
Cycladic house holiday rentals in Oia
Find and book unique cycladic home rentals on Airbnb
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

Island blue, postcard perfect view & private pool
Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

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!

Pure Life Cave House
When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

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.

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.

Santo blue horizon (Blue Domes view)
The villa is located in the heart of Oia in an excellent position and has stunning views. The three domes just in front of villa with panoramic view, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The hotel is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

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

Loukia House
Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.
Popular amenities for cycladic home rentals in Oia
Family-friendly cycladic home rentals

Anatoli Beach House

Ambeli Sunset/private heated pool & breakfast

MyBoZer Twins Odyssey Heated private pool

Soundscape - cave suite panoramic sea views

Olyra Traditional Cave Houses 2

Absolute peace south villa in a beautiful garden

Spacious veranda, house for 3, in the village.

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

Apelia Santorini Holiday Villa with Pool and View

Euphemus Cave House

Sea Sound White Katikies Executive Villa Sea View

L ´Apothiki

Beyond Crowds Seafront Escape | Sonus Mare 2

Nostos Apartments Kamari | Calypso
Cycladic home rentals with a washing machine and dryer

Boutique Villa prive pool, breakfast Akrotiri

"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

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 | $381 SGD | $383 SGD | $351 SGD | $303 SGD | $387 SGD | $460 SGD | $443 SGD | $452 SGD | $424 SGD | $394 SGD | $343 SGD | $389 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!
Destinations to explore
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Saronic Islands Holiday rentals
- Mykonos Holiday rentals
- Regional Unit of Islands Holiday rentals
- Evvoías Holiday rentals
- Rhodes Holiday rentals
- East Attica Regional Unit Holiday rentals
- Chalkidiki Holiday rentals
- Thira Holiday rentals
- Rentals with beach access Oia
- Boutique hotels Oia
- Rentals with a washing machine and dryer Oia
- Private suite rentals Oia
- Family-friendly rentals Oia
- Rentals with a patio Oia
- Rentals with breakfast Oia
- Waterfront rentals Oia
- Villa rentals Oia
- Serviced apartment rentals Oia
- Hotel rooms Oia
- Smoking-friendly rentals Oia
- Rentals with outdoor seating Oia
- Fitness-friendly rentals Oia
- Flat rentals Oia
- Cave rentals Oia
- Bed and breakfasts Oia
- Rentals with pools Oia
- Pet-friendly rentals Oia
- House rentals Oia
- Rentals with a hot tub Oia
- Cycladic house rentals Greece
- Agios Georgios Beach
- Aghia Anna beach
- Livadia Beach
- Magganari Beach
- Plaka beach
- Logaras
- Grotta Beach
- Maragkas Beach
- Mikri Vigla Beach
- Temple of Demeter
- Aqua Paros - Water Park
- Anafi Port
- Santa Maria
- Schoinoussa
- Kolympethres Beach
- Manalis
- Golden Beach, Paros
- Pyrgaki Beach
- Perivolos
- Moraitis winery
- Agiassos Beach
- Venetsanos Winery
- Argyros
- Alyko Beach






