Cyclades Rentals

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2,415 Houses

SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Living in a cloud” How can I express the wonderful feeling I had when I arrived to the home. We were received by Maria who has a heart of gold. She delivered and gave beyond what she had. We sat perched on the edge of a cliff overlooking the island and Fira dripping from the edge in white. As Maria went through all the best the island had to offer. The home was clean and beautifully decorated. It was a home that made you feel not only on vacation but also embodied the culture and style of Greece. You felt loved and at peace. You can be in that home to relax but in my case, I was surprising my parents with renewal of their vows so I was in close contact with Maria. I honestly did not expect the help she offered, and it was a lot. Making several calls and running around helping us with the details of a wedding. The catering, the flowers, the space. It was a full job for her. She seemed to do it all. Every morning our space was clean and we had fresh towels. If there was a request she was a phone call away. We had hotel amenities. Which is rare for a home rental to have. Over all - A spectacular home, amazing Service, Memorable time. We would go back again and can't wait to see Maria, this time to spend time with-- We highly recommend you go visit the black beach. If you have a concern ask Maria she is a wealth of knowledge. Do rent a car its easy to park and cheap to rent if you plan to check out the j

Price per night from

$275

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$1,247

Auli House

Agios Petros house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$88

NK Cave House Villa

Fira villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$873

Lydia's House - indoor heated splash pool, Caldera view

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Corner of Heaven” Just checked out and felt like we were leaving home. House was some steps below the heart of the village and close to the Castle where people gather for sunset. Even so, it was private, quiet, clean, and oh so cool on days we came in from exploring the village. Maria's orientation with us was very helpful--she used a map to show us Santorini beaches and restaurants. Her name in those restaurants worked magic: complimentary wine and desserts, and excellent food, too. Different breakfasts were delivered to us each morning--heavenly to sit on the patio with nothing between us and the aegean. One bedroom was upstairs (could be warm) and one in basement, but three would sleep on main floor. Hands down, we three would go back in a minute!

Price per night from

$611

Eneos Beach Villas/Executive Villa

Loutra villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$948

STUDIOS WITH SEA VIEW BY THE BEACH OF KALO LIVADI

Kalo Livadi studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$69

“perfect.” location was perfect, view was breathtaking, decor was colorful and interesting. comfortable bed. quiet area of oia. this place is even more beautiful than the photos. i can't imagine a better experience

Price per night from

$237

Villa Artisti Mykonos by OWNER

Elia villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$2,493

Price per night from

$290

Price per night from

$69

Villa in Ornos with private pool by Diles Villas

Ornos villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$673

Carpe Diem Villa I with Private Heated Infinity Pool

Mykonos Town villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 33 minutes

Price per night from

$486

SantoriniParadise: HELIOS cave house, amazing sunset view

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Magical Love” The host gave us access to the rooftop to celebrate my parents 40th anniversary with a surprise of the renewal of their vows. We decorated the space with green wreath and roses that the Host helped us with. The rate was perfect. If you need anything she can provide. The sunset was a spectacular one and we were extremely happy with the ceremony. We thank you Maria for making this happen -- THANK YOU SO MUCH!!

Price per night from

$268

Casa Aiora

Milos house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Best Villa in Milos” I stayed at this beautiful villa last year and it was one of the best places to spend your holiday! I've stayed in a few other hotels/ villa's on the island of Milos but I can safely say that I enjoyed Casa aiora the most! From the wonderful interior design, to the fantastic courtyard this place is perfect. It was great to wake up to delicious homemade snacks in the morning as well. There is a nice kitchen so if you choose to cook you have everything at your disposal to do so. The beds are very comfortable and the air condition is always a bonus on the warm Milos nights! There is parking nearby as well so you don't have leave your car down the bottom of the hill. The location is ideal as it is close enough to walk to most of adamas' bars, restaurants and cafe's but it is very secluded and sheltered from any of the party noises. The villa is wonderfully maintained, we didn't encounter any problems on our stay and it is cleaned very well daily! The owner Katy is very helpful and knows everything about the island and knows all the best beaches, restaurants and will also advise where to get your rental cars. Overall I couldn't have asked for anything more from my island holiday and will definitely be going back there next time I travel to Milos!

