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Cyclades Vacation Rentals

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Stone House , Santorini Couple Villa with pool
Stone House , Santorini Couple Villa with pool
    Price: $381 - $621/night
  • Bedrooms: 1, sleeps 2
  • Bathrooms: 1
    • Contact Owner
Olive Garden Villa
Olive Garden Villa
    Price: $8,500 - $10,000/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 3
    • Contact Owner
Villa Patricia
Villa Patricia
    Price: $1,130 - $1,695/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Owner
POETS house
POETS house
    Price: $1,413/week
  • Bedrooms: 2, sleeps 3
  • Bathrooms: 1
    • Contact Owner
villa on the perissa beach
villa on the perissa beach
    Price: $283 - $424/night $1,978 - $2,826/week $5,652 - $9,891/month
  • Bedrooms: 5, sleeps 10
  • Bathrooms: 4
  • Min stay: 7
    • Contact Owner
LA MAISON EXCLUSIVE PRIVATE VILLA SANTORINI
LA MAISON EXCLUSIVE PRIVATE VILLA SANTORINI
    Price: $353/night $2,473/week
  • Bedrooms: 4, sleeps 8
  • Bathrooms: 2
    • Contact Owner
Santorini (Greece) cave house
Santorini (Greece) cave house
    Price: $150 - $175/night $900 - $1,000/week
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
    • Contact Owner
HIPPOCAMPUS BED & BREAKFAST KAMARI SANTORINI
HIPPOCAMPUS BED & BREAKFAST KAMARI SANTORINI
    Price: $113/night
  • Bedrooms: 20, sleeps 50
  • Bathrooms: 20
  • Min stay: 1
    • Contact Owner
Villa Delphinus [8]
Villa Delphinus [8]
    Price: $11,250 - $21,500/week
  • Bedrooms: 4, sleeps 8
  • Bathrooms: 6
  • Min stay: 7
    • Contact Manager
Villa Delphinus [12]
Villa Delphinus [12]
    Price: $12,500 - $22,500/week
  • Bedrooms: 4, sleeps 12
  • Bathrooms: 6
  • Min stay: 7
    • Contact Manager

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Villa Santorini-an exclusive private rental
Villa Santorini-an exclusive private rental
Contact Owner
4.5 of 5 stars 7 reviews
Management: Verified owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
Min stay:7
Villa Santorini is a luxury 3 bedroom 3 bath house for rent located on the Santorini Caldera with extensive views of the island , the volcano and the Aegean. ...
  • Nightly
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  • Weekly
    $4,946 - $6,005
  • Monthly
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Villa Orpheus
Villa Orpheus
Contact Owner
Nightly rate from
$1,060
5 of 5 stars 19 reviews
Management: Verified owner
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 7
Villa Orpheus is an Elle Decoration Magazine featured five-star private villa with views of the magical island of Delos and is of an unusual high standard , ...
  • Nightly
    $1,060 - $3,250
  • Weekly
    $7,418 - $22,750
  • Monthly
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Villa Eurydice
Villa Eurydice
Contact Owner
Nightly rate from
$1,060
4.5 of 5 stars 9 reviews
Management: Verified owner
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 6
Villa Eurydice is a luxury, five-star private villa with views of Mykonos Town and is of an unusual high standard, specifically catering for the discerning ...
  • Nightly
    $1,060 - $3,250
  • Weekly
    $7,418 - $22,750
  • Monthly
    --
Pyrgos Blue - Homely, Welcoming, Enticing...
Pyrgos Blue - Homely, Welcoming, Enticing...
Contact Owner
Nightly rate from
$551
4.5 of 5 stars 2 reviews
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 6
Bathrooms: 2
Min stay:7
Pyrgos Blue is like the smell of freshly baked bread - homely,welcoming enticing...This traditional dwelling is the epitome of what a family holiday home ...
  • Nightly
    $551 - $834
  • Weekly
    $2,317
  • Monthly
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OIA WAVES SANTORINI
OIA WAVES SANTORINI
Contact Owner
Nightly rate from
$78
4 of 5 stars 1 review
Management: Verified owner
Property: Rental Home
Bedrooms: 3, sleeps 10
Bathrooms: 3
It is a traditional cave house of Oia, Santorini Built on the Caldera cliff with a spectacular view of the ancient volcano. Following the main street of Oia, ...
  • Nightly
    $78 - $170
  • Weekly
    --
  • Monthly
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New dwelling in Mykonos island, Greece,
New dwelling in Mykonos island, Greece,
Contact Owner
Nightly rate from
$709
4 of 5 stars 1 review
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 2
Recently completed, the houses balance modern aesthetics with cycladic architecture and boast of comforts and luxuries that one would only experience of a ...
  • Nightly
    $709
  • Weekly
    $4,966
  • Monthly
    $14,190
Villa Mykonos
Villa Mykonos
Contact Manager
4.5 of 5 stars 13 reviews
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 4
Min stay:7
Welcome to this luxurious villa rental in Greece, on the island of Mykonos, famous for its wonderful beaches, charming towns all in white, friendly pelicans, ...
  • Nightly
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  • Weekly
    $15,997 - $21,112
  • Monthly
    --
honeymoon house on cliff in oia castlle
honeymoon house on cliff in oia castlle
Contact Owner
Nightly rate from
$170
4 of 5 stars 1 review
Management: Verified owner
Property: Rental Home
Bedrooms: 1, sleeps 2
Bathrooms: 1
Min stay:3
In the traditional village of oia in santorini, where the sea meets the sky,the full moon and the sunset is one of the best in the world. We offer you a Realy ...
