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House holiday rentals in Santorini Caldera

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Top-rated house rentals in Santorini Caldera

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Top Guest favourite
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.
Home in Oia
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,

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.
Home in Santorini, Thera
4.85 out of 5 average rating, 157 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!

Top Guest favourite
A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.
Home in Oia
4.96 out of 5 average rating, 136 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

Top Guest favourite
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.
Home in Fira
4.96 out of 5 average rating, 192 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

Guest favourite
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.
Home in Oia
4.91 out of 5 average rating, 589 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.

Superhost
A spacious living area is highlighted by a light grey sectional sofa, complemented by decorative pillows. Two small tables sit in front, with a potted plant adding a touch of greenery. Three woven wall hangings provide texture against the neutral backdrop.
Home in Karterádos
4.91 out of 5 average rating, 135 reviews

ASPRO traditional luxury house

Located at the traditional Karterados area of Santorini, ASPRO traditional luxury 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 house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance).

Top Guest favourite
A terrace features a plunge pool surrounded by tiled surfaces. A suspended chair adds a relaxing touch, with potted flowers bringing a hint of color. The view includes clear blue skies and a glimpse of distant buildings, enhancing the outdoor ambiance.
Home in Mesaria
4.96 out of 5 average rating, 193 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

Villa Helena is located in a quiet neighborhood away from the vast tourist crowds in the middle of the island at the picturesque settlement of Mesaria. The house is very close to the airport and Fira, the capital. The Villa provides two bedrooms and a cozy loft. There is also a big living room, a fully equipped kitchen, two main bathrooms, a backyard with BBQ, and a beautiful terrace with the plunge pool (not heated).

Guest favourite
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.
Home in Imerovigli
4.96 out of 5 average rating, 157 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.

Top Guest favourite
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.
Home in Fira
4.98 out of 5 average rating, 129 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.

Guest favourite
An outdoor area features a small, tranquil jacuzzi, surrounded by smooth white walls and steps leading up. Sunbeds are positioned nearby, offering a view of the open sea and the island of Anafi in the distance under a clear blue sky.
Home in Exo Gonia
4.87 out of 5 average rating, 214 reviews

Kynthia Traditional Semi Cave House Exo Gonia

A fantastic Cave House with an outdoor jacuzzi located in Exo Gonia, with an outdoor jacuzzi, ideal for a family or a group of friends. Exo Gonia is a small traditional village that lies at the southeastern side of Santorini, close to Pyrgos village, almost 8 kilometers away from the capital Fira, 5 kilometers away from the airport and 7 kilometers from port.

Guest favourite
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.
Home in Oia
4.92 out of 5 average rating, 110 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.

Guest favourite
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.
Home in Oia
4.93 out of 5 average rating, 339 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.

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