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Cyclades Rentals

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3,328 Houses

SantoriniParadise: PARADISE, outdoor Hot Tub, Caldera panorama!

Oia villa

2 bedrooms / 1 bathroom / sleeps 4

“Amazing Greek Island experience” We rented both the Santorini Paradise and Helios houses for eleven people. They were absolutely wonderful. The views are spectacular. The houses were clean to start with and cleaned every day. Helios had just recently been updated and looked great. We were welcomed with fresh fruit, eggs, water, wine and snacks. Maria was so helpful and attentive and spent time with each group giving suggestions on things to do and places to go. The sunset view from the rooftop patio of the Helios house is out of this world. Maria brought us drinks and appetizers the first night to watch it. There we hundreds of people around us watching and we had the best seats. Maria asked for constructive feedback from us, which we had very little to give. I appreciate an owner always trying to improve the experience of her guests. It says a lot about Maria's commitment to her guests. We highly recommend Maria and any of her places.

Price per night from

$273

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 5 minutes

Price per night from

$1,161

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

$395

Seafront House Mandrakia

Triovassalos house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 27 minutes

Price per night from

$178

Santorini (Greece) cave house

Firostefani house

2 bedrooms / 1 bathroom / sleeps 4

“Perfect!” Myself and 2 friends just spent four nights in Spiti Martin and it was a great choice! We were looking for an authentic cave house experience without too much hassle, and the the owner is responsive and helpful. I didn't know much about the island's villages, but Firostefani was a great choice - tons of good restaurants around and easy to get anywhere else but slightly removed from the overcrowding of Fira when cruise ships are docked. The house itself was wonderful - a lovely and roomy terrace with a ridiculous view. I would certainly recommend and hope to return. Thanks Marty!

Price per night from

$289

NK Cave House Villa

Fira villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$395

STUDIOS WITH SEA VIEW BY THE BEACH OF KALO LIVADI

Kalo Livadi studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 37 minutes

Price per night from

$65

Auli House

Agios Petros house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$97

Courtyard of the Stars Villa, renovated 19th c winery

Emporio villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 7 minutes

Price per night from

$409

Watching The Sea

Ormos Korthiou house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$110

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

Oia villa

2 bedrooms / 2 bathrooms / sleeps 4

“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

$258

Traditional Waterfront House

Triovassalos house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 14 minutes

Price per night from

$205

3-Bedroom Villa in Ornos by Diles Villas

Ornos villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$613

Luxury house with Parikia bay views and pool, beach in walking distance

Parikia house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$201

Price per night from

$79

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

Koundouros house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 48 minutes

Price per night from

$479

Villa Kastro-Luxury house in the Old Town of Paros

Parikia apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 41 minutes

Price per night from

$118

Carpe Diem Villa I with Private Infinity Pool

Mykonos Town villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 37 minutes

Price per night from

$531

Villa Artisti Mykonos by OWNER

Elia villa

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$2,852

Price per night from

$198

Eneos Beach Villas/Executive Villa

Loutra villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,094

The House of the Seven Ships

Oia house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 35 minutes

Price per night from

$164

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

$494

Private Beachfront Home Naoussa

Livadia condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$601

“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

$273

SantoriniParadise: HELIOS cave house, amazing sunset view

Oia house

1 bedroom / 1 bathroom / sleeps 5

“Amazing Greek Island experience” We rented both the Santorini Paradise and Helios houses for eleven people. They were absolutely wonderful. The views are spectacular. The houses were clean to start with and cleaned every day. Helios had just recently been updated and looked great. We were welcomed with fresh fruit, eggs, water, wine and snacks. Maria was so helpful and attentive and spent time with each group giving suggestions on things to do and places to go. The sunset view from the rooftop patio of the Helios house is out of this world. Maria brought us drinks and appetizers the first night to watch it. There we hundreds of people around us watching and we had the best seats. Maria asked for constructive feedback from us, which we had very little to give. I appreciate an owner always trying to improve the experience of her guests. It says a lot about Maria's commitment to her guests. We highly recommend Maria and any of her places.

Price per night from

$272

House 1 minute from the beach, Antiparos

Agios Georgios house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$178

The Red Winehouse

Finikia villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 35 minutes

Price per night from

$205

Ikia Kriton

Imerovigli villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$543

lavender suite 1901

Hermoupolis private room

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$280

Paros Butterfly Villas Studio 8,common pool,1 in Tripadvisor

Parikia villa

/ 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 41 minutes

Price per night from

$190

The famous view - Spiti Barbara Santorini - big cave house - - 3 BDR

Firostefani house

3 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$464

Junior Suite Mykonos-Luxury Suite with Pool

Mykonos Town villa

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$557

Elena's Wonderful Villa

Emborio house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$232

Holiday room in Zefyria

Zefiria private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 9 minutes

Price per night from

$48

Panorea Thea Villas Mykonos

Ano Mera villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,595

Elenita's House

Mykonos Town studio

Studio / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 29 minutes

Price per night from

$342

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

Naoussa house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 53 minutes

Price per night from

$103

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rentals in Cyclades

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Top Destination reviews

Oia Blue - sleek interiors in majestic setting
Spectacular accommodation hanging on the cliffs of Oia

We stayed in Oia Blue from May 6-13. The cave house was exactly as described. Very well appointed, clean and comfortable. It had all the amenities one would need. The house is just a couple flights down from the main thoroughfare and in the central part of the town. This means the house is quiet and peaceful while still being in the center of the things. The owners Johan and his wife Vivi could not have been more attentive. They gladly arranged for transfers from the ferry and back to the airport plus any other request we had during the week, which included a porter to assist with our luggage at departure. In all a fantastic week. Thank you Johan and Vivi.see more
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
Villa DALI
Lovely Villa in a beautiful location

Villa DALI is located in an ideal spot between Fira and Firostefani. Our group was composed of 3 couples and the bedrooms were perfect for all three couples. The outside patios and the rooftop terrace provided great spaces for relaxation and views of the caldera. Maria (the owner) was excellent to work with before and during our visit. She was quick to respond; extremely accommodating; and arranged all our transfers from the port and to the airport. On site, Stamos (the local contact in Santorini) welcomed us to the Villa and provided us with many tips and recommendations to explore Santorini. The Housekeeping service was excellent and kept the Villa in great shape. Overall, we could not been more satisfied with our stay. Maria, Thanks again!see more
Kristy Cave House
Wonderful place and amazing hostess

We had a wonderful trip to Greece and Santorini was a great experience partly due to our stay at the Kristy Cave House and Christina. She was extremely helpful and efficient. She contacted us before our arrival and set up a driver to pick us up at the port. Our driver, Yannis, by the way was also great and pointed out all the interesting places for us to visit in Oia. Christina met us at the house and showed us the house as well us pointing out all the areas of interest. She recommended a cruise line and I would recommend to everyone as it was one of the highlights of our trip.see more
avissalou apartments: Fylira
Enjoyable holidays

Nice view, quiet place, beautifully designed, simple and smart. Not centrally located, 2 ways of access (one ease and one less easy) to central roads for further discovering experiences around the island. … see more
Mykonos Panormos 2 Bedroom Villas, sharing pool
It was fantastastic. Would highly recommend

Stella and Helen were perfect by helping in transportation recommendations along with arrival and departure. The villa is located on a quite part of the island so you can enjoy the hora and then retreat back to the quite place. … see more

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