  • Nightly
    $170 - $212
  • Weekly
    $1,187 - $1,413
  • Monthly
    $4,239 - $5,652
tradittional cave house in oia on caldera
tradittional cave house in oia on caldera
Contact Owner
Nightly rate from
$212
4 of 5 stars 1 review
Management: Verified owner
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:3
In the traditional village of oia in santorini, where the sea meets the sky,the full moon and the sunset is one of the best in the world. We offer you a ...
  • Nightly
    $212 - $353
  • Weekly
    $1,413 - $2,402
  • Monthly
    $4,239 - $8,478
Villa Sky
Villa Sky
Contact Manager
Nightly rate from
$542
4 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 2
Min stay:7
This beautiful Cliffside dwelling in a Santorini villa is absolutely beautiful and absolutely unique. Ideal for two couples, each bedroom has its own ...
  • Nightly
    $542 - $852
  • Weekly
    $3,796 - $5,965
  • Monthly
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Arheos Nisos
Arheos Nisos
Contact Manager
Nightly rate from
$507
4 of 5 stars 1 review
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
In the heart of the capital of one of the most famous Greek Islands, this Santorini villa puts you in an ideal location with a truly breathtaking view. Travel ...
  • Nightly
    $507 - $1,789
  • Weekly
    $3,550 - $12,522
  • Monthly
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Villa Ftelia
Villa Ftelia
Contact Owner
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 9
Bathrooms: 3
Min stay:7
Villa Ftelia is a traditional Mykonian complex located in the charming bay of Ftelia. Built on a private area of 4.000 m2, combines the ideal location of a ...
  • Nightly
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  • Weekly
    $2,000 - $2,500
  • Monthly
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Design Villa Princess in Mykonos
Design Villa Princess in Mykonos
Contact Owner
Nightly rate from
$565
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 5
Villa Princess in Mykonos is a new entry into the select class of luxury villas in Greece at the famous island of Mykonos. A brand new elegant villa built in ...
  • Nightly
    $565 - $1,413
  • Weekly
    $6,924 - $9,891
  • Monthly
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Mansion Sophia, Elegant Mansion with private pool
Mansion Sophia, Elegant Mansion with private pool
Contact Owner
Nightly rate from
$558
Management: Verified owner
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Villa Description: The peaceful village of Megalochori makes a much sought after and appreciated alternative to the bustling and jostling of the busy city of ...
  • Nightly
    $558 - $1,165
  • Weekly
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  • Monthly
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Mansion 1878, Santorini Character Villa with pool
Mansion 1878, Santorini Character Villa with pool
Contact Owner
Nightly rate from
$1,215
Management: Verified owner
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 3
Built in 1878, this graceful traditional two storey Santorini Mansion is located in the heart of the picturesque village of Megalochori. At the turn of the ...
  • Nightly
    $1,215 - $1,893
  • Weekly
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  • Monthly
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Cyclades Vacation Rental Advice
Where do we start?
Posted by nick_arch, Nov 19, 2009
... for a vedge-out / relax vacation ) 3. Oia ( best place for my taste. Great architecture, many restaurant options, a little from everything. Not too noisy , not too quiet ). g. Our budget is £4500 max for 2 weeks. Is this an accomodation budget? everything? flights and food and accomodation? Keep in ... more
Posted by brotherleelove, Nov 19, 2009
... you don't have a rental car or aren't inclined to use a taxi or bus. Oia is the most beautiful and romantic village on the island with a wide variety of hotels, shops and restaurants but the nightlife is limited to a few mellow cafes and bars. I ... more
Grotto withTeens
Posted by stanbr, Nov 9, 2009
... the town but a beach vacation as well. For a modest tourist class hotel with two bedroom apartments 50meters from the beach plus a pool try Hotel Spiros. When we took our teen kids to Naxos a few years ago we stayed at Hotel Glaros and took two rooms with ... more
Posted by stanbr, Nov 10, 2009
... Jan has indicated) Personally we love cooking our breakfast and having a leisurely time on the deck first thing in the morning and the ability to have snacks and lunch. The kitchen is important to us. Saves euros for dining and shopping and car rental to really enjoy the island ... more
Posted by stanbr, Nov 11, 2009
Enjoy your vacation. By the way it is generally a bit hard to get a response from hotels at this time of year as the owners are often on vacation after not having a day off since April. Spiros will respond but do not expect it to be in a ... more
Review - my day and a half in Milos (June 2009)
Posted by canadagirlincancun, Nov 1, 2009
... the best of our whole vacation. Having a 2nd day on this island would have been great, but doing it all it one day wasn’t so bad either, out of the 9 stops we made, we spent about 1.5 hours at Sarakiniko, an hour for lunch in Pollonia ... more
Posted by BrazilianMan33, Nov 1, 2009
I'm thinking in stay 3 all days in Milos with a rental car....its ok??...during April ( 14-18)...bad time or not?...thanks ... more
Ferry from Heraklion
Posted by brotherleelove, Oct 15, 2009
... surpass the cost of a rental car. Rental costs in the low season are usually quite affordable. Before engaging a taxi at the ferry port you can at least inquire at Spiridakos or one of the other rental companies there. For the sake of comparison, a taxi from the port ... more
Posted by Mimiduc, Oct 24, 2009
... got back from a wonderful vacation and wanted ... ... I chose to get a rental car. Drove to Oia and Fira and then back, it was so beautiful under the bright blue sky. Restaurants and cafes weren't busy at all, I imagine that during the high season the place must ... more
Split our stay at 2 hotels over 7 day period in Naxos?
Posted by travelerjan, Oct 7, 2009
... ruins, etc. There are marble quarries, and if you have the rental-guy mark your map, you can find marble-cutting factories, where u can watch the process, and pick up squares of marble lying all over the ground. Kids love this... so do grownups-- I have them as coasters ... more
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns