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Cycladic house holiday rentals in Regional Unit of Islands

Find and book unique cycladic home rentals on Airbnb

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 $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,720 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

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
Cycladic home in Milos
4.9 out of 5 average rating, 107 reviews

Aqua House 1

An open space beach house, of 60 s.m. for 5 people, with one double bed, 2 single beds and 1 big sofa, very stylish and comfortable. It is decorated with boho and cozy design styling combined with the Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 2 & 3. Welcome basket with local products offered.

LocationFamilyHospitality

Top guest favourite
An inviting private balcony features a cozy table and chairs, overlooking calm waters and moored boats. A jetted hot tub is positioned against the balcony edge, providing a relaxing view of the sunset across the horizon.
Flat in Agia Anna
4.9 out of 5 average rating, 156 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

A spacious studio with sea views and a private hot tub, just steps from the beach. Flat Poseidon, part of Enosis Apartments, is located at Agia Anna of Naxos, steps from the long sandy beach and the crystal clear blue waters. The studio offers a generous interior layout and a private balcony with a sea view and a private hot tub, combining comfort and outdoor living. Designed in traditional Cycladic style, it is an ideal choice for guests who value space, privacy, and easy access to the beach.

LocationFamilyBeach

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
4.79 out of 5 average rating, 264 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 !!

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Top guest favourite
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 Merovígli
4.99 out of 5 average rating, 176 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.

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Top guest favourite
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 Santorini
4.98 out of 5 average rating, 257 reviews

I-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!

FamilyLocationCondition

Guest favourite
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, 140 reviews

Authentic Greek Fisherman's House 1 - Summer Love

This house has a full fridge and a private balcony, no guests pass through your balcony. 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. Now it is divided in three separate houses, sharing the same beach.

LocationFamilyHeating

Guest favourite
Villa in Plaka
4.93 out of 5 average rating, 143 reviews

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

LocationFamilyPool

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, 235 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.

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Top guest favourite
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, 179 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.

LocationValueView

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
4.99 out of 5 average rating, 127 reviews

Milos By The Sea – Seafront House

**Milos By The Sea** is a charming traditional house in Areti, just 600m from Plathiena Beach. Set by the sea, it offers a peaceful and authentic Milos experience with stunning views and the sound of the waves. The house is **fully powered by solar energy**, while offering all essential comforts and amenities. **An ATV or SUV/4x4 is required to access the property** due to the location and road conditions. Enjoy privacy, nature and the authentic charm of Milos.

ValueFamilyQuiet

Guest favourite
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.
Cycladic home in Megalochori
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

FamilyValueAccess

Top guest favourite
A wooden table is set outdoors, featuring a glass pitcher filled with water and several glasses. A small dessert on a decorative tray is also displayed. Two white chairs complement the arrangement, surrounded by natural stone flooring and greenery.
Home in Spetses
4.97 out of 5 average rating, 178 reviews

Theros Guesthouse Spetses

Double bedroom apartment with private bathroom and private veranda. Part of an old mansion built in the 18th century. Recently renovated so that it can comfortably accommodate two people. At the very center of Spetses island. Five minutes walking distance from main port. Five minutes walking distance from most attractions (main market, restaurants, bars, museums, Agios Mamas beach).

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Popular amenities for cycladic home rentals in Regional Unit of Islands

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