Vacation rentals with breakfast in Oia

4.95 out of 5 average rating, 416 reviews

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.

Cycladic homes in Oia

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

4.99 out of 5 average rating, 177 reviews

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Guest suite in Pyrgos Kallistis

A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

4.96 out of 5 average rating, 208 reviews

4.98 out of 5 average rating, 271 reviews

An indoor hot tub features calming blue water, framed by a large archway that opens to breathtaking views of the caldera and surrounding landscape. Soft lighting from candles enhances the serene ambiance, complemented by a potted plant placed nearby.

Apartment in Oia

Stellar Sun Suite-1BR/Hot-Tub/Sea View

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture , making it the perfect choice for those who want to relax. The suite is aprox 37 sm, 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, a smart TV and queen size bed.

4.98 out of 5 average rating, 241 reviews

A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.

Guest suite in Oia

Suite with Outdoor Plunge Pool & 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. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Apartment in Pyrgos Kallistis

An outdoor seating area offers stunning views of the Mediterranean Sea and volcanic landscape. A private Jacuzzi is positioned nearby, surrounded by sun loungers. A couple enjoys refreshments, while one person relaxes in a hanging chair, showcasing the tranquil setting.

Honeymoon Suite with Caldera View and Hot Tub

Honeymoon Suite belongs to Symphony suites which is a complex located in village Pyrgos and only 10 minutes driving distance away from the center, Fira. This particular suite is ideal for couples who want to visit Santorini and have moments of relaxation with a view to the volcano and the sea. -Free Breakfast is included -A tax is imposed by the city and collected at the property. 2€ per accommodation, per night -Children age under 12 years old are not allowed.

4.95 out of 5 average rating, 103 reviews

4.96 out of 5 average rating, 155 reviews

A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.

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.

Place to stay in Vothonas

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 299 reviews

4.91 out of 5 average rating, 124 reviews

An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.

Cave in Santorini

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

4.93 out of 5 average rating, 180 reviews

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.

Cycladic homes in Oia

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.

5.0 out of 5 average rating, 204 reviews

An expansive outdoor terrace is shown, featuring a comfortable seating area and potted plants. The horizon displays a serene sunset over the Caldera Sea, with boats gently floating on the water, while rocky cliffs provide a dramatic backdrop.

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

4.95 out of 5 average rating, 166 reviews

A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.

Villa in Akrotiri

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

Popular amenities for Oia accommodations with breakfast

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.92 out of 5 average rating, 130 reviews

A serene outdoor terrace features a private jacuzzi surrounded by clean white walls and tiled flooring. Sun loungers are positioned nearby, and a sun umbrella provides shade. The view captures the unique architectural style of Oia, with whitewashed buildings in the background under a clear blue sky.

Home in Oia

Yposkafo Jacuzzi House

4.89 out of 5 average rating, 100 reviews

Home in Santorini

Amaranthine Villa

4.88 out of 5 average rating, 172 reviews

An outdoor terrace features a blue-tiled jacuzzi surrounded by glass railings. Two sunbeds are positioned nearby, accompanied by a small table. Clear skies above highlight the serene and inviting space, ideal for relaxation.

Home in Emporeio

Latipi House

4.91 out of 5 average rating, 183 reviews

A charming entrance features a light-colored door framed by rustic stone. A small table with tea settings and a decorative potted plant is placed nearby. A window box displays colorful seasonal decorations, complementing the serene atmosphere of the exterior.

Home in Santorini

Nikoletis ,B&B cave house at Arvanitis Village

5.0 out of 5 average rating, 4 reviews

Home in Merovígli

Villa with Pool and Jacuzzi

5.0 out of 5 average rating, 39 reviews

A traditional cave house exterior is presented with a light-colored facade. A wooden lounge chair is positioned beside a small table, with pots of plants adding to the charm. Coastal views and an expansive sky can be glimpsed in the background.

Home in Agrilia

Sunlight Cave Agrilia

5.0 out of 5 average rating, 64 reviews

A poolside area features a black wire chair and a patterned pouf, overlooking the expansive blue sea and distant island views. The clean, minimalist design highlights the serene atmosphere, while sunlight reflects off the clear water of the pool.

Home in Pyrgos Kallistis

M&D Stories Villa Santorini

4.73 out of 5 average rating, 319 reviews

An open living area is highlighted by a blue seating arrangement and a round wooden coffee table. Decorative items and a wall mirror are visible. Ceiling lights create a bright ambiance, complemented by a stone accent wall. Neutral tones enhance the overall space.

Home in Santorini

3 DAUGHTERS(2)

Apartment rentals with breakfast

4.97 out of 5 average rating, 191 reviews

A round outdoor table is set on a balcony, accompanied by two white chairs. A bouquet of sunflowers and vibrant red flowers rests on the table, with two colorful glasses nearby. The expansive view of the blue sea and distant islands enhances the tranquil setting.

