Cycladic house rentals in Perissa

4.97 out of 5 average rating, 137 reviews

A spacious living area features a unique stone ceiling and a smooth curved indoor bathtub. Soft seating options, including gray sofas and a rocking chair, are arranged around a wooden coffee table. Natural light illuminates the space, highlighting the artistic wall decor.

Earthen home in Emporio

Canava Villas I - Heated Pool - Santorini

Villa#1 can easily accommodate up to 5 people, providing a king size bed, two single ones or a queen one, a sofa bed, fully equipped kitchen, two full bathrooms and an indoors double bath tub! Private plunge pool, large patio with outdoor dinning area and sun lounges. Welcome drink (local wine), fresh baked pastries, basket of seasonal products, Nespresso coffee, Concierge services, parking lot, A/C, Smart tv, daily housekeeping, laundry services and many more amenities are waiting for you!

FamilyLocationBathroom

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, 408 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

FamilyLocationKitchen

4.99 out of 5 average rating, 173 reviews

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 Imerovigli

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.

LocationValueCondition

4.99 out of 5 average rating, 229 reviews

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.

LocationValueComfort

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.

4.99 out of 5 average rating, 177 reviews

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.

LocationFamilyWalkability

Guest suite in Pyrgos Kallistis

4.89 out of 5 average rating, 201 reviews

Luxury Suite| Private Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

ValueFamilyView

Cycladic home in Akrotiri

An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.

5 out of 5 average rating, 234 reviews

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.

LocationValueLong stay

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

4.93 out of 5 average rating, 178 reviews

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

FamilyLocationCleanliness

Cycladic home in Santorini

An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.

4.83 out of 5 average rating, 115 reviews

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

ValueLocationBeach

Cycladic home in Pyrgos Kallistis

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, 302 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.

ValueFamilyView

4.93 out of 5 average rating, 415 reviews

A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.

Home in Oia

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

ValueLocationCheck-in

4.99 out of 5 average rating, 257 reviews

A serene outdoor terrace features a heated plunge pool, surrounded by comfortable loungers. The vibrant colors of the sunset illuminate the sky and reflect on the calm waters of the Aegean Sea, offering a tranquil atmosphere for relaxation.

Villa in Imerovigli

Entire Private Antrum Villa with Jacuzzi sunset

Your one of a kind experience staying at the edge of the world overlooking the Santorini Sunset and Volcano while enjoying your favourite drink in the heated plunge Jacuzzi Truly unique and unforgettable experience.

ValueFamilyWalkability

Popular amenities for Perissa cycladic house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly cycladic house rentals

4.95 out of 5 average rating, 112 reviews

Villa in Karterádos

Villa Makrilis | Spacious Villa for Groups Jacuzzi

ValueLocationWalkability

4.98 out of 5 average rating, 113 reviews

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.

Cycladic home in Fira

Sublime Villa with sea view

ValueLocationHot tub

4.99 out of 5 average rating, 206 reviews

By the Mill, Caldera, Oia

FamilyLocationPool

4.93 out of 5 average rating, 389 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 in South Aegean

Soundscape - cave suite panoramic sea views

LocationValueCheck-in

4.92 out of 5 average rating, 102 reviews

A serene outdoor area features a sleek, modern jacuzzi nestled against a backdrop of crisp white architecture. The sunlit space is framed by smooth, rounded walls and gentle curves, while the iconic dome of a nearby church can be seen in the distance against the blue sky.

Dome in Pyrgos Kallistis

Traditional Cave Suite with Jacuzzi and Sea View

ValueLocationNearby

4.93 out of 5 average rating, 215 reviews

A spacious living area features a built-in sofa adorned with two decorative pillows. An adjacent sleeping area is partially visible, showcasing a double built-in bed with neutral bedding. Soft ambient lighting is provided by wall-mounted fixtures, emphasizing the smooth white walls and arched doorways.

Apartment in Mesaria

RadiantSantorini Junior Cave Suite With Jacuzzi

ValueFamilyQuiet

4.96 out of 5 average rating, 198 reviews

A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.

Villa in Karterádos

MyBoZer Cave Villa

LocationFamilyBreakfast

4.98 out of 5 average rating, 250 reviews

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.

Cycladic home in Fira

Sol

ValueFamilyView

Cycladic house 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, 65 reviews

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

LocationValueBreakfast

4.94 out of 5 average rating, 16 reviews

Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

LocationParkingHospitality

4.93 out of 5 average rating, 15 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 in Mesaria

Euphemus Cave House

LocationFamilyAir conditioning

4.95 out of 5 average rating, 37 reviews

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 Imerovigli

Aethria Villa in Imerovigli

ValueFamilyTV

Cycladic home in Vourvoulos

4.94 out of 5 average rating, 66 reviews

Seafront Escape I Sonus Mare 2

ValueFamilyHospitality

4.88 out of 5 average rating, 41 reviews

The studio features a queen size bed, a cozy armchair, and a small wooden table. Closets with hanging space and a kitchenette equipped with a microwave and refrigerator are also visible. Soft lighting enhances the bright, airy atmosphere of the space.

Dome in Santorini

Elena Deluxe Studio (Sunny & cozy, near Caldera)

LocationViewParking

4.92 out of 5 average rating, 78 reviews

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

ValueLocationCleanliness

4.92 out of 5 average rating, 91 reviews

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 Fira

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

ValueLocationComfort

Cycladic house rentals with a washing machine and dryer

4.68 out of 5 average rating, 122 reviews

A spacious terrace features a shaded canopy, offering a stunning view of the serene Aegean Sea. White-washed buildings and distant islands are visible under a clear blue sky, creating a tranquil backdrop for relaxation.

Apartment in Ia

Captain’s studio twin beds with sea view in Oia

LocationValueLaundry

Home in Exo Gialos Karteradou

A relaxing moment by the private pool is captured, featuring clear blue water and a scenic view of the sea. A seated figure holds a glass of drink near an ice bucket, suggesting a tranquil atmosphere for leisure.

4.96 out of 5 average rating, 26 reviews

"Sand" sea view luxury villa with pool by beach !

LocationValueAccess

4.85 out of 5 average rating, 67 reviews

Castle in Fira

Castelli Porta - Unique castle stay with sea view

FamilyValueSleep quality

4.91 out of 5 average rating, 81 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 in Oia

The Sunset Windmill

LocationFamilyCheck-in

The property showcases a modern villa illuminated at dusk, featuring spacious lounge chairs by a tranquil pool. The serene mirrored water reflects the villa's elegant architecture, with soft lighting highlighting the entrance and surrounding greenery.

Cycladic home in Megalochori

4.89 out of 5 average rating, 45 reviews

Samsara - Santorini Luxury Retreat

FamilyValueHospitality

4.88 out of 5 average rating, 17 reviews

An inviting pool area features a gently curving pool surrounded by stone tiles. Sun loungers are placed alongside the water, and lush greenery is visible in the background. The evening sky and illuminated landscaping create a tranquil atmosphere suitable for relaxation.

Dome in Kamari

Felicity Villas Santorini - Victoria

LocationValueKitchen

Apartment in Pyrgos Kallistis

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.

4.83 out of 5 average rating, 40 reviews

Genesis Suite with Caldera View and Hot Tub

FamilyValueBreakfast

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.