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Waterfront vacation rentals in Oia

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Top-rated waterfront rentals in Oia

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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.

Cycladic home in Oia

4.91 out of 5 average rating, 172 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 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, 158 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, 117 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.

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, 314 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!

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.

4.95 out of 5 average rating, 375 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, 123 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.

Cycladic home in Oia

4.96 out of 5 average rating, 230 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.

A private terrace showcases a hot tub with sweeping views of the sea and surrounding landscape. A cozy lounge area, adorned with patterned cushions, invites relaxation under an archway, while a sunhat rests nearby, complementing the tranquil ambiance.

Cycladic home in Oia

4.93 out of 5 average rating, 154 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

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, 198 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 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, 234 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.

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, 162 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.

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.

4.95 out of 5 average rating, 110 reviews

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.

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Popular amenities for Oia waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Top guest favorite

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.

Apartment in Karterádos

5 out of 5 average rating, 15 reviews

Aquarill

An open living area is presented, featuring two single beds with striped bedding and a dining table surrounded by wooden chairs. A compact kitchen area is visible, complemented by a small seating arrangement. Natural light brightens the space, enhancing the neutral color palette.

Apartment in Paralia Perivolos

4.72 out of 5 average rating, 102 reviews

'Thalassitis' coastal apartment 1

A clear view of the deep blue sea is showcased, bordered by a scenic black beach. Lush palm trees and vibrant greenery frame the foreground, while traditional white structures dot the coastal landscape, indicating a serene atmosphere.

Apartment in Kamari

4.99 out of 5 average rating, 135 reviews

Kalipso Beach House

An outdoor jacuzzi is positioned on the balcony, surrounded by light-colored walls. A broad-brimmed straw hat rests on the edge of a comfortable lounge. In the background, a mountainous landscape is visible under a bright blue sky.

Apartment in Σαντορίνη / Santorini

4.96 out of 5 average rating, 26 reviews

BeachFront Junior Suite with Private Jacuzzi / no4

Top guest favorite

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.

Apartment in Kamari

4.98 out of 5 average rating, 230 reviews

Private Suite with Sea View

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.

Apartment in Fira

4.94 out of 5 average rating, 171 reviews

Yposkafo Suites - Private Studio - Santorini

An outdoor patio features a private plunge pool bordered by smooth tiles. Adjacent seating is provided around a modern table with an unobstructed view of the Aegean Sea. Sunshades offer areas of protection from sunlight, enhancing the serene ambiance.

Apartment in Oia

5 out of 5 average rating, 7 reviews

Seaside Suite with Plunge Pool

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.

Apartment in Imerovigli

4.58 out of 5 average rating, 88 reviews

Traditional Cave Suite 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.

Home in Santorini

4.96 out of 5 average rating, 27 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.

4.83 out of 5 average rating, 6 reviews

E&E small villa Santorini Kamari

A serene outdoor terrace features a private jacuzzi surrounded by clean white walls and tiled flooring. Sun loungers are positioned nearby, and a sun umbrella provides shade. The view captures the unique architectural style of Oia, with whitewashed buildings in the background under a clear blue sky.

4.88 out of 5 average rating, 94 reviews

Yposkafo Jacuzzi House

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 private outdoor terrace features a dining table surrounded by four chairs and a sun lounger, all set against a backdrop of rolling mountains. Potted plants add a natural touch to the space, while a clear blue sky creates a serene atmosphere.

Home in Perissa

5 out of 5 average rating, 3 reviews

DP Homes Santorini

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

A dining area features a glass table surrounded by four plush chairs. A decorative piece hangs on the wall above, complementing the space. A wall-mounted television is visible, and a light fixture provides soft illumination in this simple and elegant setting.

Home in Vlichada

4.97 out of 5 average rating, 32 reviews

Santorini Villa Nev&4

An outdoor terrace features a curved infinity pool with clear blue water. Comfortable lounge chairs are positioned nearby, and steps lead to a panoramic view of the sea. Stone columns accent the area, contributing to the modern architectural design.

Home in Imerovigli

4.83 out of 5 average rating, 35 reviews

NG Thalassa Private Jacuzzi

Waterfront condo rentals

A panoramic view of the port of Ios is presented, featuring various boats moored along the docks. The vibrant blue water reflects the clear sky, while distant hills provide a scenic backdrop. A ferry is seen arriving, enhancing the lively atmosphere of the harbor.

4.81 out of 5 average rating, 42 reviews

Ios Yacht Front apartment - No 2

An outdoor terrace showcases comfortable seating with plush cushions, set against a backdrop of a vibrant sunset over the horizon. A table adorned with glasses and a bottle of wine reflects the warm tones of the evening sky, inviting relaxation in this serene setting.

4.85 out of 5 average rating, 78 reviews

AVRA I Cozy Sea view Apartment Oia Santorini Baxed

An inviting outdoor space features a private plunge pool beside a sun lounger, with a rolled towel placed on the lounger. A serene sunset over the sea is visible in the background, casting soft hues across the sky.

4.67 out of 5 average rating, 27 reviews

Superior Suite with Plunge Pool @Aplada Suites

A spacious bedroom features a large bed with a light blue quilt and neatly arranged towels. Natural light fills the room from sliding glass doors leading to the balcony, which offers views of the sea. Modern decor includes a round mirror and bedside lighting.

Condo in Perissa

4.84 out of 5 average rating, 19 reviews

Sagma calm apartment with amazing view

Quick stats about waterfront rentals in Oia

Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

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