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Cycladic house vacation rentals in Dodecanese Islands

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in Dodecanese Islands

Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

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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

4.96 out of 5 average rating, 109 reviews

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 pool is visible on a terrace overlooking the expansive sea and black sandy beach. The vibrant blue water of the pool contrasts with the surrounding white walls. Gentle waves are seen lapping at the shore, framed by a natural coastal landscape.

Cycladic home in Oia

4.86 out of 5 average rating, 153 reviews

Sailing blue beach villa,private pool,on the beach

Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.

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 Imerovigli

4.99 out of 5 average rating, 147 reviews

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.

Top guest favorite

A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 195 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Top guest favorite

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

4.97 out of 5 average rating, 330 reviews

Raki Cave - stunning cave with private pool

Raki Cave offers an unrivalled combination of traditional Santorinian architecture and an enviable central location in Fira to adults over 18. All the conveniences and attractions the capital has to offer are within easy walking distance, fine dining, eclectic nightlife and the famous caldera views. Easy access to the popular day time destinations on the island is possible from the main bus station in Fira. Check-in 16:00-22:00, neither check-in after 22:00 nor self check-in possible.

A private pool is shown, with crystal-clear water reflecting the sky. A wooden table holds a platter of fresh fruit, including watermelon, grapes, and banana slices, alongside two glasses. Scenic views of the surrounding hills and coastline are visible in the background.

Guest suite in Pyrgos Kallistis

4.88 out of 5 average rating, 179 reviews

View from Above 1

The luxury Santorini villa will be your private paradise for the summer!Located in Pyrgos Kaliistis, right in the middle of the island, it offers panoramic views and the chance to be wherever you want to in no time! It is perfect for 2 adults! The villa features 1 cozy bedrooms, 1bathrooms, a fully-equipped kitchen with all modern appliances, LED TV. The outdoor areas feature a private pool (with dimension 2 * 1.5 meters a fantastic sea views and 2 sun chairs

Top guest favorite

An outdoor dining area features a long table set with plates and glasses. A natural stone structure provides shade, adorned with decorative shells. In the background, the sun sets over the sea, casting a warm glow on the surrounding greenery.

Cycladic home in Imerovigli

4.96 out of 5 average rating, 243 reviews

Sea Horizon

The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

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

4.92 out of 5 average rating, 357 reviews

Soundscape - cave suite panoramic sea views

Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

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.

Cycladic home in Megalochori

4.98 out of 5 average rating, 141 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.

Top 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

4.93 out of 5 average rating, 437 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 .

Top guest favorite

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.

Cycladic home in Exo Gonia

4.98 out of 5 average rating, 115 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.

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.

Apartment in Fira

4.98 out of 5 average rating, 203 reviews

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

Vacation rentals for every style

Get the amount of space that is right for you

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Intimate homes. inviting architecture

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A space thats all yours, with room for everyone

Popular amenities for Dodecanese Islands cycladic house rentals

Free parking on premises

Air conditioning

Family-friendly cycladic house rentals

Top guest favorite

A serene outdoor corner features a small table draped with a lace cloth, accompanied by a green director's chair. Two windows allow natural light to enter, while a terracotta pot with plants adds a touch of greenery to the white-washed walls.

Cycladic home in Chora

4.96 out of 5 average rating, 76 reviews

Fisherman's House Amorgos

Top guest favorite

A swing chair is positioned by an arched window, offering views of the sunset over the sea and rooftops of the village. Two small tables are placed nearby, creating a cozy nook. Soft colors in the sky enhance the serene atmosphere.

5 out of 5 average rating, 40 reviews

Balcony with a view 2

Top guest favorite

A bright seating area is enhanced by a curved, pink cushion along the wall, with a potted plant beside it. Double doors open to a terrace featuring a scenic view of the Aegean Sea and Caldera, where a small table is set with two glasses.

Apartment in Imerovigli

4.99 out of 5 average rating, 67 reviews

Thea Studio with private balcony and caldera view

A charming pedestrian alley in a traditional village is depicted, lined with white stone buildings featuring vibrant blue doors and balconies. Bougainvillea flowers add color to the scene, while clear skies provide a bright backdrop, enhancing the inviting atmosphere of the village.

Cycladic home in Astypalea

4.88 out of 5 average rating, 52 reviews

Beautiful House in Hora Astypalaia

A spacious bedroom is visible through open doors, featuring a large bed with white linens and decorative pillows. Natural light enters through a window with green shutters, illuminating a wooden chair and a small table.

Home in Monolithos

4.97 out of 5 average rating, 58 reviews

Traditional Vacation house

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

4.84 out of 5 average rating, 132 reviews

Souita Mantilaria

Top guest favorite

An open-plan suite features arched walls and a cozy seating area with a built-in blue sofa and decorative pillows. A round mirror reflects light, complementing the king-sized bed in the background. Soft lighting enhances the serene atmosphere, while a potted plant adds a touch of greenery.

4.96 out of 5 average rating, 51 reviews

Doukas Exclusive Caldera Suite, Indoor Plunge Pool

Top guest favorite

A spacious terrace is seen with a table set for tea, featuring an orchid centerpiece and a tray of pastries. Sunlight filters through a glass roof, offering a view of the sea and surrounding hills. The tranquil atmosphere is complemented by gentle coastal breezes.

