The 30 Best Holiday Rentals in Cyclades

Ranked 1 out of 7,792 in the Cyclades region, as well as being 1 of 112 for holiday rentals in Pirgos.

• “Book this now!”
• “Good and healthy”
• “The staff were perfect looked after us so much couldn't thank them anymore and made us feel so welcomed , it was our”
• See more reviews of Santorini Sky, Luxury Resort

Ranked 2 out of 7,792 in the Cyclades region, as well as being 1 of 409 for holiday rentals in Naxos Chora.

• “Nikos and Kalli were thoughtful and helpful.”
• “The perfect getaway location with owners you’ll love”
• “Awesome!”
• See more reviews of Ikaros Studios & Apartments

Ranked 3 out of 7,792 in the Cyclades region, as well as being 1 of 178 for holiday 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 7,792 in the Cyclades region, as well as being 1 of 436 for holiday rentals in Mýkonos City.

• “Beautiful Place with Stunning Sunset Views and Excellent Hosts”
• “Everything.”
• “Love Sugar Blue.”
• See more reviews of Sugar Blue

Ranked 5 out of 7,792 in the Cyclades region, as well as being 1 of 52 for holiday rentals in Perivolos.

• “Absolutely Sensational!!!!”
• “A perfect place to stay in Santorini.”
• “Cannot believe that we found this incredible hotel and that hotels like this exist. Amazing!!”
• See more reviews of Orabel Suites Santorini (Adults Only)

Ranked 6 out of 7,792 in the Cyclades region, as well as being 1 of 258 for holiday rentals in Oia.

• “Paradise”
• “WORTH IT”
• “My stay exceeded my expectations, it was incredible!”
• See more reviews of Olvos Luxury Suites

Ranked 7 out of 7,792 in the Cyclades region, as well as being 2 of 436 for holiday rentals in Mýkonos City.

• “Everything very new and clean, it is a pleasure to have...”
• “A place to stay in Mykonos”
• “Amazing place to stay in Mykonos”
• See more reviews of Mykonos Secret Spot

Ranked 8 out of 7,792 in the Cyclades region, as well as being 2 of 112 for holiday rentals in Pirgos.

• “Perfect”
• “Perfect location, staff and property. Couldn’t recommend it more.”
• “Exceptional stay, I’ll be back!”
• See more reviews of White & Co. La Torre Suites

Ranked 9 out of 7,792 in the Cyclades region, as well as being 3 of 112 for holiday rentals in Pirgos.

• “Absolutely fabulous!”
• “This was the best place we stayed during our 17 day trip to Greece”
• “Excellent Stay”
• See more reviews of Halcyon Days Suites

Ranked 10 out of 7,792 in the Cyclades region, as well as being 3 of 436 for holiday rentals in Mýkonos City.

• “No other home is as warm and welcoming. We truly loved and cherished our time at Mykonos in White!”
• “The place was awesome with all amenities and facilities and...”
• “We stayed at Mykonos in White at the beginning of our trip...”
• See more reviews of Mykonos in White

Ranked 11 out of 7,792 in the Cyclades region, as well as being 2 of 258 for holiday rentals in Oia.

• “Incredible and spacious private property 10 min walk from Oia”
• “Amazing. Loved the hospitality and service that Tassos provided. Recommended!!”
• “We thoroughly enjoyed our stay at the property. The host looked after us well.”
• See more reviews of Saint John Oia-The Ultimate Private Heated Pool Villas

Ranked 12 out of 7,792 in the Cyclades region, as well as being 1 of 41 for holiday rentals in Firostefani.

• “⭐️⭐️⭐️⭐️⭐️ everything was amazing”
• “Our Host Georgia and her husband were excellent hosts”
• “Memorable and amazing”
• See more reviews of Santorini View Studios - Firostefani Caldera

Ranked 13 out of 7,792 in the Cyclades region, as well as being 1 of 212 for holiday rentals in Fira.

• “Amazing place”
• “Unreal, felt like we were leaving a dream.”
• “Extremely comfortable”
• See more reviews of Deep in cave suites

Ranked 14 out of 7,792 in the Cyclades region, as well as being 1 of 11 for holiday rentals in Vívlos.

• “Highly recommended”
• “Perfect stay!”
• “The best accommodation we have ever been, highly...”
• See more reviews of La Grande Vue private villas

Ranked 15 out of 7,792 in the Cyclades region, as well as being 1 of 81 for holiday 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 7,792 in the Cyclades region, as well as being 1 of 45 for holiday rentals in Karterados.

