
Cycladic house vacation rentals in Oia
Find and book unique Cycladic house rentals on Airbnb
Quick stats about cycladic house rentals in Oia

Total vacation rentals
Explore 150 vacation rentals in Oia

Nightly prices starting at
Oia vacation rentals start at $125 CAD per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
150 of Oia vacation 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 house rentals in Oia
Guests agree: these Cycladic house rentals are highly rated for location, cleanliness, and more.

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

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!

Anemi Villa - Sunset and Sea Views
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!

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, 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.

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.

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.

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

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.

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.

VILLA MATILDE-VOLCANO VIEW
VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers
Popular amenities for Oia Cycladic house rentals
Family-friendly Cycladic house rentals

Villa Makrilis | Spacious Villa for Groups Jacuzzi

Michelangelo Beach Villa with Sea View

Blue Mirage

MyBoZer Twins Odyssey Heated private pool

Soundscape - cave suite panoramic sea views

Saints Apostles Villa with private pool

Mystic suite with outdoor jacuzzi and caldera view

La Maison Villa with Large Private Pool
Cycladic house 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

Elena Deluxe Studio (Sunny & cozy, near Caldera)

Nostos Apartments Kamari | Calypso

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
Cycladic house rentals with a washer and dryer

Villa Boutique with Private Pool, Akrotiri

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

Castelli Porta - Unique castle stay with sea view

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

Bluewhite villa with heated private pool
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $415 CAD | $428 CAD | $364 CAD | $325 CAD | $421 CAD | $426 CAD | $472 CAD | $482 CAD | $453 CAD | $337 CAD | $260 CAD | $407 CAD |
| 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
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- Cycladic house rentals Greece
- Schoinoussa
- Anafi
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Nisí Síkinos
- Santa Maria
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Castle of Sifnos
- Ancient Thera
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Aghios Prokopios beach
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