The 20 Best Boutique Hotels in Caldera - North (2025)

Nestled in the captivating cliffs of Thólos, Domes Novos Santorini, Autograph Collection invites you to indulge in an oasis of elegance and tranquility. With panoramic views that seem to stretch into eternity, this luxurious retreat is a sanctuary for couples and adventure seekers alike, where every sunset paints the sky with hues of romance and serenity.

Romantic Escape - Immerse yourself in an intimate atmosphere as you unwind on your private terrace, where soft sea breezes mingle with the scent of blooming jasmine, creating an enchanting backdrop for moonlit evenings.

Spa & Relaxation - Pamper your senses at the state-of-the-art spa, where soothing treatments inspired by the island's natural beauty transport you to a realm of pure bliss, leaving you rejuvenated and ready for new adventures.

Outstanding Location - Strategically positioned, the hotel serves as an ideal base for exploring the magic of Santorini. With its own parking area, guests can effortlessly venture out to discover local markets and hidden gems across the island.

Guest Experiences - Guests have marveled at the splendid moments spent savoring breakfast while gazing at breathtaking views—a ritual enhanced by the enticing aroma of freshly baked pastries wafting through the air, making each morning feel like a celebration.

Nestled in the enchanting village of Oia, Elysian Retreat offers an intimate sanctuary where romance weaves seamlessly with luxury. Here, the azure Aegean Sea glistens beneath golden sunsets, inviting couples to bask in a world of serene beauty and exceptional service that turns each moment into a cherished memory.

Romantic Hideaway - With private plunge pools and secluded terraces, each room at Elysian Retreat is a sanctuary for lovers. The gentle sound of waves lapping against the cliffs creates a tranquil backdrop as you toast to everlasting love under a starlit sky.

Total Relaxation - Indulge in a soothing morning ritual with a delectable breakfast featuring local flavors—freshly baked pastries and rich Greek coffee evoke a sense of indulgence that sets the tone for your day of blissful relaxation by the pool.

Outstanding Location - Embrace the charm of Oia's historic streets, just a leisurely stroll away, where vibrant markets and stunning views of the caldera beckon. As the sun melts into the horizon, the village transforms into an artist’s palette of colors, enhancing your stay with breathtaking sights.

Guest Experiences - Guests are often enchanted by how Elysian Retreat feels like their own personal oasis; the scent of fresh flowers fills the air as attentive staff greet you with warm smiles, making even the simplest moments—like enjoying a late-night drink by the shared pool—feel spectacularly special.

Nestled in the enchanting village of Foinikia, Red Stone Villa offers a serene retreat where lush landscapes meet breathtaking sea views. As the sun dips below the horizon, each moment spent here transforms into a postcard-perfect memory, inviting couples and honeymooners to indulge in romance amidst elegant décor and luxurious privacy.

Romantic Escape - With charming white-washed walls and arched ceilings, each apartment features a private balcony or terrace designed for intimate sunsets that paint the sky in hues of orange and pink, creating an idyllic backdrop for unforgettable evenings together.

Outstanding Location - Just a leisurely stroll from Oia, yet blissfully removed from the bustling crowds, guests can enjoy the local charm while easily accessing Santorini's renowned spots. The proximity to captivating hiking trails invigorates your adventure spirit, making every day a new exploration.

Ultimate Relaxation - The seasonal outdoor pool is not just a refreshing escape from the Aegean sun; it’s also a tranquil sanctuary where soft sounds of water and gentle breezes seamlessly blend, allowing you to unwind completely under the warm Greek sun.

Guest Experiences - Imagine sinking into plush beds after a day of adventures, only to be beguiled by the sweet aroma of fresh espresso wafting through the air from the nearby café, all while the gentle sounds of traditional Greek music float in from a neighboring bar, creating a symphony of relaxation and delight.

