Waterfront holiday rentals in Oia

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, 189 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

4.97 out of 5 average rating, 181 reviews

Cave in Oia

Parathira 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

Cycladic home in Pori Beach

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.

4.88 out of 5 average rating, 147 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 !

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.

4.96 out of 5 average rating, 149 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.

4.95 out of 5 average rating, 386 reviews

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

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.

4.99 out of 5 average rating, 134 reviews

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

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.

4.96 out of 5 average rating, 242 reviews

Bluedome Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Sea & Caldera Views Wake up in a stylish cave suite carved from Santorini’s volcanic cliffs, just steps from Oia’s most iconic blue-domed churches and world-famous sunset spots. Designed for couples or small families who value modern comfort, traditional Cycladic charm, and panoramic views, Bluedome Suite at Otium Villas delivers a tranquil, unforgettable Santorini experience.

Cycladic home in Akrotiri

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

Anemos suite -Private infinity pool & patio

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, 262 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unmatched luxury at our villa in Oia, Santorini. With breathtaking Caldera views and impeccable design, our spacious accommodations offer the perfect blend of comfort and elegance. Enjoy your private hot tub, attentive hospitality from our dedicated team, and the convenience of staying in the heart of Oia. Experience true relaxation and indulgence in this stunning retreat.

4.89 out of 5 average rating, 130 reviews

The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.

Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI

A serene terrace features comfortable seating beside a clear hydromassage pool. The smooth surface of the water reflects the soft colors of the sky, while gentle waves can be seen lapping at the shoreline in the distance.

4.89 out of 5 average rating, 173 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.

4.95 out of 5 average rating, 119 reviews

An outdoor jacuzzi is surrounded by a spacious deck, offering a serene view of the caldera at twilight. Soft lighting reflects off the water's surface, creating a calming ambiance. The edge of the deck provides a clear line of sight to the distant lights across the water.

Home in Oia

Avax Villa by K&K (indoor & outdoor jacuzzi)

Avax Villa by K&K is a breathtaking house in Oia's caldera. Renovated in 2019, it features 3 bedrooms, 2 bathrooms, a living area, a kitchen and two jacuzzis, one indoor and one outdoor. Its minimal design is a perfect match to caldera's fierce beauty. The view, the energy and the feeling of serenity you get are hard to fit into words.

Popular amenities for waterfront rentals in Oia

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

5 out of 5 average rating, 22 reviews

A sleek living area features a contemporary design, with a simple black table displaying a bottle of wine and a book. A television is positioned on a sculptural partition, complementing the minimalistic aesthetic. Natural light enhances the space, highlighting the white walls and decorative art.

Flat in Karterádos

Aquarill

4.87 out of 5 average rating, 119 reviews

An outdoor terrace offers stunning views of the caldera and neighboring island. A modern white chair sits beside a small table, with a person relaxing and reading. Two jacuzzis are visible, and the clear blue sea stretches into the horizon.

Flat in Imerovigli

Olia Dome, 2 bedrooms, 2 jacuzzis and volcano view

4.88 out of 5 average rating, 17 reviews

A clear view of a private infinity pool is showcased in front of a modern white building. Adjacent to the pool, two wooden chairs are positioned on a tiled patio, with arched doorways leading into the interior spaces.

Flat in Vothonas

Amphitrite Suite 2 (private pool)

A private outdoor heated Jacuzzi is situated under a shaded area, offering views of the Aegean Sea. The water's surface reflects the sky, with lounge chairs visible in the distance, creating a serene atmosphere for relaxation.

Flat in Oia

Almyra Deluxe Suite with Sea View & Jetted tub

4.98 out of 5 average rating, 236 reviews

A spacious terrace features a comfortable seating area with cushions, styled with a colorful blanket. The panoramic view overlooks the Blue Aegean Sea, framed by a clear blue sky. A small table is set with fresh fruit and a glass, inviting relaxation by the water.

Flat in Kamari

Private Suite with Sea View

4.95 out of 5 average rating, 184 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 in Fira

Yposkafo Suites - Private Studio - Santorini

4.86 out of 5 average rating, 49 reviews

A wooden lounge chair is positioned beside a serene plunge pool, offering a view of a gradient sunset sky filled with warm hues. The calm water reflects the colors, creating a tranquil atmosphere.

Flat in Oia

Deluxe Suite Sea View & Plunge Pool @Aplada Suites

4.61 out of 5 average rating, 99 reviews

A private hot tub is set against a backdrop of stunning caldera views, with the azure sky meeting the water's surface. The surrounding cliffs of Santorini are highlighted, showcasing the tradition of white buildings nestled on the hillsides, offering a serene atmosphere for relaxation.

Flat in Imerovigli

Traditional Cave Suite with Hot Tub by Zenith Blue

Waterfront house rentals

4.87 out of 5 average rating, 31 reviews

A modern exterior features a covered terrace with light wood furniture and a pool. The vibrant blue sky is visible, along with lush landscaping and warm sunlight creating a serene ambiance. Comfortable seating arrangements invite relaxation near the pool.

