House holiday rentals in Santorini Caldera

A private pool is framed by lush greenery and colorful flowers. The space features a mix of vibrant blooms in pots and along the edges, enhancing the tranquil atmosphere. Sunlight filters through the trees, casting gentle shadows on the surrounding area.

4.96 out of 5 average rating, 156 reviews

Secret Garden, historic Oia home with private pool

Historic Santorini home,lovely large garden,private pool in the heart of Oia village! Next to caldera path, main square, shops, restaurants, away from heavy crowds. One of only large private gardens in Oia with trees, grapevine, beautiful flowers and Santorini cats. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Our other villas, Island blue, Santorini blue,Eternity& Serenity,Captains blue, Sailing blue & Sky blue,

A private balcony features a Jacuzzi with stunning views of the caldera. A round table and chairs in a muted color sit beside the hot tub, offering the perfect setting for relaxation. The blue sea and sky stretch out into the distance.

4.97 out of 5 average rating, 196 reviews

Oia Nautical Dreams with Caldera View and Jacuzzi

Oia Nautical Dreams is a cozy private house with an amazing view of the caldera. It is right by the famous pedestrian path of Oia but as it is on a higher level offers privacy and superb views. On the first level, you will find a comfy lounge area with a sofa, a kitchenette, and a bathroom. Following the internal stairway will take you to the open bedroom with a queen size bed. From the lounge area, you have access to the private balcony with the Jacuzzi and breathtaking views.

Superhost

An outdoor seating area is adorned with a wooden bench, decorated with colorful cushions, and a low table. A hammock is suspended nearby, providing a serene spot for relaxation. The setting boasts a coastal view at sunset, enhancing the sense of tranquility.

4.86 out of 5 average rating, 159 reviews

Wine Cellar Sunrise house

Little Wine Cellar was literally used years before, for storing delicious local wine! We rebuild it, restored it, decorated it with love and a lot of personal work .....and here it is for you to enjoy it! The studio is located just above Pori beach and iit is part of Cybele Holistic Space. It is small and sweet, yet very well equipped! As the house is located between Fira and Oia a car/scooter is definitely needed in order to move around and also explore more unique places!

A cozy outdoor seating area features a bright blue cushioned bench adorned with decorative pillows. A small yellow table is set with refreshments, and an unobstructed view of the sea and islands is visible in the background. Vibrant flowers add a touch of color to the scene.

4.96 out of 5 average rating, 194 reviews

Beautiful Baroque Studio

Welcome to Barocco Bello Studio The house is at Firostefani which means the "Crown of Fira". This area is one of the highest points on the Caldera giving it a unobstructed and magnificent view of the sea, the volcano and most of Santorini. The main city center Fira is a ten-minute walk along one of the most scenic roads of the island. Although a traditional house it contains the most modern amenities , and the interior design has a pop Baroque flavor

A bright and airy living space features a round dining table with four chairs and a decorative plate at the center. Large windows allow natural light to fill the room, revealing views of the sea and sky beyond. A cozy sofa and modern television complete the setting.

4.91 out of 5 average rating, 606 reviews

Divine View Collection

Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

A modern dining area features a wooden table set for four, accompanied by teal chairs. Soft lighting gently illuminates the adjoining bedroom through an archway, showcasing a spacious double bed with high-quality linens. A small potted plant adds a touch of greenery to the space.

4.93 out of 5 average rating, 213 reviews

ASPRO luxury cave house

Located at the traditional Karterados area of Santorini, our traditional cave house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini cave house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance). Instagram: aspro_santorini

A serene scene captures two individuals enjoying bubbling waters in a plunge pool. The view extends over the caldera toward a vibrant sunset, with the Aegean Sea reflecting warm hues. Glasses are held in hand, adding to the tranquil ambiance.

4.95 out of 5 average rating, 167 reviews

Esmi Suites Santorini 1

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

A light-filled living area is presented, featuring a plush sofa adorned with decorative pillows. A coffee table made of wood is positioned centrally, showcasing an assortment of snacks and drinks. A bright piece of artwork hangs on the wall, complementing the serene view visible through the open balcony door.

4.98 out of 5 average rating, 130 reviews

Kendimeno The Island Appartment to make your home

On the top floor of a two level house 5' walking from Fira center the capital of the island KENDIMENO opens its doors to our guests offering an authentic and welcoming experience in the island of Santorini. Within walking distance of less than 10 minutes you can access the main square of Fira, hype and fine restaurants, mini market in 2 minutes, bus and taxi station.

An outdoor terrace overlooks the calm sea, featuring an inviting jacuzzi surrounded by seating and potted greenery. The view reveals the blue water and dramatic cliffs of Santorini, with white-washed buildings visible on the hillside.

4.92 out of 5 average rating, 113 reviews

Archon Villa by K&K (outdoor jacuzzi)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.

A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.

4.92 out of 5 average rating, 397 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

A balcony offers an expansive view of the sea and nearby cliffs, with vibrant townhouses in the background. A round table is set with a bottle of wine, glasses, and a bowl of snacks. A comfortable chair is positioned nearby, inviting relaxation.

4.93 out of 5 average rating, 342 reviews

Pano Meria Venetian Style Studio II

This property is half of a Venetian era Captain House. Centrally located in the heart of Oia but protected by an interior courtyard. It has wooden floors, and traditionally built high ceilings. It fits up to 4 persons. Perfect views of the caldera.

A serene view of an outdoor jacuzzi is presented, surrounded by smooth stones and featuring a clear blue surface reflecting the sky. Beyond the jacuzzi, a scenic view of the hillside and coastline is visible, enhancing the sense of tranquility.