
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 G$18,806 GYD 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 & 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

Wi-Fi availability
150 of Oia vacation rentals include wi-fi 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.

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!

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.

Santorini blue, caldera views, private pool
Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Santo Blue Horizon Villa | Jacuzzi | Caldera View
This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

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.

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.

Michelangelo Beach Villa with Sea View
Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of mind. The villa is decorated in respect to the island's tradition, in pastel colors so our guests can take in as much of nature's and sea's beauty as they can. The fresh water hydromassage is not operating during December, January and February.

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.

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 Oia cycladic house rentals
Family-friendly cycladic house rentals

MyBoZer Twins Odyssey Heated private pool

Saints Apostles Villa with private pool

Sol

Anemi Lovers House - Sunset and Sea View

Divine View Collection

"La Maison Entire Private Villa" Accommodates 10

Sea Horizon

Barocco Bello Villa
Cycladic house rentals with a patio

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

Volcanic Sensation Cave

Superior Suite, Sea View and Heated Jacuzzi

Thiro Exclusive Villa in Pyrgos

Seafront Escape I Sonus Mare 2

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

Nostos Apartments Kamari | Calypso

Elena Deluxe Studio (Sunny & cozy, near Caldera)
Cycladic house rentals with a washer and dryer

Bluewhite villa with heated private pool

Villa Florina

Exclusive Villa with Outdoor Heated Pool

The Sunset Windmill

Genesis Suite with Caldera View and Hot Tub

Captain’s studio twin beds with sea view in Oia

Felicity Villas Santorini - Victoria

"Sand" sea view luxury villa with pool by beach !
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,268 GYD | G$64,148 GYD | G$54,536 GYD | G$48,477 GYD | G$61,850 GYD | G$73,551 GYD | G$70,835 GYD | G$72,297 GYD | G$67,909 GYD | G$50,566 GYD | G$39,074 GYD | G$61,014 GYD |
| 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
- Smoking-friendly rentals Oia
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- Rentals with a patio Oia
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- Rentals with a washer and dryer Oia
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- Family-friendly rentals Oia
- Waterfront rentals Oia
- Villa rentals Oia
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- Bed and breakfasts Oia
- Rentals with pools Oia
- House rentals Oia
- Cave rentals Oia
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- Fitness-friendly rentals Oia
- Rentals with a hot tub Oia
- Cycladic house rentals Greece
- Schoinoussa
- Anafi
- Aghia Anna beach
- Agios Georgios Beach
- Plaka beach
- Golden Beach, Paros
- Santa Maria
- Nisí Síkinos
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Ancient Thera
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Castle of Sifnos
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Moraitis winery







