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, 319 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, 377 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

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.

4.98 out of 5 average rating, 218 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.

4.91 out of 5 average rating, 589 reviews

A bright and airy living space features a round dining table with four chairs and a decorative plate at the center. Large windows allow natural light to fill the room, revealing views of the sea and sky beyond. A cozy sofa and modern television complete the setting.

Home

Divine View Collection

Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

An inviting private balcony features a cozy table and chairs, overlooking calm waters and moored boats. A jetted hot tub is positioned against the balcony edge, providing a relaxing view of the sunset across the horizon.

4.88 out of 5 average rating, 129 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

Welcome to Flat Poseidon, part of Enosis Apartments, ideally located just steps away from the long sandy beach of Agia Anna. This bright studio offers a private balcony with a hot tub and a stunning panoramic sea view. Enjoy breathtaking sunsets, the refreshing Aegean breeze, and the island sunshine — all from the comfort of your own space. Designed in traditional Cycladic style, Flat Poseidon invites you to relax and feel the true spirit of Naxos.

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.

4.95 out of 5 average rating, 167 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 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, 195 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 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

Cliff side house, above the beach, panoramic view and breathtaking sunrises! Anatoli beach house combines Cycladic style, comfort and tranquility! The kitchen is fully equipped. We welcome you with a bottle of wine and fruits. Feel like home! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

4.95 out of 5 average rating, 199 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

A serene outdoor space features a small jacuzzi surrounded by white walls and greenery. Two wooden lounge chairs with soft cushions are positioned for comfort. The bright blue sky is visible above, enhancing the tranquil setting.

4.9 out of 5 average rating, 193 reviews

Nostos Apartments Fira | Zeus

Beautiful and modern flat in the center of Fira, just 5 minutes walk from the famous cliffs of Santorini overlooking the volcano (caldera). The house is fully equiped and has a terrace with a beautiful jacuzzi. The area offers shops for all daily needs, like supermarkets, bakeries and touristic shops as well as restaurants, bars and clubs.

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, 103 reviews

Sublime Villa with sea view

A private terrace overlooks the Aegean Sea, featuring two white lounging chairs and a small wooden table. The view includes the distant 7 martyrs chapel perched on a rocky outcrop, with a clear blue sky above and rich blue waters stretching into the horizon.

4.95 out of 5 average rating, 146 reviews

Majestic Cycladic House w/ amazing panoramic views

4.94 out of 5 average rating, 183 reviews

A view through an arched window frame captures the tranquil beach at sunset. A sandy shore leads to calm waters, with silhouetted figures walking along the water's edge. Soft hues of orange and purple illuminate the sky, creating a serene atmosphere.

Apartment

Flisvos Surf Riviera

4.98 out of 5 average rating, 102 reviews

A bright living area features a modern kitchenette, comfortable seating, and a dining table. The walls are adorned with art pieces showcasing warm tones. A flat-screen TV is mounted on the wall, and a window allows natural light to fill the space.

Apartment

Naxian Stema (Pearl)

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 spacious bed is positioned in the center of the room, accompanied by soft pillows and a cozy blanket. Bright light enters through framed open windows, revealing a view of the sea and outdoor seating on the balcony. A rustic wooden ladder adds an artistic touch.

4.98 out of 5 average rating, 236 reviews

Cycladic Apartment with Amazing Sea & Sunset View

4.99 out of 5 average rating, 279 reviews

Central Cosy apartment + spacious terrace~Melianna

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 home rentals with a patio

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.

4.95 out of 5 average rating, 57 reviews

Lunar Sea Suite-1BR/Hot-Tub/Sea 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

The entrance to Katina's Atelier features a pair of elegant double doors with diamond-patterned glass. Lush orange flowers cascade from above, adding a vibrant touch to the white wall. A small decorative tree is placed beside the entry, enhancing the welcoming ambiance.

5 out of 5 average rating, 10 reviews

Katina's Atelier

Superhost

Bungalow

4.9 out of 5 average rating, 20 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

An outdoor balcony offers direct views of the serene sea and nearby hills. A small round table is set with two glasses and a bottle, accompanied by a sunhat and a green chair. The calming blue water complements the tranquil atmosphere.

4.98 out of 5 average rating, 51 reviews

Amorthea Sea View Appartments Sunrise Room

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

Cycladic home rentals with a washing machine and dryer

The image features a sparkling swimming pool with clear turquoise water, surrounded by vibrant flower gardens. A collection of apartments with white exteriors and blue shutters are visible in the background, suggesting a serene and inviting environment.

4.94 out of 5 average rating, 255 reviews

Ikaros Studios - Pool & Jacuzzi, 5 mins from beach

4.95 out of 5 average rating, 41 reviews

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.

Villa

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

4.91 out of 5 average rating, 75 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

The Lovers Seaview Suite with Outdoor Hot Tub

4.94 out of 5 average rating, 265 reviews

Apanema Suite by Otium Villas Santorini

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, 61 reviews

Exclusive Villa with Outdoor Heated 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.