Holiday rentals with beach access in Oia

4.92 out of 5 average rating, 166 reviews

SantoriniParadise: HELIOS cave house, sunset view!

HELIOS Cave house is a spacious, roomy and well-lit romantic love nest! In the heart of old Oia, it offers unobstructed view of Oia's famous sunsets! That is why "SISTERHOOD of the traveling pants" was filmed just THERE! It features 2 double beds, 1 single bed, a red stylish bath tub. There is a small private yard and from our shared SANTORINI PARADISE rooftop you can enjoy amazing sunsets and Ammoudi port. Jacuzzi for 3 persons is available on Tuesday, Thursday & Saturday, just 2 minutes away.

4.88 out of 5 average rating, 252 reviews

Hotel room in Oia

mu perfect house with caldera sunset view

Really a authentic cavehouse on caldera with unique view, around has only white cavehouses. the house isin oia village, on caldera. is ideal for honeymoon and relax holidays.the house is private, has a private patio with table and chairs. has seaview and from inside! around has the best restaurants and many shops , travel ofices and gallerys, also you can to rent car or moto. the house has aircontition and free wifi. also we provide towels and sheets and bathroom amenities. MHTE1167K050B0902201

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 112 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

4.99 out of 5 average rating, 294 reviews

Cave in Fira

Cave house mARTrona Oia-Finikia-Santorini

Combining privacy and comfort, Cave house mARTrona will amaze you as it is a renovated cave house in an idyllic location just minutes away from the unique Oia of Santorini. It is located in the traditional settlement of Finikia in Oia, on the north side of Santorini, near the Caldera of Oia and its magnificent sunset. A cosy cave house equipped with all the modern facilities, it provides a soothing and comforting feeling. The art is based completely on natural materials of the island.

4.91 out of 5 average rating, 140 reviews

Cave in Red beach

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!

4.82 out of 5 average rating, 252 reviews

Lovely House at Oia Village Center

The "Lovely House" is located in a premium location, featuring a unique decorative style with light boho elements and Cycladic architecture, as well as a private outdoor hot tub! Within short distance, you have direct access to the famous Caldera view, the Bus / Taxi Terminal, supermarkets, restaurants and local stores. As an extra complimentary (free of charge), guests may take advantage of the swimming pool facilities at "OIA SUNSET VILLAS" resort, located just 900 meters away!

4.9 out of 5 average rating, 278 reviews

Apartment in Oia

Oia Lucky Ruby Residence

Our Ruby Residence offers the perfect romantic getaway in Santorini, with its panoramic views and total privacy, providing the ultimate sense of relaxation overlooking the majestic caldera , world known sunset of Oia and the infinite Aegean blue. In a cozy interior space of 40m2 with a 50m2 private veranda it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy .

4.95 out of 5 average rating, 374 reviews

Cave in Oia

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.

4.99 out of 5 average rating, 112 reviews

Cave in Oia

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.

4.93 out of 5 average rating, 415 reviews

Cycladic home in Fira

Divine View Sun Home

Unwind and relax with a glass of wineadmiring the breathtaking views of the famous Santorinian sunset from this house's private veranda . Awake refreshed and ready for a day to explore the island via this clean, sunny house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Fira and explore the nearby little shops & cafe .

4.99 out of 5 average rating, 173 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!