Price per night from

$449

“A wonderful, comfortable and quiet place” We stayed in the house in august 2013. The house is just perfect: large, comfortable, extremely quiet, and perfectly equipped. I cannot mention a single flaw. The house is at walking distance (200m) from the most beautiful beach of Naxos: white sand and crystal-clear water. Then, you have the choice: walk right and you have a whole range of restaurants, bars, private beaches. Walk left and the beach is wild. The terrace on the second floor has a nice view on the sea and on the sunset. Naxos is a beautiful island that offers many sites to visit (small villages, ruins) and different landscapes. Be sure to rent a car; it's cheap. Be also sure to make a boat trip round the Island . I definitely recommend that house, especially for a family that's looking for independence and tranquility. As said by other reviewers, Athena, the owner, is very kind and helpful.

Price per night from

$935

Triple Studio Room 104

Mykonos Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$181

Responds fast! avg. 3 hours 43 minutes

Price per night from

$162

Maria Beach House, Feet-in-the-Water Apartement, Tranquil, on Private Beach

Koundouros house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$474

Luxury Villa LIMANI. New Golden Beach, Panorama Sea View, Superior-Jacuzzi!

Nea Chryssi Akti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$437

Paros Kolybithres beach house

Kolimpithres house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$250

Panorea Thea Villas Mykonos

Ano Mera villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,391

Felicity Villas - Victoria

Kamari villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

Price per night from

$349

3 bedrooms traditional Villa in Mykonos Island

Paraga villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$486

Price per night from

$85

Red Cliff Villa

Akrotiri villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$698

Casa Di Mare Villa, exterior Hot Tub, Imerovigli

Imerovigli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$312

Elenita's House

Mykonos Town studio

  • Studio
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 9 minutes

Price per night from

$312

avgoustis stefas residence

Otzias house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Price per night from

$287

Eucalyptus Studio, Rural Accommodation on Syros isl - Cyclades

Syros cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$88

lavender suite 1901

Hermoupolis private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$245

Kambos Kottage, Alyki, Paros, Cyclades, Greece

Parikia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$132

SIFNOS Beach House - Platis Gialos - Blue Island Yoga

Platis Gialos condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$915

Ikia Kriton

Imerovigli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$524

Villa Thea Mykonos - Private Pool Sea View Villa

Mykonos Town villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Villa Thea- gem in Mykonos” Welcome to Villa Thea, a collection of luxury villas overlooking the emerald bay of Mykonos.?I was picked up from the airport and was whisked off to my gorgeous villa. The complex is conveniently located, and easy to get to from anywhere on the wonderful island. The complex consists of 4 unique luxury villas each to suit your taste, no matter which you one choose, you will not be disappointed. Key features include earthy open air showers, spacious patios, generous furnishing and the quintessential blue and white colorings of the aegean. The pool at Villa Thea has got to be one of the most enticing ones on the entire island. ?The friendly staff were always available to assist me and more than eager to make sure I had the most magical stay possible, including organizing tours, taking care of travel and transport needs, recommending the best spots and lastly to join me for a drink at sunset!?The security and privacy provided throughout he entire estate is remarkable. All villas and suites have safe lockers inside and the staff is constantly overlooking the property. Complimentary wifi and great reception throughout the property were also a great plus.?With parking and reception on site, plus access to the best that this effervescent island has to offer, you can put your feet up and just focus on your holiday.?A unique quality of the property is that though the property is quite large, it allows the guest to connect and bond through communal areas but also ensures seclusion and privacy. You can either be among the other guests enjoying drinks by the pool at sunset or be in your private patio, swept away from the rest of the world, the choice is yours. Villa Thea has a lot offer. It is a stones throw to the forever zealous Chora beach in Mykonos town should you crave some nightlife. Or you can just let time overlook you and leave you undisturbed as you relax into the tranquil sunset at any one of the spectacular villas.

Price per night from

$1,715

Kallisti Myrtia · Idyllic Holiday Villa - Views, Garden, nr Beach

Naoussa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 1 minutes

Price per night from

$103

Villa Kastro-Luxury house in the Old Town of Paros

Parikia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 43 minutes

Price per night from

$175

Ammos - Apartment 2

Andros Town hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$94

Viewing 38 of 2,415
rentals in Cyclades

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Top Destination reviews

SantoriniParadise: BLUE & WHITE Cave House, Santorini, Oia + hot tub!
Great location

Great location with beautiful view, spacious cave house. Sergio was very helpful in showing us around and taking us to the room. Enjoyed our stay very much! … see more
SantoriniParadise: HELIOS cave house, amazing sunset view
It Doesn't Get Any Better Than This!

