Our top pick of the best small boutique hotels in Cyclades, luxury hotels, holiday homes and villas in Cyclades

The most beloved island group in the Aegean Sea counts some of the most beautiful islands in the world! Wonderful sandy beaches, architecture in white and blue, traditional lifestyle, folk music, sun, friendly people and wild landscapes with authentic chapels turn a trip to the Cyclades into a lifetime experience. We have searched for those special places to stay in the Cyclades islands. Here is a selection of our favourite charming boutique hotels and guest houses on Syros, Milos, Sifnos and Naxos.

Our most recent list of charming small hotels, romantic bed & breakfasts and beautiful holiday homes in Cyclades:

  • Bed and Breakfast
    Aria Lito Mansion is a 4-star hotel in the town of Fira. Set amidst fragrant gardens in the quaint and vibrant town Fira in Santorini Island of Greece, the charming luxury hotel Aria Lito in Santorini is a prestigious luxury hotel in the Cyclades offering elegant accommodation with a high standard of comfort.
    • Historic Quarters
    • |
    • 15 rooms
    • |
    • from 130 EUR
  • Hotel
    Located in the lovely Vagia beach, COCO-MAT Eco Residences Serifos boutique hotel invites you to ease up, slow down and truly enjoy your time on a Greek island that can offer you the authentic – albeit alternative – Cycladic experience, without any uncalled-for tourist hassle.
    • Seaside (ocean front)
    • |
    • 13 rooms
    • |
    • from 351 EUR
  • Cottages
    Staying in one of ONAR’S cottages write above the ocean makes you part of the natural environment, and enjoying simple and genuine Greek hospitality will make your dreams come true. Onar, always trying to be a unique experience for every visitor, offers hotel amenities inspired by nature.
    • Seaside (ocean front)
    • |
    • 16 properties
    • |
    • from 240 EUR
  • Boutique Hotel
    Ploes boutique hotel on the island of Syros is a traditional 5-star hotel. Housed in an imposing, two-wing neoclassical mansion which is 150 years old. The hotel is decorated with a collection of artworks of late 20th century by Greek artists.
    • Seaside (ocean front)
    • |
    • 8 rooms
    • |
    • from 280 EUR
  • Boutique Hotel
    The former Captain’s house has been renovated into a complex of charming suites on the Caldera’s cliff. Cori Rigas Suites offers a new perspective on luxury, with its history, elegance & charm, making its guests to feel immediately at home. Discover the culture and history of Santorini.
    • Seaside (ocean front)
    • |
    • 7 rooms
    • |
    • from 340 EUR
  • Hotel & Self-Catering
    Anema Boutique Hotel & Villas in Santorini is a boutique hotel with luxurious villas set in a 6000 square-meter property in the stunning countryside of Santorini. Discover a place, where luxury meets nature, local flair and freedom. Each of the 7 unique villas offer architectural details and private pools.
    • Coast
    • |
    • 7 rooms
    • |
    • from 264 EUR
  • Boutique Hotel
    Savour all the best of Fira from Athina Luxury Suites. Just steps away from decadent restaurants and the cosmopolitan lifestyle of Santorini, but still in a private, picturesque neighbourhood. Every suite offers dramatic views of the volcano, the glittering Aegean Sea and stunning sunsets.
    • Island
    • |
    • 19 rooms
    • |
    • from 230 EUR
  • Holiday homes villas
    Escape to the tranquil and remote Koufonisia Island in the Aegean Sea with Blue Harpist Villas. These luxurious holiday homes, located near Pori Beach, offer stunning panoramic views and various villa options to accommodate different group sizes. Some villas can host up to 10 people.
    • Island
    • |
    • 4 properties
    • |
    • from 240 EUR
  • Boutique Hotel
    Only 30 metres from Pollonia beach, the recently renovated suites invite you on a journey of discovery amid the natural beauty of the landscape and enjoy a moment to sit back relax and take in the tranquil atmosphere and salty air.
    • Seaside (ocean front)
    • |
    • 4 rooms
    • |
    • from 200 EUR
  • Boutique Hotel
    Imagine a dreamy sanctuary nestled in the gorgeous landscapes of Santorini, a place where luxury hospitality, privacy and tranquillity blend seamlessly with the minimal beauty of the Cycladic nature. Towering above the shimmering Aegean Sea, COCO-MAT Hotel Santorini is a haven of luxury.
    • Coast
    • |
    • 15 rooms
    • |
    • from 350 EUR
  • Hotel & Self-Catering
    ELaiolithos boasts luxury suites in one of the most enchanting spots of Naxos Island. A green Eco-friendly hotel retreat defined by nature, tradition and hospitality that combines subtle elegance and luxury with sustainability. A holiday hideaway with character and soul dives you into the experience.