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

Ranked 17 out of 7,792 in the Cyclades region, as well as being 1 of 12 for holiday rentals in Ano Meria.

• “Just perfect!”
• “The most perfect holiday accommodation in stunning location.”
• “Lovely hosts, extremely attentive and helpful!”
• See more reviews of Provalma

Ranked 18 out of 7,792 in the Cyclades region, as well as being 1 of 107 for holiday rentals in Imerovigli.

• “Great hotel, with great amenities and views and amazing customer service!”
• “Amazing suites, First class service!”
• “Simply exceptional!”
• See more reviews of Avista Suites

Ranked 19 out of 7,792 in the Cyclades region, as well as being 3 of 258 for holiday rentals in Oia.

• “Perfect classic Santorini house with the best cave pool, view and privacy”
• “One of the best.”
• “George is very very helpful,the view is amazing,the Jacuzzi...”
• See more reviews of Hyperion Oia Suites

Ranked 20 out of 7,792 in the Cyclades region, as well as being 1 of 62 for holiday rentals in Pollonia.

• “Incredible stay in Milos with the best host I’ve ever experienced.”
• “Very clean and nicely presented accommodation. The host was fantastic! Very welcoming and always friendly! Even gave us”
• “Vassilis the manager was amazing and make sure we had everything we needed. Definitely rental car so you can see all the”
• See more reviews of Mirabeli Apartments & Suites

Ranked 21 out of 7,792 in the Cyclades region, as well as being 2 of 107 for holiday rentals in Imerovigli.

• “Really nice place!”
• “Will recommend this place to friend whenever they visit to Santorini”
• “Exceptional stay”
• See more reviews of Bianco Diverso Suites

Ranked 22 out of 7,792 in the Cyclades region, as well as being 4 of 258 for holiday rentals in Oia.

• “Sea view was amazing!”
• “This cave house offers a perfect blend of serenity, beauty, and convenience, making it a must-stay”
• “The sunset view from our room was purely breathtaking.”
• See more reviews of Anemi House & Villas

Ranked 23 out of 7,792 in the Cyclades region, as well as being 3 of 107 for holiday rentals in Imerovigli.

• “Wonderful place with maximum privacy”
• “Amazing. We can’t wait to go back”
• “Everything was above and beyond what we expected. The villa was beautiful and so charming. The staff, the view, the poo”
• See more reviews of Lithi Luxury Retreat

Ranked 24 out of 7,792 in the Cyclades region, as well as being 2 of 81 for holiday rentals in Perissa.

• “Amazing place”
• “best hotei”
• “It's amazing.”
• See more reviews of Margarenia

Ranked 25 out of 7,792 in the Cyclades region, as well as being 4 of 112 for holiday rentals in Pirgos.

• “A perfect spot in Santorini!”
• “Apartment 1 with hot tub”
• “Excellent stay at Nova”
• See more reviews of Nova Luxury Suites

Ranked 26 out of 7,792 in the Cyclades region, as well as being 2 of 194 for holiday 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 27 out of 7,792 in the Cyclades region, as well as being 2 of 45 for holiday rentals in Karterados.

• “The overall experience was lovely ”
• “Warm and wonderful accomodation in Santorini.”
• “Greek hospitality at its best!Thank you for making our stay unforgettable!”
• See more reviews of 1812 Caves 'n Mansion

Ranked 28 out of 7,792 in the Cyclades region, as well as being 4 of 436 for holiday rentals in Mýkonos City.

• “Fantastic stay with great hosts.”
• “Couldn't have asked for more! It truly is a Hidden Heaven. Blown away by the hospitality & warmth!”
• “11/10 for the hospitality.”
• See more reviews of Hidden Heaven

Ranked 29 out of 7,792 in the Cyclades region, as well as being 2 of 212 for holiday rentals in Fira.

• “Comfortable, quiet, relaxed, accessible, friendly, helpful, and accommodating.”
• “The staff was very welcoming and helpful!”
• “Amazing stay in a great location with amazing staff”
• See more reviews of Thimari Lodge

Ranked 30 out of 7,792 in the Cyclades region, as well as being 1 of 104 for holiday rentals in Andros Chora.

• “Best hotel of the Cyclades”
• “PERFECT, WONDERFUL, 5 Star Hotel”
• “An absolutely marvelous experience!”
• See more reviews of Casa Di Fiori Andros Suites