Nestled in the enchanting clifftops of Oia, Hom Santorini beckons with understated luxury and breathtaking vistas of the Aegean Sea. This boutique haven harmonizes modern chic with serene privacy, creating a perfect atmosphere for romance and relaxation, whether you're celebrating a honeymoon or simply seeking a tranquil escape.

Romantic Break - Experience intimacy as you unwind by the shimmering seasonal outdoor pool, where every sunset casts a golden glow over the sea, painting an unforgettable backdrop for shared moments.

Total Relaxation - Savor the aromatic scents of freshly brewed coffee wafting from your room as you indulge in a sumptuous à la carte breakfast, each bite a delicious reminder of your luxurious stay.

Outstanding Location - Just a whisper away from the vibrant heart of Oia, this secluded gem offers guests easy access to charming local markets and cultural treasures, inviting exploration and adventure at every turn.

Guest Experiences - With friendly staff who greet you like old friends, you'll find yourself enveloped in warmth—like the soft touch of the cotton robes awaiting you after a long day of wandering. Many have remarked on the exquisite cocktails served poolside, their flavors echoing the island's essence, while the gentle sound of waves lapping against the rocks creates a soothing soundtrack to your stay.

Nestled in the enchanting village of Oia, where azure skies meet the iconic whitewashed buildings, Canaves Sunday is a sanctuary of luxury and tranquility. Here, every corner whispers romance, inviting couples and honeymooners alike to bask in dreamy sunsets while embracing the serene elegance of modern design.

Romantic Retreat - Designed for lovers, each suite unveils breathtaking caldera views that transform morning coffee into an unforgettable ritual. Imagine waking up to the gentle sound of waves lapping against the cliffs, as golden rays of sunlight pour across your private terrace.

Total Relaxation - Indulge in serenity by the outdoor pool, where the calming ambiance is punctuated only by soft murmurs of joy from fellow guests. The spa offers rejuvenating treatments that envelop you in soothing aromas, making each moment a blissful retreat from reality.

Culinary Delights - Every day begins with a lavish breakfast that tantalizes the senses—freshly brewed coffee wafts through the air, mingling with the sweetness of local pastries, all enjoyed against the backdrop of an awe-inspiring view that feels like a canvas painted by nature itself.

Guest Experiences - As the sun dipped below the horizon, guests found themselves wrapped in warmth—not just from the spectacular views but from the heartfelt gestures of the staff, who once surprised a birthday traveler with balloons and a delicious custom cake, turning an ordinary evening into a cherished memory filled with laughter and delight.

Nestled on the edge of the breathtaking Oia Caldera, Abyss Santorini invites you to indulge in an oasis of luxury and tranquility. Here, the sunsets paint the skies with hues of gold and crimson, casting a romantic glow over intimate spaces designed for couples seeking rejuvenation and adventure alike. With only a handful of exquisite suites, your experience is sure to be personalized, enveloped in a serene atmosphere where every moment feels tailor-made just for you.

Stunning Views - Gaze out from your private terrace as the sun dips below the horizon, transforming the Aegean Sea into a shimmering canvas of colors; there's no obstruction to steal your view, making every sunset a magical ritual.

Boutique Elegance - Each suite combines minimalist design with thoughtful touches, where soft, cozy bedding meets local artworks that reflect the island's rich heritage, creating a stylish yet inviting ambiance perfect for relaxation.

Personalized Service - From welcome drinks infused with the essence of local flavors to the staff anticipating your needs before you even voice them, you'll find that every interaction feels deeply personal, ensuring your stay is nothing short of extraordinary.

Guest Experiences - As you sip on a complimentary bottle of local wine while lounging by the jacuzzi, the gentle sound of cascading water harmonizes with the distant laughter of fellow guests, vivid aromas of freshly baked pastries waft through the air, reminding you that here, every detail has been crafted to enhance your indulgent escape.

Nestled in the enchanting cliffs of Oia, Chelidonia Luxury Suites is a haven where traditional cave architecture meets contemporary luxury. Each suite promises an intimate escape, with private terraces that invite you to soak in the mesmerizing views of the Caldera and the shimmering Aegean Sea—a setting that whispers romance at every turn.

