Holiday rentals with outdoor seating in Pyrgos Kallistis

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Top-rated Holiday Houses with Outdoor Seating in Pyrgos Kallistis

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Guest favourite

Cycladic home in Milos

4.94 out of 5 average rating, 245 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

21 – 28 Apr

$2,440 AUD total

Guest favourite

Cycladic home in Oia

4.95 out of 5 average rating, 292 reviews

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

17 – 24 Jan

$4,774 AUD total

Guest favourite

Villa in Hydra

4.81 out of 5 average rating, 216 reviews

The Maisonette - View Historic Hydra in Comfort!

Recently renovated in keeping with historical traditions, our 2 bedroom, 3 bed apt is perfect for vacation travel, adventures, and short trips to the Island. The apartment building is set in a private location - within walking distance to the port, taverns, and supermarkets. Enjoy exquisite mountain, village, and sea views from the balconies and terrace! A great place to stay and explore the Island, or just chill in the sun and relax. Welcome To Hydra, We look forward to hosting your stay!

29 Apr – 6 May

$3,914 AUD total

Guest favourite

Apartment in Areti

4.99 out of 5 average rating, 158 reviews

Echoes Exclusive Suite

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

5 – 12 Aug

$6,125 AUD total

Guest favourite

Cycladic home in Pirgos Kallistis

4.94 out of 5 average rating, 174 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

24 – 31 Jan

$5,145 AUD total

Guest favourite

Apartment in Pirgos Kallistis

4.95 out of 5 average rating, 200 reviews

Martynou View i.

Martynou View is a traditional house, located in Santorini Pyrgos village. Located 10 minutes driving distance to Fira(Santorini's capital) or to Perissa,Kamari beach.Only a few steps away from traditional and peaceful village of Pyrgos.This is an ideal choice for couples or small families.The apartment offers a spacious living room with a kitchen,a spectacular bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi,private parking and a lovely balcony with stunning sea view.

5 – 12 Oct

$998 AUD total

Guest favourite

Cycladic home in Pyrgos Kallistis

4.91 out of 5 average rating, 179 reviews

House with three terraces overlooking Aegean Sea

Casa Galazia is our beautiful secluded vacation home with a superb view to the Aegean Sea and the mountain of Profitis Ilias. The house offers a spacious living room with a well equipped kitchen, a spectacular bathroom carved out in a rock and on the first floor a bedroom with double bed giving direct access to a lovely balcony. It is nestled against the picturesque village of Pyrgos, home to more than forty churches, winding little alleyways and the remains of a Venetian castle.

19 – 26 Feb

$1,669 AUD total

Guest favourite

Cave in Thira

4.98 out of 5 average rating, 260 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

5 – 12 Apr

$6,841 AUD total

Guest favourite

Cycladic home in Oía

4.95 out of 5 average rating, 199 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

23 – 30 Mar

$3,773 AUD total

Guest favourite

Cycladic home in Oia

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

22 – 29 Oct

$5,582 AUD total

Guest favourite

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 211 reviews

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.

13 – 20 Sept

$4,945 AUD total

Guest favourite

Condo in Porto Cheli

4.95 out of 5 average rating, 129 reviews

Holiday house in unique position

An independent, fully equipped house hosting up to 4, surrounded by a lush Mediterranean garden a few steps from a private stone deck. Ten minutes by car from P.Cheli village, the area offers the opportunity to make many excursions, sea sports or just relax on one of its nice beaches.

22 – 29 Nov

$1,639 AUD total