Cycladic house vacation rentals in Thira

An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.

4.95 out of 5 average rating, 309 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

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.

4.95 out of 5 average rating, 372 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

4.97 out of 5 average rating, 296 reviews

The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.

Cave

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.

4.98 out of 5 average rating, 227 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

4.98 out of 5 average rating, 214 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

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 Boutique Residences, and the Ferry Port at approximately 23 km.

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.

4.99 out of 5 average rating, 226 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!

An outdoor area features a private Jacuzzi surrounded by low seating and oversized cushions, positioned for scenic views of the caldera. The white structure blends harmoniously with the natural landscape, complemented by a shade sail that provides protection from the elements.

4.93 out of 5 average rating, 320 reviews

Pure Life Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

A private jacuzzi is seen on a sunlit terrace, surrounded by whitewashed walls. The clear water reflects the blue sky, offering views of the tranquil Aegean Sea and the village below. Nearby, a dome of a traditional structure is partially visible in the distance.

4.94 out of 5 average rating, 159 reviews

NG Maisonette Private Jacuzzi

Welcome to Maisonette, a stunning traditional Santorini house located in the charming village of Kontochori. Featuring a private jacuzzi with incredible Aegean views, a cozy living room with a smart TV, and a fully equipped kitchen, this house is the perfect combination of traditional Cycladic style and modern minimalism. The bedroom is located inside a cave with a smart TV, accessed via a few stairs, and a hall with a desk filled with natural light.

An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.

5 out of 5 average rating, 216 reviews

Akrorama Anemos - Private Pool & Caldera View

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.

4.98 out of 5 average rating, 124 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.

4.96 out of 5 average rating, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

4.95 out of 5 average rating, 197 reviews

A sunlit terrace overlooks the sparkling sea, featuring a hot tub and a red dining table surrounded by black chairs. Sun loungers are positioned along the edge, with the volcanic cliffs and distant islands visible in the background.

Cave

Satori Caves by Thireon

Welcome to Satori Caves - where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house has an amazing terrace with hot tub for your own private volcano viewing spot! There are a few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. Managed by Thireon Houses

Popular amenities for Thira cycladic house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly cycladic house rentals

An open-air terrace features two lounge beds and a shaded cabana, offering expansive views of the tranquil Aegean Sea. The bright blue sky, dotted with fluffy clouds, contrasts beautifully against the serene water below, creating a peaceful outdoor space.

4.99 out of 5 average rating, 103 reviews

Sublime Villa with sea view

4.86 out of 5 average rating, 160 reviews

A wooden table is set on a balcony, featuring a bottle of rosé wine alongside two glasses. A small potted plant adds a touch of greenery, while the expansive view of the Aegean Sea and clear blue sky enhances the serene atmosphere.

Condo

So close to caldera cliff ,Sea view studio No3

A bright living space features a comfortable sofa, a round coffee table, and a dining area with a light-colored table and chairs. Large windows offer views of the sea, while steps lead to an upper level. Natural light illuminates the area, enhancing the relaxing atmosphere.

4.93 out of 5 average rating, 147 reviews

Anatoli Beach House

A serene terrace features comfortable seating beside a clear hydromassage pool. The smooth surface of the water reflects the soft colors of the sky, while gentle waves can be seen lapping at the shoreline in the distance.

4.89 out of 5 average rating, 171 reviews

Michelangelo Beach Villa with Sea View

4.92 out of 5 average rating, 370 reviews

The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.

Cave

Soundscape - cave suite panoramic sea views

A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.

4.96 out of 5 average rating, 242 reviews

Bluedome Suite by Otium Villas & Suites

Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.

5 out of 5 average rating, 151 reviews

Loukia House

A wooden sign displaying the name 'Olyra Traditional Cave Houses' is mounted on a whitewashed wall, complemented by a rustic gate. Vibrant pink flowers enhance the entrance, adding a touch of natural color to the setting.

4.96 out of 5 average rating, 149 reviews

Olyra Traditional Cave Houses 2

Cycladic house rentals with a patio

4.95 out of 5 average rating, 56 reviews

A private terrace is presented with a cozy seating area, featuring plush cushions in neutral tones. A small table holds a bottle of wine and two glasses, alongside a pineapple. The backdrop showcases a tranquil sea view during sunset, with soft hues in the sky.