Romantic Break - Indulge in the ultimate romantic getaway as you savor breakfast under the shade of ancient olive trees, the aroma of fresh pastries mingling with the salty breeze. The soft sounds of waves lapping against the cliffs create a serene soundtrack for your mornings.

Total Relaxation - Unwind in suites adorned with elegant marble and oak parquet floors, where plush bathrobes await after a rejuvenating soak in your private hot tub. Every corner of your suite exudes tranquility, making it the perfect retreat to escape the hustle and bustle.

Outstanding Location - Located just moments from the vibrant heart of Oia, you’ll find boutique shops and exquisite dining options within a leisurely stroll. Relish in the breathtaking sunset views without ever leaving your suite, creating unforgettable memories that linger long after your stay.

Guest Experiences - Guests have shared how the attentive staff seamlessly arranged private tours, unveiling hidden gems of the island, while the scent of blooming flowers wafted through their rooms, enhancing the beauty of each moment spent on their sunlit terraces.

Nestled in the enchanting embrace of Oia, Apanomeria Boutique Residence offers a secluded retreat where modern luxury intertwines with the island's timeless charm. With stunning sea views and whispers of gentle breezes, this intimate haven invites couples, honeymooners, and cultural explorers to savor life's exquisite moments in a setting that feels like their own private sanctuary.

Total Relaxation - Unwind in the tranquil gardens or take a refreshing dip in the seasonal outdoor swimming pool, where the soft sound of water lapping against the tiles creates a serene backdrop for your sun-soaked afternoons.

Private Hot Tub - Each beautifully appointed room features its own hot tub, allowing you to luxuriate under the stars with a glass of local wine in hand, surrounded by the scents of blooming jasmine wafting through the evening air.

Outstanding Location - Just a short stroll from Oia’s famous caldera, Apanomeria offers an escape from the bustling streets while keeping you close to vibrant local markets and exquisite dining options, making it a perfect base for both adventure and relaxation.

Guest Experiences - As the warm morning light filters through the delicate curtains, the delightful aroma of freshly prepared pancakes and rich coffee fills the air, complemented by the joyful sounds of playful kittens weaving between tables during breakfast, creating a cozy and homely atmosphere that lingers long after the meal.

Nestled in the enchanting village of Oia, Ambition Suites offers an intimate escape where luxury meets the breathtaking beauty of the Caldera. Each suite is a serene cave-style sanctuary, complete with a private hot tub and sweeping sea views, creating a romantic backdrop for couples and honeymooners seeking tranquility.

Private Hot Tub - Indulge in the warmth of your own outdoor hot tub as you soak in stunning vistas, sipping on aromatic coffee brewed from your in-room machine—a perfect setting for stargazing under the Aegean sky.

Outstanding Location - Perched at the edge of the picturesque town, Ambition Suites grants easy access to Oia’s charming streets while offering a peaceful retreat away from the bustle, ensuring both adventure and relaxation are just moments away.

Total Relaxation - Awaken each morning to a personalized breakfast served on your terrace, the scent of fresh pastries mingling with the salty Mediterranean air, while you bask in the sun, enveloped by the soothing sounds of nature.

Guest Experiences - Guests have marveled at the spaciousness of their cave-like rooms, which generously offered room to breathe, complemented by luxurious bathrobes that felt like a warm embrace as they stepped into their hot tub, the water perfectly heated just for them.

Perched at the edge of Oia, IKIES Santorini unfolds like a secret garden where luxury entwines with breathtaking views of the caldera. Each moment here feels exquisitely curated, from enjoying breakfast on your private terrace to soaking in the tranquil ambiance that envelops this recently renovated haven. A symphony of soft breezes and distant waves caresses the air, inviting couples and seekers of solace alike to discover their own piece of paradise.

