
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$12,548 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!

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!

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.

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.

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.
Popular amenities for Oia cycladic house rentals
Family-friendly cycladic house rentals

Anemi Lovers House - Sunset and Sea View

Blue Mirage

LVNB 2 bedroom unique view villa in Imerovigli

MyBoZer Twins Odyssey Heated private pool

Absolute peace south villa a place to chill

Pano Meria Venetian Style Studio II

Villa Fekibis, jacuzzi, sea view

mu perfect house with caldera sunset view
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

Nostos Apartments Kamari | Calypso

Elena Deluxe Studio (Sunny & cozy, near Caldera)

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
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$62,324 GYD | G$64,206 GYD | G$54,585 GYD | G$48,520 GYD | G$61,905 GYD | G$73,617 GYD | G$70,898 GYD | G$72,362 GYD | G$67,970 GYD | G$50,612 GYD | G$39,109 GYD | G$61,069 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
- Rentals with a hot tub Oia
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- Serviced apartment rentals Oia
- Rentals with breakfast Oia
- Rentals with a patio Oia
- Private suite rentals Oia
- Luxury rentals Oia
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- Rentals with a washer and dryer Oia
- Villa rentals Oia
- Waterfront rentals Oia
- Boutique hotels Oia
- Family-friendly rentals Oia
- Pet-friendly rentals Oia
- Bed and breakfasts Oia
- Rentals with pools Oia
- Cave rentals Oia
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- Fitness-friendly 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
- Temple of Apollon, Portara
- Ancient Thera
- Amoudi Bay
- Alyko Beach
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Castle of Sifnos
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Venetsanos Winery







