Holiday rentals in Cyclades

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Top-rated holiday rentals in Cyclades

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Superhost

Cycladic home in Naousa

5 out of 5 average rating, 3 reviews

Rhea House SeaFront

Set right on the sea front at the Old Port of Naoussa, this luxurious villa of 150m², has a breathtaking view to the sea. A traditional cycladic home renovated with style, with 70m² verandas fitted with comfortable sofas & 2 bedrooms with queen size beds & 2 ensuite bathrooms . Fully equipped kitchen. All rooms are AC & feature sound-proof windows. set at a special location by the water's edge & a few m. away from shops, restaurants & the buzzing nightlife scene. cleaning service every 3 ds

Top guest favourite

Cycladic home in Naxos

4.98 out of 5 average rating, 185 reviews

Eye of Naxos villa. Unique view-private pool.

Welcome to your dream escape! Our stunning villa offers the perfect mix of relaxation and luxury. Soak up the sun in your private pool, fire up the BBQ for unforgettable meals, and enjoy breathtaking views that stretch as far as the eye can see. Whether you’re lounging with a glass of wine, exploring the island, or simply unwinding in total privacy, this is the kind of place you’ll never want to leave. Perfect for couples, families, or friends looking for a peaceful getaway with a touch of magic

Guest favourite

Cycladic home in Milos

4.99 out of 5 average rating, 137 reviews

The Cove | Beach House (Lower)

Step right onto the sand in this stylish yet authentic beach house, crafted by our family's mariner ancestors in the late 19th century. Nestled by a sandy beach, less than 10 steps from the water, it rests in perfect harmony with nature and provides an ideal spot to unwind and relish seaside living. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Top guest favourite

Serviced apartment in Areti

4.99 out of 5 average rating, 321 reviews

Echoes Milos

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

Superhost

Houseboat in Klima

5 out of 5 average rating, 3 reviews

Aganta Klima Syrma

Is a property located in Klima the most picturesque fishing village The visitor is surrounded by beautiful multicolored boat houses called sirmata where the fishermen used to store their boats You can start the day with a dip in the sea a few steps from Klima Beach and then relax at the boat -house . In addition, the location of the house surely gives generously the most beautiful sunset images. During evening the sound of the waves travels the visitor through dreams full of unique images

Top guest favourite

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 113 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top guest favourite

Cycladic home in Firopotamos

5 out of 5 average rating, 33 reviews

Spilia Milos

Welcome to Spilia Milos, your tranquil retreat in Firopotamos village on Milos island. Our charming syrma, a traditional fisherman's shelter, offers a blend of modern comforts and rustic charm, perched atop cliffs overlooking the Aegean Sea. Whitewashed walls adorned with bougainvillea create a picturesque setting, while inside, curated furnishings evoke Cycladic allure. At Spilia Milos, escape to your own private paradise by the sea, where every moment is a cherished memory in the making.

Guest favourite

Guest suite in Oia

4.97 out of 5 average rating, 158 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

Top guest favourite

Cycladic home in Naxos

4.97 out of 5 average rating, 109 reviews

Deluxe King Studio up to 4, Stoa

Built around the Cycladic arches called Camares, almost at the entrance of the Castle the studio is located in a well-known neighborhood that combines both the privacy and the vibrant life of restaurants wine bars and every kind of store. The studio features a king size bed, a sofa bed for 2, a kitchenette and a private bathroom as well as a private terrace overlooking the sea and the busy streets. The harbor, the beach and two public parking lots are also very close to the apartment.

Guest favourite

Cave in Red beach

4.91 out of 5 average rating, 144 reviews

Cueva de Olas

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Top guest favourite

Cycladic home in Milos

4.99 out of 5 average rating, 109 reviews

Achinos By The Sea Milos

Did you spent your time working on stressing situations away from your family and friends? Do you feel like you need time away from the everyday routine? “Achinos By the Sea” is the place for you and your fellowship! Spend your vacation at this traditional Sirma (boat-house) and get in line with the sound of the sea and the waves. Let the pure north Aegean wind take away all your consideration!Take advantage of our Greek hospitality and let your self travel like the summer breeze!

Top guest favourite

Cycladic home in Klima

5 out of 5 average rating, 108 reviews

The Colourful Land Klima, Milos

You've likely heard of Klima if Milos island is on your bucket list. The colorful seaside village tops all must-see lists. A long strip of multi-colored traditional fishermen houses, known as “syrmatas” lie along Milos Bay. Come at golden hour and stay for a magnificent sunset over the bay. The colors of the sky complement the dynamic boathouses for a night you won't soon forget. An authentic experience and the most picturesque spot on the entire island.