Cycladic house vacation rentals in Perissa

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, 315 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 in Emporio

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!

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, 374 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

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, 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 in Oia

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.

4.93 out of 5 average rating, 206 reviews

A modern dining area features a wooden table set for four, accompanied by teal chairs. Soft lighting gently illuminates the adjoining bedroom through an archway, showcasing a spacious double bed with high-quality linens. A small potted plant adds a touch of greenery to the space.

Home in Karterádos

ASPRO luxury cave house

Located at the traditional Karterados area of Santorini, our traditional cave house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini cave house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance). Instagram: aspro_santorini

Cycladic home in Megalochori

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

4.97 out of 5 average rating, 149 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Cycladic home in Akrotiri

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, 455 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 minimalist kitchenette is presented with white cabinetry and marble countertops. Natural light floods through the blue arched window. A coffee machine and kettle are visible alongside a basket and a tray with flowers. The space features a small dining table with wooden chairs.

4.99 out of 5 average rating, 104 reviews

Cozy all-season home with garden & sea views

Welcome to Casa Nidito, a calm and minimalist home inspired by the island’s natural beauty. Built with earthy materials and soft tones, it offers sea views and a Mediterranean garden with a shaded spot to enjoy breakfast or a glass of wine. Inside, everything feels simple, comfortable, and connected to nature. Thoughtful touches and the gentle island breeze make every stay peaceful, grounding, and truly Santorini.

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, 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.

Cycladic home in Santorini

The private outdoor hydromassage is illuminated, showcasing shimmering blue tiles against the night sky. Soft lighting surrounds the area, creating a serene ambiance. The view of the distant landscape is visible, highlighting the tranquility of the setting.

4.8 out of 5 average rating, 132 reviews

Apartment with outdoor Hydro-massage

300 metres from black sandy beach.The apartment include private outdoor hydromassage at balcony, a kitchenette well equipped with Electric kettle, mini fridge, coffe maker,TV,dining area and 2 bedrooms.Beach bars &restaurants can be found within walking distance.

Popular amenities for Perissa cycladic house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly cycladic house rentals

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, 172 reviews

Michelangelo Beach Villa with Sea View

4.94 out of 5 average rating, 258 reviews

A small white table is set on a balcony with a blue tablecloth and two glasses, overlooking a calm sea. A bottle of wine sits on the table, with views of distant islands visible under a clear sky.

Apartment in Oia

Blue Mirage

Cycladic home in Vourvoulos

A serene view of the sunset is captured, showcasing a golden sun descending over the tranquil sea. A sail-like shade provides a striking contrast against the light, highlighting the peaceful ambiance of the outdoor space.

4.99 out of 5 average rating, 105 reviews

Enalios House

4.93 out of 5 average rating, 176 reviews

A series of whitewashed steps lead through terraced levels, featuring decorative potted plants and a shaded seating area draped with soft fabric. Bright blue domes are visible in the background against a clear sky, illustrating the traditional architecture of Santorini.

Cave in Fira Santorini

Rakomelo Cave

An outdoor seating area is featured under a wooden pergola, providing shade and comfort. Two orange chairs are placed near a small table, surrounded by vibrant flowers and greenery. The entrance to the home is visible through a large glass door, complemented by a nearby window.

4.9 out of 5 average rating, 104 reviews

Absolute peace south villa in a beautiful garden

4.97 out of 5 average rating, 341 reviews

A private plunge pool reflects the clear blue sky, surrounded by palm trees and cacti. A shaded seating area is visible beside the pool, adorned with cushions. The whitewashed architecture of the building creates a tranquil setting complemented by vibrant greenery.

Cave in Fira Santorini

Raki Cave - stunning cave with private pool

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 in Oia

Satori Caves by Thireon

4.85 out of 5 average rating, 142 reviews

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.

Apartment in Fira

Souita Mantilaria

Cycladic house rentals with a patio

4.95 out of 5 average rating, 57 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 in Oia

Lunar Sea Suite with Hot-tub and caldera view

A cozy living area features a comfortable seating nook with a stone-gray couch and a small table. Light pours in from the open doors leading to a balcony, where two chairs and a table overlook the outdoor scenery. A television is positioned for easy viewing.

4.74 out of 5 average rating, 68 reviews

Aeron Suite Villa w. Queen Bed Sea & Mountain View

Cycladic home in Megalochori

A modern villa is set against a clear blue sky, featuring a spacious pool surrounded by wooden lounge chairs. The property includes multiple structures with white exteriors, accentuated by lush landscaping and steps leading to a peaceful outdoor area.

5 out of 5 average rating, 3 reviews

Apelia Santorini Holiday Villa with Pool and View

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 in Mesaria

Euphemus Cave House

Private room in Exomitis

Sea Sound White Katikies Executive Villa Sea View

Cycladic home in Vourvoulos

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

4.93 out of 5 average rating, 70 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

4.86 out of 5 average rating, 36 reviews

A serene outdoor seating area features two woven chairs and a small table, set against a backdrop of a tall pine tree and a clear blue sky. The view extends towards the ocean, enhancing the tranquil atmosphere.

Dome in Fira

Elena Deluxe Studio (Euphoria Suites)

Cycladic house rentals with a washer and dryer

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 !

Cycladic home in Santorini

5 out of 5 average rating, 11 reviews

Skiron with private pool&car rental

4.95 out of 5 average rating, 73 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

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

4.88 out of 5 average rating, 41 reviews

Samsara - Santorini Luxury Retreat

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

4.88 out of 5 average rating, 16 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

4.7 out of 5 average rating, 149 reviews

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

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.