dragonfly Villas if you want enjoy your holidays in Santorini!!!”
• “Everything.”
• “This is the most wonderful place to stay , location and owners ! One word says it all ‘awesome ‘ !!”
• See more reviews of Dragonfly Villas