
Waterfront holiday rentals in Oia
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Top-rated waterfront rentals in Oia
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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

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.

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.

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!

Sublime Villa with sea view
The Sublime Villa offers discerning travellers the perfect blend of contemporary style, traditional luxury, and a soulful atmosphere. Fully remodelled in 2016 and discreetly hidden from the typical tourist pathways, the villa sits on the southern coast of Santorini, mere minutes from the ancient Bronze Age city of Akrotiri. Two luxurious bedrooms, a full kitchenette, and a modern bath all open onto dazzling southern views of the Aegean from the villa's huge, open-air terrace.

Sunset View Villa Santorini - Outdoor Jacuzzi
Exclusive Luxury Villa with breath-taking PANORAMIC views of the sea, Caldera & Sunset. Upstairs - One of the largest private jacuzzi terraces in Santorini with pergola & kitchen/bar, stunning views and Alfresco dining and lounging. Downstairs - 3 double Bedrooms, 2 bathrooms, lounge/dining room, Modern kitchen, outdoor dining table in the tranquil courtyard. Laundry with washer and drier. Daily clean, linen, towels & toiletries. Personal Manager & concierge services.

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.

Annouso House with Hot Tub and Caldera View in Oia
Embrace the allure of Annouso villa, where white stone, vibrant flowers, blue wood, and yellow terracotta converge to create a luxurious retreat. Our charming lodge boasts Santorini's most iconic views from its adorable balcony. Perfect for large friend groups or families seeking camaraderie and privacy. Experience the warmth of a cozy, home-like atmosphere wherever you roam. Annouso villa: your sanctuary amidst Santorini's splendor.

Spilia suite - Ultimate private pool & patio
Spilia Cave Pool Suite by Akrorama features a completely private, heated cave pool and a secluded outdoor area, ensuring total privacy and serenity. Ideal for guests who value discretion, it offers breathtaking, unobstructed views of the sea, caldera, and volcanoes, creating a truly unique Santorini experience. Daily breakfast is included and served in your suite, while daily housekeeping ensures a comfortable and seamless stay.

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.

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.

Villa Aronia
This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.
Popular amenities for waterfront rentals in Oia
Waterfront apartment rentals

Aquarill

'Thalassitis' coastal apartment 1

Amphitrite Suite 2 (private pool)

Almyra Deluxe Suite with Sea View & Jetted tub

Private Suite with Sea View

Yposkafo Suites - Private Studio - Santorini

Deluxe Suite Sea View & Plunge Pool @Aplada Suites

Traditional Cave Suite with Hot Tub by Zenith Blue
Waterfront house rentals

Beach front Villa Pasithea @home by the sea

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

Summer House in Santorini

Blue Heaven Villa 33 Peaceful Santorini sea house

DP Homes Beachside in Santorini

Go Plaza Houses 1

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

Unique place Pool & Beach
Other waterfront holiday rentals

Sunhaus 3 - Walk 20 steps to the beach

Villa Dakoronia•Stunning caldera view Private Pool

The Sunset Windmill

St. G Boiler | Spectacular Boiler View

Top spot Firostefani view, terraces, jacuzzi, cave

Peaceful Seafront Retreat – Sonus Mare 1

The Nook Agate Villa with Hot Tub & sea view

Golden Moments Santorini Villa Melody
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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 4,640 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 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!
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