
Waterfront vacation rentals in Oia
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Oia

Total vacation rentals
Explore 50 vacation rentals in Oia

Nightly prices starting at
Oia vacation rentals start at G$31,377 GYD per night before taxes and fees

Verified guest reviews
Over 4,490 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Oia vacation rentals include wi-fi 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.

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

Cueva de Olas
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!

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 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.

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.

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.

Neoma Luxury Suites-Private outdoor Jacuzzi & Sea View
New Moon Suite is brand new suite in front of the sea. Offers modern decoration, outdoor private Jacuzzi and a balcony with Sea View. Provides daily breakfast in the room, free WiFi, individual control air condition, it is also equipped with satellite TV 43 inch, safety box , refrigerator, kettle, coffee machine, electric steam brush and a hair dryer.

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.

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.

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.

Olia Dome, 2 bedrooms, 2 jacuzzis and volcano view
Olia Dome is part of Olia villas & suites, a brand new property that opened in 2019. Located in Imerovigli and at the highest point of the caldera, offering a breathtaking view of the caldera and the volcano. The indoor areas of the Dome are 70 sqm and the outdoor areas are 85 sqm
Popular amenities for Oia waterfront rentals
Waterfront apartment rentals

Yposkafo Suites - Private Studio - Santorini

Private Suite with Sea View

Tzannis Cave House

Glaros Beach double room

'Thalassitis' 1 beachfront apartment

Aquarill

Terrace View Apt w/ Private Pool & Sea Views

Grande Studio with Jacuzzi Nea Premium Residences
Waterfront house rentals

Wine Cellar Sunrise house

Beautiful Baroque Studio

Beach front Villa Pasithea @home by the sea

DP Homes Beachside in Santorini

Unique place Pool & Beach

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

Santorini Island Kamari Beach House

Sea View Santorini House near Oia | 3 En-Suite BRs
Other waterfront vacation rentals

Revelis Villa

Vacay Suites Queen Suite with Caldera View

Chess House - Santorini Traditional Home

Premium Two Bedroom Villa with Jacuzzi & Sea View

Mardanza Dome House

Villa Dakoronia•Stunning caldera view Private Pool

Villa Aronia

Gitsa Cliff Cave Villa | Caldera View & Hot Tub
Destinations to explore
- Hotel rooms Oia
- Cycladic house rentals Oia
- Rentals with beach access Oia
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- Rentals with breakfast Oia
- Luxury rentals Oia
- Private suite rentals Oia
- Apartment rentals Oia
- Villa rentals Oia
- Boutique hotels Oia
- Family-friendly rentals Oia
- Pet-friendly rentals Oia
- Bed and breakfasts Oia
- Rentals with pools Oia
- Cave rentals Oia
- House rentals Oia
- Rentals with a hot tub Oia
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