The 30 Best Vacation Rentals in Cyclades

Ranked 1 out of 7,945 in the Cyclades region, as well as being 1 of 114 for vacation rentals in Pyrgos.

• “The best Santorini has to offer”
• “The customer service is 10 out of 10. Xrirstina and Marco went above and beyond to meet my needs. The are absolutely AMA”
• “A wonderful escape - perfect for a honeymoon”
• See more reviews of Santorini Sky, Luxury Resort

Ranked 2 out of 7,945 in the Cyclades region, as well as being 1 of 413 for vacation rentals in Naxos Chora.

• “The staff was exceptional. The rooms were wonderful. The pool was luxury. We loved everything.”
• “Nikos and Kalli were thoughtful and helpful.”
• “The perfect getaway location with owners you’ll love”
• See more reviews of Ikaros Studios & Apartments

Ranked 3 out of 7,945 in the Cyclades region, as well as being 1 of 180 for vacation rentals in Ermoupoli.

• “we loved the island and the accommodation”
• “Phenomenal host!”
• “Dimitris went above and beyond to make us feel welcomed.His sense of hospitality is unmatched. We will definitely stay h”
• See more reviews of Sarris Planet

Ranked 4 out of 7,945 in the Cyclades region, as well as being 1 of 52 for vacation rentals in Perivolos.

• “Absolutely incredible, worth all of the great reviews”
• “Amazingly helpful owner and staff team, nothing was too much trouble, thank you!”
• “Fantastic stay in a fantastic hotel!”
• See more reviews of Orabel Suites Santorini (Adults Only)

Ranked 5 out of 7,945 in the Cyclades region, as well as being 1 of 445 for vacation rentals in Mikonos.

• “Amazing locationd and wonderful hosts”
• “Very satisfied”
• “We are already planning to go again. That says it all!”
• See more reviews of Sugar Blue

Ranked 6 out of 7,945 in the Cyclades region, as well as being 1 of 258 for vacation rentals in Oia.

• “Olvos was absolutely stunning and magical in every way!”
• “Instagram worthy property with the service to match!”
• “Paradise”
• See more reviews of Olvos Luxury Suites

Ranked 7 out of 7,945 in the Cyclades region, as well as being 2 of 445 for vacation rentals in Mikonos.

• “Our stay in Mykonos was absolutely perfect, thanks to the...”
• “Hospitality host but location might be not too convenient.”
• “Everything very new and clean, it is a pleasure to have...”
• See more reviews of Mykonos Secret Spot

Ranked 8 out of 7,945 in the Cyclades region, as well as being 2 of 114 for vacation rentals in Pyrgos.

• “Breakfast was delicious with a lot of options to serve from...”
• “Perfect”
• “Perfect location, staff and property. Couldn’t recommend it more.”
• See more reviews of White & Co. La Torre Suites

Ranked 9 out of 7,945 in the Cyclades region, as well as being 3 of 445 for vacation rentals in Mikonos.

• “Must visit”
• “An excellent stay in a scenic villa with the most gorgeous views and a fantastic host!”
• “No other home is as warm and welcoming. We truly loved and cherished our time at Mykonos in White!”
• See more reviews of Mykonos in White

Ranked 10 out of 7,945 in the Cyclades region, as well as being 3 of 114 for vacation rentals in Pyrgos.

• “The stay was incredible!”
• “Great stay . Highly recommend”
• “One of my favorite places!”
• See more reviews of Halcyon Days Suites

Ranked 11 out of 7,945 in the Cyclades region, as well as being 1 of 11 for vacation rentals in Vívlos.

• “From the day we’ve arrived La Grand Vue staff made us feel like familly. The service, the food, the amazing location and”
• “The perfect getaway.”
• “True white glove service and beautifully constructed!”
• See more reviews of La Grande Vue-Private hilltop villas with private pools

Ranked 12 out of 7,945 in the Cyclades region, as well as being 1 of 41 for vacation rentals in Firostefani.

• “Surprisingly quiet spot in busy Santorini ,with excellent rooms and view.”
• “Awesome spot for your stay in Santorini”
• “Far exceeded our expectations. Perfect spot in Santorini for us.”
• See more reviews of Santorini View Studios - Firostefani Caldera

Ranked 13 out of 7,945 in the Cyclades region, as well as being 1 of 212 for vacation rentals in Fira.

• “Great lil place in the heart of Fira witha great host!”
• “It was an amazing experience and a beautiful room.”
• “Amazing host, very very clean! Overall 10/10!”
• See more reviews of Deep in cave suites

Ranked 14 out of 7,945 in the Cyclades region, as well as being 2 of 258 for vacation rentals in Oia.

• “Easily the best villa we’ve ever stayed at! The location was great - private yet within walking distance of everything a”
• “Incredible and spacious private property 10 min walk from Oia”
• “Amazing. Loved the hospitality and service that Tassos provided. Recommended!!”
• See more reviews of Saint John Oia-Private Heated Pool Villas

Ranked 15 out of 7,945 in the Cyclades region, as well as being 1 of 84 for vacation rentals in Perissa.

