Waterfront vacation rentals in Santorini

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Top-rated waterfront rentals in Santorini

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Guest favorite

Cycladic home in Oia Santorini Cyclades

4.91 out of 5 average rating, 163 reviews

SantoriniParadise: HELIOS cave house, sunset view!

HELIOS Cave house is a spacey, well-lit home. In the heart of old Oia, it offers unobstructed view of Santorini's famous sunsets. 'SISTERHOOD of the traveling pants' was filmed just there! HELIOS private terrace is on top the cave house and it is exclusive for HELIOS guests. Jacuzzi for 3 persons is available on Tuesday, Thursday & Saturday, just 2 minutes away. Breakfast provisions: honey, butter, marmalade, sugar, milk, cereal, bread, cheese, ham, fruits, yoghurt, tea and 3 kinds of coffee.

Guest favorite

Cave in Oia

4.97 out of 5 average rating, 165 reviews

Parathyra Cave Houses by Cycladica

In the gravity-defying village of Oia, this traditional complex of houses once belonged to the old bakery. Originally renovated for our personal use, the houses reflect our deep respect for Santorini’s heritage and our unpretentious definition of luxury — space, light, and natural harmony. Every detail is true to the original layout, from the fanlights above the cherry red doors to the asymmetrical archways and tactile, pressed plaster walls, their outline guided by the rocky terrain

Guest favorite

Cave in Red beach

4.94 out of 5 average rating, 135 reviews

Cueva del Pescador

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 Imerovigli

4.93 out of 5 average rating, 303 reviews

Pura Vida Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

Guest favorite

Cycladic home in Vothonas

4.93 out of 5 average rating, 136 reviews

Shelly beach House - Sea and Sunrise view!

Enjoy the vibes of Avis Beach, and feel instantly relaxed surrounded by a beautiful natural setting, with the scent of trees, and the sea breeze coming from Avis Beach, wafting through the air. Boasting traditional Cycladic architecture, the house opens into a warm ambiance with distinctive Cycladic notes, featuring tiled floors and bohemian décor.They are complemented with modern amenities such as air-conditioning, a fridge, a hairdryer, among other things.

Guest favorite

Cave in Οία

4.99 out of 5 average rating, 108 reviews

Boutique Cave Suite in the heart of Oia

Perched on the cliffs of the scenic village of Oia, Blessed Blue is a newly renovated 200-year-old boutique cave suite offering stunning caldera views of the endless Aegean Sea and sky. It features a kitchenette, a living room area with two sofa beds, and a bedroom. The bathroom has a mounted rain shower as well as a handheld unit, a hairdryer, bath products and bath towels available to guests. Other amenities include Wifi, air conditioning, WC, and safe.

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 215 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.

Guest favorite

Cycladic home in Akrotiri

5 out of 5 average rating, 178 reviews

Akrorama - Anemos , private pool

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Guest favorite

Cycladic home in Οία, Σαντορίνη

4.9 out of 5 average rating, 155 reviews

Michelangelo Beach Villa with Sea View

Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of mind. The villa is decorated in respect to the island's tradition, in pastel colors so our guests can take in as much of nature's and sea's beauty as they can. The fresh water hydromassage is not operating during December, January and February.

Guest favorite

Villa in Imerovigli

4.99 out of 5 average rating, 179 reviews

Villa Aronia

This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 115 reviews

Evmenia Luxury Cave Villa

Evmenia Luxury Cave Villa is a spacious (75 sq. m.) self-catered home located right in the heart of the traditional settlement of Oia. The villa has a (25 sq. m.) private patio which offers an unobstructed, gorgeous, panoramic view of the magnificent Caldera and the unique crystal clear waters of the Aegean Sea.