
Vacation rentals in Lesser Cyclades
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Top-rated vacation rentals in Lesser Cyclades
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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

Exclusive Villa Alyko Beach front Pool and Jacuzzi
Our Villa consists of two queen size bedded rooms one of which contains an en-suite. It has an additional main bathroom ( outside of the bedroom ) and an outdoor WC. The kitchen is fully equipped with a coffee machine, toaster, dishwasher, fridge and microwave. The living room consists of a built in sofa which can accommodate for 1 Guest. There is also a swimming pool, jacuzzi on the terrace and a barbecue area where you can enjoy a warm cooked meal whilst indulging in your daily swim.

Panoramic SeaView, HotTub, Top Floor| Flat Triton
Panoramic sea views and a private hot tub on your own balcony. Flat Triton, part of Enosis Apartments, is located on the top floor at the well-known Agia Anna Beach of Naxos, just steps from the long sandy shore and the crystal clear blue waters. This Cycladic-style studio features a spacious private balcony with a double pouf sunbed and open views over the Aegean Sea. A well-positioned seaside stay offering privacy, comfort, and direct access to one of Naxos’ most popular beaches.

Zoe Junior Apartment
Villa Caterina is one house 50 m2 with spectacular view. It can accommodate 4 to 6 people. Entering by its private entrance to the enormous terrace of the villa that you enjoy your lunch/dinner by watching sunsets and sunrises. It is fully equipped has a spacious living room / sitting area that also has 2 single beds, a new kitchen with all appliances feels like home. There is also Master bedroom and a bathroom. It can be given with a guest room that can accommodate a 2 people.

Naxea Villas II
An ethereal 3-bedroom villa, shinning up Orkos’ scenic hillside, with a private pool, a breathtaking sunset view, and hand-picked boheme stylistic hues. 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..

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.

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.

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.

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.

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.

Villa THÉA I
Villa THÉA in Plaka, Naxos offers serene luxury with 3 stylish bedrooms, a fully equipped kitchen, and spotless interiors. Enjoy a private pool, panoramic sea and mountain views, and tranquil outdoor spaces. Just minutes from beaches and Naxos Town, it blends peaceful seclusion with convenience. Exceptional host hospitality ensures a warm, unforgettable stay—perfect for families, friends, and island explorers.

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!
Popular amenities for Lesser Cyclades vacation rentals
Other great vacation rentals in Lesser Cyclades

Kambones 1615 Ηistoric Venetian home

DriosHillhouse II

Naxian Riviera Home

Aquolia II-Cycladic Aegean Villas

Armonia Koufonisi Summer House

Infinity sea view hillside villa with private pool

Villa Spilia

Naxos Privilege Villas - 4BDRM with Pool & Hot Tub
Destinations to explore
- Schoinoussa
- Anafi
- Mykonos Town Hall
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Nisí Síkinos
- Ornos Beach
- Santa Maria
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Castle of Sifnos
- Ancient Thera
- Museum Of Prehistoric Thira
- Apollonas Kouros
- Panagia Ekatontapyliani
- Santo Wines





