Vacation rentals in Tholos

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.

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!!!

4.95 out of 5 average rating, 125 reviews

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

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.

4.97 out of 5 average rating, 314 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!

4.98 out of 5 average rating, 236 reviews

A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.

Guest suite in Oia

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.

4.96 out of 5 average rating, 152 reviews

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

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.

4.97 out of 5 average rating, 225 reviews

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.

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!

4.95 out of 5 average rating, 22 reviews

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

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.

4.92 out of 5 average rating, 116 reviews

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

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.

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.

5.0 out of 5 average rating, 273 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!

Cycladic homes in Santorini

A bright dining area is framed by an arched doorway, featuring a large wooden table surrounded by chairs. Natural light pours through blue-framed windows, enhancing the clean white walls and stone floor.

4.94 out of 5 average rating, 146 reviews

Armeni Seaside Villa - with private boat service!

Delve into the soul of the caldera by staying in this beautiful and spacious villa, nestled in Armeni Bay, the hidden gem of Oia! Accessed either on foot through 300 steps, or by our private boat service. Perfect for those with an adventurous mind and energy!