• “Amazing! Thank you for everything!”
• “Fantastic stay”
• “The best ever hosts we have ever had.”
• See more reviews of Adelphi Apartments

Ranked 16 out of 7,945 in the Cyclades region, as well as being 1 of 45 for vacation rentals in Karterados.

• “Perfect stay closento Fira!”
• “Staff was really helpful and friendly.”
• “We had a wonderful stay at Lilium Homes. Thank you George for making our trip so special!”
• See more reviews of Lilium Homes

Ranked 17 out of 7,945 in the Cyclades region, as well as being 1 of 11 for vacation rentals in Ano Meria.

• “Relaxing stay in gorgeous environs with warm, helpful welcome feom Yiannis and Alexandra. Amazing attention to detail i”
• “Just perfect!”
• “The most perfect holiday accommodation in stunning location.”
• See more reviews of Provalma

Ranked 18 out of 7,945 in the Cyclades region, as well as being 1 of 105 for vacation rentals in Imerovigli.

• “Beyond expectations. Just amazing and highly recommended”
• “Dream vacation location with wonderful, attentive staff.”
• “Great hotel, with great amenities and views and amazing customer service!”
• See more reviews of Avista Suites

Ranked 19 out of 7,945 in the Cyclades region, as well as being 3 of 258 for vacation rentals in Oia.

• “Great place to stay”
• “Great place!”
• “Perfect classic Santorini house with the best cave pool, view and privacy”
• See more reviews of Hyperion Oia Suites

Ranked 20 out of 7,945 in the Cyclades region, as well as being 1 of 64 for vacation rentals in Pollonia.

• “Must book!”
• “Incredible host and a beautiful spot to spend our holiday”
• “Absolute Gem”
• See more reviews of Mirabeli Apartments & Suites

Ranked 21 out of 7,945 in the Cyclades region, as well as being 2 of 105 for vacation rentals in Imerovigli.

• “We loved it.”
• “I have visited a few Greek islands including Crete, Rhodes, Kefalonia, Kos, Lefkada and Zakhyntosbut I never received a”
• “Great option if you want a luxe and private stay”
• See more reviews of Bianco Diverso Suites

Ranked 22 out of 7,945 in the Cyclades region, as well as being 3 of 105 for vacation rentals in Imerovigli.

• “Everything was perfect!”
• “Beautiful retreat for peace and relaxation”
• “Wonderful place with maximum privacy”
• See more reviews of Lithi Luxury Retreat

Ranked 23 out of 7,945 in the Cyclades region, as well as being 2 of 84 for vacation rentals in Perissa.

• “Overall a great stay and well worth the money”
• “Fantastic stay at Margarenia”
• “Left our hearts in Greece, Santorini & Margarenia”
• See more reviews of Margarenia

Ranked 24 out of 7,945 in the Cyclades region, as well as being 2 of 194 for vacation rentals in Kamari.

• “Absolutely outstanding.”
• “Welcoming family hotel”
• “I will most definelty book this property again and I highly recommend for anyone looking to stay in Santorini. The prope”
• See more reviews of Dragonfly Villas

Ranked 25 out of 7,945 in the Cyclades region, as well as being 4 of 258 for vacation rentals in Oia.

• “Best place in Oia. Everything perfect!”
• “Amazing place to stay and have the experience!”
• “Sea view was amazing!”
• See more reviews of Anemi House & Villas

Ranked 26 out of 7,945 in the Cyclades region, as well as being 2 of 45 for vacation rentals in Karterados.

• “EFI is best host ever.”
• “A stylish jewel in a perfect location outside the traffic and chaos of Fira, but reachable on foot. Good for couples and”
• “The overall experience was lovely ”
• See more reviews of 1812 Caves 'n Mansion

Ranked 27 out of 7,945 in the Cyclades region, as well as being 4 of 114 for vacation rentals in Pyrgos.

• “Wonderful breakfast and kind staff”
• “Santorini daydream come true”
• “Superb”
• See more reviews of Nova Luxury Suites

Ranked 28 out of 7,945 in the Cyclades region, as well as being 4 of 445 for vacation rentals in Mikonos.

• “Excellent in all ways”
• “Just Heavenly”
• “Fantastic stay with great hosts.”
• See more reviews of Hidden Heaven

Ranked 29 out of 7,945 in the Cyclades region, as well as being 2 of 212 for vacation rentals in Fira.

• “We loved your stay, the team of Thinari Lodge is excellent and they always made us feel like home.”
• “.”
• “This is the best place to stay in Fira if you want to stay away from hustle and bustle. The place is private, each lodg”
• See more reviews of Thimari Lodge

Ranked 30 out of 7,945 in the Cyclades region, as well as being 5 of 258 for vacation rentals in Oia.

• “Lovely Brand New Villas”
• “We like everything about the facilities.”
• “Comfortable luxury near Santorini’s most romantic and beautiful coastline.”
• See more reviews of Oia Kissiri - private pool villas