Waterfront vacation rentals in Santorini

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Top-rated waterfront rentals in Santorini

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Guest favorite

A wooden lounge chair is positioned near the rocky shoreline, facing the sea. A table with two glasses of white wine sits nearby, complementing a slice of watermelon on the ledge. A sailboat is visible on the horizon under a clear blue sky.

Cave in Red beach

4.94 out of 5 average rating, 144 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!

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, 104 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, 312 reviews

Pure Life 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!

Superhost

An outdoor seating area is adorned with a wooden bench, decorated with colorful cushions, and a low table. A hammock is suspended nearby, providing a serene spot for relaxation. The setting boasts a coastal view at sunset, enhancing the sense of tranquility.

Home in Santorini, Thera

4.86 out of 5 average rating, 139 reviews

Wine Cellar Sunrise house

Little Wine Cellar was literally used years before, for storing delicious local wine! We rebuild it, restored it, decorated it with love and a lot of personal work .....and here it is for you to enjoy it! The studio is located just above Pori beach and iit is part of Cybele Holistic Space. It is small and sweet, yet very well equipped! As the house is located between Fira and Oia a car/scooter is definitely needed in order to move around and also explore more unique places!

Guest favorite

A private balcony features two black woven lounge chairs, positioned beside a small table topped with a decorative bowl. Sunlight filters through a wooden trellis above, casting soft shadows on the pebble-stone floor, while the inviting view of the serene beach and turquoise sea is visible in the background.

Cycladic home in Vothonas

4.94 out of 5 average rating, 140 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

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, 374 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.

Top 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

4.99 out of 5 average rating, 112 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, 222 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

A cozy outdoor seating area features a bright blue cushioned bench adorned with decorative pillows. A small yellow table is set with refreshments, and an unobstructed view of the sea and islands is visible in the background. Vibrant flowers add a touch of color to the scene.

Home in Fira

4.97 out of 5 average rating, 173 reviews

Beautiful Baroque Studio

Welcome to Barocco Bello Studio The house is at Firostefani which means the "Crown of Fira". This area is one of the highest points on the Caldera giving it a unobstructed and magnificent view of the sea, the volcano and most of Santorini. The main city center Fira is a ten-minute walk along one of the most scenic roads of the island. Although a traditional house it contains the most modern amenities , and the interior design has a pop Baroque flavor

Guest favorite

A tranquil scene features a private hot tub overlooking the caldera, with clear blue waters stretching toward the horizon. A neatly arranged stack of towels and a cup accompany a magazine on the ledge, inviting relaxation against a backdrop of calm seas and distant islands.

Cycladic home in Oia

4.84 out of 5 average rating, 247 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unparalleled luxury at our villa in Oia, Santorini. With breathtaking views of the caldera and impeccable design, our spacious accommodations offer a perfect blend of comfort and elegance. Enjoy a private hot tub, attentive hospitality from our dedicated staff, and the convenience of being located in the heart of Oia. Experience the epitome of relaxation and indulgence in this stunning retreat.

Top guest favorite

The infinity heated pool, featuring smooth water reflecting the surrounding architecture, is embraced by cycladic arches. A serene view of the sea and islands is visible in the distance, enhancing the private ambiance of the space.

Cycladic home in Akrotiri

4.99 out of 5 average rating, 155 reviews

Akrorama Spilia-Ultimate Privacy,Pool&Caldera View

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

Guest favorite

An aerial view captures the coastline adjacent to the villa, displaying a rocky beach meeting the waves. Lush greenery and palm trees are seen along the shoreline. The villa's outdoor area features a patio space, bordered by a garden, providing a serene environment.

Cycladic home in Oia

4.9 out of 5 average rating, 161 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.