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Cyclades Rentals

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3,570 Houses

Seafront House Mandrakia

Triovassalos house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 27 minutes

Price per night from

$156

Sea view 3 bedroom condo

Paleopoli house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 31 minutes

Price per night from

$220

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

$180

Watching The Sea

Ormos Korthiou house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$104

ANTELMI VILLA CALDERA FIROSTEFANI

Firostefani villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 53 minutes

Price per night from

$903

Auli House

Agios Petros house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$91

NK Cave House Villa

Fira villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$334

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

$375

Eneos Beach Villas

Loutra villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$982

STUDIOS WITH SEA VIEW BY THE BEACH OF KALO LIVADI

Kalo Livadi studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 41 minutes

Price per night from

$58

Traditional Waterfront House

Triovassalos house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 27 minutes

Price per night from

$182

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

Oia villa

2 bedrooms / 2 bathrooms / sleeps 4

“lovely with generous outdoor space” The Blue and White with it's stunning view is located just far enough below the main street,and a five minute walk to the sunset view, to give valued privacy.My daughter and I could enjoy breakfast,everything provided with fresh options delivered each morning,without endlessly, wandering, visitors.The hot tub, a short walk, affords an almost secluded sunset view and is available every other day.If you ask in the morning it will be toasty when you arrive.We were met by the charming Sergio who never failed to provide an escort,an answer,a suggestion.He is Maria's man of all trades,who even helped with the daily maid service as she did not speak English.His recommendation,the Candouni family run restaurant,was a gift.We ate there every night...it's that good.Thank you Maria for a once in a lifetime visit to paradise.

Price per night from

$180

Holiday room in Zefyria

Zefiria private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 20 minutes

Price per night from

$46

Villa Artisti Mykonos by OWNER

Elia villa

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$2,580

Price per night from

$141

Apartment with Panoramic Sea View for 1-4 persons

Parikia apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$78

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!

Responds fast! avg. 2 hours 7 minutes

Price per night from

$292

Octopus Garden Beach House

Tinos Town house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 22 minutes

Price per night from

$104

Courtyard of the Stars Villa, renovated 19th c winery

Emporio villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 25 minutes

Price per night from

$513

Price per night from

$71

3 BDR Villa Pearl w private pool, amazing sea view

Ornos villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$578

Carpe Diem Villa I with Private Infinity Pool

Mykonos Town villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 13 minutes

Price per night from

$501

SantoriniParadise: HELIOS cave house, amazing sunset view

Oia house

1 bedroom / 1 bathroom / sleeps 5

“Wonderful Getaway” We had an amazing stay at the Helios cave house. On arrival we were treated to a bottle of wine and some delicious nibbles on the terrace above the house, which Maria uses to welcome her guests. The view from the terrace is absolutely amazing; front and centre for the sunsets in Oia, which are a must see event on the island. (We couldn't help but feel smug when surrounded by all the other travellers trying to find a spot to watch the sunset while we had the terrace and comfortable seating to enjoy!) It was an amazing first impression of Oia. The cave house itself is very comfortable and well equipped. The kitchen was rather small, but for our purposes (coffee and eggs in the morning) it was fine. Maria was an excellent host who genuinely cares about her guests experiences and is available to give recommendations on where to eat and advice on what to do. We would highly recommend the Helios cave house - when the time came I didn't want to leave! A wonderful getaway. :)

Price per night from

$193

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

Parikia house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$175

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

$465

Sea view condo

Paleopoli house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 31 minutes

Price per night from

$181

“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.

Responds fast! avg. 2 hours 21 minutes

Price per night from

$244

Maistrali Studio SIROCCO

Finikas studio

Studio / 1 bathroom / sleeps 2

Price per night from

$52

Triple Studio Room

Mykonos Town apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 31 minutes

Price per night from

$239

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

Parikia villa

/ 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 34 minutes

Price per night from

$155

Studio for 2 included Car Rental with Sea View

Perissa b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$143

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

Koundouros house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$426

Studio for 2 included Car Rental with Sea View

Perissa b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$130

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

$422

Amazing Veranda with View Kithnos Villa

Kithnos villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$297

Paros Kolybithres beach house

Kolimpithres house

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$130

House 1 minute from the beach, Antiparos

Agios Georgios house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$168

Villa Crystal Light

Choulakia villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

Price per night from

$932

Viewing 38 of 3,570
rentals in Cyclades

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Top Destination reviews

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
Villa Superview Chrysantina
Wonderful villa in a perfect location

We truly enjoyed our stay. The house was beautifully appointed. Central to everything, our host arranged for our car rental and was available for any questions. The housekeeper was a delight tending to our needs and making us delicious surprise snacks and breakfasts. The pool is delectable and deep. 10minute drive from the town of Mykonos and other local beaches.see more
3 bdrm Sea View Residence Paraga and Scorpios ( Mykonos )
Perfect villa for 6

Great view of the ocean and close to Santanna and Scorpio beach bars. No need to drive The house can hold a couple of cars and it has a huge veranda to have outside gatherings with plenty of space … see more

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