Waterfront vacation rentals in Santorini

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Top-rated waterfront rentals in Santorini

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Guest favorite

An outdoor terrace features a private whirlpool surrounded by smooth stone walls. Nearby, two lounge chairs sit on a patterned stone surface. The caldera view stretches across the horizon, with blue waters blending into the sky, while the white structure of the house adds to the serene setting.

Cave in Oia

4.97 out of 5 average rating, 172 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

A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.

Cave in Red beach

4.95 out of 5 average rating, 156 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

A sunlit terrace showcases a relaxed seating area with colorful cushions and a hanging swing chair. Potted flowers line the walls, and a light green door leads to the interior. The expansive sea view is unobstructed, adding a serene backdrop to the outdoor space.

Cycladic home in Pori Beach

4.89 out of 5 average rating, 139 reviews

Window towards Sunrise - Loft house

Welcome dear traveler to the Window towards Sunrise! It is one of the houses in Cybele Holistic Space located between Fira and Oia and is situated just one minute walking distance from Pori beach, where you can easily enjoy a swim any time you want. It consists of two floors and from the upper floor you can literally enjoy the sunrise, if an early bird! The house has been renovated very recently, combining traditional cycladic architecture with our personal designs and love !

Superhost

A serene interior space features a light-colored plaster finish and a half-moon shaped indoor jacuzzi. A comfortable seating area with soft gray cushions provides a relaxing spot. Large arched windows frame views of the sea, allowing natural light to enhance the atmosphere.

Cycladic home in Oia

4.85 out of 5 average rating, 249 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 favorite

A private balcony features a comfortable seating area with plush cushions and a wooden table. A view of the sea and nearby cliffs can be seen in the background, with the sun casting soft shadows across the space. Glassware and a pitcher rest on the table.

Cycladic home in Fira

4.99 out of 5 average rating, 114 reviews

Vacay Suites Queen Suite with Caldera View

Vacay Queen Suite offers an exquisite view of the caldera and the extraordinary sunset. The apartment is spacious (50m²) and fully equipment with a king size bed,living room with a double sofa bed,kichenette,dining area and private balcony. Ιdeal for couples, friends and families as well.Vacay Queen suite is seated 50m away from public parking spot and 10' away from Fira.Also there is a bus station in 150m.Plently of restaurants,cafeterias and mini markets are nearby the property.

Guest favorite

An outdoor area features a private Jacuzzi surrounded by low seating and oversized cushions, positioned for scenic views of the caldera. The white structure blends harmoniously with the natural landscape, complemented by a shade sail that provides protection from the elements.

Cycladic home in Imerovigli

4.93 out of 5 average rating, 313 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

A serene beach scene is captured at sunset, featuring several sun loungers beneath thatched umbrellas. A stone wall lines the foreground, while the soft hues of the sky blend into the calm sea, evoking a tranquil atmosphere.

Cycladic home in Monolithos

4.94 out of 5 average rating, 156 reviews

Sea & Sky Luxury Beach House

This elegant and comfortable, newly renovated studio in the traditional Cycladic style, is located right by the beach of Agia Paraskevi. In a quiet area, away from the crowds and noise, it makes a perfect location for those who wish to have a relaxed and private vacation. While offering the advantage of tranquillity, the studio is also only 10-15 minutes on foot from the Kamari area which features a multitude of restaurants, coffee shops as well as other stores.

Top guest favorite

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

Cave in Oia

4.95 out of 5 average rating, 376 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 favorite

A private terrace displays a round table set against the backdrop of a striking sea view, with the village of Oia perched on the cliffs. A palm tree shades the area, while vibrant turquoise accents complement the whitewashed walls and surrounding greenery.

Cave in Oia

4.98 out of 5 average rating, 122 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

A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.

Cycladic home in Oia

4.96 out of 5 average rating, 229 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.

Top guest favorite

An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.

Cycladic home in Akrotiri

5 out of 5 average rating, 195 reviews

Akrorama Anemos - Private Pool & Caldera View

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.