I took my teenage son on a 2 week trip around Greece and I am so thankful that I saved Helios House in Oia for our last stop because it was truly the most perfect and magical spot. Nothing could have topped our time there. First, the Cave House is breathtaking. It is fresh, clean, cozy, cool, and well-stocked for breakfast and drinks.. It is newly remodeled with a modern deep tub that will make you relax and never want to get out! Next is the owner, Maria. She would get 10 stars from me! She explained the house, and the flow of the day in Santorini, and was available for anything we needed. Her adorable elderly neighbors will make you feel like you are living the Greek life, so authentic and real. Then, the sunset. Maria has one of only a handful of private patios that have a 100% direct view of the sunset. It is amazing to watch people flock to view the glorious red sunset every night, all standing along the walkways, while we were there sitting comfortable on our deck drinking wine and snacks prepared by Maria and her sweet neighbors. I loved it there. I felt like I was really in Greece and had the feeling of family, yet also had all the privacy we wanted. Finally, the long steps down to the sea is a must! Perfect location to take your time, walk down the steps, take a dip in the sea, snorkel or jump off the famous rock, eat lunch and then make your way back to paradise inside your Cave House. We will be back!see more
Villa POSEIDON with private pool - Green Island Resort Kea
Amazing place, amazing hosts, highly recommended

We’ve just finished hosting our first Joyful Yoga Retreat in Villas Athina and Poseidon of the Green Island Resort Kea, and we simply cannot think of a better place where our retreat could have taken place. There were 26 of us and everyone agreed that we spent some of our best days of our lives in these villas!!! We honestly would love to stay there for a whole month (and maybe we will, next time!) The villas are amazing!!! Perfectly situated on top of a green hill, they offer unrestricted views of the island as well as a most welcome summer breeze. The location is ideal, the perfect combination of seclusion and easy access. The villas themselves are spacious, modern, and stocked with amenities, ranging from a barbeque to a gorgeously contoured pool to a wine cellar (stocked with wine from the villas’ very own vineyard!) and everything in between. Our hosts, Mr. Yannis and Athina, greatly contributed to the retreat's organization and success. Their support was constant, starting all the way from our initial booking to the very end of the retreat and beyond. They were astoundingly efficient and accommodating to all of our needs, which is saying a lot considering our demanding programme included a treasure hunt, a karaoke night, acupuncture sessions, and multiple venues for yoga practices (including one on the villas’ helipad!). Mr. Yannis, Athina, Nikos, Tatiana and the rest of the team were always standing by to offer a helping hand whenever needed, while always remaining perfectly discreet. We whole-heartedly recommend this place, whether it’s for serene family holidays, groups of friends, or even hosting a full-blown yoga retreat!see more
Villa ATHENA with private pool - Green Island Resort Kea
A place to revisit

Great location, beautiful natural surroundings, a good starting point to explore the island but also a great place to just stay in and relax … see more
Villa Elia,Modern Elegant SeaView Villa Uphil Elia
Beautiful villa with stunning views of Elia beach & Amazing Greek Hospitality

We had an amazing experience at Villa Elia , from the start when we booked the communication was great and smooth transactions. Eleni was always quick to respond and help out with anything. To look after the guests (when Eleni is not in Mykonos) she has the most amazing manager Daphne who is so lovely and helpful...beyond any expectations ! Beautifully decorated and equipped with everything you need, large bedrooms and all the amenities, amazing swimming pool , always clean, amazing panoramic views of Elia beach...the picture don’t do justice of this amazing villa. And overall it was so clean and spotless....Greeks know how to clean, they’re the best in the world ! The location is great and close to Ano-Mera with great tavernas, and bakeries so you feel and eat like local. We already miss Villa Elia and cant wait to return again soon xx Pola filia girlssee more
Villa Smaràgdi
Great stay on Mykonos Island

We had a lovely stay in the Villa Smaragdi on the island of Mykonos. The property was very well managed and staff was very helpful. We had breakfast every morning and the villa was cleaned every day. The area around the pool is fantastic and we had more than enough space for the 8 of us. Rooms are well equipped and have a/c which is a great plus. The couple who stayed in the room situated near the pool had a lot of privacy but the room was slightly less cosy and sunny compared to the other rooms. The lights on the terrace and by the pool could not be controlled and were too bright. Within 5 minutes walk/drive you will find the newly opened beach club "Principaute De Mykonos" which has the best beach in my opinion and the greatest style out of all the other beach clubs.see more

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