Cycladic house holiday 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, 304 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

4.96 out of 5 average rating, 109 reviews

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home

Canava Villas II - Private Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

4.97 out of 5 average rating, 294 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, 226 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, 212 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 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.

4.98 out of 5 average rating, 283 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!

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, 156 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 bedroom is showcased, featuring a large bed with a dark gray blanket. The open layout reveals a bright living area with a kitchenette and seating space, all adorned in soft white tones. Large windows invite natural light and provide views of the surroundings.

4.93 out of 5 average rating, 449 reviews

Divine View Sun Home

Unwind and relax with a glass of wineadmiring the breathtaking views of the famous Santorinian sunset from this house's private veranda . Awake refreshed and ready for a day to explore the island via this clean, sunny house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Fira and explore the nearby little shops & cafe .

A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.

4.99 out of 5 average rating, 192 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

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, 284 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.

Popular amenities for cycladic home rentals in Thira

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly cycladic home 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, 102 reviews

Sublime Villa with sea view

4.86 out of 5 average rating, 159 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.

Apartment

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.

4.92 out of 5 average rating, 145 reviews

Anatoli Beach House

The image captures the iconic blue dome of a church, surrounded by white structures that reflect the traditional architecture of Santorini. A vast caldera and serene sea extend into the distance, while a cleared sky adds to the tranquil landscape.

4.96 out of 5 average rating, 134 reviews

LVNB 2 bedroom unique view villa in Imerovigli

A serene alleyway is lined with whitewashed walls and adorned with a blue shelf holding potted plants. A lush green tree provides shade near a wrought iron railing, while stone steps lead up toward a door painted in teal.

4.84 out of 5 average rating, 135 reviews

Next to the bougainvillea!

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, 150 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

A clean outdoor patio area features a small table set with a tablecloth, surrounded by two wooden chairs with pink cushions. Whitewashed walls and windows with shutter-style openings create a bright and inviting space under a clear blue sky.

4.84 out of 5 average rating, 139 reviews

Souita Mantilaria

Cycladic home rentals with a patio

4.95 out of 5 average rating, 55 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

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

Superhost

Bungalow

4.89 out of 5 average rating, 19 reviews

Saint Anna Bungalow Mykonos by Aura Homes

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.

4.95 out of 5 average rating, 19 reviews

Peppermint-1 Bedroom home

Superhost

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

4.92 out of 5 average rating, 13 reviews

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, 57 reviews

Beyond Crowds Seafront Escape | Sonus Mare 2

A spacious terrace features stylish wooden sunbeds, offering uninterrupted views of the Aegean Sea. The rustic stone pillars and overhead wooden trellis enhance the outdoor setting, creating an inviting space for relaxation or gatherings.

4.94 out of 5 average rating, 47 reviews

Blue Calm Luxury Villa in Sifnos

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 home rentals with a washing machine 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

4.94 out of 5 average rating, 72 reviews

An outdoor jetted tub is highlighted with clear blue water, overlooking the Aegean Sea. The vibrant blue sky complements the scenic backdrop of white buildings and a windmill in the distance, creating a peaceful and inviting atmosphere.

Windmill

The Sunset Windmill

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

Private Suite, Outdoor Hot Tub & Impeccable Views!

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

Superhost

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.

4.8 out of 5 average rating, 51 reviews

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.