Vacation rentals in Tholos

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Top-rated vacation rentals in Tholos

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Guest favorite

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

Cycladic home in Oia

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

4.95 out of 5 average rating, 416 reviews

Top guest favorite

A spacious terrace is presented with a comfortable seating area featuring a lounge sofa and a table set for two. A glimmering private jacuzzi is visible nearby, surrounded by sleek tiled flooring and unobstructed views of the Aegean Sea and landscape.

Dome in Oia

Casa Paradiso Private Villas

Casa Paradiso is a brand-new property featuring five luxurious, autonomous, and private villas, located in the heart of Oia, Santorini. We offer the perfect blend of luxury, relaxation, and top-quality services, just a 6-minute walk from the magnificent caldera and world-famous sunset views. Just a short distance from the center of Oia, with its breathtaking views, the village's restaurants and bars are only a 7-minute walk away. Enjoy complete privacy while being in the heart of Oia

4.95 out of 5 average rating, 132 reviews

Top guest favorite

An indoor hot tub features calming blue water, framed by a large archway that opens to breathtaking views of the caldera and surrounding landscape. Soft lighting from candles enhances the serene ambiance, complemented by a potted plant placed nearby.

Apartment in Oia

Stellar Sun Suite-1BR/Hot-Tub/Sea View

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture , making it the perfect choice for those who want to relax. The suite is aprox 37 sm, features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, a smart TV and queen size bed.

4.98 out of 5 average rating, 271 reviews

Top guest favorite

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

Guest suite in Oia

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

4.99 out of 5 average rating, 236 reviews

Top guest favorite

A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.

Cycladic home in Oia

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

4.99 out of 5 average rating, 180 reviews

Top guest favorite

A sunlit terrace is presented, featuring a dining table with wooden chairs, surrounded by vibrant red flowers against a white wall. The blue sea and sky provide a calming backdrop, enhancing the outdoor dining experience with a view of the Caldera.

Apartment in Oia

Traditional Family Villa with Caldera View

Our Villa, situated just in the heart of Oia, offers a breathtaking view to the Caldera and the Aegean Blue waters. In a walking distance you can enjoy your shoppings as well as all famous restaurants and bars in the area. The villa can comfortably accomodate up to 5 guests, in two spacious bedrooms with double queen size beds each and a sofa bed in the living room area. Air-conditioned with kitchenette and free wi-fi. The balcony offers a dreamy view to the sea.

4.97 out of 5 average rating, 227 reviews

Guest favorite

A private heated jacuzzi is visible in the foreground, offering a stunning view of the caldera and Aegean Sea. The sun sets in the background, casting warm hues across the sky, while rugged cliffs and white buildings are seen along the coast.

Cycladic home in Oia

Blue Sky Suite with jacuzzi and caldera view

The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.

4.93 out of 5 average rating, 180 reviews

Top guest favorite

Cycladic home in Oia

Ether luxury suite with amazing heated jacuzzi

Welcome to Èther suite, where the soul of Santorini meets the poetry of the Aegean sky. Tucked into the whitewashed cliffs of Oia, our dreamy suite invite you to drift into a world of calm, beauty, and light. Every corner is bathed in Cycladic elegance, curved lines, soft textures, and a sense of serenity that feels timeless. A perfect place for couples and honeymooners!

5.0 out of 5 average rating, 59 reviews

Top guest favorite

Cycladic home in Oia

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

4.99 out of 5 average rating, 212 reviews

Top guest favorite

A serene exterior of a twin villa is depicted at night, highlighting the soft glow of warm lighting from the windows. A swimming pool can be seen, reflecting the calm ambiance, surrounded by lush greenery and a landscaped area.

Dome in Oia

MyBoZer Twins Iliad Heated Private Pool All Year

Our brand new My Bozer twin summer villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada & Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island!

4.98 out of 5 average rating, 246 reviews

Top guest favorite

A view is presented through wide-open windows, offering a glimpse of the expansive sea and caldera. A wooden dining table is visible on the terrace, surrounded by natural scenery. Bright clouds fill the sky, enhancing the serene atmosphere of the coastal landscape.

Cycladic home in Oia

Likno Traditional Villa

With your friends or family, with people dearly loved, enjoy your stay in the Likno Traditional Villa located in the center of the most famous village in Santorini, Oia. Experience the most astonishing caldera views with the comfort of a traditional local home, your home in Santorini!

5.0 out of 5 average rating, 277 reviews

Guest favorite

A bright terrace showcases white stone steps leading to a charming seating area with a table and chairs. Blue doors and windows contrast against the white walls, while the ocean view is enhanced by the vibrant blue sky. Potted plants and flowers add a touch of color.

Home in Oia

CASA SOFIA-VOLCANO VIEW

CASA SOFIA has a bedroom with a double bed ,a living room with 2 single beds ,a fully equipped kitchen ,a bathroom and veranda with perfect view to the sea ,to the caldera ,to the volcano and to the traditional village of OIA .

4.84 out of 5 average rating, 801 reviews