Family-friendly vacation rentals 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, 373 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

4.96 out of 5 average rating, 178 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

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

The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.

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.

4.98 out of 5 average rating, 218 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 Boutique Residences, and the Ferry Port at approximately 23 km.

4.98 out of 5 average rating, 238 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

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.

4.99 out of 5 average rating, 314 reviews

A private outdoor veranda features two wooden lounge chairs positioned beside an outdoor plunge pool. Scenic views of the caldera and distant islands are visible, with the serene blue waters stretching towards the horizon.

Cave in Santorini

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

A round table is set for two, featuring two glasses of wine, as the sun sets over the sea, casting warm colors across the sky. Two contrasting chairs flank the table, with the iconic white buildings of Santorini visible in the background.

4.98 out of 5 average rating, 135 reviews

Sanctuary Vista House

Escape to our enchanting Santorini retreat with unparalleled sunset vistas. Nestled in the heart of Santorini, our cozy abode offers a romantic haven for couples seeking a memorable getaway. Enjoy the mesmerizing views from your private terrace as the sun paints the sky in hues of gold and crimson. Immerse yourself in the charm of Santorini with our meticulously curated space, designed for comfort and relaxation .Experience the magic of Santorini at our unique retreat .

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.

4.99 out of 5 average rating, 147 reviews

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.

4.98 out of 5 average rating, 216 reviews

A serene exterior of a twin villa is depicted at night, highlighting the soft glow of warm lighting from the windows. A swimming pool can be seen, reflecting the calm ambiance, surrounded by lush greenery and a landscaped area.

Dome in Oia

MyBoZer Twins Iliad Heated Private Pool All Year

Our brand new My Bozer twin summer villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada & 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!

A terrace with a dining table is featured, accompanied by two metal chairs. Light-colored cushions are positioned on a nearby lounge area. The view overlooks the calm blue waters of the caldera and distant cliffs, under a clear sky.

4.93 out of 5 average rating, 298 reviews

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

4.89 out of 5 average rating, 475 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.

Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.94 out of 5 average rating, 161 reviews

A private jacuzzi is seen on a sunlit terrace, surrounded by whitewashed walls. The clear water reflects the blue sky, offering views of the tranquil Aegean Sea and the village below. Nearby, a dome of a traditional structure is partially visible in the distance.

Cycladic homes in Fira

NG Maisonette Private Jacuzzi

A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.

4.96 out of 5 average rating, 242 reviews

Bluedome Suite by Otium Villas & Suites

4.9 out of 5 average rating, 125 reviews

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.

Apartment in Fira

George&Joanna Honeymoon Suite with outdoor Hot Tub

4.87 out of 5 average rating, 153 reviews

A serene view of the sunset over the Aegean Sea is captured at the edge of a hot tub, with the warm colors of the sky reflecting on the water's surface. The silhouette of the surroundings is visible, enhancing the tranquil setting.

Apartment in Santorini

Junior Suite Architect's Cave House

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

Cycladic homes 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

Cycladic homes 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- and pet-friendly home rentals

4.79 out of 5 average rating, 109 reviews

Two wooden lounge chairs are positioned on a sunlit terrace, accompanied by glasses and lanterns. A terracotta pot filled with white flowers and a lush green plant provide natural accents against the white backdrop, while a hazy horizon is visible in the distance.

Townhouse in Oia

Als Mansion by K&K

4.94 out of 5 average rating, 257 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

4.97 out of 5 average rating, 186 reviews

A spacious living area features a comfortable gray sectional sofa complemented by a wooden coffee table. Natural light enters through multiple windows, which can be opened for fresh air. A wall-mounted television is positioned for viewing, and the stone-tiled floor adds character.

Home in Oia

Arismari Villa, Oia

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.

4.95 out of 5 average rating, 386 reviews

Sunset Cave House by Spitia Santorini

4.9 out of 5 average rating, 131 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

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 homes 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.

4.94 out of 5 average rating, 266 reviews

Pura Vida Villa

A balcony offers stunning views of the Caldera, featuring a small table with colorful plates set for two. The bright sun reflects on the calm blue waters, creating a serene atmosphere. White walls and a dark door frame complement the inviting outdoor space.

4.87 out of 5 average rating, 118 reviews

Aerie House in Oia

Family-friendly home rentals with a pool

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, 189 reviews

View from Above 2

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, 171 reviews

Michelangelo Beach Villa with Sea View

4.91 out of 5 average rating, 290 reviews

An outdoor area highlights an oversized plunge pool beside a seating arrangement with modern sunbeds and a small table. Soft lighting illuminates the structured walls and rounded dome shapes, creating a serene ambiance as twilight descends.

Guest suite in Tholos

Cupola Suite 2

Cycladic homes in Finikia

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.

4.96 out of 5 average rating, 107 reviews

Santorini Finikia Oia Cave House with jacuzzi

Cycladic homes 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

Cycladic homes in Pyrgos Kallistis

A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.

4.95 out of 5 average rating, 244 reviews

Andromaches Villa with private pool

Villa in Pyrgos Kallistis

A private heated mini pool is visible, reflecting the vibrant colors of the sunset. The surrounding area reveals a panoramic view of the village and coastline, with distant land formations softly illuminated in the fading light.

4.93 out of 5 average rating, 105 reviews

Martynou View Suite