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, 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 wooden table is set on a spacious terrace, featuring two wine glasses and a plate with a pineapple and a small decorative plant. The background showcases a panoramic view of the caldera and the Aegean Sea during dusk, with soft pastel skies and distant islands.

4.91 out of 5 average rating, 378 reviews

Oia Lucky Sapphire Residence

The Sapphire Residence is a place for you to relax, reset and revive yourself. It is a mini-retreat especially designed for You and your significant other half or for a group of friends or a family .This is a once-in-a-lifetime chance to stay in a beautifully conserved traditional Captain's House . Enjoy our spacious pattio and gaze at the stunning views of the famous caldera of Santorini , the island of Thirassia and the endless blue of the Aegean Sea . .Take some time for you! Your time!

Indoor spacesFamilyValue

4.99 out of 5 average rating, 332 reviews

A spacious living area features curved, whitewashed ceilings that create a cozy atmosphere. A round wooden dining table is surrounded by blue chairs. A sofa area is adorned with soft cushions, complemented by gentle lighting, and a small kitchenette area is visible in the background.

Cave in Santorini

Cave house mARTrona Oia-Finikia-Santorini

Combining privacy and comfort, Cave house mARTrona will amaze you as it is a renovated cave house in an idyllic location just minutes away from the unique Oia of Santorini. It is located in the traditional settlement of Finikia in Oia, on the north side of Santorini, near the Caldera of Oia and its magnificent sunset. A cosy cave house equipped with all the modern facilities, it provides a soothing and comforting feeling. The art is based completely on natural materials of the island.

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 114 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.

KitchenFamilyBathroom

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.

FamilyIndoor spacesLaundry

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.

KitchenIndoor spacesAmenities

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.

Indoor spacesKitchenCleanliness

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 spacesFamilyPool

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)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.

KitchenIndoor spacesGetting around

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!

KitchenFamilyBathroom

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.

FamilyKitchenValue

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

KitchenFamilyCondition

Popular amenities for Oia family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 266 reviews

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

FamilyKitchenDecor

4.98 out of 5 average rating, 152 reviews

Home in Oia

Ambi, Authentic Cycladic Cave Villa | Caldera View

FamilyIndoor spacesValue

A private heated jacuzzi is visible in the foreground, offering a stunning view of the caldera and Aegean Sea. The sun sets in the background, casting warm hues across the sky, while rugged cliffs and white buildings are seen along the coast.

4.95 out of 5 average rating, 178 reviews

Blue Sky Suite with jacuzzi and caldera view

FamilyKitchenSleep quality

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

FamilyKitchenCheck-in

Place to stay in Merovígli

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 158 reviews

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.

Santorini Mayia Cave House with Private Cave Pool

KitchenIndoor spacesBeach

4.96 out of 5 average rating, 308 reviews

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

KitchenFamilyAccuracy

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 spacesHospitality

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 241 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

Indoor spacesFamilyTV

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

Indoor spacesKitchenBathroom

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

4.98 out of 5 average rating, 393 reviews

Historic Boatbuilder's House - Sunset Terrace Oia

KitchenFamilyLocation

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

Indoor spacesFamilyHospitality

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

Indoor spacesFamilyParking

4.98 out of 5 average rating, 102 reviews

A tranquil swimming pool is framed by stylish sun loungers and umbrellas, each providing shade. The villa's exterior features soft neutral tones and large windows, reflecting a modern aesthetic. Lush greenery complements the scene, enhancing the serene outdoor atmosphere.

Villa in Santorini

Home of Lilies

Indoor spacesKitchenCheckout

Cycladic home in Merovígli

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.

Pura Vida Villa

FamilyIndoor spacesLocation

4.94 out of 5 average rating, 279 reviews

Family-friendly home rentals with a pool

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

FamilyIndoor spacesParking

4.99 out of 5 average rating, 173 reviews

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.

Cave in Oia

Cave Villa With Heated Plunge Pool & Caldera View

KitchenFamilyCondition

4.84 out of 5 average rating, 109 reviews

Deluxe Suite with Plunge Pool @Aplada Suites

Indoor spacesKitchenPool

4.96 out of 5 average rating, 356 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

Indoor spacesKitchenWalkability

4.97 out of 5 average rating, 100 reviews

Pink Freud Villa| Luxury |Jetted Pool |Sunset View

KitchenFamilyQuiet

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

Villa Cloud, Heated private pool, Caldera view

KitchenIndoor spacesLocation

4.92 out of 5 average rating, 121 reviews

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.

Mystagoge Retreat with subterranean pool/jacuzzi

FamilyKitchenAccess

4.96 out of 5 average rating, 296 reviews