Family-friendly holiday rentals in Oia

An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.

4.95 out of 5 average rating, 319 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Serviced apartment in Oia

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.

4.98 out of 5 average rating, 241 reviews

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 with a minimal decorative style, 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, and a smart TV.

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, 379 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

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.

4.96 out of 5 average rating, 285 reviews

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

4.99 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

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.

A private balcony features a Jacuzzi with stunning views of the caldera. A round table and chairs in a muted color sit beside the hot tub, offering the perfect setting for relaxation. The blue sea and sky stretch out into the distance.

4.97 out of 5 average rating, 191 reviews

Oia Nautical Dreams with Caldera View and Jacuzzi

Oia Nautical Dreams is a cozy private house with an amazing view of the caldera. It is right by the famous pedestrian path of Oia but as it is on a higher level offers privacy and superb views. On the first level, you will find a comfy lounge area with a sofa, a kitchenette, and a bathroom. Following the internal stairway will take you to the open bedroom with a queen size bed. From the lounge area, you have access to the private balcony with the Jacuzzi and breathtaking views.

4.95 out of 5 average rating, 199 reviews

Satori Caves by Thireon

Welcome to Satori Caves - where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house has an amazing terrace with hot tub for your own private volcano viewing spot! There are a few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. Managed by Thireon Houses

An outdoor terrace reveals a private rooftop Jacuzzi surrounded by sunbeds and a small dining area. The stunning view of the ocean and distant lights creates a calming atmosphere, enhanced by the evening sky painted in deep blue hues.

4.92 out of 5 average rating, 161 reviews

Sapphire | Diamond Luxury Suites Collection

Diamond Luxry Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, with sunbeds and umbrellas! For your comfort we have a minbar, with local soft-drinks with extra charge. Stay with us and discover why our island is one of the world's top destinations!

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.

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.

4.9 out of 5 average rating, 112 reviews

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.

Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 184 reviews

An outdoor terrace features two comfortable lounge chairs facing the expansive Aegean Sea. The calm waters reflect clear blue skies, while views of nearby islands enhance the serene atmosphere. A railing provides safety while allowing unobstructed sightlines of the breathtaking scenery.

Villa in Imerovigli

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

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

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.

4.92 out of 5 average rating, 110 reviews

Archon Villa by K&K (outdoor jacuzzi)

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

Serviced apartment in Fira

The suite features a spacious bed with crisp white linens and a light grey blanket. Large glass doors open to a balcony, providing a view of the sea. Minimalist decor includes soft lighting and neutral tones, enhancing the modern atmosphere.

4.9 out of 5 average rating, 131 reviews

George&Joanna Honeymoon Suite with outdoor Hot Tub

4.95 out of 5 average rating, 231 reviews

An outdoor terrace features a heated jacuzzi alongside a seating area with two chairs and a table. A telescope is positioned for viewing the surrounding landscape. The expansive view includes the Aegean Sea and dramatic clouds, providing a serene atmosphere for relaxation.

Cycladic home in Fira

Cave House in Oia with Caldera View

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.

4.96 out of 5 average rating, 270 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

A private yard features a shaded sitting area with pink cushions and a wooden table. A hot tub is positioned nearby, inviting relaxation. The space is surrounded by light-colored walls, creating a serene environment in a quiet setting.

4.97 out of 5 average rating, 196 reviews

Heart of Oia Private house with Jacuzzi Center Oia

Family- and pet-friendly home rentals

Superhost

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.

Cycladic home in Santorini

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

4.86 out of 5 average rating, 250 reviews

A cozy sleeping area features a comfortable bed with decorative pillows and a textured wall hanging above. A unique woven light fixture provides soft illumination, while a small blue table and chairs are positioned nearby. The entrance to the bathroom is visible in the background.

Cycladic home in Perissa

1 beach studio seconds from the sea

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

A private heated plunge pool with clear blue water is situated on a terrace overlooking the ocean. A sun umbrella provides shade, while white stones outline the pool. The surrounding cliffside views showcase the sea and distant landforms, enhancing the serene setting.

4.87 out of 5 average rating, 110 reviews

The Blue Domes 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

Cycladic home in Pyrgos Kallistis

An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.

4.96 out of 5 average rating, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Superhost

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

4.82 out of 5 average rating, 368 reviews

Maison Faros

Family-friendly home rentals with a pool

Serviced apartment in Pyrgos Kallistis

An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.

5 out of 5 average rating, 212 reviews

Star Infinity Suite with private heated Jacuzzi.

Superhost

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

4.97 out of 5 average rating, 162 reviews

A traditional Santorini cave house is shown at dusk, featuring smooth white walls and wooden terraces. Steps lead to a private sitting area, adorned with a decorative stone and a large clay pot, enhancing the serene ambiance of the outdoor space.

Cycladic home in Finikia

Gemini Cave II,mini pool with hot tub and sea view

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

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.

Flat in Fira

Saints Apostles Villa with private pool