Luxury rentals in Cyclades

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Top-rated luxury holiday rentals in Cyclades

Guests agree: these stays are highly rated for location, cleanliness and more.

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Luxe

Villa in Pyrgos Kallistis

5 out of 5 average rating, 3 reviews

Christou Estate

AnaRating, 5 stars21 months ago

We had a great time at Pyrgos Kallistis, Christou Estate. Tony our host went above and beyond to help with our groups vacation. It was a 50th birthday celebration for a family member and 11 people stayed at the estate. I asked Tony our host if he could set up balloons and have a surprise cake and it was all set when we arrived. Rooms/beds were comfortable. We all had restful 4 nights of sleep. Breakfast was served each morning with a wonderful spread of yogurt, fruits, bread, omlets, pasteries and delicious coffee. Nice location and easy to arrange transportation to the places we wanted to go. I got a 2 thumbs up from all my family members who enjoyed the stay with me at the estate! Thank you Tony!

Luxe

Cycladic home in Fira

5 out of 5 average rating, 13 reviews

Villa Etheras

JohnRating, 5 stars8 months ago

Our stay at Etheas Villas was nothing short of perfect. The villa was private, beautifully designed, and incredibly comfortable, with a breathtaking view that made every moment feel special. Chef Spyros provided the best meals we had on the island, each one more delicious than the last. Yanni has truly thought of everything, making the entire trip seamless from the moment we landed until we took off. Every detail was taken care of, allowing us to relax and enjoy our time. We can’t wait to book again and relive the experience!

Luxe

Villa in Anavyssos

5 out of 5 average rating, 7 reviews

Villa Take Off

RaminderRating, 5 stars23 months ago

We had an absolutely wonderful trip to Villa Take Off. The owners Konstantinos and Mary live close by and were very responsive and helpful on a number of occasions. They had a welcome food package for us upon arrival, the villa itself was spotless and exactly as advertised. They provided a number of great recommendations including beaches to visit and restaurants to try. There happened to be a wild fire in the region and Konstantinos helped guide us back to the villa as we were out and about, there was some residual ash that blew into the pool but this was promptly cleaned to allow us to enjoy it once again. The hosts really go above and beyond. The villa itself is fantastic with all you need, plenty of space and a large pool and unbelievable views. We would definitely return!

Luxe

Villa in Mykonos

5 out of 5 average rating, 4 reviews

Villa Mati

MikelRating, 5 stars9 months ago

George and his entire team deserve 5 million stars! Working with Sevi, the concierge, prior to arrival to help plan our trip and get recommendations was so helpful and appreciated. Villa Mati is beautiful, tastefully decorated and absolutely pristine. The views were absolutely STUNNING. The amenities of the villa rival those of a 5 star hotel. The daily cleaning service was terrific. I think George and his team are phenomenal and I would stay at one of his villas again without question. George and Antonis were always immediately responsive to questions and provided prompt answers. Also having them able to book transportation was a much appreciated and unexpected perk of staying at the villa. I 100% recommend Villa Mati- I hope to return in the future!

Luxe

Villa in Santorini

4.67 out of 5 average rating, 3 reviews

Samsara

StevenRating, 5 stars10 months ago

This place is just beautiful! The pictures don’t do the property justice. There is a winery on its doorstep which you can go and sit on the cliff top with a bottle of wine and watch the sun set every night if you wanted. Definitely worth hiring a car to explore as the property is pretty central. The property has a driveway as well. I would hire a car straight from the airport and google maps will get you to the property in approximately 10 minutes. There are local shops to get your groceries easily. The hosts are lovely people who respect your privacy but are also more than happy to help if you want it. Plenty of towels and sunbathing towels as well! The kitchen is well stocked with all the electrical items you would have at home. The bedrooms and bathrooms are also beautiful. Great place to entertain with friends and family, we will definitely be going back to this place!

Luxe

Villa in SANTORINI (Thira)

4.86 out of 5 average rating, 7 reviews

Villa Dio

Sara SophiaRating, 5 stars1 month ago

We really enjoyed our stay at Villa Dio, Yani was super responsive and the whole service was flawless. The location is even more beautiful than the pictures and the ocean view is breathtaking. We had breakfast everyday aswell as an arranged dinner and lunch. Everyone was super nice and helpful, I can highly recommend Yani and this location!!

Luxe

Place to stay in Pyrgos Kallistis

4.92 out of 5 average rating, 12 reviews

Kamini White 1 Br

TarynRating, 5 stars1 month ago

We enjoyed our stay here! Rona was extremely helpful and sweet! She gave us recommendations on restaurants that did not disappoint. She also allowed for us to check out late which was helpful due to a wind storm the day we left. The Airbnb is beautiful and it is super helpful that a rental car is included.