Apartment in ΛΕΡΟΣ

4.98 out of 5 average rating, 44 reviews

Villetta Blefoutis

Cycladic house rentals with a patio

Top guest favorite

A private heated spa is set against a backdrop of the Aegean Sea, with gentle bubbling waters reflecting the warm hues of a sunset. Surrounding plants and a shaded pergola enhance the tranquil atmosphere, inviting relaxation in a serene outdoor space.

Home in Archangelos

5 out of 5 average rating, 39 reviews

Aegean Serenity Sea View Retreat

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.

Cycladic home in Megalochori

5 out of 5 average rating, 3 reviews

Apelia Santorini Holiday Villa with Pool and View

Top guest favorite

A private jacuzzi is featured on the terrace, partially shaded by a dark curtain. The soothing water is illuminated in blue, with a backdrop of traditional Santorini buildings and a soft evening sky creating a calm atmosphere for relaxation.

Cycladic home in Megalochori

4.98 out of 5 average rating, 41 reviews

Argy's Luxury White Villa With Private Jacuzzi

A modern bungalow is showcased, featuring a spacious patio with wooden beams and comfortable outdoor seating. Surrounding elements include native vegetation and large rock formations, integrating the structure with its natural environment. The clean lines and light-colored facade enhance the tranquil atmosphere.

Bungalow in Kalafati

4.94 out of 5 average rating, 17 reviews

Saint Anna Bungalow Mykonos by Aura Homes

A secluded beach is viewed, featuring clear turquoise waters lapping gently against a sandy shore. The surrounding landscape includes rocky hills and sparse vegetation, with trees dotting the higher ground. A small boat is visible on the beach, enhancing the tranquil seaside setting.

Townhouse in Skala

4.76 out of 5 average rating, 21 reviews

Patmos Pearls - Apollon

Top guest favorite

A spacious studio features a bright sleeping area with a large bed adorned with neatly arranged towels. A kitchenette is visible beside a dining table with modern chairs, while a mirror and decorative wall plates add subtle character to the room.

Home in Katapola

4.94 out of 5 average rating, 33 reviews

Sweet Home III

A spacious villa is illuminated by soft lighting against a twilight sky, featuring a refreshing swimming pool bordered by stylish sunbeds. The outdoor area includes a stone wall and a charming seating arrangement, with lush greenery enhancing the serene ambiance of the setting.

Villa in Stegna

5 out of 5 average rating, 20 reviews

Villa Alia

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.

Cycladic home in Katapola

4.98 out of 5 average rating, 48 reviews

Amorthea Sea View Appartments Sunrise Room

Cycladic house rentals with a washer and dryer

Top guest favorite

A modern villa is set against a twilight sky, featuring a spacious outdoor area with a heated swimming pool. Sun loungers are arranged along the poolside, illuminated by soft lights. The stone-clad façade reflects a blend of contemporary and traditional elements, surrounded by olive trees.

Villa in Vrachasi

4.95 out of 5 average rating, 37 reviews

Villa Adagio 5 Bedroom / eco-friendly heated pool

A light and airy bedroom is presented, showcasing a blue door opening to a sea view. A patterned dress hangs on a wooden hanger, beside a bedside table with a book and a small vase of lavender, complementing the tranquil atmosphere.

Apartment in Naxos

4.65 out of 5 average rating, 26 reviews

Hippocampus - Apartment with sea view

An expansive outdoor terrace features a dining table set for several guests, accompanied by comfortable chairs. Woven pendant lights hang above, enhancing the setting. A stunning view of the coastline and sea extends beyond, while clear blue skies complete the serene atmosphere.

Cycladic home in Mykonos

5 out of 5 average rating, 29 reviews

Mykonos4Islands Seaside Apartment "Hera"

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

4.81 out of 5 average rating, 37 reviews

Genesis Suite | Caldera View & Hot Tub

Multiple decorative lanterns are placed on a stone surface, casting a warm glow. The view in the background reveals a tranquil coastal landscape at twilight, with distant islands and twinkling lights from nearby buildings.

Home in Aegiali

5 out of 5 average rating, 23 reviews

AMORGOS VILLA HANDRAS,MANDORLO

An outdoor dining area features a large table surrounded by wooden chairs, situated on a spacious terrace. The view overlooks the sea, with bright blue skies framing the scene. The area is designed for relaxation and dining in a coastal setting.

Cottage in Naxos

4.79 out of 5 average rating, 39 reviews

Beach Villa Akrotiri

Top guest favorite

A modern villa is presented with a smooth, light-colored facade and a spacious private pool. Sun loungers and parasols are positioned around the pool area, with a garden visible in the background. The serene landscape complements the inviting outdoor space.

Villa in Gennadi

5 out of 5 average rating, 50 reviews

Gennadi Serenity House- Beachfront villa with pool

A wooden table is set with two glasses of sparkling beverage, accompanied by an assortment of fruits, cheese, and snacks on a slate platter. A blue vase with greenery is placed nearby, with a soft sunset illuminating the landscape in the background.

Dome in Pyrgos Kallistis

4.98 out of 5 average rating, 59 reviews

Stone house - amazing view

Destinations to explore