Family-friendly vacation rentals in Oia

4.99 out of 5 average rating, 141 reviews

A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.

Villa in Santorini

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Indoor spacesKitchenGrill

4.99 out of 5 average rating, 143 reviews

A spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.

Cycladic home in Fira

Three bedroom Villa with two Caldera View Jacuzzi

This luxury villa has the best location and feature specious terraces with famous view of Caldera and Aegean sea .Roof top terrace have heated Jacuzzi and comfortable sun-lounges.There is outdoor furniture next to Jacuzzi where you can enjoy breakfast and dinner with unforgettable view . Daily breakfast and cleaning make your stay comfortable .Each bedroom have private bathroom . In a walking distance you will find restaurants,bars, museums and supermarkets.Food delivery available.Free wi-fi

FamilyKitchenPool

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, 306 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!

KitchenIndoor spacesCleanliness

4.99 out of 5 average rating, 109 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.

KitchenFamilyAccuracy

4.98 out of 5 average rating, 229 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, and the Ferry Port at approximately 23 km.

KitchenIndoor spacesView

4.98 out of 5 average rating, 215 reviews

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.

Apartment in Oia

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.

FamilyIndoor spacesLocation

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, 264 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.

FamilyIndoor spacesHospitality

A private balcony features lounge seating and planters filled with greenery, overlooking the iconic white buildings of Santorini. A serene sunset casts warm hues over the horizon, reflecting softly on the water, creating a calm and inviting ambiance.

4.99 out of 5 average rating, 279 reviews

Anemi Karma- Private Villa with Sunset Views !

Anemi Karma House, our new part of our collection, is a Traditional Cycladic Cave House, located at the best spot in Santorini, to watch the breathtaking Sunset Views at the comfort and privacy of your balcony! Enjoy and revive, at our Anemi Karma House , upgrading your Holidays to an experience,as Dimitris, the Host, is very famous for his great Greek Hospitality offering high end tailor made services! We are looking forward to welcome you to our paradise!

Indoor spacesKitchenLayout

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, 165 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.

Indoor spacesFamilyBathroom

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.

4.99 out of 5 average rating, 185 reviews

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

KitchenIndoor spacesLayout

5 out of 5 average rating, 157 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.

Indoor spacesFamilyBeach

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, 133 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.

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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

4.96 out of 5 average rating, 146 reviews

A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.

Home in Oia

Amazing View Villa Oia with Jacuzzi in Caldera

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An intimate outdoor dining setup is seen on a private terrace, featuring a small table for two beside a plunge pool. Candles illuminate the area, casting a warm glow against the backdrop of the caldera and Oia's iconic architecture at sunset.

4.88 out of 5 average rating, 115 reviews

The Blue Domes Cave House by Spitia Santorini

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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, 153 reviews

Sunset villa in Oia

Indoor spacesFamilyWalkability

4.98 out of 5 average rating, 257 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

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

Indoor spacesFamilyView

4.99 out of 5 average rating, 147 reviews

Home in Oia

Ambi, Authentic Cycladic Cave Villa | Caldera View

Indoor spacesFamilyBreakfast

4.95 out of 5 average rating, 155 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

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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, 296 reviews

Santorini Mayia Cave House with Private Cave Pool

FamilyIndoor spacesLong stay

4.95 out of 5 average rating, 220 reviews

Satori Caves by Thireon

KitchenIndoor spacesView

Family- and pet-friendly home rentals

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, 225 reviews

Star Infinity Suite with private heated Jacuzzi.

Indoor spacesKitchenBeach

4.94 out of 5 average rating, 281 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

KitchenFamilyLocation

4.92 out of 5 average rating, 306 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

FamilyKitchenValue

4.98 out of 5 average rating, 187 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

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 387 reviews

Historic Boatbuilder's House - Sunset Terrace Oia

KitchenFamilyLaundry

4.97 out of 5 average rating, 197 reviews

Villa in Oia

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

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An outdoor seating area is featured under a wooden pergola, providing shade and comfort. Two orange chairs are placed near a small table, surrounded by vibrant flowers and greenery. The entrance to the home is visible through a large glass door, complemented by a nearby window.

4.9 out of 5 average rating, 104 reviews

Absolute peace south villa a place to chill

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Superhost

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

4.89 out of 5 average rating, 141 reviews

Abelomilos Luxury by The Sea

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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, 224 reviews

Anemos suite -Private infinity pool & patio

Indoor spacesKitchenOutdoor spaces

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, 197 reviews

Vista Dall Alto | Sunset Views & Private Pool

KitchenIndoor spacesSleep quality

4.91 out of 5 average rating, 169 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

Indoor spacesFamilyLong stay

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, 146 reviews

"Dream Home" Master Villa

FamilyIndoor spacesWifi

Place to stay in Vothonas

An indoor cave pool is featured, with gentle blue lighting illuminating the water. Comfortable hanging chairs are positioned nearby, and smooth stone walls create an inviting atmosphere. A small jacuzzi is also visible, adding to the unique ambiance of the space.

4.96 out of 5 average rating, 226 reviews

Mystagoge Retreat with pool,jacuzzi,cellar,hammam

FamilyKitchenDecor

4.95 out of 5 average rating, 258 reviews

An indoor-outdoor Jacuzzi is illuminated by candles, with soft blue water inviting relaxation. A panoramic archway frames a tranquil view of the sea, while a glass of red wine and a plate of grapes are presented nearby.

Cave in Santorini

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

FamilyIndoor spacesDecor

4.98 out of 5 average rating, 219 reviews

A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.

Villa in Fira

Saints Apostles Villa with private pool

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