
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$12,551 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.

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.

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!

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 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.

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.

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!

Saints Apostles Villa with private pool
Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

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 Oia cycladic house rentals
Family-friendly cycladic house rentals

Michelangelo Beach Villa with Sea View

Blue Mirage

Ambeli Sunset/private heated pool & breakfast

MyBoZer Twins Odyssey Heated private pool

Lithos Houses with private heated jacuzzi

Absolute peace south villa a place to chill

Anemi Villa - Sunset and Sea Views

Divine View Collection
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

2BR Beach House| Heated Plunge Pool | 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

Felicity Villas Santorini - Victoria

Genesis Suite with Caldera View and Hot Tub

Exclusive Villa with Outdoor Heated Pool

Airth Suite (jacuzzi and sunset view)
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,334 GYD | G$64,217 GYD | G$54,595 GYD | G$48,529 GYD | G$61,916 GYD | G$73,630 GYD | G$70,911 GYD | G$72,375 GYD | G$67,982 GYD | G$50,621 GYD | G$39,116 GYD | G$61,079 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
- Fitness-friendly rentals Oia
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- Cycladic house rentals Greece
- Aghia Anna beach
- Schoinoussa
- Anafi
- Agios Georgios Beach
- Plaka beach
- Golden Beach, Paros
- Santa Maria
- Mikri Vigla Beach
- Perívolos
- Nisí Síkinos
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Museum Of Prehistoric Thira
- Ancient Thera
- Panagia Ekatontapyliani
- Castle of Sifnos
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Santorini Wine Museum