Romantic Retreat - Tucked away from the bustling center, each suite offers postcard-perfect views and intimate outdoor spaces where you can savor sunsets hand-in-hand, creating memories that linger long after your stay.

Culinary Delights - Awaken your senses with a delightful breakfast served on your private patio, where the aroma of fresh pastries mingles with the salty sea breeze, setting the perfect tone for your day of exploration.

Wellness & Relaxation - Indulge in serene moments by the pool, where the crystal-clear waters reflect the cobalt sky, offering both solitude and rejuvenation in an idyllic setting.

Guest Experiences - One guest reminisced about the enchanting evenings spent dining al fresco, the gentle clinking of wine glasses harmonizing with the vibrant hues of sunset painting the sky, while another delighted in the fresh, clean scent of their immaculate room, enhanced by the dehumidifier subtly working behind the scenes.

Nestled in the enchanting village of Oia, 1864 The Sea Captain's House offers an intimate escape where timeless elegance meets breathtaking vistas. Each suite invites you to unwind amidst the gentle whispers of the Aegean breezes, while the striking views of the caldera and sun-kissed horizon wrap you in a cocoon of romance and luxury.

Outstanding Location - Perched just steps from the vibrant heart of Oia, this gem allows guests to immerse themselves in local life, with charming cafes and exquisite dining options merely a stroll away. Here, every sunrise greets you with a palette of colors that dance across the sea, making each morning feel like a masterpiece.

Total Relaxation - Indulge in exclusive massages on your private terrace, where the soothing sounds of waves provide the perfect backdrop for rejuvenation. The luxurious Bulgari toiletries add a touch of opulence, transforming simple moments into extraordinary rituals of self-care.

Romantic Break - Each room, adorned with elegant four-poster beds, exudes a unique charm that blends Santorini’s minimalism with Renaissance touches, creating a dreamy sanctuary ideal for lovers. Enjoy breakfast served leisurely on your balcony, where the aroma of fresh pastries mingles with salty sea air, making every moment feel like a celebration of love.

Guest Experiences - Guests rave about the sublime breakfast, often enjoyed in the courtyard or on their balcony, where they would savor the rich flavors of local delicacies as the sun spills golden light over the caldera. One guest noted the delightful surprise of finding their room perfectly arranged upon arrival, a testament to the attentive care that makes every detail special.

Nestled in the heart of Oia, Maregio Suites offers an exquisite sanctuary where traditional Cycladic charm harmonizes with modern elegance. With every suite boasting a private plunge pool and sweeping views of the Caldera, this romantic retreat is designed for those seeking both tranquility and indulgence amidst breathtaking sunsets.

Private Hot Tub - Each suite features a secluded plunge pool, inviting you to soak under the stars while sipping on a chilled glass of local wine, the gentle sound of waves echoing below enhancing your intimate experience.

Outstanding Location - Perched just steps from the historic Oia Castle, you’ll find yourself perfectly positioned to explore charming streets dotted with quaint shops and vibrant local markets, all while being pampered by unparalleled vistas at every turn.

Romantic Break - Imagine waking up to the aroma of freshly brewed espresso wafting through your spacious suite, before enjoying breakfast on your terrace as the sun rises over the caldera, painting the sky in hues of orange and pink, creating memories that linger long after your stay.

Guest Experiences - One guest mentioned how they felt truly pampered when the staff was always just a WhatsApp message away, ready to cater to their needs; the air was filled with laughter and warmth, making each moment feel personal and cherished.

Nestled atop the breathtaking cliffs of Oia, Aloia Villas offers a serene escape where azure waters meet dramatic sunsets. This intimate haven exudes luxury and romance, providing a tranquil sanctuary for couples and adventure seekers alike, all enveloped by the enchanting allure of Santorini’s iconic landscape.

Romantic Break - Immerse yourself in an atmosphere crafted for love; each villa boasts private balconies with sweeping sea views, perfect for sipping wine as the sun paints the horizon in hues of orange and pink.

