Cleo's Dream Villa

Guest houOia, Santorini, GreeceShow on map

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Exceptional

One of our highest-scored stays, according to its guests.

Check-in from 2:00 PMCheck-out by 10:00 AM.
Exceptional locationGuests rate the location 10.0 out of 10, at Oia.

Luxurious Amenities Indulge in an unforgettable stay with an outdoor pool, terrace, and complimentary Wi-Fi. Take advantage of concierge services for a seamless vacation experience.

Dining Options With 2 coffee shops/cafes on-site, satisfy your cravings without leaving the guesthouse. Enjoy delicious treats and beverages at your convenience.

Comfortable Accommodations Relax in one of the 2 air-conditioned rooms with well-equipped kitchens, private balconies, and plush bedding. Unwind in front of the Smart TV or pamper yourself in the jetted bathtub.

Stay in the heart of Santorini's historic district at Cleo's Dream Villa. Immerse yourself in the charm of Oia with breathtaking views of the Caldera and proximity to iconic landmarks. Book now for a dreamy getaway!

What this place offers

Porter/bellhop
Express check-out
Smoke-free property
Tours/ticket assistance
Airport transportation - pickup (surcharge)
Housekeeping on request
Proposal/romance packages available
LED light bulbs
Change of towels (on request)
Change of bed sheets (on request)

Rooms

9.8

Exceptional

Rated 9.8 out of 10 by 49 guests who stayed here.

Cleanliness9.7
Service10.0
Location10.0
Rooms9.7
Amenities9.7
Value9.7
Food & drink9.7

Guests mention

Welcoming hostMagical experience

John
October 2025
Only complaint is the hot tub is not hot enough. So thankful for Anamaria. The worries of transport from the airport, how to carry luggage to the villa was erased. Anamaria took care of us so we can relax and enjoy the…
Leena
August 2025
everything was magical, anamaria is such a welcoming host! i hope to come back again
Amy
June 2025
Anamaria was incredible! So kind and helpful. She assisted in arranging for transportation and had someone help us with our luggage down the stairs. She also helped us call restaurants for reservations! The property was…
Ashton
May 2025
Cleo’s dream villa was the perfect stay in Oia. The hosts met us and were exceptional with island recommendations. Although Santorini is full of tourists, this little villa is the perfect peaceful escape.
Timothy
April 2025
Absolutely loved staying at Cleo's Dream! Amazing location in Oia with spectacular views. Private hot tub was our favorite part, but there was nothing to critique, our entire stay was perfect!
Arif
March 2025
Location was fantastic. The property was very comfortable with stunning views. Anamaria was a fantastic host helping us with transport and site seeing activities.

Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.

Where you’ll be

Oia, Santorini, Greece

Guests rate the location 10.0 out of 10 — exceptional.

Things to know

Cancellation

Each room shows its own terms before you pay.

Most rates can be cancelled free until a date shown on the room.

Non-refundable rates are marked as such.

House rules

Check-in from 2:00 PM until 10:00 PM

Check-out by 10:00 AM

No children

No pets

No smoking anywhere on the property

This property offers transfers from the airport (surcharges may apply). Guests must contact the property with arrival details before travel, using the contact information on the booking confirmation. There is no front desk at this property. To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation. If you are planning to arrive after 10:00 AM please contact the property in advance using the information on the booking confirmation. Guests will receive an email 24 hours before arrival with check-in instructions. The host will greet guests on arrival.

Pets. Pets not allowed

Children and extra beds. No rollaway/extra beds available

Check-in & Check-out. Contactless check-out is available

General. Events/parties not allowed

Guest type. Essential workers only - NO

Accessibility. No elevators

Health & Safety. Property uses a professional cleaning service

General. Professional property host/manager

Check-in & Check-out. Contactless check-in is available

Payment & property

Paid when you book, not at the desk.

Rates include the taxes and fees we can read.

The property may take a card at check-in for incidentals.

What we’d check for you here

That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
Whether the rate moves for your dates, and what it includes.
What the property actually charges at the desk on top of the rate.

Questions about Cleo's Dream Villa

What time is check-in and check-out at Cleo's Dream Villa?

Check-in is from 2:00 PM. Check-out is by 10:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.

Does Cleo's Dream Villa allow pets?

No — the property states that pets are not allowed.

Does Cleo's Dream Villa have Wi-Fi?

Yes — internet access is listed among the property's facilities.

Does Cleo's Dream Villa have wheelchair accessible rooms?

The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.

How do I book Cleo's Dream Villa?

Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.

Where is Cleo's Dream Villa?

Oia, Santorini.

Other places we book in Santorini

Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.

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