Vacation rentals with breakfast in Oia

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

4.95 out of 5 average rating, 346 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Villa in Pyrgos Kallistis

An outdoor terrace features a sun lounger positioned next to an infinity pool, extending towards the sea. Soft towels are rolled and placed on the lounger, while the horizon showcases a gentle blend of ocean blues under a clear sky.

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, 178 reviews

A close-up view reveals a traditional white structure topped with a blue dome, accented by smooth, rounded surfaces. The surroundings feature clean lines and a minimalist aesthetic, harmonizing with the iconic architectural style of Santorini.

Guest suite in Oia

Suite with Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

4.98 out of 5 average rating, 209 reviews

A spacious bedroom features smooth white walls and an arched ceiling. A large bed with neatly arranged linens is positioned in the foreground. Natural light enters through a doorway leading to a minimalistic space adorned with decorative accents, including a mounted television.

Apartment in Oia

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

4.96 out of 5 average rating, 115 reviews

A welcoming lounge area features a kitchenette with a refrigerator and coffee machine. Open doors lead to a private patio, revealing stunning views of the sea. Light-colored walls and a natural woven rug contribute to a bright and airy atmosphere.

Home in Oia

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

4.95 out of 5 average rating, 374 reviews

A serene outdoor area features a private plunge pool and comfortable loungers overlooking the Aegean Sea. The walls are curved and finished in crisp white, blending harmoniously with the clear blue sky and the inviting water of the pool.

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.

4.98 out of 5 average rating, 158 reviews

Dome in Oia

MyBoZer Twins Odyssey Private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

A private heated jacuzzi is visible in the foreground, offering a stunning view of the caldera and Aegean Sea. The sun sets in the background, casting warm hues across the sky, while rugged cliffs and white buildings are seen along the coast.

4.95 out of 5 average rating, 166 reviews

Blue Sky Suite with jacuzzi and caldera view

The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.

A stunning view from the villa showcases an infinity pool, blending seamlessly with the deep blue Aegean Sea. Vessels can be seen navigating the water, framed by the picturesque caldera and distant land formations under a clear sky.

4.84 out of 5 average rating, 247 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unparalleled luxury at our villa in Oia, Santorini. With breathtaking views of the caldera and impeccable design, our spacious accommodations offer a perfect blend of comfort and elegance. Enjoy a private hot tub, attentive hospitality from our dedicated staff, and the convenience of being located in the heart of Oia. Experience the epitome of relaxation and indulgence in this stunning retreat.

4.99 out of 5 average rating, 139 reviews

Cave in Oia

Lioyerma Cave Villa & Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space

Cycladic home in Akrotiri

An infinity plunge pool is framed by a large white arch, offering views of the caldera and Aegean Sea. Sun loungers are positioned nearby, inviting relaxation. The pool's clear turquoise water reflects the blue sky above, creating a serene atmosphere.

4.99 out of 5 average rating, 157 reviews

Akrorama Spilia-Ultimate Privacy,Pool&Caldera View

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

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.