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Cycladic house holiday rentals in Regional Unit of Islands

Find and book unique cycladic home rentals on Airbnb

Top-rated cycladic home rentals in Regional Unit of Islands

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

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Guest favourite
A serene private pool overlooks the expansive sea, creating a peaceful atmosphere. A shaded area provides a comfortable space, while the bright blue water reflects the clear sky. The nearby white structure features a simple design, enhancing the focus on the tranquil setting.
Cycladic home in Oia
4.86 out of 5 average rating, 158 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 favourite
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, 249 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 !!

Superhost
A Greek Fisherman's House is depicted, featuring a white exterior with a red-tiled roof and three sets of blue windows, facing the beach. The surrounding area includes lush greenery, and additional buildings can be seen in the background against a clear blue sky.
Tiny home in Gytheio
4.91 out of 5 average rating, 128 reviews

Authentic Greek Fisherman's House 1 - Summer Love

Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. It is an Authentic Greek Fisherman's House, used to be an Inn and a family house later on. Now it is divided in three separate houses, sharing the same beach.

Top guest favourite
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
4.99 out of 5 average rating, 241 reviews

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!

Top guest favourite
A spacious bathroom features a large decorative mirror outlined in deep red, reflecting natural light from a nearby window. Shelves display various toiletries, while a modern freestanding sink is positioned below. The overall clean design highlights the room's functionality.
Cycladic home in Agia Marina
4.94 out of 5 average rating, 106 reviews

Papageletos Sifnos port sunset 🌅

100 τμ σπίτι κ ΜΕΓΆΛΕΣ βεράντες Ιδανικό για 5 επισκέπτες . διαθέτει ενα aircontition στο σαλόνι και ενα στο μεγάλο υπνοδωμάτιο... στο παιδικό δωμάτιο δεν υπάρχει κλιματισμός επειδή είναι βόρειο κ δεν το βλέπει ο ήλιος... είναι πολυ κοντά στην Παραλια, εχει απεριόριστη θεα στη θάλασσα και στο λιμανι. Λόγοι που θα σας αρέσει ο χώρος μου: η θέα, οι κήποι. το περιβόλι, δέντρα ( λεμονιές, κ.α) ,2τραπεζαριες... μεγάλο μπανιο, κουζινα. 2 ανετες κρεβατοκάμαρες. Αξεχαστες ήρεμες διακοπές.

Top guest favourite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa in Vourvoulos
4.9 out of 5 average rating, 152 reviews

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Top guest favourite
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, 112 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 favourite
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 favourite
Cycladic home in Oia
4.99 out of 5 average rating, 165 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.

Guest favourite
A bright living space features an arched ceiling and light-colored walls. A cozy seating area with decorative cushions is paired with a round dining table surrounded by black chairs. Simple decor elements like a fan and wall art add a touch of character.
Home in Adamantas
4.87 out of 5 average rating, 188 reviews

Adamas Cosy Apartment| 100m to the beach| Kalliopi

If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays. You are welcome for your lovely vacations to a friendly area, only 100m distance from the sandy beach of Lagada overlooking the green and the mountain, to enjoy a carefree and enjoyable holiday in Milos the island of Aphrodite famous for to the more than 75 small and big beaches of crystal, deep blue waters.

Top guest favourite
A bright and airy living area features a spacious sofa, dining table with chairs, and a modern kitchen visible in the background. Natural light pours in through large windows, enhancing the welcoming ambiance. Decorative elements like plants and artwork add to the room's character.
Cycladic home in Naousa
4.96 out of 5 average rating, 119 reviews

Cycladic Light in Naousa Paros

Charming two-bedroom house boasting three terraces, ideally situated within walking distance of the quaint village of Naousa (5 min.) and the sandy beach of Ayioi Anargiroi (2 min.). The spacious living room features a comfortable sofa that converts into a bed, and a fully equipped kitchen awaits your culinary creations. Enjoy the convenience and beauty of this prime location, with easy access to both village amenities and the beach.

Guest favourite
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.
Cycladic home in Akrotiri
5 out of 5 average rating, 218 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.

Popular amenities for cycladic home rentals in Regional Unit of Islands

Quick stats about cycladic house rentals in Regional Unit of Islands

  • Total holiday rentals

    Explore 90 holiday rentals in Regional Unit of Islands

  • Nightly prices starting at

    Regional Unit of Islands holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Regional Unit of Islands holiday rentals include wifi 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