Holiday rentals with breakfast in Oia

A scenic view from HELIOS Cave House shows a guest overlooking the caldera and the sea. Whitewashed buildings line the hillside, accentuated by the brilliant blue sky. The image captures the serene atmosphere that surrounds the property, inviting relaxation and tranquility.

4.92 out of 5 average rating, 190 reviews

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

4.96 out of 5 average rating, 112 reviews

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home in Emporio

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

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, 400 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

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.

4.95 out of 5 average rating, 196 reviews

Vista Dall Alto | Sunset Views & Private Pool

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.

4.98 out of 5 average rating, 255 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.

A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.

4.99 out of 5 average rating, 172 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

4.98 out of 5 average rating, 228 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.

4.96 out of 5 average rating, 145 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.

4.99 out of 5 average rating, 161 reviews

A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.

Cave in Oia

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

A terrace overlooks the Aegean Sea, featuring a heated jacuzzi alongside elegant seating. The sun sets on the horizon, casting a warm glow over the space. Nearby guests are seen enjoying the scenic view, enhancing the inviting atmosphere of the location.

4.85 out of 5 average rating, 151 reviews

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

4.95 out of 5 average rating, 117 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 Fira

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.

4.99 out of 5 average rating, 184 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

Popular amenities for Oia Holiday Accommodation with Breakfast

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

4.94 out of 5 average rating, 17 reviews

Home in Pyrgos Kallistis

Nice Villa with Sunset View

4.88 out of 5 average rating, 164 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 Emporio

Latipi House

A couple is embraced in a romantic pose beneath a lush green tree, with the picturesque landscape of Santorini in the background. The ground is adorned with a patterned pebble surface, adding charm to the private outdoor space.

Home in Pyrgos Kallistis

Captain's Mansion amazing view & private pool

4.91 out of 5 average rating, 124 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

Home in Fira

Maison Sivota with private pool and heated Jacuzzi

5 out of 5 average rating, 60 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

4.72 out of 5 average rating, 312 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 Fira

3 DAUGHTERS(2)

A private terrace features a refreshing infinity pool overlooking the vast sea and dramatic coastal views. Sunbeds are positioned nearby, providing a relaxing space surrounded by lush greenery and colorful flowers under a bright sky.

Home in Oia

Sea View Villa with Jacuzzi & Plunge Pool

Apartment rentals with breakfast

4.98 out of 5 average rating, 44 reviews

Apartment in Karterádos

Pure Lava

4.93 out of 5 average rating, 60 reviews

A tranquil scene features a swimming pool reflecting the colors of the sunset. Two lounge chairs are positioned nearby, overlooking the expansive ocean. The horizon reveals silhouettes of distant islands against a vibrant sunset sky, creating a serene atmosphere.

Apartment in Megalochori

"The Cliff Reflections" queen room with sea view

5 out of 5 average rating, 40 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 Imerovigli

Suite with Pool | Rose

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.

4.98 out of 5 average rating, 93 reviews

Honeymoon Suite with Caldera View and Hot Tub

4.94 out of 5 average rating, 152 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 Imerovigli

Sunrise View Retreat – B&B Apartment

4.92 out of 5 average rating, 138 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

5 out of 5 average rating, 51 reviews

A private hot tub is positioned on a terrace, surrounded by smooth stone steps. The panoramic view captures the serene caldera at dusk, with soft hues of orange and blue reflecting in the water. The gentle glow of outdoor lighting enhances the calming evening atmosphere.

Apartment in Oia

Junior Cave Suite at Enalion Suites

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

Bed and breakfast rentals with breakfast

5 out of 5 average rating, 9 reviews

Hotel room in Imerovigli

Superior Suite with Caldera View- Imera Vista

Private room in Santorini

An outdoor terrace features a private infinity pool and a sunbed positioned for relaxation. Stone walls frame the area, while expansive views of the Aegean Sea stretch into the distance. Neutral-toned tiles create a seamless transition from the pool to the surrounding space.

4.94 out of 5 average rating, 127 reviews

Junior Suite Infinity pool & sea view BRILLIANCE

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.

4.93 out of 5 average rating, 171 reviews

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

4.9 out of 5 average rating, 238 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 in Santorini

Oia bed and breakfast for 2 & swimming pool

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)

A private terrace features a clear blue Jacuzzi surrounded by inviting sun loungers. An umbrella provides shade, while panoramic views of the Aegean Sea and surrounding landscape are visible under a bright blue sky.

Home in Vourvoulos

4.78 out of 5 average rating, 166 reviews

Tholos Arched Villa, Jacuzzi, Sea View

Private room in Imerovigli

5 out of 5 average rating, 56 reviews

Caldera View Private Deluxe Suite with Jacuzzi