Waterfront holiday rentals in Cyclades

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Top-rated waterfront rentals in Cyclades

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Guest favourite

Cycladic home in Milos

4.92 out of 5 average rating, 106 reviews

Anemosyrma

Anemosyrma is a traditional beach house in the magnificent island of Milos. Located in the small picturesque village of Agios Konstantinos, Anemosyrma (“anemos” greek word for wind & “syrma” for Melian boat house) is actually the upper floor of a traditional “syrma”, where people used to drag and store their boats to be protected from the sea. The apartment of 50m2 in an open space plan, has a balcony overlooking the sea and it preserves a modern country style featuring unique Cycladic elements.

Guest favourite

Cycladic home in skinopi

5 out of 5 average rating, 131 reviews

Skinopi Fisherman's House

A folk fisherman's house from the 50's, has been carefully renovated with detail. Located in the traditional fisherman's village of Skinopi just next to the shore, it will offer you exceptional holidays away from stressful .Daily life If we have to give a name to that house..it would be the house of colors! Introducing all tones of colors of a daytime like sky's blue and sun's gold or even orange and purple of a sunset. Also night's dark hues have been set as an illusion between moon and stars.

Top guest favourite

Cycladic home in Milos

4.99 out of 5 average rating, 134 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

Apartment in Naxos

4.93 out of 5 average rating, 169 reviews

Flisvos Surf Riviera

You can enjoy a side sea view and as you can see in the photos it is 15 steps from the sea. 10 meters away there is Sun Kyma café- bar-restaurant, where you can enjoy your meal you want during the day cocktails or breakfast . Next to the rooms you will find FLISVOS watersports club as well as a lovely sandy beach with sunbeds. You will find my place 10-15 minutes walking from the center of Naxos town (Chora) , 10 minutes by car from the port of Chora and 30-40 minutes walking with luggage.

Superhost

Flat in Agia Anna

4.86 out of 5 average rating, 107 reviews

Panoramic SeaView, HotTub, Top Floor| Flat Triton

Welcome to Flat Triton, part of Enosis Apartments, ideally located at the famous Agia Anna resort, just steps away from the long sandy beach with its clear blue waters. Designed in traditional Cycladic style, Triton offers a full panoramic sea view that you can enjoy from your private balcony, complete with a private hot tub and a double pouch sunbed. Take in the breathtaking scenery over the Aegean Sea. This elegant studio provides everything you need for a comfortable and memorable stay.

Guest favourite

Apartment in Naxos

4.96 out of 5 average rating, 204 reviews

Flisvos Beach Apartments

You can enjoy a side sea view and as you can see in the photos it is 15 steps from the sea. 10 meters away there is FLISVOS café- bar-restaurant, where you can enjoy your meal you want during the day cocktails or breakfast . Next to the rooms you will find FLISVOS watersports club as well as a lovely sandy beach with sunbeds. You will find my place 10-15 minutes walking from the center of Naxos town (Chora) , 10 minutes by car from the port of Chora and 30-40 minutes walking with luggage.

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!

Superhost

Cycladic home in Oia

4.85 out of 5 average rating, 247 reviews

Marble Sun Villa with Hot-Tub and Caldera View

Discover the epitome of Santorini luxury at Marble Sun Villa. Nestled amidst the iconic cliffs of Oia, our villa offers unparalleled views of the caldera. From the cozy cave-like bedrooms to the spacious terraces with a private jacuzzi, every corner is designed for relaxation. With attentive hospitality and a prime location just steps away from Oia's bustling streets, Marble Sun Villa promises an unforgettable retreat. Immerse yourself in the magic of Santorini at Marble Sun Villa.

Top guest favourite

Flat in Naousa

4.96 out of 5 average rating, 385 reviews

Amazing sea&sunset view next to the beach & center

Open the sea-blue shutters and let in the cooling breeze, then whip up a snack at the urban concrete kitchen countertop at a breezy waterfront retreat. Step onto the spacious, leafy veranda for leisurely sunset drinks with unobstructed ocean views! The apartment is situated next to a sandy beach for a morning swim and a 2-minute walk from the center of Naousa and its main square. Shops, restaurants, bars, and clubs are within walking distance, yet the area is very quiet and calm!

Top guest favourite

Cycladic home in Klima

5 out of 5 average rating, 108 reviews

The Colourful Land Syrma

The Colourful Land "Syrma" is a partly cave-like boat house, fully transformed on 2022 that offers comfort, relaxation and wonderful view of Western Milos hills. The values of Cycladic architecture combined with a touch of luxury defined the design philosophy. The unified vaulted interior welcomes you with kitchenette, living room and highly eleveted king size bed which are connected with the bathroom. Surraunded by archeological hills and belong to the sea.

Guest favourite

Cave in Oia

4.95 out of 5 average rating, 375 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Guest favourite

Cycladic home in Oia

4.96 out of 5 average rating, 226 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.