Family-friendly holiday 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, 413 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

FamilyIndoor spacesBathroom

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, 177 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.

KitchenFamilyOutdoor spaces

4.99 out of 5 average rating, 232 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.

KitchenFamilyBathroom

A sunlit terrace is presented, featuring a dining table with wooden chairs, surrounded by vibrant red flowers against a white wall. The blue sea and sky provide a calming backdrop, enhancing the outdoor dining experience with a view of the Caldera.

4.97 out of 5 average rating, 224 reviews

Traditional Family Villa with Caldera View

Our Villa, situated just in the heart of Oia, offers a breathtaking view to the Caldera and the Aegean Blue waters. In a walking distance you can enjoy your shoppings as well as all famous restaurants and bars in the area. The villa can comfortably accomodate up to 5 guests, in two spacious bedrooms with double queen size beds each and a sofa bed in the living room area. Air-conditioned with kitchenette and free wi-fi. The balcony offers a dreamy view to the sea.

FamilyKitchenBreakfast

A tranquil outdoor area features a custom hot tub accompanied by two lounge chairs. A panoramic view of the blue sea and cliffs is visible, complemented by iconic blue-domed buildings in the background. The scene is well-lit under clear blue skies.

4.88 out of 5 average rating, 268 reviews

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

KitchenFamilyLong stay

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.

4.84 out of 5 average rating, 161 reviews

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Indoor spacesKitchenAccess

4.98 out of 5 average rating, 190 reviews

A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.

Dome in Oia

MyBoZer Twins Odyssey Heated private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa 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! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

FamilyKitchenHot tub

4.98 out of 5 average rating, 103 reviews

Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

At the edge of the traditional settlement of Oia, overlooking the Caldera and the world-famous Oia sunset, stands our fully renovated traditional Windmill, originally built in 1900. This unique three-level residence is connected by internal staircases and can comfortably accommodate a couple with two children or up to four adults. Breakfast is included, and free parking is available for all guests.

KitchenIndoor spacesValue

4.99 out of 5 average rating, 210 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!

Indoor spacesFamilyOutdoor spaces

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.

5.0 out of 5 average rating, 272 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!

FamilyKitchenCleanliness

4.93 out of 5 average rating, 322 reviews

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.

Cave in Oia

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.

Indoor spacesFamilyQuiet

4.93 out of 5 average rating, 416 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

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Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 115 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)

Indoor spacesKitchenGetting around

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, 265 reviews

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

Indoor spacesKitchenQuiet

4.92 out of 5 average rating, 313 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 Santorini

Fira White Residence Deluxe Villa

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 152 reviews

Home in Oia

Ambi, Authentic Cycladic Cave Villa | Caldera View

KitchenFamilyParking

Superhost

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.

4.9 out of 5 average rating, 178 reviews

Sapphire | Diamond Luxury Suites Collection

KitchenIndoor spacesAccess

4.97 out of 5 average rating, 119 reviews

A private terrace is showcased, featuring a heated pool surrounded by sun loungers and an outdoor dining area. Blue and white accents are visible in the decor, offering a stunning view of the sea and cliffs beyond. The serene setting emphasizes tranquility.

Cave in Oia

Authentic 2 Bdrm Villa with Plunge Pool & Sea View

Indoor spacesKitchenPool

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, 307 reviews

Santorini Mayia Cave House with Private Cave Pool

Indoor spacesKitchenView

Place to stay in Merovígli

4.96 out of 5 average rating, 158 reviews

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

KitchenIndoor spacesBeach

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, 290 reviews

Blue Mirage

FamilyKitchenGetting around

4.92 out of 5 average rating, 180 reviews

A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.

Cave in Red Beach

Cueva de Olas

Indoor spacesKitchenParking

4.91 out of 5 average rating, 110 reviews

An expansive terrace features several sun loungers positioned for views of the sparkling blue sea and distant cliffs. A small dining table with chairs sits under the shade of an umbrella, with the iconic blue dome and a pink bell tower of Oia prominently visible.

Cave in Oia

The "It" Cave at the Blue Dome

Indoor spacesKitchenComfort

4.92 out of 5 average rating, 171 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

KitchenFamilyAmenities

4.98 out of 5 average rating, 393 reviews

Historic Boatbuilder's House - Sunset Terrace Oia

Indoor spacesFamilyAccuracy

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, 118 reviews

Kalyva - 2 Bedroom Cycladic House in Oia Santorini

KitchenFamilyGetting around

4.97 out of 5 average rating, 203 reviews

Villa in Oia

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

FamilyIndoor spacesTV

Superhost

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.

4.85 out of 5 average rating, 123 reviews

Aerie House in Oia

FamilyIndoor spacesAir conditioning

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 113 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

KitchenIndoor spacesSleep quality

4.99 out of 5 average rating, 175 reviews

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

FamilyIndoor spacesAmenities

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.

4.99 out of 5 average rating, 149 reviews

Alonistra Oia Houses - House with private pool

KitchenFamilyAmenities

4.96 out of 5 average rating, 355 reviews

A private outdoor space features a plunge pool, small table, and two chairs. Bright beverages sit atop the table beside towels. The scene includes whitewashed walls, and expansive views of the deep blue sea and surrounding islands under a clear sky.

Cave in Santorini

Hector Cave House

FamilyKitchenDecor

4.84 out of 5 average rating, 109 reviews

Deluxe Suite with Plunge Pool @Aplada Suites

Indoor spacesFamilyAmenities

4.97 out of 5 average rating, 100 reviews

Pink Freud Villa| Luxury |Jetted Pool |Sunset View

KitchenIndoor spacesValue

Superhost

An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.

Cave in Santorini

4.92 out of 5 average rating, 121 reviews

Villa Cloud, Heated private pool, Caldera view

Indoor spacesKitchenView