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Vacation rentals in Tholos

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Top-rated vacation rentals in Tholos

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Top guest favourite
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
4.98 out of 5 average rating, 241 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 with a minimal decorative style, 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, and a smart TV.

Top guest favourite
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 homes in Oia
4.95 out of 5 average rating, 381 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

Guest favourite
A living area is highlighted by two single beds with vibrant red bedding and decorative cushions. A glass-top table is set in the center, surrounded by natural wood accents. A wall features a world map artwork, while light enters through blue-framed doors leading to an outdoor space.
Cycladic homes in Fira
4.91 out of 5 average rating, 186 reviews

Philip's House

The house is a two-leveled building with one terrace at the front and one at the back of it. At the ground floor, there is a fully equipped kitchen, a washing machine, a dining area with sitting corner and a living room with two sofas/single beds and a bathroom with shower. At the upper floor, you will find two bedrooms each of which has a terrace. The first bedroom has a double bed. The second one has two single beds that can also be used as one big double. Bathroom upstairs. Private parking.

Top guest favourite
A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.
Guest suite in Oia
4.97 out of 5 average rating, 178 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Top guest favourite
A round table is set for two, featuring two glasses of wine, as the sun sets over the sea, casting warm colors across the sky. Two contrasting chairs flank the table, with the iconic white buildings of Santorini visible in the background.
Cycladic homes in Oia
4.98 out of 5 average rating, 136 reviews

Sanctuary Vista House

Escape to our enchanting Santorini retreat with unparalleled sunset vistas. Nestled in the heart of Santorini, our cozy abode offers a romantic haven for couples seeking a memorable getaway. Enjoy the mesmerizing views from your private terrace as the sun paints the sky in hues of gold and crimson. Immerse yourself in the charm of Santorini with our meticulously curated space, designed for comfort and relaxation .Experience the magic of Santorini at our unique retreat .

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 private outdoor space features a plunge pool, small table, and two chairs. Bright beverages sit atop the table beside towels. The scene includes whitewashed walls, and expansive views of the deep blue sea and surrounding islands under a clear sky.
Cave in Santorini
4.96 out of 5 average rating, 351 reviews

Hector Cave House

Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Top guest favourite
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 homes in Oia
5 out of 5 average rating, 255 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 favourite
Villa in Oia
4.89 out of 5 average rating, 479 reviews

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

Guest favourite
The open doors reveal a bright terrace overlooking the sparkling blue sea. White outdoor furniture is arranged invitingly on the patio, while a sailboat gently floats in the distance, enhancing the serene coastal setting.
Cycladic homes in Oia
4.97 out of 5 average rating, 183 reviews

Armeni Beach House - with private boat service!

Delve into the soul of the caldera by staying in this beautiful and cosy beach house, 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 adventurous mind and energy!

Guest favourite
An open door leads to a bright terrace featuring a sun umbrella and a chair, with soft furnishings visible. The sea and sky can be seen in the background, enhancing the connection to the outdoor space.
Cave in Oia
4.98 out of 5 average rating, 311 reviews

Pano Meria Studio Two in Oia

This was built around 1400, renovated in 1990, and is located in the earliest inhabited part of the village of Oia. Situated just below the main pathway this studio has a great terrace to relax and gaze at the magical caldera below.

Top guest favourite
An indoor-outdoor Jacuzzi is illuminated by candles, with soft blue water inviting relaxation. A panoramic archway frames a tranquil view of the sea, while a glass of red wine and a plate of grapes are presented nearby.
Cave in Santorini
4.95 out of 5 average rating, 238 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Popular amenities for Tholos vacation rentals

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