Vacation rentals in Lesser Cyclades

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Top-rated vacation rentals in Lesser Cyclades

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Top guest favorite
A spacious sleeping area features a king size bed with neutral linens, accented by warm lighting from two woven pendant lamps. A natural wood chair is positioned nearby, and an arched doorway leads to another area of the studio, enhancing the open layout.
Cycladic home
4.98 out of 5 average rating, 133 reviews

Deluxe King Suite up to 3, Stoa Suites

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 in a few minutes walking distance. The harbour and the beach are also very close to the apartment as well as two public parking lots. The suite features a king size bed, a sofa bed, private bathroom and a shared outdoor terrace with both sea and street view.

Superhost
Cycladic home
5 out of 5 average rating, 3 reviews

Ios Sea view apartment with pool 2B

Kick back and relax in this stylish space in Ios that has beautiful, panoramic sea, sunset view and a small swimming pool (sun heated only) It is only 5 minutes walking to Koubara beach or the famous Pathos club A 60 sq meters apt built in 2026 that has 1 Queen bed, 1 single bed, living room with sofa bed, kitchenette with espresso machine / sandwich maker Large Patio with pool (operates May to October) Shared Parking available within the complex of 4 suites Port , Ios town, shops are 3 km away

Top guest favorite
Villa
4.96 out of 5 average rating, 119 reviews

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

Top guest favorite
The historic manor house features pink stone walls, providing a rustic charm. Two blue-framed windows can be seen on the upper level, while a staircase leads to the entrance. Surrounding hills and a clear sky suggest a serene landscape.
Home
5 out of 5 average rating, 55 reviews

Kambones 1615 Ηistoric Venetian home

Kambones 1615 is a lovingly restored historic home which has been in our family for centuries. Our Venetian ancestor Michel Sanudo married into our family in the year 1615, giving the house its current form, with the  balcony doors overlooking a valley with ancient olive groves . The old furniture has been restored and every beautiful feature has been preserved. The thick stone walls make it cool in summer and warm off season . We are certified by Ecotourism Greece .

Top guest favorite
The exterior of the house features a spacious patio shaded by a wooden pergola. Two lounge chairs are positioned on the smooth concrete surface, accompanied by a wooden dining table. White walls and natural stone accents enhance the minimal architectural design.
Villa
4.98 out of 5 average rating, 107 reviews

Villa Agapitos

A brand new house in the perfect location and with the best view to the sea. Literally beside the sea looking at the sunset and be able to accomodate up to 10 people absolutely comfortably and make your holidays unforgetable. In front of the house there is a beautifull bay unique for fast dive. Less than half a mile there is one of the best beaches ever... Agios (saint) Prokopios. The town and the port are about 4 minutes driving and the airport less than 2.

Top guest favorite
An outdoor patio features comfortable loungers facing the Aegean Sea, providing views of distant islands. A small table with a plant is positioned alongside a textured rug. The open space is shaded by a wooden pergola, and a swimming pool is partially visible in the background.
Villa
5 out of 5 average rating, 131 reviews

Arismari Villas Orkos Naxos

Villa Arismari is located on a serene hillside, surrounded by natural boulders, overlooking the beautiful coast of Orkos. We have a breathtaking panoramic view of the Aegean Sea and our neighboring island of Paros. We are situated between the main beach and smaller bays of Orkos. While enjoying the view that Villa Arismari offers prepare to take your most incredible selfies . Villa Arismari is a beautifully designed villa of Cycladic minimal architecture.

Top guest favorite
Two sunbeds are positioned on a spacious terrace, overlooking the Aegean Sea. The view features clear blue waters, distant mountains, and boats in the harbor. A relaxing atmosphere is suggested by the bright sky and a few scattered clouds.
Cycladic home
4.98 out of 5 average rating, 166 reviews

Dream House in the Venetian Castle

This dream-house is located just above the entrance of Naxos Venetian Castle. This medieval chateau has been transformed with modern luxury touches in order to provide the ideal vacation setting. The hot tub, the premium mattresses and the sunbeds overlooking the Aegean Sea, are a treat that you don't want to miss. Located in an ideal spot for exploring both the town and the island, you'll find it easy to navigate local attractions and hidden gems.

Guest favorite
A shaded outdoor lounge area is highlighted by a wooden pergola, providing a view of the sea and coastline. Two loungers face a tranquil pool, while a red sofa with cushions offers additional seating. Surrounding stone walls enhance the secluded atmosphere.
Home
4.81 out of 5 average rating, 178 reviews

Villa Katerina

Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach

Superhost
Villa
5 out of 5 average rating, 4 reviews

Luxury Sea View Villa Salt Pool Near Agia Anna

Escape to a luxury sea-view villa in Naxos featuring a private saltwater pool and breathtaking sunset views over the Aegean. Located just 10 minutes from Naxos Town and 5 minutes from the nearest beach, the villa comfortably accommodates up to 7 guests. Enjoy outdoor dining with BBQ, a Nespresso coffee machine, Smart TV, free Wi-Fi, and complete privacy. The perfect choice for families, couples, and friends seeking a relaxing island getaway.

Guest favorite
An open corridor features a sleek bar area with high stools and light-colored surfaces. Large windows align on one side, allowing views of the sea. Bright white walls and a modern aesthetic create a clean, airy atmosphere.
Home
4.92 out of 5 average rating, 49 reviews

The Beach Cave 50 steps from the beach

Just 5 minutes on foot from the port, this fully renovated apartment offers modern comfort in a prime location. Everything is brand new — from the kitchen and bathroom to the furniture and decor. Ideal for travelers coming or going by ferry, the space includes Wi-Fi, Washer-Dryer , A/C and a fully equipped kitchen. Shops, cafes, and transport are all nearby. Perfect for a short stay or a few relaxing days by the sea.

Guest favorite
An inviting outdoor space features a wall with a muted door and windows dressed with shutters. Soft lighting is provided by sconces flanking the door. Comfortable seating is arranged with a mix of cushions, alongside potted plants adding a touch of greenery.
Cycladic home
4.92 out of 5 average rating, 13 reviews

Koufonisia Cozy House at Chora

Enjoy your stay in this modern 37.5 m² Cycladic home in the heart of Koufonisia’s Chora. Just a 10-minute walk from the port and Ammos Beach, it’s perfect for 4–5 guests to soak up Aegean sunsets and the island’s laid-back vibe. With tavernas and shops nearby, it’s ideal for couples or families exploring on foot. Book now for an authentic Koufonisia escape!

Top guest favorite
Two sun loungers are positioned by the edge of an infinity pool, overlooking a tranquil harbor at sunset. The warm colors of the sky reflect on the water, and distant hills provide a scenic backdrop.
Villa
5 out of 5 average rating, 47 reviews

Villa Mirabilis

Villa Mirabilis is a serene, design-forward villa carved into the hillside of Ios, offering peace, privacy, and unforgettable sunset views over the bay. This 90m² home features 2 ensuite bedrooms, a private pool, and a terrace for dining and relaxing. Just minutes from Chora — unwind in nature, and end each day with the sky on fire.

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