Holiday rentals in Megalochori

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Top-rated holiday rentals in Megalochori

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A private pool is surrounded by white walls, showcasing vibrant bougainvillea in bloom. Comfortable seating lines one side of the pool, with colorful cushions adding a touch of design. The clear blue sky reflects in the water, enhancing the outdoor atmosphere.

Cycladic home in Megalochori

4.9 out of 5 average rating, 101 reviews

Sand and stone Santorini Megalochori

The name of the house comes after the materials that traditional Santorini architecture is using for years. It is restored with the old style of polished cemend and eco friendly materials sand and stone. It has been recently transformed into a luxury modern villa.The house has a private pool April to October and beautiful sea and mountain view from the rooftop terrace. Just 100 meters from bus station,restaurants and bakery. Perivolos and Vlyhada beaches and the main town Fira in short distance.

Guest favourite

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home in Emporio

4.96 out of 5 average rating, 109 reviews

Canava Villas II - Private 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!

Top guest favourite

A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.

Villa in Santorini

4.98 out of 5 average rating, 131 reviews

SPECTACULAR SANTORINI VILLA-CAR RENTAL INCLUDED

Description: Mansion Kyani is a secluded Hillside villa in Santorini's prettiest village. It offers three self-contained apartments spread over two spacious floors, a sunny terrace providing great views, and a huge yard with private pool & copious lounging spots. -A manual 5seater Car Rental (Fiat Panda or similar) is offered complimentary for the duration of your stay. This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Top guest favourite

An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top guest favourite

A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.

Guest suite in Oia

4.98 out of 5 average rating, 211 reviews

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 Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favourite

A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 203 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Guest favourite

A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.

Cave in Fira

4.98 out of 5 average rating, 300 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!

Guest favourite

A private patio is featured, showcasing a plunge pool surrounded by minimalist design elements. A wooden dining table with several chairs is positioned nearby. Traditional blue and white architecture is visible, along with views of the iconic dome and local buildings.

Cycladic home in Megalochori

4.97 out of 5 average rating, 186 reviews

Eco Chic at My Home Santorini /Plunge Pool & Views

My Home Santorini Eco House is in the heart of the picturesque village of Megalochori. A zen house that invites you to a new lifestyle on Santorini island, Greece. Used to be a traditional Santorinian house in the central square of Megalochori, totally and sensitively renovated with natural elements and eco friendly. Minimal style house with a private plunge pool on the patio that offers you a luxurious stay. You are welcome for a rejuvanating and relaxing vacation!!

Top guest favourite

An outdoor area features two inviting pools, with one cascading into the other. The view showcases the surrounding village and hills, with whitewashed buildings and lush greenery in the background. A sun terrace is visible, enhancing the relaxing ambiance of the setting.

Cycladic home in Megalochori

4.96 out of 5 average rating, 135 reviews

Simantiri private villa

Located in the tranquil Megalochori Village of Santorini, the 19-century Simantiri is a Cycladic-style villa with private outdoor pool, an outdoor tub and a furnished sun terrace overlooking the village. Caldera is 100 m from the property.Fitted with white-wooden furnishings and arched ceilings, the Simantiri villa has a seating and dining area, a fully equipped kitchen, 3 bedrooms and one bathroom. Facilities include air conditioning, a flat-screen TV and an oven.

Top guest favourite

The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.

Villa in Fira

4.97 out of 5 average rating, 180 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Guest favourite

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

Cycladic home in Megalochori

4.93 out of 5 average rating, 166 reviews

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

Guest favourite

A serene private patio features a plunge pool with clear turquoise water. Sun beds and a small table are positioned along the poolside, with a shaded area provided by a large canopy overhead. The surrounding walls are painted in crisp white, enhancing the tranquil environment.

Cycladic home in Megalochori

4.9 out of 5 average rating, 144 reviews

Luxury Villa with Private Pool & Great View

Located in an undoubtedly prominent position over the charming caldera, our villas warmly welcome those seeking for personalized luxury holidays in Santorini. Nestled in the famous vineyards of the island, this brand-new complex of suites with private swimming pools is designed with care and respect to the unique landscape. Our luxurious suites are guaranteed to meet and exceed all of your expectations.