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Cleo's Dream Villa

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Luxury
1.401298464324817E-45 star property
10

Exceptional

Private villa with sunset plunge

Breathtaking caldera views unfold from the private plunge pool where you can witness Santorini's legendary sunset. The recently remodeled villa blends Cycladic charm with modern luxuries. Concierge services arrange personalized excursions, with Oia Castle's iconic blue domes just steps away.

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning
  • Laundry
  • Housekeeping
  • Kitchen

Room options

View all photos for Villa, 2 Bedrooms, Jetted Tub, Sea View

Villa, 2 Bedrooms, Jetted Tub, Sea View | 2 bedrooms, premium bedding, down comforters, minibar

Villa, 2 Bedrooms, Jetted Tub, Sea View

10.0 out of 10
Exceptional
(4 reviews)
  • Sea view
  • 55 sq m
  • 2 bedrooms
  • Sleeps 4
  • 2 King Beds
  • Free WiFi
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About the neighborhood

Located in Santorini, Cleo's Dream Villa is in the historical district and near the beach. Castle of Oia and Ancient Thira are notable landmarks, and the area's natural beauty can be seen at Santorini Caldera and Kamari Beach. Maritime Museum and Tramonto ad Oia are also worth visiting. Visit our Santorini travel guide
View more Guest Houses in Santorini
Map
Oia, Santorini, 84702

What's nearby

  • Ag. Spyridonas and Anastasis,Oia,Santorini , Greece
    Oia Blue Dome Church Viewpoint
    1 min walk - 0.1 km
  • Nea Kameni volcanic island in Santorini Greece
    Santorini Caldera
    1 min walk - 0.1 km
  • Santorini Blue
    Tramonto ad Oia
    2 min walk - 0.2 km
  • Castle of Oia
    Castle of Oia
    5 min walk - 0.3 km
  • The old harbor of Ammoudi under the famous village of Ia at Santorini, Greece.
    Amoudi Bay
    7 min walk - 0.5 km

Getting around

  • Santorini National Airport (JTR)
    29 min drive

Restaurants

  • Pelekanos Restaurant
    2 min walk
  • Lotza
    2 min walk
  • Hungry Donkey
    4 min walk
  • Santo Souvlaki
    3 min walk
  • Crazy Donkey
    3 min walk

About this property

Cleo's Dream Villa

  • Luxury guesthouse remodeled in 2024 and located near Oia Blue Dome Church Viewpoint
  • A short walk from Castle of Oia, Cleo's Dream Villa provides a terrace, 2 coffee shops/cafes, and dry cleaning/laundry services. Stay connected with free in-room WiFi.
  • You'll also enjoy perks such as:
    • An outdoor pool
    • A roundtrip airport shuttle (surcharge), express check-out, and a porter/bellhop
    • Concierge services, tour/ticket assistance, and smoke-free premises
  • Room features
  • All guestrooms at Cleo's Dream Villa have comforts such as premium bedding and air conditioning, as well as thoughtful touches like separate sitting areas and separate dining areas.
  • Extra conveniences in all rooms include:
    • Down comforters and free cribs/infant beds
    • Bathrooms with rainfall showers or jetted bathtubs plus designer toiletries and hair dryers
    • 40-inch flat-screen TVs with premium channels
    • Furnished balconies or patios, separate sitting areas, and separate dining areas

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free offsite parking
  • 24-hour roundtrip airport shuttle on request for a surcharge

Food and drink

  • 2 coffee shops/cafes

Things to do

  • Outdoor pool

Family friendly

  • Dining table
  • In-room crib
  • In-room kitchen
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Outdoor pool
  • Separate bedroom
  • Separate in-room dining area
  • Soundproofed rooms

Conveniences

  • Laundry facilities

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Porter/bellhop
  • Proposal/romance packages
  • Tour and ticket assistance

Outdoors

  • On the bay
  • Terrace

Accessibility

  • No elevator

More

  • 1 building
  • 1 floor
  • At least 80% lighting from LEDs
  • Built in 2014
  • Double-glazed windows
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • Renovated entire property - January 2024
  • Reusable cups
  • Smoking not allowed

