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.

4.92 out of 5 average rating, 190 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.

4.95 out of 5 average rating, 162 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 tranquil outdoor area features a custom hot tub accompanied by two lounge chairs. A panoramic view of the blue sea and cliffs is visible, complemented by iconic blue-domed buildings in the background. The scene is well-lit under clear blue skies.

4.88 out of 5 average rating, 262 reviews

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

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, 389 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.

4.99 out of 5 average rating, 137 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.

4.9 out of 5 average rating, 137 reviews

A private swimming pool is framed by sun loungers, offering a serene space for relaxation. A stone terrace features a shaded dining area, with stunning views of the sunset over the calm sea, creating a peaceful atmosphere.

Villa

Abelomilos Luxury by The Sea

Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.

5 out of 5 average rating, 218 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 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, 244 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.

4.98 out of 5 average rating, 120 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 scenic view showcases traditional Cycladic architecture with whitewashed structures and striking blue domes. In the foreground, a quiet outdoor space features a small table set with fruit, while the expansive Aegean Sea and volcanic caldera are visible in the background under a clear blue sky.

4.97 out of 5 average rating, 129 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.

4.94 out of 5 average rating, 125 reviews

A heated jacuzzi features glowing blue water, framed by a wooden deck. Nearby, an outdoor dining area with a table and chairs is positioned under a shaded pergola. The expansive view includes the tranquil sea and distant hills, illuminated by the evening sky.

Villa

Premium Two Bedroom Villa with Jacuzzi & Sea View

The Premium Villa exudes a vintage charm with its unique architectural features and traditional design elements. The whitewashed walls and rustic tones create a warm and inviting atmosphere, while the vintage furnishings add to the overall character and authenticity of the space.

A private terrace features circular seating and small tables, providing a space to relax while enjoying views of the sea and caldera. A light-colored canopy offers shade, and a cushioned lounge area invites comfort against the backdrop of a clear blue sky.

4.88 out of 5 average rating, 100 reviews

The Exotic Cave Suite with Hot Tub and Sea View

Discover a modern cave house with a hot tub, set in a privileged and secluded spot overlooking captivating views. Enjoy luxurious comfort beneath the villa’s signature tall palm tree and embrace the exotic atmosphere where sun, sea, and breeze come together in perfect harmony.

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

Aquarill

4.72 out of 5 average rating, 102 reviews

'Thalassitis' coastal apartment 1

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.

4.88 out of 5 average rating, 17 reviews

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.

Almyra Deluxe Suite with Sea View & Jetted tub

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.

4.98 out of 5 average rating, 238 reviews

Private Suite with Sea View

4.95 out of 5 average rating, 190 reviews

Yposkafo Suites - Private Studio - Santorini

4.81 out of 5 average rating, 74 reviews

Deluxe Suite with Plunge Pool @Aplada Suites

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.

4.63 out of 5 average rating, 104 reviews

Cave Apartment with Hot Tub by Zenith Blue

Waterfront house rentals

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.

4.88 out of 5 average rating, 32 reviews

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.

4.38 out of 5 average rating, 8 reviews

E&E small villa Santorini Kamari

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.

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.

4.57 out of 5 average rating, 7 reviews

Blue Heaven Villa 33 Peaceful Santorini sea house

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.

4.83 out of 5 average rating, 12 reviews

DP Homes Beachside in 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.

4.8 out of 5 average rating, 76 reviews

Go 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.

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

An open living area features a kitchenette equipped with a refrigerator and microwave, alongside a dining table with four chairs. Soft lighting highlights the warm, earthy tones of the furnishings. A staircase leads to additional spaces, while a decorative rug adds texture to the tiled floor.

5 out of 5 average rating, 16 reviews

Unique place Pool & Beach

Other waterfront holiday rentals

A terrace provides a charming space for relaxation, featuring a small table and two black chairs. Potted plants adorn the area, and a shade sail offers protection from the sun. The expansive view of the blue sea and distant mountains enhances the serene environment.

5 out of 5 average rating, 18 reviews

SunUp Luxury Private Villa, Indoor Jacuzzi, Oia

4.75 out of 5 average rating, 109 reviews

A serene outdoor space features two lounge chairs positioned beside a private pool. The scene is enhanced by a stunning sunset over the ocean, casting warm hues across the sky. A wrought-iron railing provides an elegant border to the breathtaking view.

Villa

Villa Dakoronia•Stunning caldera view Private Pool

4.94 out of 5 average rating, 78 reviews

A bright and airy bedroom features a spacious bed dressed in crisp linens, accompanied by a soft blue blanket. Natural light filters through a large window with yellow frames, illuminating the room's smooth white walls. A textured round rug lies underfoot, adding warmth to the minimalist decor.

Holiday home

Anelia House

4.65 out of 5 average rating, 226 reviews

Blue & White residences with outdoor Jacuzzi

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, 92 reviews

Gitsa Cliff Cave Villa | Caldera View & Hot Tub

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

5 out of 5 average rating, 13 reviews

WeSense Zeal Dome Suite, Hot Tub by Caldera Houses

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.