Family-friendly holiday rentals in Oia

4.96 out of 5 average rating, 179 reviews

A minimalist living area features a curved sofa adorned with decorative cushions. A round, concrete coffee table hosts fresh fruits. Soft, neutral tones are complemented by the gentle illumination from wall fixtures, while an archway leads to a softly-lit bathroom in the distance.

Apartment in Oia

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

4.96 out of 5 average rating, 285 reviews

An outdoor area is presented with a private jacuzzi alongside two woven lounge chairs. The expansive view showcases the tranquil sea, dotted with islands under a clear blue sky, creating a serene atmosphere.

Cave in Oia

Aspa Caves studio, outdoor hot tub & caldera view!

Aspa Caves's Traditional studio, located at Oia's cliff at a very quiet area. The studio is ideal for honeymooners and for those who imagine some very special moments in Santorini. It features an outdoor private jacuzzi, a bedroom with a queen size bed (160 x 200cm), a siting area with a traditional sofa bed, dining table, kitchenette and a bathroom with shower. It also features it's own small balcony with amazing views of the Caldera gulf, volcano and Thirasia island. Size: 30 square meter

4.96 out of 5 average rating, 168 reviews

A serene outdoor seating area is presented, featuring a sectional sofa with teal and grey cushions. The space is shaded by a large canopy, with white walls and a glimpse of the caldera and sea visible in the background.

Apartment in Oia

Starry Sky Cave-1BR/Hot-Tub/Sea View

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 is aprox 48 sm, features a private indoor hot tub, offering full 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.

4.99 out of 5 average rating, 214 reviews

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

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.

4.97 out of 5 average rating, 296 reviews

Cave in Oia

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

4.92 out of 5 average rating, 110 reviews

An outdoor terrace overlooks the calm sea, featuring an inviting jacuzzi surrounded by seating and potted greenery. The view reveals the blue water and dramatic cliffs of Santorini, with white-washed buildings visible on the hillside.

Home in Oia

Archon Villa by K&K (outdoor jacuzzi)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.

A view is presented through wide-open windows, offering a glimpse of the expansive sea and caldera. A wooden dining table is visible on the terrace, surrounded by natural scenery. Bright clouds fill the sky, enhancing the serene atmosphere of the coastal landscape.

5 out of 5 average rating, 255 reviews

Likno Traditional Villa

With your friends or family, with people dearly loved, enjoy your stay in the Likno Traditional Villa located in the center of the most famous village in Santorini, Oia. Experience the most astonishing caldera views with the comfort of a traditional local home, your home in Santorini!

4.89 out of 5 average rating, 479 reviews

A private outdoor Jacuzzi is situated on a terrace, surrounded by whitewashed walls and overlooking the serene sea. The sparkling water reflects sunlight, creating a tranquil atmosphere. The sloping hillside provides additional views of the coastline and distant boats.

Villa in Oia

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

4.9 out of 5 average rating, 112 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

Nestled in the Caldera cliffs of Santorini, Yposkafo Jacuzzi House resides in the village of Oia. With a unique "Jacuzzi in a cave", endless horizon and sublime view of the Aegean sea, Yposkafo is an exceptional choice for couples and honeymooners.

4.95 out of 5 average rating, 238 reviews

An indoor-outdoor Jacuzzi is illuminated by candles, with soft blue water inviting relaxation. A panoramic archway frames a tranquil view of the sea, while a glass of red wine and a plate of grapes are presented nearby.

Cave in Santorini

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

A dining area is seen on a patio, featuring a table with striped chairs positioned towards a stunning view of the caldera and mountains. A yellow pitcher and glasses with orange accents are placed on the table, while a clear blue sky complements the serene setting.

4.95 out of 5 average rating, 307 reviews

Pano Meria Cave House Two in Oia

This house is located in the earliest inhabited part of the village of Oia. Situated adjacent to the Venetian ‘castle’ it boasts a spectacular view of the caldera as well as easy access to all of Oia's many shops and restaurants.

4.94 out of 5 average rating, 261 reviews

A small white table is set on a balcony with a blue tablecloth and two glasses, overlooking a calm sea. A bottle of wine sits on the table, with views of distant islands visible under a clear sky.

Apartment in Oia

Blue Mirage

Blue Mirage house is located on the main walking path in the centre of Oia village. The views from the balcony are amazing all day, evening and night. Blue and white colours create a mirage waiting for you to enjoy.

Popular amenities for Oia family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A private outdoor hot tub is seen on the patio of the Cave House, with panoramic views of the Caldera in the background. The scene is brightened by natural sunlight, and decorative elements include a blue railing and greenery around the area, creating a serene atmosphere.

4.89 out of 5 average rating, 154 reviews

SantoriniParadise: PARADISE cave, private hot tub!

4.96 out of 5 average rating, 242 reviews

Bluedome Suite by Otium Villas Santorini

5 out of 5 average rating, 152 reviews

Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.

Villa in Oia

Loukia House

A scenic view showcases traditional Cycladic architecture with whitewashed structures and striking blue domes. In the foreground, a quiet outdoor space features a small table set with fruit, while the expansive Aegean Sea and volcanic caldera are visible in the background under a clear blue sky.

