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Waterfront holiday rentals in Oia

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Oia

  • Total holiday rentals

    Explore 50 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at €131 per night before taxes and fees

  • Verified guest reviews

    Over 4,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Oia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated waterfront rentals in Oia

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
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
4.92 out of 5 average rating, 191 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

Guest favourite
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.
Cycladic home in Pori Beach
4.88 out of 5 average rating, 156 reviews

Window towards Sunrise - Loft house

Welcome dear traveler to the Window towards Sunrise! It is 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. From the upper floor you can literally enjoy the sunrise, if an early bird! I Renovated very recently, combining cycladic architecture with our personal taste and love !It is one of the houses in Cybele Holistic Space where you can book a yoga/half day retreat/acupuncture session .

Guest favourite
A serene interior space features a light-colored plaster finish and a half-moon shaped indoor jacuzzi. A comfortable seating area with soft gray cushions provides a relaxing spot. Large arched windows frame views of the sea, allowing natural light to enhance the atmosphere.
Cycladic home in Oia
4.85 out of 5 average rating, 264 reviews

Marble Sun Villa with Hot-Tub and Caldera View

Discover the essence of Santorini luxury at Marble Sun Villa. Set along the iconic cliffs of Oia, the villa offers breathtaking, uninterrupted views of the Caldera. Cozy cave-style bedrooms, spacious terraces, and a private hot tub create the perfect setting for pure relaxation. With warm, attentive hospitality and a prime location just steps from Oia’s vibrant pathways, Marble Sun Villa promises an unforgettable escape. Immerse yourself in the magic of Santorini at Marble Sun Villa.

Guest favourite
An intimate outdoor dining setup is seen on a private terrace, featuring a small table for two beside a plunge pool. Candles illuminate the area, casting a warm glow against the backdrop of the caldera and Oia's iconic architecture at sunset.
Cave in Oia
4.88 out of 5 average rating, 116 reviews

The Blue Domes Cave House by Spitia Santorini

Experience the iconic beauty of Santorini at The Blue Domes Cave House, a truly enchanting and luxuriously appointed home perfectly situated in the heart of Oia. Directly facing the world-famous blue domes, offers an unrivalled vantage point for breathtaking caldera views and mesmerising sunsets from its private outdoor plunge pool. Ideal for a romantic escape or a small family, accommodating up to 5 guests, it embodies the magic of Santorini with its unique charm and prime location.

Top guest favourite
Cycladic home in Santorini
4.97 out of 5 average rating, 138 reviews

Yposkafo Suites - Villa - Santorini Firostefani

Villa "Yposkafo" beautifully blends tradition, elegance, and comfort, offering an unforgettable stay in one of the island’s most stunning locations. Perched on the Caldera, it is just steps from the iconic "Three Bells of Fira" and only a 7-8 minute walk from the town. Boasts a luxurious mini pool, indoor jacuzzi, a king-size bed, a queen size bed, 4 sofa/beds, and a spacious private terrace with sweeping views of the Aegean Sea, the famous Santorini sunset, and the volcano.

Top guest favourite
Cycladic home in Fira
4.95 out of 5 average rating, 152 reviews

Revelis Villa

Excellent combination of spectacular view and unique position right in the heart of Fira town. Set in a peaceful neighborhood within easy reach to the main road and all the local attractions. The spacious outdoor area overlooking the magnificent volcano view and the unforgettable Santorini sunset is the ideal spot to relax any time of the day. The villa offers a mini pool, a hot tub, 3 bedrooms, 3 bathrooms, a living room, a kitchen and an outdoor dining table.

Top guest favourite
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, 138 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.

Superhost
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 in Panagia Kalou
4.89 out of 5 average rating, 141 reviews

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.

Top guest favourite
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, 251 reviews

Blue Dome 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.

Top guest favourite
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.
Cycladic home in Akrotiri
5.0 out of 5 average rating, 226 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.

Top guest favourite
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.
Cave in Oia
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.

Superhost
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.
Cycladic home in Oia
4.89 out of 5 average rating, 178 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.

Popular amenities for waterfront rentals in Oia

Destinations to explore

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