Luxe

Villa in Ios Island

5 out of 5 average rating, 4 reviews

Private 5 Br Luxury Peaceful Mylo Villa W 2 Pools

Mark & LeanneRating, 5 stars71 months ago

Villa Mylo is truly magnificent with fantastic views of the endless blue sea. Pantelis picked us up from the port and we used the 4x4, which is a must to get to the villa and 20 minutes drive. Pantelis also gave us great recommendations on where to eat and the best beaches on the island. The villa is in such an elevated spot above Mylopotas beach you have complete tranquility and peace to sit and relax but with a quick 5 minute drive to get to the lively beach with its restaurants and water sports. We stayed with our 3 teenage boys (16,18 &18) who were able to dip their toes in the nightlife of the town, although they did have to walk up the track to get home as taxis won’t come the final kilometre. We used the car to explore the beautiful island which is very quiet away from Mylopotas and even find some almost deserted beaches in July. The architecture of the house is clever as it sits into the rocks but gives views of the sea from every room. Carla was quick to respond and made sure our stay was relaxing and as perfect as we’d hoped. We would love to come back to Villa Mylo.

Luxe

Villa in Santorini

5 out of 5 average rating, 19 reviews

Eolia Senior Villa

LuciaRating, 5 stars1 week ago

My family and I already want to come back! The Villa was beautiful with an amazing mountain view! Markos was extremely helpful with transportation, restaurant recommendations and our experience here wouldn’t be the same without all his help. We had an incredible time here, thank you so much!

Luxe

Villa in Krotiri

5 out of 5 average rating, 15 reviews

Villa Delion

DanRating, 5 stars8 months ago

Absolutely incredible! Stayed here with friends and we're still dreaming about going back. Great location, an easy scooter ride or walk into town, unbelievable sunset views overlooking the port from the infinity pool. Very large, open kitchen perfect for cooking and socializing (we love both). Attentive daily cleaning and very friendly and informative host and manager. A+++

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Popular amenities for Cyclades luxury holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Cyclades

Luxe

Villa in Kamari

5 out of 5 average rating, 5 reviews

Eolia Kamari Villa

CharityRating, 5 stars11 months ago

First and foremost, Markos the local manager is amazing. Every tour he scheduled for me was wonderful and significantly cheaper than booking through Viator. He arranged all my transfers in luxury vehicles, including an unforgettable helicopter transfer to Naxos. The house was exactly like the photos—spacious and bright with plenty of comfortable sitting areas. The pool was perfect for relaxing and unwinding. The location is fantastic, with lots of great shopping and a variety of restaurants within walking distance. The eateries were much more reasonable compared to the Island of Milos, offering everything from bakeries to traditional Greek food. The beds were comfortable, and I felt completely safe throughout my stay. One highlight of the trip was the sunset picnic Markos arranged—it was truly a magical experience that I highly recommend. Markos' attention to detail and commitment to providing an exceptional experience made this trip truly special. Highly recommend staying here!

Luxe

Villa in Mykonos

5 out of 5 average rating, 4 reviews

Villa Aloni

OlivierRating, 5 stars35 months ago

Great villa, facilities and services

Luxe

Villa in Drios

5 out of 5 average rating, 14 reviews

Agnanti Villa

BenjoRating, 5 stars10 months ago

Stunning place with spectacular views. Can’t fault it. The photos don’t do it justice. Several different lounging areas made it perfect. The host was lovely and answers our few queries promptly. Will be back.

Luxe

Villa in Santorini

5 out of 5 average rating, 41 reviews

Kamini Villa

RyanRating, 5 stars2 days ago

We had an amazing stay. The property is absolutely beautiful, the views amazing, everything is very thoughtfully appointed. Our host Petros was very responsive. Ronna, who runs the team at the villa, was charming and very helpful—with daily clean up service, breakfast, recommendations, help on demand—it felt like we had all the benefits of a private villa with the service of a five start resort. We used the pool and hot tub daily. We barbecued one night. The daily breakfasts were very high quality. I’m not sure we understood the layout from the pictures but it was very functional for our family of 5 plus my parents who joined our trip. It is essentially 3 distinct units sharing patio and pool areas: a studio with bathroom; a 1BR/1BA with kitchen adjacent to the main outdoor dining area; and a 3BR/3BA unit with outdoor hot tub, dining, and the master (shared hallway, but frosted glass and doors protect private areas). Highly recommend this amazing place, hope to come back!

Luxe

Villa in Pyrgos Kallistis

5 out of 5 average rating, 9 reviews

Kamini White 2 Bedroom

ShawnielRating, 5 stars8 months ago

We had an unforgettable stay at Kamini White Luxury Villa in Pyrgos, Greece. The villa itself was breathtaking, offering even more stunning views than expected. From the moment we arrived, Petro and his team went above and beyond to ensure we were well taken care of, from the delicious breakfast each morning to the seamless luxury car service. The villa was immaculate, ultra-luxurious, and incredibly peaceful, with private surroundings yet just a short drive to Fira and Oia, where there’s plenty to explore. I only wish we could have stayed longer! I highly recommend this villa to anyone seeking an extraordinary and relaxing experience. You will feel completely pampered and cared for.

Luxe