Home

Lunar Sea Suite with Hot-tub and caldera view

4.95 out of 5 average rating, 19 reviews

Stylish Cycladic Family Villa with Private Gardens

An inviting infinity pool reflects the stunning blue of the Aegean Sea, with a scenic view of distant islands. A stylish hanging chair is suspended nearby, surrounded by potted flowers. The serene atmosphere is enhanced by the smooth stone and minimalistic design of the surrounding area.

5 out of 5 average rating, 22 reviews

Villa Camelia 1 - Psarou - Private Pool & Jacuzzi

4.9 out of 5 average rating, 20 reviews

Bungalow

Saint Anna Bungalow Mykonos by Aura Homes

4.95 out of 5 average rating, 19 reviews

A private balcony features two woven chairs paired with a small round table. Soft awnings provide shade while overlooking Naousa bay and the sea, creating a tranquil outdoor space. Light-colored walls and blue shutters enhance the airy feel of the setting.

Apartment

Peppermint-1 Bedroom home

4.92 out of 5 average rating, 13 reviews

An outdoor patio area is visible, featuring wooden dining furniture under a shaded structure. Soft lighting enhances the space as it transitions into evening. Steps lead down to an entrance framed by stone walls, surrounded by greenery and palm trees in the background.

Home

Euphemus Cave House

A private terrace features a hot tub surrounded by sun loungers, with a view of the distant sea and rocky landscape. A palm tree adds a tropical touch, while a comfortable seating area is situated nearby, offering a serene outdoor space for relaxation.

4.93 out of 5 average rating, 58 reviews

Beyond Crowds Seafront Escape | Sonus Mare 2

An outdoor dining area features a spacious table for 10 guests, illuminated by warm lighting against a backdrop of rustic stone walls. Sun loungers are arranged by the edge of a tranquil swimming pool, reflecting the evening sky.

5 out of 5 average rating, 16 reviews

Villa Anali, Kastraki, Naxos

Cycladic house rentals with a washer and dryer

An outdoor Jacuzzi is situated beneath a wooden pergola, overlooking the vast Aegean Sea. Gentle waves reflect the sunlight, creating a serene atmosphere. A nearby basket adds a touch of detail to the relaxing space, enhancing the connection to the surrounding landscape.

4.95 out of 5 average rating, 41 reviews

The Detailor- Private Luxury Villa - 4 BR/4 BA

An outdoor hot tub, filled with clear water, is positioned against a backdrop of the Aegean Sea and the picturesque Mykonos coastline at sunset. Soft hues of pink and orange fill the sky, reflecting on the water, enhancing the serene atmosphere.

4.97 out of 5 average rating, 146 reviews

The Lovers Seaview Suite with Outdoor Hot Tub

4.93 out of 5 average rating, 46 reviews

A bright living room is bathed in natural light, featuring a comfortable seating arrangement and a wooden table. Two large windows offer views of the Aegean Sea, while the wooden beams support the ceiling. A door leads to a balcony, enhancing the inviting atmosphere.

Apartment

Petrino

An outdoor area features a private jacuzzi with soothing blue water beside an infinity pool. Sunbeds are positioned nearby, with views of the distant islands under a serene twilight sky. Soft outdoor lighting adds a warm ambiance to the space.

4.99 out of 5 average rating, 84 reviews

Adella Villa with Pool & Outdoor Jacuzzi

An outdoor dining area features a wooden table set for meals, accompanied by black wire chairs. A lounge area with gray cushions offers a comfortable retreat. Sheer drapes add texture, while stunning views of the sea and sky create a scenic backdrop.

5 out of 5 average rating, 15 reviews

Mykonos4Islands Villa "Athena" with shared pool

4.8 out of 5 average rating, 51 reviews

A private lounge area features a heated jacuzzi surrounded by white walls and lush greenery. Minimalist furniture includes a modern low table and two wooden stools. Light reflects off the clear water, creating a serene setting for relaxation.

Apartment

Casa Mardiva Sole

A rugged coastal landscape is observed, with a prominent rocky cliff extending into the sea. The water appears deep blue, contrasting with the muted greys and greens of the hills. Clouds drift across a bright sky, adding depth to the serene natural scenery.

4.94 out of 5 average rating, 70 reviews

The big Mill - house above the sea.

A charming outdoor courtyard is featured, hosting a large table surrounded by chairs with pink accents. The area is filled with decorative plants and a backdrop of white walls and blue doors. Sunlight is gently filtered through a large canopy overhead.