Total Relaxation - Indulge in a soothing retreat with plush furnishings and thoughtful amenities designed to cocoon you in comfort, while the gentle sound of waves below invites peaceful slumber.

Outstanding Location - Aloia Villas perfectly situates you within walking distance of charming local markets, exquisite dining experiences, and historic sites, allowing you to explore the rich culture of Oia at your leisure.

Guest Experiences - As I stepped onto our spacious terrace, the scent of blooming bougainvillea filled the air, and the sight of distant sailboats gliding across the shimmering Aegean captivated my heart. The staff greeted us daily with warm smiles and fresh towels, creating a feeling of home far from home.

Perched on the sun-kissed cliffs of Oia, Andronis Boutique Hotel offers an intimate escape where luxury meets the timeless beauty of the Aegean. Each suite, a harmonious blend of traditional Aegean architecture and modern comforts, invites couples and adventurers alike to indulge in breathtaking views and unparalleled relaxation amidst the ethereal landscape of Santorini.

Romantic Getaways - With its sweeping caldera views and private terraces, every moment at Andronis feels like a scene from a love story, perfect for honeymooners seeking intimacy and connection under the stars.

Total Relaxation - The tranquil hotel spa beckons wellness enthusiasts with soothing treatments inspired by local ingredients, enveloping you in serenity as the gentle sound of waves enhances your rejuvenation.

Culinary Delights - Savor the taste of Santorini at the organic restaurant, where age-old recipes come alive through fresh, locally-sourced ingredients, infusing each dish with the sunshine and spirit of the island.

Guest Experiences - Picture this: after being greeted with homemade sangria, a warm smile from the reception leads you to your cliffside suite, where the soft scent of jasmine wafts through the air, and the spectacular views prompt gasps of awe, leaving you feeling as if you've stepped into a dream.

Nestled in the charming village of Oia, Pink Freud Villas Santorini beckons with an enchanting blend of modern luxury and tranquil seclusion. Picture yourself sipping a morning coffee on your private patio, the soft sea breeze carrying the scent of blooming bougainvillea, as the sun gracefully rises over the azure Aegean Sea. This is where romance flourishes, whispers of laughter linger, and every moment feels like a dream.

Outstanding Location - Set slightly apart from the bustling heart of Oia, this villa complex offers a serene escape while still being just a picturesque stroll away from vibrant shops and quaint eateries. Guests relish the opportunity to explore the charming streets of Finikia, indulging in authentic local cuisine at hidden gems that feel like well-kept secrets.

Private Hot Tub - Imagine unwinding under a starlit sky in your very own hot tub, the warm water enveloping you as you share intimate moments. The sounds of distant waves gently lapping at the shore create a soothing backdrop, enhancing the sense of secluded luxury that Pink Freud Villas promises.

Total Relaxation - Each elegantly designed villa invites you into a world of comfort, where the textures of sumptuous linens and the gentle glow of modern decor provide the perfect retreat after a day of exploration. With amenities thoughtfully curated for wellness, guests find themselves immersed in tranquility, whether lounging by the sun-drenched pool or enjoying a peaceful evening in their cozy living space.

Guest Experiences - One guest remarked how they were charmed by the unexpected delight of returning to their villa to find a fragrant bouquet of fresh herbs waiting for them, a small yet thoughtful touch that captured the essence of Santorini's natural beauty. They also noted the delightful sound of birds chirping amid the soft rustle of leaves outside their window, creating a serene soundtrack to their mornings.

Nestled above the enchanting Ammoudi Bay in Oia, Canaves Epitome invites you to experience a sanctuary where romance and luxury intertwine. Here, stunning sunsets melt into the horizon, casting golden hues across your private plunge pool while the gentle sounds of the Aegean create an intimate atmosphere, making every moment feel like a cherished memory.

Infinity Bliss - Take a dip in the infinity-style pool where the seamless blend of water and sky creates a breathtaking backdrop for relaxation and rejuvenation, punctuated by the laughter of friends and the clinking of glasses from nearby cabanas.

