
Waterfront vacation rentals in Oia
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Top-rated waterfront accommodations in Oia
Guests agree: these waterfront accommodations 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

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.

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.

Wine Cellar Sunrise house
Little Wine Cellar was literally used years before, for storing delicious local wine! We rebuild it, restored it, decorated it with love and a lot of personal work .....and here it is for you to enjoy it! The studio is located just above Pori beach and iit is part of Cybele Holistic Space. It is small and sweet, yet very well equipped! As the house is located between Fira and Oia a car/scooter is definitely needed in order to move around and also explore more unique places!

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.

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.

Bluedome Suite by Otium Villas & Suites
Bluedome suite is a renovated traditional cavehouse ideal for couples and small families. It has been built with the traditional Cycladic cavehouse architecture, carved in the Volcanic caldera rock. Its’ minimally designed spaces invite relaxation and comfort. The master bedroom (with en suite bathroom) is at the back of the cave connected to the living room and seating area, kitchen and second full bathroom, overlooking the patio and custom-built hot tub.

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.

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

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.

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.

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.
Popular amenities for Oia waterfront rentals
Waterfront apartment rentals

Kalipso Beach House

Amphitrite Suite 2 (private pool)

Superior Suite with Plunge Pool @Aplada Suites

Synergy Suite, 1 Queen Bed, Jetted Tub/Sea View

Almyra Deluxe Suite with Sea View & Jetted tub

Private Suite with Sea View

Yposkafo Suites - Private Studio - Santorini

Seaside Suite with Plunge Pool
Waterfront house rentals

Beach front Villa Pasithea @home by the sea

E&E small villa Santorini Kamari

Summer House in Santorini

360° Caldera view Villa with hot tub & sea view

Blue Heaven Villa 33 Peaceful Santorini sea house

DP Homes Santorini

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

Vaya Plaza Houses 1
Other waterfront vacation rentals

Aristos Life Luxury Cave Villa 2

Standard Double Room with Sea View | Exi Sea Side

Villa Dakoronia•Stunning caldera view Private Pool

Caldera St. G | Spectacular Caldera View

Cozy Beachfront Escape | Sonus Mare 3

Uva Nera House Oia

Dolce Suites - Hot tub and balcony

Kamara Sea View Superior Suite
Quick stats about waterfront rentals in Oia

Total vacation rentals
Explore 40 vacation rentals in Oia

Nightly prices starting at
Oia vacation rentals start at $211 CAD per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Oia vacation 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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