
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$12,552 GYD per night before taxes and fees

Verified guest reviews
Over 13,830 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
10 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.

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

Apanema Suite by Otium Villas Santorini
Luxury Cave Suite in Oia | Private Heated Jacuzzi | Front-Row Caldera Views Experience Santorini from the front row at Apanema Suite, a luxury cave suite in Oia offering unobstructed caldera and sunset views. Designed for guests who value privacy, refined comfort, and breathtaking scenery, this elegant suite delivers an intimate yet elevated island experience. With its prime cliffside position and authentic Cycladic design, is ideal for couples seeking a romantic escape with iconic views.

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 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!

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.

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.

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.

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.

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 Oia cycladic house rentals
Family-friendly cycladic house rentals

Anatoli Beach House

Deluxe Suite with External Jacuzzi,Caldera View

White Cave House with Sea View by Caldera Houses

Absolute peace south villa a place to chill

Villa Fekibis, jacuzzi, sea view

Barocco Bello Villa

East Side Santorini Private Villa

Top View 1 (Sunset View Suite)
Cycladic house rentals with a patio

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

Spilia Cave Nicole Santorini

Thiro Exclusive Villa in Pyrgos

Apelia Santorini Holiday Villa with Pool and View

Euphemus Cave House

Seafront Retreat with Large Veranda | Sonus Mare 2

Elena Deluxe Studio (Sunny & cozy, near Caldera)

Nostos Apartments Kamari | Calypso
Cycladic house rentals with a washer and dryer

"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

Exclusive Villa with Outdoor Heated Pool
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,342 GYD | G$64,225 GYD | G$54,602 GYD | G$48,535 GYD | G$61,924 GYD | G$73,639 GYD | G$70,919 GYD | G$72,384 GYD | G$67,990 GYD | G$50,627 GYD | G$39,121 GYD | G$61,087 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 |
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- Rentals with beach access Oia
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- Pet-friendly rentals Oia
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- Family-friendly rentals Oia
- Boutique hotels Oia
- Villa rentals Oia
- Rentals with a patio Oia
- Rentals with a washer and dryer Oia
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- Rentals with pools Oia
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- Rentals with breakfast Oia
- Rentals with a hot tub Oia
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- Cycladic house rentals Greece
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Schoinoussa
- Santa Maria
- Mikri Vigla Beach
- Anafi
- Temple of Demeter
- Perívolos
- Kolympethres Beach
- Nisí Síkinos
- Amoudi Bay
- Hawaii Beach
- Museum Of Prehistoric Thira
- Alyko Beach
- Aghios Prokopios beach
- Temple of Apollon, Portara
- Akrotiri
- Ancient Thera
- Panagia Ekatontapyliani
- Santo Wines
- Castle of Sifnos
- Venetsanos Winery







