Family-friendly vacation rentals in Oia

A terrace view showcases white-washed buildings against a backdrop of the Caldera and Aegean Sea. A blue door leads to the outside, while a glass plate of oranges and lemons is placed on a table, inviting moments of relaxation.

4.98 out of 5 average rating, 163 reviews

Traditional Classic Villa with Caldera View

This Traditional Villa can accomodate up to four guests and comes with a king size bed in the sleeping room and two single beds in the living room. Free Wi- Fi and a kitchenette. This Villla has a terrace where you can relax and enjoy the breathtaking view to the so cold Caldera and the Aegean Blue waters.The Villa is situated In the heart of majestic Oia and at a walking distance from all shops restaurants and bars as well as from the famous pedestrian of Oia with Boutique shops.

A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.

4.97 out of 5 average rating, 301 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

4.99 out of 5 average rating, 102 reviews

A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.

Cycladic home in Fira

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

4.99 out of 5 average rating, 217 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, and the Ferry Port at approximately 23 km.

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, 162 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.

4.99 out of 5 average rating, 317 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

4.99 out of 5 average rating, 173 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

4.98 out of 5 average rating, 226 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!

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

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

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

Evmenia Luxury Cave Villa is a spacious (75 sq. m.) self-catered home located right in the heart of the traditional settlement of Oia. The villa has a (25 sq. m.) private patio which offers an unobstructed, gorgeous, panoramic view of the magnificent Caldera and the unique crystal clear waters of the Aegean Sea.

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!

4.92 out of 5 average rating, 396 reviews

A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.

Home in Oia

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 130 reviews

Esmi Suites Santorini 2

4.93 out of 5 average rating, 286 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 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, 245 reviews

Bluedome Suite by Otium Villas Santorini

4.91 out of 5 average rating, 119 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

An outdoor terrace features a round table set for a meal, surrounded by woven chairs. A glimpse of the fully-equipped kitchen is visible through an arched doorway. Sunlight brightens the space, highlighting details of the rustic walls and the potted plant by the window.

4.99 out of 5 average rating, 247 reviews

Casa Itaca Luxury Winery Cave apartment

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, 245 reviews

Stellar Sun Suite-1BR/Hot-Tub/Sea View

4.96 out of 5 average rating, 377 reviews

Cave in Oia

Fisherman's Cave House by Spitia Santorini

Superhost

A rooftop terrace overlooks the serene sea, featuring a comfortable sun bed beside a sparkling jacuzzi. A table is set for two, complemented by refreshing drinks and a fruit arrangement, with the soft hues of sunset enhancing the tranquil setting.

4.87 out of 5 average rating, 102 reviews

Ruby | Diamond Luxury Suites Collection

Family- and pet-friendly home rentals

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.

4.94 out of 5 average rating, 267 reviews

Blue Mirage

4.92 out of 5 average rating, 155 reviews

An outdoor seating area is presented under a vibrant display of blooming bougainvillea. A wooden table with two chairs invites relaxation, while a hammock is positioned alongside. Light blue shutters frame the entrance, complementing the tranquil atmosphere of the space.

Cycladic home in Kamari

Kamari Traditional House | Kamares No.3

Cycladic home in Thira (Santorini)

A dining table set for a meal, featuring plates of various foods, accompanied by glasses of red beverage. A bottle of champagne and a beautiful sunset over distant hills and the sea serve as the backdrop, enhancing the setting's serene ambience.

4.98 out of 5 average rating, 183 reviews

Labyrinth Traditional Houses (Theseus)

4.97 out of 5 average rating, 186 reviews

Villa in Oia

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

4.98 out of 5 average rating, 376 reviews

Historic Boatbuilder's House - Sunset Terrace Oia

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

A spacious living area features a large wooden table surrounded by white chairs, complemented by a long blue sofa adorned with decorative pillows. Soft lighting is provided by a modern pendant light, illuminating the neutral color scheme and arched ceiling.

4.98 out of 5 average rating, 116 reviews

Kalyva - 2 Bedroom Cycladic House in Oia Santorini

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, 125 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

Family-friendly home rentals with a pool

Cycladic home in Akrotiri

An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.

5 out of 5 average rating, 216 reviews

Anemos suite -Private infinity pool & patio

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 (Private Sunset Terrace)

4.9 out of 5 average rating, 165 reviews

An outdoor terrace showcases a natural wood table surrounded by comfortable seating. Morning refreshments, including pastries and drinks, are presented on the table. A clear blue sky and distant ocean views complement the serene ambiance of the space.

Home in Θήρα

STILVI SUITE

Cycladic home in Megalochori

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

4.97 out of 5 average rating, 151 reviews

Ambeli Sunset/private heated pool & breakfast

Cycladic home in Imerovigli

An outdoor area showcases a serene pool surrounded by sun loungers. A shaded cabana adds a touch of elegance, while panoramic views of the Aegean Sea stretch into the horizon under a clear blue sky.

4.9 out of 5 average rating, 142 reviews

"Dream Home" Master Villa

4.95 out of 5 average rating, 144 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

Cycladic home in Episkopi Gonias

An aerial view showcases a private swimming pool with a unique shape, surrounded by lush palm trees. A sunshade offers a resting area beside the pool, which sparkles under the clear blue sky, enhancing the tranquil environment of the outdoor space.

4.97 out of 5 average rating, 107 reviews

Casa Luz, Cycladic house

A private non-heated splash pool is positioned on a terrace with a view of the ocean and distant hills. Surrounding the pool, decorative stones and a straw hat add a relaxed touch to the inviting space. Bright sunlight reflects off the water's surface.