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Cycladic house holiday rentals in Regional Unit of Islands

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Top-rated cycladic home rentals in Regional Unit of Islands

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Guest favourite
An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.
Cycladic home in Oia
4.95 out of 5 average rating, 304 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Top guest favourite
A spacious terrace features a hot tub and seating area, overlooking a serene ocean view during sunset. The landscape includes a pool and sun loungers, framed by tranquil greenery and the distant shoreline.
Flat in Stavros
4.97 out of 5 average rating, 121 reviews

Seafront Junior Villa with private heated Jacuzzi

Οι βίλες Vlamis αποτελούνται από 4 παρακείμενα διαμερίσματα και ένα ξεχωριστά, την Junior Villa. Η βίλα ανακαινίστηκε το 2023. Ο σχεδιασμός βασίζεται σε καθαρές γεωμετρίες και φυσικά υλικά σε ανοιχτούς τόνους. Χρησιμοποιήθηκαν υλικά όπως το ξύλο και το ύφασμα, σε συνδυασμό με τεχνοτροπίες σε παστέλ τόνους, για να δημιουργήσουμε ένα φιλόξενο και ηρεμο περιβάλλον για τους επισκέπτες. Έμφαση δόθηκε στη μελέτη του φωτισμού προκειμένου να συνδυαστούν διαφορετικές ποιότητες φωτισμού μέσα στη μέρα.

Guest favourite
The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.
Cave in Oia
4.97 out of 5 average rating, 294 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

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
4.95 out of 5 average rating, 115 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 terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 211 reviews

Suite with Outdoor Plunge Pool & 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. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Top guest favourite
A private terrace overlooking a calm bay features comfortable seating along with a small table. The clear water reflects the surrounding hills and nearby beach activity, with boats gently bobbing on the surface. A picturesque coastal village is visible in the background.
Cycladic home in Agia Pelagia
5 out of 5 average rating, 137 reviews

Mpitzarakis Studio On the Beach

An amazing house next to the sea on the wonderful beach of Agia Pelagia at Heraklion Crete Greece. It is ideal for a couple or a family of four persons( two adults - two kids)It is located at an idyllic bay where the sea is always calm even in windy days.Very close to the house you can find whatever facilities you need like pharmacy , internet cafe,supermatkets e.t.c. otherwise next to it there are restaurants,cafes, diving, water sports, spa, car and boat rentals.You will just love it.

Top guest favourite
A bright interior space is depicted, featuring a cozy sitting area with a striped bench adorned with yellow pillows. A rustic table and white chairs sit alongside a wall mirror, while large windows offer scenic views of the sea, enhancing the light-filled space.
Cycladic home in Fira
4.99 out of 5 average rating, 102 reviews

Seaside house with mediterranean garden + sunbeds

Casa Nidito is a minimalist Santorini retreat with breathtaking sea views and a Mediterranean garden. Thoughtfully renovated with an eco-conscious approach, every detail of the house blends modern comfort with respect for nature. Enjoy morning coffee by the sea, sunsets with a glass of wine, and explore the nearby archaeological site. Just a 5-minute walk to Red Beach, restaurants, and shops, with free parking included. A perfect blend of sustainability, style, and convenience.

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
4.88 out of 5 average rating, 126 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

Welcome to Flat Poseidon, part of Enosis Apartments, ideally located just steps away from the long sandy beach of Agia Anna. This bright studio offers a private balcony with a hot tub and a stunning panoramic sea view. Enjoy breathtaking sunsets, the refreshing Aegean breeze, and the island sunshine — all from the comfort of your own space. Designed in traditional Cycladic style, Flat Poseidon invites you to relax and feel the true spirit of Naxos.

Guest favourite
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, 148 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.

Guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 reviews

Akrorama Anemos - Private Pool & Caldera View

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.

Top guest favourite
A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.
Cycladic home in Oia
4.99 out of 5 average rating, 191 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Top guest favourite
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, 124 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.

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 100 holiday rentals in Regional Unit of Islands

  • Nightly prices starting at

    Regional Unit of Islands holiday rentals start at ₹1,776 per night before taxes and fees

  • Verified guest reviews

    Over 2,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 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 Parthenon

Destinations to explore