4.97 out of 5 average rating, 128 reviews

Evmenia Luxury Cave Villa

A serene interior space features a light-colored plaster finish and a half-moon shaped indoor jacuzzi. A comfortable seating area with soft gray cushions provides a relaxing spot. Large arched windows frame views of the sea, allowing natural light to enhance the atmosphere.

4.84 out of 5 average rating, 259 reviews

Marble Sun Villa with Hot-Tub and Caldera View

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.

4.86 out of 5 average rating, 145 reviews

Sunset villa in Oia

A panoramic view reveals the vibrant blue Aegean Sea against the horizon, with whitewashed structures of Oia's architecture in the foreground. The image captures a blend of natural beauty and unique architecture showcased by the surrounding cliffs.

4.83 out of 5 average rating, 180 reviews

Astrea Suites: Ostria Cave Villa - Outdoor Jacuzzi

4.9 out of 5 average rating, 193 reviews

A serene outdoor space features a small jacuzzi surrounded by white walls and greenery. Two wooden lounge chairs with soft cushions are positioned for comfort. The bright blue sky is visible above, enhancing the tranquil setting.

Apartment in Fira

Nostos Apartments Fira | Zeus

Family- and pet-friendly home rentals

Cycladic home in Santorini

A vibrant sunset is depicted over the ocean, with the sun partially submerged on the horizon. Soft orange and pink hues blend in the sky, reflecting on the water. Rolling hills and white buildings are visible in the foreground, adding depth to the scenic landscape.

4.84 out of 5 average rating, 131 reviews

Kallisti Captain's House @ Palm Tree Hill

4.93 out of 5 average rating, 272 reviews

An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.

Dome in Fira

FIRA WHITE RESIDENCE DELUXE VILLA

4.88 out of 5 average rating, 226 reviews

A spacious studio is presented, featuring a well-made bed adorned with decorative pillows. A dining area includes a red table and chairs, while a cozy seating area with a sofa provides extra relaxation. Light streams through multiple windows, enhancing the inviting atmosphere.

Home in GR

Little Olive Tree Studio

4.95 out of 5 average rating, 386 reviews

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

Cave in Oia

Sunset Cave House by Spitia Santorini

An outdoor terrace features a private hot tub surrounded by neutral tiles. A small round wooden table and two chairs are positioned nearby, offering a space to relax. The background showcases soft, earthy tones of neighboring buildings against a cloudy sky.

4.83 out of 5 average rating, 266 reviews

Lovely House at Oia Village Center

4.82 out of 5 average rating, 368 reviews

A wooden table with a decorative bowl is set on a terrace overlooking the sea. Two white chairs flank the table, enhancing the serene view of distant islands and clear blue waters. A small lantern and stones are placed on the ledge, adding subtle details.

Cave in Santorini

Faros house

Cycladic home in Imerovigli

The rooftop terrace offers breathtaking views of the Caldera, featuring a luxurious private Jacuzzi. An outdoor dining table is set against the backdrop of the sunset, while comfortable sunbeds provide a perfect spot to relax and enjoy the scenery.

4.93 out of 5 average rating, 269 reviews

Pura Vida Villa

Cycladic home in Exo Gonia

A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.

4.98 out of 5 average rating, 124 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

Family-friendly home rentals with a pool

Cycladic home in Akrotiri

An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.

5 out of 5 average rating, 216 reviews

Akrorama Anemos - Private Pool & Caldera View

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.

4.89 out of 5 average rating, 173 reviews

Michelangelo Beach Villa with Sea View

4.9 out of 5 average rating, 196 reviews

The exterior of the suite is illuminated at night, showcasing a rounded dome architecture. A pair of glass doors leads to the interior, flanked by large windows. A small patio area features a table and chairs, offering comfortable outdoor seating.

Guest suite in Tholos

Cupola Suite 1

4.96 out of 5 average rating, 107 reviews

An outdoor jacuzzi is featured on a terrace, surrounded by smooth, white walls and scenic views of the sea. Steps lead upward, providing access to additional outdoor areas. Soft blue water contrasts with the neutral tones of the surrounding architecture.

Cycladic home in Finikia

Santorini Finikia Oia Cave House with jacuzzi

4.9 out of 5 average rating, 132 reviews

A private swimming pool is framed by sun loungers, offering a serene space for relaxation. A stone terrace features a shaded dining area, with stunning views of the sunset over the calm sea, creating a peaceful atmosphere.

Villa in Panagia Kalou

Abelomilos Luxury by The Sea

Cycladic home in Imerovigli

A hammock is elegantly positioned on a spacious terrace, overlooking an infinity swimming pool that blends with the horizon. The sun rises softly in the distance, creating a serene backdrop against the calm waters of the Aegean Sea.

4.94 out of 5 average rating, 143 reviews

Christina's Villa

4.98 out of 5 average rating, 206 reviews

A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.

Apartment in Fira

Saints Apostles Villa with private pool