    • Coast
    • |
    • 5 rooms
    • |
    • from 240 EUR
  • Holiday homes villas
    Eros Keros in the Cyclades offers four independent luxury holiday houses with panoramic sea views, spacious living areas, bedrooms, kitchens, and private terraces. Accommodating 2-6 guests, they come with boutique hotel services for a unique experience of luxury and relaxation.
    • Seaside (ocean front)
    • |
    • 4 properties
    • |
    • from 390 EUR
  • Hotel & Self-Catering
    Kavos Hotel in Naxos offers traditional-style accommodations, including studios, villas, and apartments, just 400 meters from the beach. It's a cosy, family-friendly, and award-winning retreat with stunning views, a bar, fitness centre, and special honeymoon offers.
    • Seaside (ocean front)
    • |
    • 16 rooms
    • |
    • from 140 EUR
  • Boutique Hotel
    Ikastikies is a unique boutique hotel in Santorini that combines modern art with traditional architecture. It offers stylish and tasteful accommodations with stunning views of the Caldera, the volcano, and Thirasia. The 4 Suites provide a range of facilities, including a pool, for a memorable stay.
    • Seaside (ocean front)
    • |
    • 4 rooms
    • |
    • from 220 EUR
  • Boutique Hotel
    Ikies is a boutique hotel in Oia, Santorini, offering breath-taking caldera views. With 11 rooms, it combines traditional design with modern amenities. The hotel features a small pool, concierge services, and a focus on guest comfort and relaxation. Not suitable for children under 13 years.
    • Island
    • |
    • 13 rooms
    • |
    • from 328 EUR
  • Holiday Apartments
    Kapetan Tasos Suites, located in Pollonia, Milos, offers a picturesque beach getaway. The suites are elegantly furnished, respecting local architectural style while enhancing it with touches of elegance and timeless quality. You will leave with unforgettable memories and a desire to return.
    • Seaside (ocean front)
    • |
    • 11 properties
    • |
    • from 100 EUR
  • Bed and Breakfast & self-catering
    Guesthouse Lila, a charming 19th-century manor house in Ermoupolis, is a boutique hotel just 50 meters from the harbour. Breakfast is served at the table, including Greek specialties. The warm and cosy atmosphere, along with the helpful owners, make it a fantastic choice for an unforgettable stay.
    • Island
    • |
    • 6 rooms
    • |
    • from 90 EUR
  • Luxury Hotel
    The Mill House Studio and Suites in Firostefani, near Fira in Santorini, offer a dreamy getaway with breath-taking sunsets, traditional Cycladic style, and a central location. Enjoy wine on the porch, free airport transfers, volcano views, and a cosy atmosphere. Ideal for exploring Santorini's historic center.
    • Seaside (ocean front)
    • |
    • 6 rooms
    • |
    • from 149 EUR
  • Luxury Hotel
    Milos Breeze is a luxury boutique hotel on the island of Milos, offering a sensory-rich experience. Enjoy breath-taking panoramic views, sandy beaches, cooling breezes, and the sound of the ocean. Delight in the scent of the sea breeze and Greek breakfast, and savour local cuisine nearby.
    • Island
    • |
    • 26 rooms
    • |
    • from 215.00 EUR
  • Holiday homes villas
    Mykonos Panormos Villas offer a dreamy holiday escape with traditional Greek architecture, modern luxury, and panoramic views of Panormos Bay. The collection includes villas and various accommodations, each providing privacy and sea views. Enjoy exclusive services and a gastronomic experience.
    • Seaside (ocean front)
    • |
    • 28 properties
    • |
    • from 400 EUR
  • Holiday Apartments
    Nefeli Sunset Studios in Milos, Greece, provide an ideal setting to enjoy breath-taking sunsets over the Aegean Sea. The studios, set in a classic Cycladic villa, offer relaxation, luxurious bathrooms, and warm Greek hospitality. Milos Island features stunning golden beaches and geological wonders.
    • Seaside (ocean front)
    • |
    • 7 properties
    • |
    • from 260 EUR
  • Holiday Apartments
    Niki Savvas Studios in Milos offer an idyllic location near the sea, Pollonia town centre and Adamas port. The rooms are stylish, bright, and family-friendly, many with sea views for watching breath-taking sunsets. Ideal for exploring nearby islands like Kimolos and Polyaigos.
    • Island
    • |
    • 8 properties
    • |
    • from 130 EUR
  • Boutique Hotel
    The Ostraco Suites is a boutique hotel on Mykonos with stunning Aegean Sea views. It blends design with authentic details, featuring the island's aesthetics. The 22 Luxury Private Suites are decorated with white-washed walls, design furniture, and separate terraces. Enjoy cocktails at the sun terrace.
    • Seaside (ocean front)
    • |
    • 22 rooms
    • |
    • from 149 EUR
  • Holiday Apartments
    Pino di Loto is a collection of four luxurious and classy suites located in the picturesque fishing village of Kini on the Greek Island of Syros. The suites offer stunning views of Kini Beach and romantic sunsets. An adults-only lodging that provides a warm and welcoming atmosphere.