Room amenities

Bedroom

  • Down comforter
  • Free crib
  • Premium bedding

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • Jetted bathtub or rainfall showerhead
  • Private bathroom
  • Shampoo
  • Shower
  • Slippers
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 40-inch smart TV with premium satellite channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Electric kettle
  • Espresso maker
  • Kitchen
  • Kitchen island
  • Microwave
  • Minibar
  • Paper towels
  • Refrigerator
  • Rice cooker
  • Separate dining area
  • Stovetop
  • Toaster

More

  • 4G smartphone data speed
  • Air conditioning
  • Electrical adapters
  • Free limited smartphone calls
  • Free local calls
  • Heating
  • Iron/ironing board
  • LED lighting
  • Limited smartphone data usage
  • Phone
  • Separate sitting area
  • Smartphone
  • Soundproofed rooms
  • Water-efficient toilets

Policies

Check-in

Check-in start time: 2:00 PM; Check-in end time: 10:00 PM
Contactless check-in available
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM
Contactless check-out available
Express check-out available

Special check-in instructions

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
Guests will receive an email within 24 hours before arrival with check-in instructions; your host will greet you
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
Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Free cribs are available on request at the property

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • A tax is imposed by the city and collected at the property. This tax is adjusted seasonally and might not apply year round. Other exemptions or reductions might apply. For more details, please contact the property using the information on the reservation confirmation received after booking.
  • A tax is imposed by the city: From 1 November - 31 March, EUR 0.50 per accommodation, per night
  • A tax is imposed by the city: From 1 April - 31 October, EUR 2.00 per accommodation, per night

We have included all charges provided to us by the property.

Optional extras

  • Airport shuttle fee: EUR 50 per room (one-way)
  • Airport shuttle fee per child: EUR 50 (one-way)

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - 112347388
This property accepts credit cards and cash
Onsite parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a first aid kit, and window guards
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is professionally cleaned
Property Registration Number 1167Κ91000343200

We should mention

This property does not have elevators
Cash transactions at this property cannot exceed EUR 500, due to national regulations; for further details, please contact the property using information in the booking confirmation

Frequently asked questions

Does Cleo's Dream Villa have a pool?

Yes, this property has an outdoor pool.

Is Cleo's Dream Villa pet-friendly?

No, pets are not allowed at this property.

How much is parking?

There is free parking nearby.

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

Check-in start time: 2:00 PM; Check-in end time: 10:00 PM. Late check-in is available during limited hours.

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

Check-out is at 10:00 AM.

Does Cleo's Dream Villa provide a shuttle to the airport?

Yes, there's an airport shuttle that runs on request. A fee of EUR 50 per room applies.

Where is Cleo's Dream Villa located?

Situated near the airport, this luxury guesthouse is steps from Tramonto ad Oia and Oia Blue Dome Church Viewpoint. Santorini Caldera and Castle of Oia are also within 5 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Cleo's Dream Villa Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Staff & service

9.8

Property conditions & facilities
Rating 10 - Excellent. 62 out of 67 reviews
Rating 8 - Good. 4 out of 67 reviews
Rating 6 - Okay. 1 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

Reviews

Verified

10/10 Excellent

Catherine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved the staff, view, location, amenities, everything! The only improvement would be a hotter hot tub!
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Dijana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Would strongly recommend for those seeking something very unique. Walking distance from great restaurants and in the middle of all attractions in proximity. Great welcome as well, appreciated all the little touches such as welcome basket.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely dreamy location with stunning views! Annamaria was exceptional with communication and managing the property! Absolute stunning location and apartment.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Timothy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 1 night in Apr 2025
Verified

10/10 Excellent

Ashton

Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Arif

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location was fantastic. The property was very comfortable with stunning views. Anamaria was a fantastic host helping us with transport and site seeing activities.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Rémi

