
Cycladic house holiday rentals in Oia
Find and book unique cycladic home rentals on Airbnb
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 £66 per night before taxes and fees

Verified guest reviews
Over 14,140 verified reviews to help you choose

Family-friendly holiday rentals
50 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!
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

Canava Villas II - Heated Pool - Santorini
Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

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

Ventus Paradiso Villa, Outdoor Heated Plunge Pool
Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Sol
I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Bluedome Cavehouse by Otium Villas Santorini
Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

Anemos suite -Private infinity pool & patio
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.

By the Mill, Caldera, Oia
100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Santorini Mayia Cave House with Private Cave Pool
Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

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

Blue Mirage

Michelangelo Beach Villa with Sea View

MyBoZer Twins Odyssey Heated private pool

Absolute peace south villa a place to chill

Saints Apostles Villa with private pool

Pura Vida Cave House

Divine View Collection

Pano Meria Venetian Style Studio II
Cycladic home rentals with a patio

Lunar Sea Suite-1BR/Hot-Tub/Sea View

Thiro Exclusive Villa in Pyrgos

Petinos Traditional House

Euphemus Cave House

Seafront Escape I Sonus Mare 2

Nostos Apartments Kamari | Calypso

Elena Deluxe Studio (Sunny & cozy, near Caldera)

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
Cycladic home rentals with a washing machine and dryer

Private Boutique Villa with Pool, Akrotiri

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

Captain’s studio twin beds with sea view in Oia

Castelli Porta - Unique castle stay with sea view

The Sunset Windmill

Samsara - Santorini Luxury Retreat

Felicity Villas Santorini - Victoria

Genesis Suite with Caldera View and Hot Tub
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £220 | £227 | £193 | £171 | £219 | £260 | £250 | £256 | £240 | £179 | £138 | £216 |
| 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 |
Destinations to explore
- Rentals with beach access Oia
- Serviced apartment rentals Oia
- Rentals with a washing machine and dryer Oia
- Villa rentals Oia
- Waterfront rentals Oia
- Family-friendly rentals Oia
- Pet-friendly rentals Oia
- Cave rentals Oia
- Rentals with outdoor seating Oia
- Fitness-friendly rentals Oia
- Rentals with a hot tub Oia
- Rentals with breakfast Oia
- Rentals with a patio Oia
- Boutique hotels Oia
- Luxury rentals Oia
- Private suite rentals Oia
- Flat rentals Oia
- Smoking-friendly rentals Oia
- Hotel rooms Oia
- Bed and breakfasts Oia
- Rentals with pools Oia
- House rentals Oia
- Cycladic house rentals Greece
- Schoinoussa
- Anafi
- Aghia Anna beach
- Agios Georgios Beach
- Plaka beach
- Golden Beach, Paros
- Santa Maria
- Mikri Vigla Beach
- Nisí Síkinos
- Perívolos
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Ancient Thera
- Museum Of Prehistoric Thira
- Castle of Sifnos
- Panagia Ekatontapyliani
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Moraitis winery