    • Seaside (ocean front)
    • |
    • 4 properties
    • |
    • from 177 EUR
  • Spa Hotel
    Rocabella Mykonos Art Hotel and Spa is a new boutique hotel in Agios Stefanos, Mykonos, boasting sea, town, and sunset views. The boutique hotel features traditional architectural design, a spa, a pool bar, and a gourmet restaurant. It offers a cosy, artistic, and elegant atmosphere for unforgettable vacations.
    • Seaside (ocean front)
    • |
    • 21 rooms
    • |
    • from 335 EUR
  • Bed and Breakfast
    Speires Hotel on Iraklia Island offers comfortable rooms with sea or mountain views, wine bar, restaurant, and terrace. You can explore nearby villages and enjoy breakfast with a view. The hotel organizes speedboat excursions, and the staff is dedicated to ensuring a great holiday experience.
    • Countryside
    • |
    • 9 rooms
    • |
    • from 97 EUR
  • Luxury Hotel
    Perched high on the Caldera cliff, between Fira and Imerovigli, The Vasilicos offers a unique stay in this impressive boutique hotel with the spirit of a summer house. Every corner has a story to tell, and each ledge is someone’s favourite spot.Th...
    • Countryside
    • |
    • 7 rooms
    • |
    • from 316 EUR
  • Holiday homes villas
    The eco-friendly tourist attraction Tinos Eco Lodge achieves sustainable utilization of the island's natural resources. A magnificent view of the sunrise and a breathtaking sight of the adjacent islands of Mykonos and Ikaria are provided by two houses with terraces facing east.
    • Countryside
    • |
    • 2 properties
    • |
    • from 60 EUR
  • Holiday homes villas
    Vino House in Santorini offers three elegant villas with Cycladic design and beautiful views. There's an outdoor pool, and guests can enjoy activities like cooking courses, massages, wine tasting, and helicopter tours. The villas are conveniently located near the beach and restaurants.
    • Countryside
    • |
    • 4 properties
    • |
    • from 230 EUR
Our short listed lodgings
Below you will find some more lovely accommodations we have recently discovered and that we will publish soon. You can book them through booking.com in the meantime.
  • Boutique Hotel
    With direct views of the Aegean Sea, the volcano and the world-famous caldera, the historic The Sea Captain's House, built in 1864, is located in the charming village of Oia, 220 steps from Ammoudi Beach. The hotel has 4 stylish suites with king-size beds, designed in Santorini's minimalist aesthetic with Renaissance influences. Each opens onto a furnished terrace with sea and caldera views. Bulgari toiletries are complimentary. Guests can enjoy an American breakfast, served late into the day, in the courtyard of the Captain's House or on the terrace. Restaurants and cafes are within 20 metres. Exclusive massage and body treatments can be arranged on each suite's private terrace.
    • Island
    • |
    • 4 rooms
    • |
    • from 375 EUR
  • Boutique Hotel
    Aelia Mykonos can be found hidden within a blooming garden which embodies the charm of Cycladic architecture in the Ornos Village of Mykonos. Guests can enjoy mesmerizing views of the Aegean Sea from the private balcony or terrace. All units of Aelia feature a modern, minimalistic Cycladic décor and are fitted with beamed ceilings.
    • Coast
    • |
    • 6 rooms
    • |
    • from 400 EUR
  • Boutique Hotel
    The Tsitouras Collection Hotel is located in an 18th century mansion on Santorini. It offers 5 individually designed luxury suites with spectacular sunset views. The Tsitouras Collection stands for unrivalled luxury. Fira, the lively capital of the island, is just 700 metres from the caldera. The Tsitouras houses ancient works of art by the owner and architectural features such as domes, vaults and skylights that give the hotel something very special. À la carte breakfast is served every morning at Tsitouras Collection. In the evening, you can enjoy a cocktail by the pool while admiring the spectacular sunset over the caldera.
    • Island
    • |
    • 5 rooms
    • |
    • from 523 EUR
  • Bed and Breakfast
    The historic Xenon Apollonos building, dating back to 1830, has undergone a complete restoration, emerging as a delightful boutique B&B nestled on the enchanting island of Syrus. Spread across three hundred square meters, this charming establishment boasts a spacious lounge offering panoramic views of the Aegean Sea, along with three distinctive rooms, each adorned with its vibrant hue - light blue, green, and blue, each with en-suite facilities. Complementing these accommodations are three communal spaces: a breakfast room adorned with intricately painted ceilings, a sea-facing living room with a quaint balcony, and a serene patio adorned with lush foliage
    • Seaside (ocean front)
    • |
    • 3 rooms
    • |
    • from 262 EUR

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