Home in Santorini

Beach front Villa Pasithea @home by the sea

A cozy sleeping area features a spacious bed adorned with neutral-colored linens. Natural light enters from the glass doors, which open to a garden view. Two towels are neatly placed on the bed, complemented by minimalistic shelving and soft lighting fixtures.

Home in Kamari

4.38 out of 5 average rating, 8 reviews

E&E small villa Santorini Kamari

4.92 out of 5 average rating, 12 reviews

A spacious swimming pool is surrounded by lounge chairs under blue shaded canopies. Colorful inflatable floats are placed in the clear water, with the village buildings visible in the background. Sunlight reflects off the water's surface, creating a vibrant scene.

Home in Vlichada

Cosy Place for Families Pool&Beach

A traditional summer house is showcased against a clear blue sky, framed by a lush green landscape. The two-level structure features a warm terracotta exterior, multiple large windows, and a welcoming entrance flanked by outdoor seating areas.

Home in Baxedes - Oia

4.83 out of 5 average rating, 65 reviews

Summer House in Santorini

A dining table is set outdoors, accompanied by wooden chairs and adorned with colorful drinks and fresh fruits. A well-maintained garden area features a palm tree, while a white building with blue accents is visible in the background.

Home in Santorini

4.57 out of 5 average rating, 7 reviews

Blue Heaven Villa 33 Peaceful Santorini sea house

5 out of 5 average rating, 8 reviews

A sunlit terrace features a comfortable lounge chair beside a dining area equipped with a table and chairs. The backdrop consists of a scenic mountain landscape, with greenery accenting the space. The overall ambiance suggests a relaxing outdoor environment for guests.

Home in Perissa

DP Homes Santorini

An open interior space is visible, showcasing a kitchen with modern appliances and light wood cabinetry. A dining table with white chairs is positioned nearby, adjacent to a blue sofa. Natural light enters through large windows, highlighting the rustic stone ceiling and tiled floor.

Home in Vourvoulos

4.8 out of 5 average rating, 76 reviews

Vaya Plaza Houses 1

An open-air terrace features a private hot tub with panoramic views of the caldera and ocean. Minimalist outdoor furniture, including two sun loungers and a side table, provide relaxation space. A person enjoys a drink while seated nearby, framed by the stunning landscape.

Home in Imerovigli

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

Other waterfront holiday rentals

Serviced apartment in Kamari

A balcony view showcases a scenic landscape featuring the ocean and a rocky cliff. A small outdoor table with two chairs is positioned on the balcony, offering a spot to enjoy the surrounding natural beauty. Cars are parked in the area below.

5 out of 5 average rating, 19 reviews

Aislin House

4.94 out of 5 average rating, 52 reviews

A traditional Santorini guesthouse is shown, featuring two symmetrical sections with rounded roofs. Earth-toned gravel surrounds the structure, and light green doors provide access to each unit. A shaded area is visible in front, with wooden chairs positioned for relaxation.

Cycladic home in Perissa

Sunhaus 3 - Walk 20 steps to the beach

A cozy outdoor terrace features a wooden dining table surrounded by folding chairs. A built-in barbecue station is visible, along with a shaded area created by a wooden pergola. Bright sunlight illuminates the space, enhancing the inviting atmosphere of the surrounding greenery.

5 out of 5 average rating, 11 reviews

Uva Nera House Oia

4.98 out of 5 average rating, 47 reviews

An outdoor space features a private hot tub surrounded by a tiled area. Two sunbeds with a woven umbrella are positioned nearby. A table with two chairs holds plates and drinks, while a scenic view of the landscape and sea is visible in the distance.

Townhouse in Mesaria

Golden Moments Santorini Villa Rhapsody

Villa in Vourvoulos Beach

An outdoor terrace features a shaded seating area, including a hammock chair and a wooden dining table with chairs. The sea view in the background is framed by distant rugged hills and clear blue skies, creating a serene outdoor space ideal for relaxation.

4.98 out of 5 average rating, 64 reviews

Peaceful Seafront Retreat – Sonus Mare 1

A bright and airy room features a spacious double bed with a light-colored coverlet. Traditional blue-framed windows and doors allow natural light to fill the space. A small table with two chairs is placed nearby, complemented by two nightstands, each with a lamp.

5 out of 5 average rating, 18 reviews

Caldera Cave House in Firostefani

An outdoor seating area features a white table and chairs, overlooking the deep blue Aegean Sea and volcanic islands. A guest is comfortably seated, enjoying the view under the clear sky. The terrace showcases smooth white surfaces, enhancing the serene atmosphere.

4.96 out of 5 average rating, 89 reviews

Gitsa Cliff Luxury Villa, Volcano View, Jacuzzi

A small table set on a balcony features a glass of red wine and a potted plant. The expansive view captures the blue waters of the caldera, with volcanic cliffs and a distant ferry sailing across the tranquil sea under a clear blue sky.