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Cycladic house vacation rentals in Aegean Sea

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Top-rated cycladic house rentals in Aegean Sea

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Guest favorite
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.
Cycladic home in Oia

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

4.95 out of 5 average rating, 360 reviews
Guest favorite
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 home in Oia

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

4.95 out of 5 average rating, 416 reviews
Guest favorite
Cycladic home in Oia

Apanema Cavehouse by Otium Villas Santorini

Luxury Cave Villa in Oia | Private Jacuzzi | Caldera Views Experience a refined luxury retreat designed for space and serenity. Perched high on the Oia cliffs, this authentic cavehouse offers an airy, elevated perspective of the Caldera and Aegean Sea. Highlights: Ultimate Privacy: Unobstructed views from your private veranda. Leisure: Custom heated Jacuzzi & stylish lounge area. The Space: King-size master bedroom, spacious living area, and kitchenette. Historic charm meets modern calm.

4.92 out of 5 average rating, 243 reviews
Top guest favorite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

4.99 out of 5 average rating, 176 reviews
Top guest favorite
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.
Cycladic home in Santorini

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!

4.99 out of 5 average rating, 257 reviews
Guest favorite
A tranquil private jacuzzi provides a relaxing space for guests, framed by vibrant pink flowers. In the background, the caldera and sunset create a serene landscape, highlighting the scenic views of the surrounding hills and sea.
Apartment in Oia

Deluxe Suite with External Jacuzzi,Caldera View

Deluxe Suite of 30 sqm-extrenal private jacuzzi. It has a double built-in bed, bathroom with shower and all the comforts ensure quality living conditions.Has view of the caldera,sunset and the volcano is a reference point for each guest.The 3 Luxury suites of La Casa De Caldera are on the same level.The yard of La Casa De Caldera is divided by dividers,into 3 pieces,each piece corresponding to each suite and every suite includes private sunbeds, private jacuzzi,private umbrella.

4.88 out of 5 average rating, 121 reviews
Top guest favorite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

4.99 out of 5 average rating, 236 reviews
Top guest favorite
A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home in Oia

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

4.99 out of 5 average rating, 180 reviews
Top guest favorite
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.
Cycladic home in Akrotiri

Anemos suite -Private infinity pool & patio

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.

5.0 out of 5 average rating, 242 reviews
Guest favorite
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.
Cycladic home in Fira

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 .

4.93 out of 5 average rating, 492 reviews
Top guest favorite
Cycladic home in Oia

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!

4.99 out of 5 average rating, 212 reviews
Top guest favorite
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.
Cycladic home in Pyrgos Kallistis

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.

4.96 out of 5 average rating, 313 reviews

Popular amenities for Aegean Sea cycladic house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly cycladic house rentals

Top guest favorite
A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.
Cycladic home in Santorini

La Maison Villa with Large Private Pool

4.94 out of 5 average rating, 107 reviews
Top guest favorite
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

4.93 out of 5 average rating, 398 reviews
Top guest favorite
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Villa in Fira

Saints Apostles Villa with private pool

4.98 out of 5 average rating, 229 reviews
Top guest favorite
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.
Villa in Oia

Loukia House

5.0 out of 5 average rating, 163 reviews
Top guest favorite
Cycladic home in Oia

Quiet White Studio

4.96 out of 5 average rating, 258 reviews
Top guest favorite
A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.
Dome in Oia

MyBoZer Twins Odyssey Heated private pool

4.98 out of 5 average rating, 192 reviews
Top guest favorite
A rooftop terrace offers vibrant seating in two orange chairs, complemented by a round yellow table. Scenic views of the Aegean Sea and nearby islands are visible, along with several ships in the distance. A colorful blanket and two drinks enhance the setting.
Cycladic home in Santorini

Barocco Bello Villa

4.99 out of 5 average rating, 141 reviews
Top guest favorite
A spacious interior of a renovated cave house features smooth white walls and rustic wooden accents. Seating arrangements include a small dining table and chairs near a cozy nook. A well-equipped kitchen is visible in the background, with soft natural light illuminating the space.
Dome in Santorini

Antron Cave House (private caldera view jacuzzi)

4.98 out of 5 average rating, 196 reviews

Cycladic house rentals with a patio

Top guest favorite
A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.
Home in Merovígli

Aethria Villa in Imerovigli

4.95 out of 5 average rating, 39 reviews
Superhost
Light and airy living space features blue double doors that open to stunning ocean views. A comfortable sofa is positioned next to a round table, complemented by natural wicker accents. Soft, neutral tones create a serene environment, enhanced by the sunlight entering from the windows.
Cycladic home in Panagia Kalou

Superior Suite, Sea View and Heated Jacuzzi

4.82 out of 5 average rating, 96 reviews
Top guest favorite
Cave in Oia

Volcanic Sensation Cave

4.98 out of 5 average rating, 49 reviews
Top guest favorite
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.
Cycladic home in Oia

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

4.96 out of 5 average rating, 69 reviews
Guest favorite
Two wooden lounge chairs with navy cushions are positioned beside a clear, inviting hot tub. The surrounding area features a smooth concrete surface, bathed in natural sunlight, accentuating a serene outdoor setting.
Apartment in Santorini

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

4.93 out of 5 average rating, 97 reviews
Guest favorite
Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

4.94 out of 5 average rating, 16 reviews
Guest favorite
A private Jacuzzi filled with clear water is featured in a sunlit outdoor space. Two stylish black chairs are positioned nearby, with a bottle of wine placed on the edge of the tub. The smooth white walls are complemented by large windows, allowing for light to enter.
Condo in Kamari

Nostos Apartments Kamari | Calypso

4.91 out of 5 average rating, 79 reviews
Guest favorite
Cycladic home in Vourvoulos

Seafront Escape I Sonus Mare 2

4.94 out of 5 average rating, 66 reviews

Cycladic house rentals with a washer and dryer

Top guest favorite
The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.
Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

4.91 out of 5 average rating, 151 reviews
Guest favorite
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 in Emporeio

Canava Villas II - Heated Pool - Santorini

4.97 out of 5 average rating, 116 reviews
Guest favorite
A light-filled living area features large open windows providing views of the ocean. A minimalist sofa offers ample seating, complemented by natural wooden accents in the ceiling. A simple wooden desk with a chair is situated against the wall, enhancing the modern design.
Apartment in Fira

Airth Suite (jacuzzi and sunset view)

4.95 out of 5 average rating, 114 reviews
Guest favorite
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.
Cycladic home in Foinikiá

Villa Florina

4.9 out of 5 average rating, 262 reviews
Guest favorite
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.
Cycladic home in Oia

Exclusive Villa with Outdoor Heated Pool

4.89 out of 5 average rating, 64 reviews
Guest favorite
A private hot tub is set in a bright, airy space with views of the sea and sky. Soft waves can be seen in the distance. Sunlight fills the room, highlighting the clean lines of the architecture and the serene atmosphere.
Apartment in Pyrgos Kallistis

Genesis Suite with Caldera View and Hot Tub

4.83 out of 5 average rating, 40 reviews
Guest favorite
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 in Oia

The Sunset Windmill

4.91 out of 5 average rating, 81 reviews
Superhost
A panoramic view showcases the caldera of Santorini, complemented by a serene blue sea. A white-washed church stands nearby, framed by the iconic architecture of Oia. Gentle clouds float in a clear sky, enhancing the tranquil atmosphere of the landscape.
Apartment in Santorini

Captain's Economy Studio with sea view in oia

4.71 out of 5 average rating, 160 reviews

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