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, 310 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

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, 372 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, 209 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.

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.

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.

4.85 out of 5 average rating, 257 reviews

Marble Sun Villa with Hot-Tub and Caldera View

Discover the essence of Santorini luxury at Marble Sun Villa. Set along the iconic cliffs of Oia, the villa offers breathtaking, uninterrupted views of the Caldera. Cozy cave-style bedrooms, spacious terraces, and a private hot tub create the perfect setting for pure relaxation. With warm, attentive hospitality and a prime location just steps from Oia’s vibrant pathways, Marble Sun Villa promises an unforgettable escape. Immerse yourself in the magic of Santorini at Marble Sun Villa.

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, 235 reviews

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.

4.93 out of 5 average rating, 264 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

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

4.86 out of 5 average rating, 295 reviews

A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.

Cave in Fira

Cave House Mirabo Sea Volcano View Accommodates 5

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.

4.99 out of 5 average rating, 193 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

A sunlit terrace overlooks the sparkling sea, featuring a hot tub and a red dining table surrounded by black chairs. Sun loungers are positioned along the edge, with the volcanic cliffs and distant islands visible in the background.

4.95 out of 5 average rating, 198 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

4.98 out of 5 average rating, 215 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!

Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.79 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

Place to stay in Imerovigli

A serene plunge pool jacuzzi is visible on a private terrace, with undulating water reflecting the soft hues of the sunset. The Aegean Sea and dramatic caldera cliffs create a stunning backdrop, enhancing the tranquil atmosphere as the sun sets on the horizon.

4.96 out of 5 average rating, 124 reviews

Esmi Suites Santorini 2

Superhost

A couple enjoys the view from the edge of a hot tub at sunset, looking towards a vibrant horizon of orange and pink. The serene water reflects the colors of the sky, creating a calming atmosphere.

Cycladic home in GR

4.91 out of 5 average rating, 156 reviews

Auntie's Villas - Palea

4.92 out of 5 average rating, 109 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)

Cycladic home in Pyrgos Kallistis

A serene evening scene showcases a private plunge pool with illuminated turquoise water. Soft lighting surrounds a spacious terrace, featuring comfortable lounge chairs. The horizon displays a gradient of colors as the sun sets, providing a peaceful backdrop over the traditional village.

4.92 out of 5 average rating, 262 reviews

Sensation Villa with outdoor heated plunge pool

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.

4.91 out of 5 average rating, 123 reviews

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.

Flat 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

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 236 reviews

A serene outdoor terrace features a heated plunge pool, surrounded by comfortable loungers. The vibrant colors of the sunset illuminate the sky and reflect on the calm waters of the Aegean Sea, offering a tranquil atmosphere for relaxation.

Villa in Imerovigli

ENTIRE PRIVATE ANTRUM VILLA with Sunset View+Pool

4.9 out of 5 average rating, 175 reviews

A spacious bedroom features a large double bed with a light blue coverlet against a backdrop of natural stone walls. A small kitchenette area is visible, equipped with a refrigerator and kettle. Soft lighting enhances the neutral tones throughout the room.

Hotel room in Fira

SAKAS RESIDENCES TRIPLE ROOM WITH GARDEN VIEW

4.86 out of 5 average rating, 160 reviews

A wooden table is set on a balcony, featuring a bottle of rosé wine alongside two glasses. A small potted plant adds a touch of greenery, while the expansive view of the Aegean Sea and clear blue sky enhances the serene atmosphere.

Apartment in Fira

So close to caldera cliff ,Sea view studio No3

Superhost

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.

Flat in Oia

4.94 out of 5 average rating, 256 reviews

Blue Mirage

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

4.97 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, 385 reviews

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

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

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, 171 reviews

Michelangelo Beach Villa with Sea View

4.95 out of 5 average rating, 142 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 Exclusive Suites

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

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

4.85 out of 5 average rating, 169 reviews

A clear swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing outdoor space. The white villa in the background is complemented by blooming plants and a mountainous landscape under a bright blue sky.

Villa in Kamari

Studio Santorini Twin/Double

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