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place with a great view!
Stayed 3 nights in May 2024
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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 beauty of Oia.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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 very clean and in a great location in Oia!
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I was so excited about this stay and the reality was even better than the expectation! Annamarie was BEYOND helpful and friendly and knowledgeable. She was a delight in every way. Helpful with local information, made all sorts of great recommendations and coordinated bookings. Checked on us often as to our needs. Highlights included a cooking class that was beyond wonderful! The location is remarkable and absolutely gorgeous. I had pictured lounging on the deck watching the sea and it did not disappoint. The units is clean, well maintained and charming. Can’t wait to be back. Thank you Cleo’s dream, it is my dream too!
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely loved our stay at Cleo’s Dream Villa and can’t say enough about how responsive and helpful our host was. The location and view are spectacular! Such a unique and quaint place. Comfortable bed, great plunge pool overlooking the caldera and equipped kitchen. The host provided full assistance with our luggage on arrival and departure but you do need to be comfortable with stairs.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay here!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Leena

Liked: Cleanliness, staff & service, property conditions & facilities
everything was magical, anamaria is such a welcoming host! i hope to come back again
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Vijit

Liked: Cleanliness, amenities, property conditions & facilities, communication
Nice place to stay. Maria is very helpful.
Stayed 1 night in Nov 2022
Verified

10/10 Excellent

Ran

Liked: Cleanliness, room comfort, communication
Definitely a dream villa. Everything are great!
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Barbara

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very unique property with an incredible view! Our hostess was incredibly engaging ~ very kind and personable 💙💙💙
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Somalen

Liked: Cleanliness, amenities, property conditions & facilities, communication
Absolutely love it here! Anna Marie our agent was professional and helpful! She is awesome! The view was stunning! The place was very accommodating cozy and kid friendly. We will definitely be back!
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Guadalupe

Liked: Cleanliness, amenities, property conditions & facilities, communication
Anamaria was a great host! She was there to check us in. She offered to help with our luggage. She provided snacks and wine for our stay. And she offered suggestions on where to eat in nearby restaurants. We had a great experience in Santorini.
Stayed 1 night in Mar 2023
Verified

10/10 Excellent

Doris

Liked: Cleanliness, amenities, property conditions & facilities
Ana María and husband make transportation arrangements, provide all necessary comfort, many extras, help with baggage from taxi to Villa. Made our stay very comfortable. Exit process easy . Very helpful people, provide orientation on how to move in Oía, places location and many other extras. Recommended!!!!!!
Stayed 1 night in Dec 2022
Verified

10/10 Excellent

Janet

Liked: Cleanliness, amenities, property conditions & facilities, communication
Even though we’ve to climb up and down some steps, the property manager’s good service (sent text contact every steps) and the view compensated the climb. Suggest people light travel to this island. Only backpack and overnight stuff.
Stayed 1 night in Feb 2023
Verified

10/10 Excellent

TOMI

Liked: Cleanliness, room comfort, communication

Just absolutely stunning

The coolest place we stayed while in Greece. It looks like something out of Star Wars inside but it had every comfort we could wish for. Watching the sun go down from our personal plunge pool was a memory we will keep forever. Anamaria was so nice, helpful, and full of good local info. Do keep in mind, though, that there are A LOT of steps so it might not be a great choice for older visitors but for anyone else definitely try this place!
Stayed 1 night in Mar 2023
Verified

10/10 Excellent

Adrien

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Exceptionnel

Tout était parfait. La vue est incroyable, l’appartement est très beau, décoré avec goût. C’est propre , calme . Anamaria est adorable, elle nous a donné plein de bonnes adresses. Ce séjour n’aurait pas pu être plus parfait . Nous reviendrons.
Stayed 1 night in Oct 2024
Verified

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Près des magasins, rue principale.
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Cilla

Liked: Cleanliness, property conditions & facilities, communication
漂亮的火山海景，房間整體算乾淨。只是步行比較麻煩，梯級比較多，但也因為這樣所以不會有其他觀光客經過，很安靜的環境。房主友善，願意在checkout後幫忙保管行李。唯一覺得可以改善的是如果廁所再亮一點就更好。
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Kathleen Marie

Liked: Cleanliness, amenities, property conditions & facilities, communication
right be the Blue Domes at the bottom. We had a beautiful view of the water. The villa is spacious, and the hot tub was nice and warm. The host was very gracious and accommodating as we were provided many snacks and 2 bottles of water on arrival.
Stayed 5 nights in Apr 2022