Family-friendly vacation 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, 319 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

4.98 out of 5 average rating, 241 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

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 is aprox 37 sm, 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.

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, 379 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

4.95 out of 5 average rating, 218 reviews

A bright living area features white-washed walls and a spacious seating area with decorative pillows. Two wooden stools are positioned near a dark wooden coffee table. Large windows open to stunning views of the caldera, allowing natural light to fill the space.

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 balcony 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.

4.96 out of 5 average rating, 136 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

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

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, 147 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.

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, 166 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

4.89 out of 5 average rating, 130 reviews

The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.

Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI

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.

4.92 out of 5 average rating, 161 reviews

Sapphire | Diamond Luxury Suites Collection

Diamond Luxry Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, with sunbeds and umbrellas! For your comfort we have a minbar, with local soft-drinks with extra charge. Stay with us and discover why our island is one of the world's top destinations!

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!

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.

4.93 out of 5 average rating, 300 reviews

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.

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, 242 reviews

Bluedome Suite by Otium Villas Santorini

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

4.98 out of 5 average rating, 117 reviews

A spacious bed with crisp white linens is positioned against a minimalist backdrop. Soft, warm lighting is provided by pendant lamps on either side, illuminating a smooth, light-colored wall. The clean lines and neutral tones create a calming, tranquil environment.

Apartment in Oia

Yiota's Nest Cave House by SV

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

4.95 out of 5 average rating, 231 reviews

An outdoor terrace features a heated jacuzzi alongside a seating area with two chairs and a table. A telescope is positioned for viewing the surrounding landscape. The expansive view includes the Aegean Sea and dramatic clouds, providing a serene atmosphere for relaxation.

Cycladic home in Fira

Cave House in Oia with Caldera View

4.98 out of 5 average rating, 307 reviews

A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.

Cave in Fira

NK Cave House Villa

4.96 out of 5 average rating, 377 reviews

Fisherman's Cave House by Spitia Santorini

Superhost

A panoramic view reveals the vibrant blue Aegean Sea against the horizon, with whitewashed structures of Oia's architecture in the foreground. The image captures a blend of natural beauty and unique architecture showcased by the surrounding cliffs.

4.83 out of 5 average rating, 180 reviews

Astrea Suites: Ostria Cave Villa - Outdoor Jacuzzi

Family- and pet-friendly home rentals

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

4.94 out of 5 average rating, 260 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

Superhost

A vibrant sunset is depicted over the ocean, with the sun partially submerged on the horizon. Soft orange and pink hues blend in the sky, reflecting on the water. Rolling hills and white buildings are visible in the foreground, adding depth to the scenic landscape.

Cycladic home in Santorini

4.84 out of 5 average rating, 131 reviews

Kallisti Captain's House @ Palm Tree Hill

4.98 out of 5 average rating, 174 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

4.88 out of 5 average rating, 226 reviews

A spacious studio is presented, featuring a well-made bed adorned with decorative pillows. A dining area includes a red table and chairs, while a cozy seating area with a sofa provides extra relaxation. Light streams through multiple windows, enhancing the inviting atmosphere.

Home in GR

Little Olive Tree Studio

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 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.

4.86 out of 5 average rating, 145 reviews

Sunset villa in 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

Family-friendly home rentals with a pool

Superhost

A private pool area features a shimmering pool gently illuminated by soft lights, surrounded by comfortable sun loungers. The backdrop presents uninterrupted views of the sea, with an evening sky transitioning into twilight hues.

Villa in Panagia Kalou

4.86 out of 5 average rating, 161 reviews

ABELOMILOS INFINITY BLUE

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

4.98 out of 5 average rating, 206 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.

Apartment in Fira

Saints Apostles Villa with private pool

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, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Cycladic home in Pyrgos Kallistis

A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.

4.95 out of 5 average rating, 244 reviews

Andromaches Villa with private pool

4.99 out of 5 average rating, 114 reviews

The image captures a private balcony featuring a jacuzzi and outdoor seating arrangement. The horizon displays a tranquil sunset over the Aegean Sea, with gentle waves reflecting vibrant hues. A distant silhouette of an island enhances the serene atmosphere.

Apartment in Imerovigli

Artemis Villas ,Caldera View, Imerovigli Santorini