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Cycladic house vacation rentals in Regional Unit of Islands

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in Regional Unit of Islands

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

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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 Emporio
4.96 out of 5 average rating, 111 reviews

Canava Villas II - Heated 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!

Guest favorite
Cycladic home in Oia
4.86 out of 5 average rating, 159 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.

Guest favorite
A sunny outdoor seating area features a round wooden table surrounded by folding chairs. Potted plants adorn the space, showcasing vibrant flowers. A sunhat and a book rest on the table, while a glass of red beverage adds a refreshing touch.
Cycladic home in Hydra
4.78 out of 5 average rating, 252 reviews

The Earth House ~ A Comfortable Island Cave Apt!

Come stay under the rocks in a little Island Cave Getaway! The internet connection has been restored!!!! Our open plan - studio type apartment with one bed, one pull out bed, and one bathroom was carved out of the mountain side 200 years ago! Well located within walking distance to the port, taverns, supermarkets and more. Whether you are on vacation, or a short trip to the Island you are sure to enjoy a relaxing time in this unique little space under the rocks! Welcome to Hydra Island !!

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, 166 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
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
4.98 out of 5 average rating, 245 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!

Top guest favorite
Two white, high-back stools are positioned beside a railing overlooking the sea, with a scenic view of rocky shores and distant mountains. A decorative tray holds two cups, complemented by a pair of sunglasses resting nearby, suggesting a relaxed outdoor environment.
Cycladic home in Milos
5 out of 5 average rating, 116 reviews

Milos By The Sea - Eco House

"Milos By The Sea" is a brand new, traditional solar powerhouse, 100% eco-friendly, located in a fishing village only 600 meters from Plathiena beach. It is an Eco friendly house as it is completely powered by solar energy. The picturesque settlement called "Areti", provides an exquisite view, since it is surrounded by the beauty of nature. Waking up to the sound of the waves is a unique experience for our guests who need to enjoy absolute tranquility during their vacation.

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
4.99 out of 5 average rating, 221 reviews

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.

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
4.99 out of 5 average rating, 172 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.

Top guest favorite
A tranquil outdoor area features a custom hot tub accompanied by two lounge chairs. A panoramic view of the blue sea and cliffs is visible, complemented by iconic blue-domed buildings in the background. The scene is well-lit under clear blue skies.
Cycladic home in Oia
4.88 out of 5 average rating, 263 reviews

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

Top guest favorite
Cycladic home in Imerovigli
4.97 out of 5 average rating, 258 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!

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 in South Aegean
4.92 out of 5 average rating, 385 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 :)

Guest favorite
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
4.97 out of 5 average rating, 155 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.

Popular amenities for Regional Unit of Islands cycladic house rentals

Quick stats about cycladic house rentals in Regional Unit of Islands

  • Total vacation rentals

    Explore 90 vacation rentals in Regional Unit of Islands

  • Nightly prices starting at

    Regional Unit of Islands vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Regional Unit of Islands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Regional Unit of Islands rentals

  • 4.8 Average rating

    Regional Unit of Islands stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Regional Unit of Islands's top spots, include Acropolis, Plaka, and Acropolis Museum

Destinations to explore