Cycladic house rentals in Regional Unit of Islands

Find and book unique cycladic house 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 $34 NZD 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 and kid-friendly amenities
Pet-friendly accommodation
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 holiday 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

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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Top Guest favourite

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.

Cycladic home in Oia

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

LocationFamilyLaundry

4.95 out of 5 average rating, 413 reviews

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

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 !!

ValueLocationNearby

4.79 out of 5 average rating, 263 reviews

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

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.

LocationFamilyParking

4.99 out of 5 average rating, 175 reviews

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

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!

FamilyLocationHospitality

4.98 out of 5 average rating, 254 reviews

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

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.

LocationFamilyBathroom

4.91 out of 5 average rating, 140 reviews

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

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.

ValueLocationDecor

4.91 out of 5 average rating, 173 reviews

Top Guest favourite

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

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

ValueFamilyQuiet

4.94 out of 5 average rating, 230 reviews

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

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.

ValueFamilyShared spaces

4.99 out of 5 average rating, 232 reviews

Top Guest favourite

A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.

Cycladic home in Santorini

La Maison Villa with Large Private Pool

Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.

LocationValueDecor

4.94 out of 5 average rating, 106 reviews

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

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.

FamilyLocationGetting around

4.99 out of 5 average rating, 126 reviews

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

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

ValueFamilyOutdoor spaces

4.93 out of 5 average rating, 178 reviews

Top Guest favourite

A private terrace is featured, furnished with a round table and two wooden chairs under a thatched umbrella. The surrounding low walls provide a sense of seclusion, while the sunlit space offers a relaxing outdoor setting.

Cycladic home in Tinos

Sea-View Rooftop Terrace Studio

Nestled in Panormos, one of Tinos's most enchanting fishing villages on the northern coast of the island, this self-catering studio is a bright and welcoming retreat for those drawn to the sea. With its picturesque natural port, waterfront restaurants, and the gentle rhythm of fishing village life, Panormos is a side of Tinos that many visitors never discover — and those who do rarely forget.

ValueFamilyAir conditioning

4.97 out of 5 average rating, 117 reviews