Cycladic house holiday rentals in Ios

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Top-rated cycladic home rentals in Ios

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Top guest favourite

Two wooden chairs are positioned facing a large glass window, offering sweeping views of the beach and sea. A small table sits between the chairs, complemented by a round area rug on the tiled floor. Sheer curtains frame the window, allowing soft light to filter through.

Cycladic home

5 out of 5 average rating, 49 reviews

Beach House Magganari

Welcome to Beach House Magganari, a serene upper-floor Cycladic home just 100 meters from the golden sands of Magganari Beach — one of the most peaceful and scenic spots on the island of Ios. Set within a traditional whitewashed building, this sunlit residence offers privacy, sea views, and timeless Aegean charm. The house features two bedrooms, a fully equipped kitchen, and 2 spacious verandas where you can enjoy your meals under the shade or simply relax while overlooking the garden and sea.

Guest favourite

A scenic outdoor area features whitewashed steps leading to red railing balconies, with views of the sea and iconic blue domes in the distance. Bright, clear skies enhance the setting, while colorful flowers accent the terrace, creating a serene space for relaxation.

Cycladic home

4.94 out of 5 average rating, 108 reviews

Eternity honeymoon suite,private pool caldera view

Honeymoon escape into panoramic views, famous blue domes churches,volcano & magical caldera! Eternity is the best romantic getaway in postcard perfect Oia Village.Private headed jacuzzi, verandas, historic 1 bedroom traditional home only steps from main street where all activities are. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist activities .Our other villas: Serenity,Island blue,Santorini blue,Captains blue,Secret garden,Sailing & Sky blue.

Guest favourite

A bright living area features white-washed walls and a spacious seating area with decorative pillows. Two wooden stools are positioned near a dark wooden coffee table. Large windows open to stunning views of the caldera, allowing natural light to fill the space.

Guest suite

4.95 out of 5 average rating, 215 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 balcony with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

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

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.

Top guest favourite

A figure is seen standing at a blue-gated entrance, overlooking the expansive Aegean Sea. The sunlight casts a bright ambiance, highlighting the serene landscape and distant cliffs. The scene captures the essence of Santorini's natural beauty and coastal charm.

Flat

4.98 out of 5 average rating, 55 reviews

Anemi Cave 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!

Superhost

A panoramic view showcases the caldera of Santorini, complemented by a serene blue sea. A white-washed church stands nearby, framed by the iconic architecture of Oia. Gentle clouds float in a clear sky, enhancing the tranquil atmosphere of the landscape.

Flat

4.7 out of 5 average rating, 148 reviews

Captain's Economy Studio with sea view in oia

This recently renovated studio for 2 guests is in one of very few traditional Captain's houses & located right on the main street of the iconic village of Oia! Ideal for travelers looking to maximize their budget. Guests have access to our beautiful patios that overlook the stunning caldera of Santorini while all of Oia is at their doorstep. We are right in walking distance to cafes, restaurants, bus stop, ATMs, and markets. Concierge service is also available to all guests!

Guest favourite

A dining area features a large wooden table surrounded by a mix of chairs, showcasing traditional Cycladic decor. Brightly painted accents and an ornate mirror enhance the space, while a simple seating area is arranged along one wall, adding to the room's inviting character.

Place to stay

4.91 out of 5 average rating, 33 reviews

The Castle House, a Living Museum

Historic 400-Year-Old Cycladic House in the Heart of Ios. Located on the beautiful island of Ios in the Cyclades, this house has been carefully restored to combine historic charm with modern comfort. Respectfully renovated to preserve its traditional architecture, it offers a luxurious yet cozy retreat in the heart of the village. Just steps away from pitoresque alleys, local tavernas, and breathtaking views, it’s the perfect base to experience the true spirit of Ios

Guest favourite

A private terrace features a low table surrounded by four woven chairs, set against a backdrop of whitewashed architecture. The sun shines brightly over the hills, illuminating the distant church and creating a serene atmosphere. Power lines extend across the sky, connecting the area.

Tiny home

4.88 out of 5 average rating, 74 reviews

Mister blue, private terrace to relax ,Chora Ios

A small white house with blue windows, in the heart of the Aegean, was always my dream! That's how everything started and now I own this tiny house of 27sqm in the magical town of Ios island. This place was a small cafe before. Was abandoned for about 20 years and, as i like to transform, I turned it to a cosy nest for my family. The idea was a polymorphical place that has everything we need in a small house . I hope that you will love this place as I do!!!

Guest favourite

A sunlit living area showcases a cozy seating arrangement with natural light flooding through open shutters. A neutral color palette is complemented by decorative wall art and a unique lamp. An inviting outdoor space is visible through the doorway, enhancing the connection to the outside.

Cycladic home

4.9 out of 5 average rating, 217 reviews

Helianthus Honeymoon Cave Home

Our Prestige House is ideal for a memorable holiday experience in Oia. In its 50 square meters, the suite encompasses authentic Theran architecture with a modern twist . The heated outdoor Jacuzzi (it will be closed for the period of November 15th till March 15th) offers you the opportunity to dip in the water and enjoy the laid-back atmosphere and the stunning views to the deep blue sea , the volcano and the caldera!

Superhost

A serene terrace features comfortable seating beside a clear hydromassage pool. The smooth surface of the water reflects the soft colors of the sky, while gentle waves can be seen lapping at the shoreline in the distance.

Cycladic home

4.89 out of 5 average rating, 170 reviews

Michelangelo Beach Villa with Sea View

Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of mind. The villa is decorated in respect to the island's tradition, in pastel colors so our guests can take in as much of nature's and sea's beauty as they can. The fresh water hydromassage is not operating during December, January and February.

Guest favourite

A charming outdoor courtyard is featured, hosting a large table surrounded by chairs with pink accents. The area is filled with decorative plants and a backdrop of white walls and blue doors. Sunlight is gently filtered through a large canopy overhead.

Cycladic home

4.9 out of 5 average rating, 256 reviews

Villa Florina

VILLA FLORINA Originally built in 1890, situated in the heart of Finikia, one of Santorini’s most beautiful traditional villages. 3 small houses, two courtyards, two terraces. Ideal for families/friends. Calm, car free, restaurants & amazing sunsets. You need to walk ca. 100m into Finikia to access the house.

Guest favourite

A private outdoor space is highlighted with a heated hydromassage spa and two lounging chairs. A covered area offers a bench and dining set, all against a backdrop of clear blue skies and architectural white walls.

Cycladic home

4.95 out of 5 average rating, 42 reviews

Pearl 2bd Sunset/Sea View Villa w Private HotTub

Staying at Boutique Villa "PEARL" of "Oia Sunset Villas" resort, offers the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, two communal swimming pools, a Private outdoor heated hydromassage spa, a unique residence, a whole Home Away from Home!