Vacation rentals in Tholos

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Top-rated vacation rentals in Tholos

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Top guest favorite
Cycladic home
4.95 out of 5 average rating, 394 reviews

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

Top guest favorite
A private jacuzzi is set against a backdrop of expansive sea views. Lounge chairs and a small table are positioned beside the jacuzzi, providing a space to relax. The clear blue sky enhances the tranquil atmosphere of the outdoor area.
Cycladic home
4.99 out of 5 average rating, 101 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

Top guest favorite
A private jacuzzi overlooks the Aegean Sea, with panoramic views of the coastline and cliffs in the distance. Comfortable seating is positioned nearby on a sunlit terrace, creating a serene environment to enjoy the sunset and surrounding natural beauty.
Cycladic home
4.99 out of 5 average rating, 241 reviews

Anemi Lovers House - Sunset and Sea View

A place to let the rest the world slips away. The ideal intimate escape! Anemi Villas is a beautiful example of the traditional Cave and Sea Captain Houses of Santorini, carved in the rocks of the magnificent caldera with panoramic views of the Aegean Sea, the Caldera Views and the famous Sunset of Santorini, It gives you the feeling of walking into a living postcard! Offering exceptional concierge service, Anemi Villas can turn your Holidays into an unforgettable life time experience!

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
4.98 out of 5 average rating, 250 reviews

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.

Top guest favorite
A private outdoor jacuzzi is featured, surrounded by white-washed walls and a clear blue sky. Two blue-domed structures rise in the background, providing a scenic view. The bubbling water of the jacuzzi creates a relaxing atmosphere, complemented by soft lounge seating nearby.
Cycladic home
4.99 out of 5 average rating, 164 reviews

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.

Top guest favorite
A serene indoor pool is surrounded by four arched windows, permitting plenty of natural light. The smooth, turquoise water creates a tranquil ambiance, while a few steps lead up to a raised platform. The iconic blue domes of Oia can be seen through the windows.
Guest suite
4.98 out of 5 average rating, 225 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, and the Ferry Port at approximately 23 km.

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
4.98 out of 5 average rating, 204 reviews

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.

Top guest favorite
A serene jacuzzi hot tub is set against the backdrop of a twilight sky, providing a view over the caldera. Soft lighting enhances the soothing atmosphere, reflecting on the water's surface. The minimalist design of the surrounding space emphasizes relaxation and tranquility.
Cycladic home
4.88 out of 5 average rating, 261 reviews

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

Top guest favorite
A serene plunge pool is visible at the edge of a terrace, with clear turquoise water reflecting the sky. In the foreground, two fluted glasses and a plate of fresh fruit sit atop the pool edge, framed by a stunning view of the Aegean Sea and distant mountains.
Cave
4.99 out of 5 average rating, 156 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Top guest favorite
Villa
4.97 out of 5 average rating, 188 reviews

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

Vista d’Oro Luxury Villa offers a peaceful stay in Oia, just 500 meters from the village’s famous main pathway, around a 10-minute walk through a footpath or a 2-minute drive. Ideally located within walking distance of Ammoudi Bay and Katharos Beach, the villa lets you enjoy the best of Oia while retreating to a quiet setting. From your private terrace, you can take in Santorini’s iconic sunset away from the busy crowds.

Top guest favorite
A modern infinity pool features an elegant water feature cascading into turquoise waters. Lush greenery surrounds the area, and a clear blue sky serves as the backdrop, enhancing the serene environment and inviting relaxation.
Dome
4.98 out of 5 average rating, 230 reviews

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!

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
5 out of 5 average rating, 258 reviews

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!

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