Villa vacation rentals in Oia

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Top-rated villa rentals in Oia

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Guest favorite

Villa in Imerovigli, Santorini, Thira, Cyclades

4.98 out of 5 average rating, 105 reviews

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.

Jan 7 – 14

G$100,737 GYD per night

Guest favorite

Villa in Santorini

4.98 out of 5 average rating, 123 reviews

Ambeli Luxury Villa|Private Pool |HotTub

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m, offers 4 gracious bedrooms and 4 bathrooms, where can accommodates up to 9 guests guests in an abundance of indoor and outdoor spaces, which are luxuriously furnished to the highest quality and detail. The swimming pool and the outdoor heated Jacuzzi will offer you the sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping is included at the price

Nov 5 – 12

G$71,299 GYD per night

Guest favorite

Villa in Karterados

4.97 out of 5 average rating, 108 reviews

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

Apr 26 – May 3

G$87,618 GYD per night

Superhost

Villa in Panagia Kalou

4.89 out of 5 average rating, 134 reviews

ABELOMILOS INFINITY BLUE

Staying in the 130 m² Abelomilos Infinity Blue Villa is an Oscar-winning experience for those who compromise with nothing but the absolute best. Its amenities include 2 double bedrooms with tow large bathrooms, a fully equipped kitchen . On the outside, the large private pool overviews the ever-changing colors of the sea—from the furious sharp blue created by the strength of the wind to the mild golden shades of sunset.

Dec 11 – 18

G$36,787 GYD per night

Guest favorite

Villa in Imerovigli

4.93 out of 5 average rating, 107 reviews

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

May 11 – 18

G$68,898 GYD per night

Superhost

Villa in Pyrgos Kallistis

4.8 out of 5 average rating, 113 reviews

Queen Albus Villa with Private Pool, Sunset View

Queen Albus is part of a luxury complex, the Albus Villas, located in the highest village of Santorini, Pyrgos village. The architect has taken care of all details and we are proud to present a totally private accommodation offering luxurious relaxation and breathtaking views to Akrotiri’s Caldera, Aspronisi island and a magic Santorinian sunset.

May 27 – Jun 3

G$71,731 GYD per night

Guest favorite

Villa in Thira

4.94 out of 5 average rating, 145 reviews

The Painters House

The Painters House is a lovingly restored traditional villa right in the heart of the old town of Fira. Just a few minutes walk from the famous Caldera and the main square, the villa offers luxurious accommodation for adults over 18 in a quiet location whilst providing easy access to the many restaurants and famous nightlife of the capital.

Aug 27 – Sep 3

G$150,723 GYD per night

Guest favorite

Villa in Imerovigli

4.99 out of 5 average rating, 157 reviews

Villa Aronia

This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

Nov 29 – Dec 6

G$74,814 GYD per night

Guest favorite

Villa in Oia

5.0 out of 5 average rating, 96 reviews

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.

Nov 9 – 16

G$92,192 GYD per night

Superhost

Villa in Οία

4.88 out of 5 average rating, 413 reviews

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

Feb 23 – Mar 2

G$62,680 GYD per night

Superhost

Villa in Ia

4.86 out of 5 average rating, 198 reviews

Top Caldera view villa with Hot Tub in Oia

This spacious little villa is located at the highest point of the village with stunning and unlimited views to the famous caldera and the volcano. The king size bed and the hot tub at the balcony will give unique moments of relaxation and enjoyment

Oct 3 – 10

G$160,941 GYD per night

Guest favorite

Villa in Oia

4.88 out of 5 average rating, 152 reviews

One bedroom villa with hot tub and Caldera view

Live the dream in an elegant and modern, island villa with a veranda high above the Aegean in an environment of minimal elegance and discrete luxury. The 2 private villas of ANEMOMILOS, Offers heated outdoor Jaccuzzi and all modern facilities.

Oct 19 – 26

G$89,544 GYD per night