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Vacation rentals in Tholos

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Top-rated vacation rentals in Tholos

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Guest favorite
An inviting heated cave swimming pool features smooth white walls and bright blue water, with a metallic ladder providing access. Natural light filters through the archway above, creating a serene atmosphere within the private space.
Cycladic home in Oia
4.89 out of 5 average rating, 64 reviews

Exclusive Villa with Outdoor Heated Pool

The villa is exquisitely located in the scenic village of Oia!! The interior fine art design of this superb cave two bedroom Pool Villa includes the ultimate value of space, flirting with the lights and shadows of ancient Greece. Dive into your own large heated outdoor cave swimming pool with hydro-massage and excite your senses. Walk into your balcony for enjoying the breathtaking views of Caldera, Aegean sea and unparalleled Santorini direct sunset. Discover the uniqueness of Santorini, Oia!!!

Guest favorite
A wooden table is set on a spacious terrace, featuring two wine glasses and a plate with a pineapple and a small decorative plant. The background showcases a panoramic view of the caldera and the Aegean Sea during dusk, with soft pastel skies and distant islands.
Apartment in Oia
4.91 out of 5 average rating, 384 reviews

Oia Lucky Sapphire Residence

The Sapphire Residence is a place for you to relax, reset and revive yourself. It is a mini-retreat especially designed for You and your significant other half or for a group of friends or a family .This is a once-in-a-lifetime chance to stay in a beautifully conserved traditional Captain's House . Enjoy our spacious pattio and gaze at the stunning views of the famous caldera of Santorini , the island of Thirassia and the endless blue of the Aegean Sea . .Take some time for you! Your time!

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
4.95 out of 5 average rating, 128 reviews

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

Guest favorite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home in Oia
4.97 out of 5 average rating, 315 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

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
4.99 out of 5 average rating, 235 reviews

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.

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
4.99 out of 5 average rating, 179 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 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
4.97 out of 5 average rating, 226 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
Cycladic home in Oia
5.0 out of 5 average rating, 56 reviews

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!

Top guest favorite
Two wooden lounge chairs are positioned beside a plunge pool, with a small table holding a wine glass and a bottle of wine. The view overlooks the Aegean Sea and distant volcanic islands, with soft pastel hues accenting the landscape.
Villa in Oia
4.95 out of 5 average rating, 22 reviews

Little Rock Villa-Oia. Entire Cave House Oia

Little Rock Villa is located right on the stunning Caldera overlooking the Aegean sea. This completely exclusive villa boasts 2 balconies overlooking the magical Mediterranean & offers a plunge pool on the cliff face, a private kitchen & a newly renovated bathroom. Ideal for a romantic escape, for family & friends. Consists of 1 queen size bed and 3 single beds.

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
4.98 out of 5 average rating, 242 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 in Oia
5.0 out of 5 average rating, 274 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!

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
4.84 out of 5 average rating, 797 reviews

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 .

Popular amenities for Tholos vacation rentals