
Cycladic house holiday rentals in Oia
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Top-rated cycladic home rentals in Oia
Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

Helianthus Honeymoon Hideaway House
Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Historic cave house, the old bakery by Cycladica
The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Suite with Outdoor Plunge Pool & Blue Domes View
Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Anemi Lovers House - Sunset and Sea View
A place to let the rest the world slips away. The ideal intimate escape! Anemi Villas is a beautiful example of the traditional Cave and Sea Captain Houses of Santorini, carved in the rocks of the magnificent caldera with panoramic views of the Aegean Sea, the Caldera Views and the famous Sunset of Santorini, It gives you the feeling of walking into a living postcard! Offering exceptional concierge service, Anemi Villas can turn your Holidays into an unforgettable life time experience!

Bluedome Suite by Otium Villas & Suites
Bluedome suite is a renovated traditional cavehouse ideal for couples and small families. It has been built with the traditional Cycladic cavehouse architecture, carved in the Volcanic caldera rock. Its’ minimally designed spaces invite relaxation and comfort. The master bedroom (with en suite bathroom) is at the back of the cave connected to the living room and seating area, kitchen and second full bathroom, overlooking the patio and custom-built hot tub.

Divine View Collection
Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

MyBoZer Twins Odyssey Heated private pool
Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

Akrorama Anemos - Private Pool & Caldera View
Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Mystic suite with outdoor jacuzzi and caldera view
With the success of Kaleidoscope Cave Houses, Kaleidoscope Oia Suites soon followed. The Mystic Suite with hot tub and caldera view, carved into the unique caldera cliffs is a fully renovated suite which is located in Oia's center and very close to the famous BLUE DOMES of Oia with breathtaking views over the caldera, the volcano and the Aegean Sea. The other listing is the Blue Dome suite with private rooftop and jacuzzi.

Deluxe Villa with outdoor Jetted Tub & Sea View
Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI

Satori Caves by Thireon
Welcome to Satori Caves - where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house has an amazing terrace with hot tub for your own private volcano viewing spot! There are a few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. Managed by Thireon Houses

Pano Meria Cave House One in Oia
A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.
Popular amenities for cycladic home rentals in Oia
Family-friendly cycladic home rentals

So close to caldera cliff ,Sea view studio No3

Soundscape - cave suite panoramic sea views

Olyra Traditional Cave Houses 2

The Garden View 2

ASPRO traditional luxury house

Spacious veranda, house for 3, in the village.

Auntie's Villas – Nea

Souita Mantilaria
Cycladic home rentals with a patio

Lunar Sea Suite with Hot-tub and caldera view

Aeron Suite Villa w. Queen Bed Sea & Mountain View

Serenity, caldera views, private pool, 2 units.

Apelia Santorini Holiday Villa with Pool and View

Euphemus Cave House

L ´Apothiki

Suite with Private Pool

Beyond Crowds Seafront Escape | Sonus Mare 2
Cycladic home rentals with a washing machine and dryer

"Sand" sea view luxury villa with pool by beach !

The Sunset Windmill

Samsara - Santorini Luxury Retreat

Felicity Villas Santorini - Victoria

Genesis Suite with Caldera View and Hot Tub

Captain's Economy Studio with sea view in oia

Exclusive Villa with Outdoor Heated Pool

Santorini Mayia Cave House with Private Cave Pool
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $380 SGD | $381 SGD | $350 SGD | $302 SGD | $385 SGD | $458 SGD | $441 SGD | $450 SGD | $423 SGD | $393 SGD | $342 SGD | $388 SGD |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about cycladic house rentals in Oia

Total holiday rentals
Explore 150 holiday rentals in Oia

Nightly prices starting at
Oia holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 13,480 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
150 of Oia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oia rentals

4.9 Average rating
Oia stays are highly rated by guests – averaging 4.9 out of 5!
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- Παραλία Μυλοπότας






