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,

Guest favourite
A spacious bedroom is illuminated by warm light from a wide balcony door, displaying a vibrant sunrise over the Aegean Sea. Complementary wooden chairs are positioned on the balcony, inviting relaxation with scenic views.
Home in Fira
4.9 out of 5 average rating, 191 reviews

Elkaza Couple Villa Fira city Sunrise&Ocean view

Couple Villa is an idyllic apartment that offers a full house experience with panoramic sea views, particularly stunning at sunrise. Conveniently located on the east side, it provides easy access to the main attractions of the centre but also of the charming village of Firostefani. This villa is fully equipped for guests who wish to prepare light meals, ensuring a comfortable and enjoyable stay. Additionally, complimentary WIF and parking enhance the overall convenience for visitors.

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.

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, 594 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.

Guest favourite
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.
Home in Karterádos
4.93 out of 5 average rating, 210 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

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
Two wooden sunbeds are positioned on a spacious terrace, overlooking the expansive blue sea and distant islands. The bright sky enhances the tranquil setting, while the white structure provides a contrasting backdrop.
Home in Exo Gonia
4.84 out of 5 average rating, 223 reviews

private hot tub

A fantastic Cave House with an outdoor jacuzzi located in Exo Gonia, 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.

Top Guest favourite
A modern living area is showcased, featuring a comfortable sofa, elegant wooden coffee tables, and a large television. The open kitchen is equipped with modern appliances, and a dining table is positioned nearby. Natural light filters through a window, illuminating the space.
Home in Karterádos
4.97 out of 5 average rating, 239 reviews

Moonstone Cozy House w/ 2 Bedrooms 1.5km to center

A cozy house located in the quiet & scenic village of Karterados very close to the center of Santorini (Fira) Two bedrooms are available, one with a king size bed and one with two single beds. The sofa can be prepared into a bed, so that up to 5 people can be accommodated.

Top Guest favourite
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.
Home in Oia
4.93 out of 5 average rating, 391 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

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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