Waterfront holiday rentals in Aegean Sea

A scenic view from HELIOS Cave House shows a guest overlooking the caldera and the sea. Whitewashed buildings line the hillside, accentuated by the brilliant blue sky. The image captures the serene atmosphere that surrounds the property, inviting relaxation and tranquility.

4.91 out of 5 average rating, 183 reviews

SantoriniParadise: HELIOS cave house, sunset view!

HELIOS Cave house is a roomy, well-lit, romantic love nest! In the heart of old Oia, it offers an unobstructed view of Oia's famous sunsets! That is why SISTERHOOD OF THE TRAVELLING PANTS was filmed just there! It features 2 double beds, a sofa bed, a corner sofa & a red stylish bathtub. There is a little, cozy yard and from SANTORINI PARADISE HOUSES' private rooftop you enjoy amazing sunsets & the Ammoudi port. Jacuzzi for 3 persons is available on Tuesday, Thursday & Saturday, just 2 min away

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.

4.99 out of 5 average rating, 137 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.

A bright interior space is depicted, featuring a cozy sitting area with a striped bench adorned with yellow pillows. A rustic table and white chairs sit alongside a wall mirror, while large windows offer scenic views of the sea, enhancing the light-filled space.

4.99 out of 5 average rating, 102 reviews

Seaside house with mediterranean garden + sunbeds

Casa Nidito is a minimalist Santorini retreat with breathtaking sea views and a Mediterranean garden. Thoughtfully renovated with an eco-conscious approach, every detail of the house blends modern comfort with respect for nature. Enjoy morning coffee by the sea, sunsets with a glass of wine, and explore the nearby archaeological site. Just a 5-minute walk to Red Beach, restaurants, and shops, with free parking included. A perfect blend of sustainability, style, and convenience.

4.95 out of 5 average rating, 182 reviews

A private balcony is framed by an arched opening, providing an unobstructed view of the Aegean Sea and nearby islands. A wooden table accompanied by two folding chairs offers a relaxing space to enjoy the scenery and sunsets.

Flat

Yposkafo Suites - Private Studio - Santorini

The place is suitable for couples and families. Located in the most magnificent spot of the island with an astonishing view like you have never seen before and just about a 7-8 minute walk to the center of Fira, Private Studio Yposkafo ideally combines tradition and comfort and offers a breathtaking view overlooking the famous volcano of Santorini and the Aegean Sea. The studio is an ideal sample of the architectural beauty of Cyclades. It has a private balcony with view.

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.

4.95 out of 5 average rating, 384 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.

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.

4.98 out of 5 average rating, 130 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.

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.

4.96 out of 5 average rating, 241 reviews

Bluedome Suite by Otium Villas & Suites

Bluedome suite is a renovated traditional cavehouse ideal for couples and small families. It has been built with the traditional Cycladic cavehouse architecture, carved in the Volcanic caldera rock. Its’ minimally designed spaces invite relaxation and comfort. The master bedroom (with en suite bathroom) is at the back of the cave connected to the living room and seating area, kitchen and second full bathroom, overlooking the patio and custom-built hot tub.

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.

5 out of 5 average rating, 216 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.

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.

4.85 out of 5 average rating, 260 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.

A serene outdoor seating area is nestled next to a private whirlpool, surrounded by whitewashed walls. Decorative elements include a potted cactus and vibrant pink flowers, adding a touch of colour. The space is bathed in natural light from the clear blue sky above.

4.89 out of 5 average rating, 239 reviews

White Cellar Cave Houses by Cycladica

The two separate, white washed cave houses are carved in the mountain in the heart of Oia, right on top of the stairs that lead to Armeni bay, connected with outdoor stairs. They are newly renovated with respect to the local building crafts and the typical Santorini architecture. They offer the classical Cycladic beauty of being simple while homey and welcoming.

A modern kitchen area with a minimalist design features a small sink, an espresso machine, and sleek cabinetry. Large doors open to reveal a stunning ocean view, framed by an artistic window screen that adds geometric interest. Sunlight brightens the space.

4.97 out of 5 average rating, 110 reviews

Cueva de las stelle

Purity. Simplicity. Perfection. Marked by understated elegance, this modern cave represents a careful synthesis of traditional form and modern function. The space is hand-crafted top to bottom and meticulously curated. Quiet, private, and absolutely exclusive, it's the ideal island residence for dreamers and lovers of life's finer things.

A spacious terrace is featured, offering sun loungers and a dining area, where panoramic views of the caldera and the Aegean Sea can be enjoyed. The clear blue sky complements the tranquil water, creating a serene outdoor environment.