Apartment in Firostefani

AMAZING STUDIO IN PRIVATE VILLA

Apartment in Pyrgos Kallistis

The serene private terrace features lounge seating next to a small heated pool, framed by a large yellow awning. Views of the surrounding landscape and distant coastline are visible as twilight descends, creating a peaceful ambiance.

Prince Albus Suite with Private Plunge Pool

4.86 out of 5 average rating, 146 reviews

4.94 out of 5 average rating, 163 reviews

A scenic view captures the vibrant colors of sunset over the ocean, framed by distant clouds. The foreground includes a balcony railing, adding to the serene atmosphere of the location. The soft silhouettes of the landscape enhance the tranquility of the scene.

Apartment in Merovígli

Sunrise View Retreat – B&B Apartment

4.92 out of 5 average rating, 141 reviews

A balcony view showcases a vibrant landscape, overlooking the sea and surrounding hills. The table is set with a coffee pot, a yellow cup, orange juice, and fresh fruit, inviting a peaceful moment outdoors. The clear blue sky enhances the overall serene ambiance.

Apartment in Santorini

Crocus apartment minutes walk from caldera

4.97 out of 5 average rating, 38 reviews

A private pool is surrounded by white walls, showcasing a tranquil scene at sunset. A bowl of grapes and two bottles of champagne sit atop a stone pedestal, with elegant glasses arranged nearby, reflecting the warm hues of the setting sun over the ocean.

Apartment in Oia

Santolia Art Suites - Deluxe Suite with Sea View

5.0 out of 5 average rating, 49 reviews

A private outdoor pool is surrounded by white walls, creating an intimate space. A sunbed with rolled towels is positioned beside the pool, with a small plant accentuating the area. Comfortable seating is present, fostering relaxation and leisure.

Apartment in Merovígli

Suite with Pool | Rose

4.95 out of 5 average rating, 42 reviews

A spacious suite displays a comfortable king size bed with a striped blanket. A seating area with vibrant cushions is visible. A small dining table with chairs is positioned on the private terrace, which can be accessed through light blue doors. Natural light brightens the area.

Apartment in Oia

Elegant Suite, Hot Tub | Sole d'oro Luxury Suites

5.0 out of 5 average rating, 33 reviews

Apartment in Karterados

Aquarill

Bed and breakfast rentals with breakfast

4.93 out of 5 average rating, 172 reviews

A private terrace showcases a hot tub with sweeping views of the sea and surrounding landscape. A cozy lounge area, adorned with patterned cushions, invites relaxation under an archway, while a sunhat rests nearby, complementing the tranquil ambiance.

Cycladic homes in Oia

3 Caves suite with Hot-Tub and Caldera View in Oia

Cycladic homes in Santorini

A spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.

Three bedroom Villa with two Caldera View Jacuzzi

4.99 out of 5 average rating, 146 reviews

Bed and breakfast in Merovígli

A modern cave suite features a spacious bed with an elegant black and white patterned coverlet. Decorative blue vases and lit candles create a serene ambiance. A small table with decorative items is positioned next to a chair, enhancing the minimalist decor.

Thea Cave suite with private terrace and hot tub

4.96 out of 5 average rating, 45 reviews

4.63 out of 5 average rating, 159 reviews

A spacious outdoor area features a stone patio with a round table and wicker chairs. A swimming pool glimmers under sunlight, surrounded by lounge chairs and thatched umbrellas. The backdrop showcases a mountainous landscape under a clear blue sky.

Apartment in Santorini

House for 4 included car, breakf (Heated Pool)

4.9 out of 5 average rating, 239 reviews

A serene outdoor seating area features a table surrounded by white chairs and a view of the horizon. A person in a wide-brimmed hat holds a drink, enjoying the atmosphere as soft sunlight bathes the space.

Hotel room

Oia bed and breakfast for 2 & swimming pool

An expansive outdoor terrace features a pool surrounded by various lounge chairs and seating areas. Lush greenery and terracotta pots are scattered throughout, and stunning ocean views are visible in the background against a clear sky.

Bed and breakfast in Merovígli

Belle Etoile villas Santorini

4.71 out of 5 average rating, 72 reviews

Private room in Merovígli

An outdoor terrace space features a comfortable lounging area with a gray sofa adorned with patterned cushions. A wooden table stands nearby, complemented by a stylish chair. A straw hat and a light throw are casually placed, while the tranquil sea and distant hills are visible in the background.

Honeymoon Suite with Outdoor Heated Jacuzzi

4.93 out of 5 average rating, 150 reviews