Culinary Delights - Savor gourmet breakfasts delivered from a curated menu that tempts your palate with local flavors, while the air is filled with the tantalizing aroma of freshly prepared dishes, making each meal an unforgettable experience.

Serene Wellness Retreat - Immerse yourself in tranquility with daily yoga sessions that awaken your senses, offering a serene escape accompanied by the scent of blooming bougainvillea and the soft rustle of leaves in the breeze.

Guest Experiences - Upon arrival, the friendly staff greeted us with warm smiles, instantly making us feel at home. One evening, we dined under a canopy of stars, where the soft strains of live music mingled with the salty sea air, creating an ambiance so magical that we wished time would stand still.

Nestled in the enchanting village of Oia, Sole d'oro Luxury Suites beckons travelers to indulge in a haven of opulence and serenity. Here, where the Aegean Sea merges seamlessly with the horizon, every detail whispers luxury, from the private hot tubs overlooking stunning sunsets to the intimate ambiance that sets the stage for unforgettable memories.

Romantic Retreat - Each suite is a sanctuary of sophistication, complete with plush seating areas and private terraces, perfect for sharing a glass of local wine as the sun dips below the azure waves, painting the sky in hues of gold and lavender.

Wellbeing Oasis - Experience total relaxation with a rejuvenating soak in your own whirlpool bath, surrounded by aromatic oils and soft robes, while the gentle sound of waves lulls you into a tranquil retreat far from the bustle of everyday life.

Outstanding Location - Just a brief stroll from the vibrant heart of Oia, you can explore winding pathways lined with charming shops and delightful eateries, all while returning to your luxurious abode to escape the crowds and relish breathtaking views from your private terrace.

Guest Experiences - As the sun began to set, one guest marveled at the gentle breeze carrying the scent of salt and blooming bougainvillea, enjoying the surprise of a locally sourced bottle of olive oil waiting in their suite—an unexpected yet cherished gift from the attentive staff who remembered their stay was a special celebration.

Nestled in the enchanting village of Oia, Oia Spirit Boutique Residences offers an intimate escape that captures the very essence of Santorini's luxurious allure. With sweeping views of azure waters and iconic blue-domed churches, this haven is a sanctuary for couples and adventurers alike, where modern design meets Greek charm in perfect harmony.

Romantic Retreat - Every corner of Oia Spirit is designed with romance in mind, from the warm glow of the sunset spilling into your elegantly appointed room to private terraces that invite quiet moments for two under a starlit sky.

Chic Comfort - Stylish furnishings and sophisticated amenities create an ambiance of refined relaxation; unwind with a cup of freshly brewed coffee while sinking into plush beds adorned with soft linens that promise restful nights.

Outstanding Location - Just steps away from iconic landmarks, the hotel serves as a gateway to local markets and breathtaking walks along the caldera, allowing guests to immerse themselves in the vibrant culture and stunning vistas that define Santorini.

Guest Experiences - Imagine waking up to the gentle sound of waves lapping at the shore, the room filled with the sweet scent of fresh pastries from nearby bakeries, and the delightful surprise of a chilled bottle of vinsanto waiting in the fridge, setting the stage for a perfect day ahead.

Nestled high on the cliffs of Oia, Pezoules of Oia beckons with breathtaking views of the Caldera, where deep blue waters embrace the horizon under an endless sky. This romantic haven exudes a sense of intimacy and tranquility, offering a luxurious retreat where whispers of the Aegean breeze mingle with the scent of blooming bougainvillea, creating an enchanting escape for couples and travelers alike.

Outstanding Location - Perched just above the iconic Ammoudi Beach, Pezoules of Oia places you in the heart of one of Santorini's most picturesque villages, making it effortless to explore local markets and hidden gems at your leisure.

Private Hot Tub - Indulge in the ultimate relaxation as you sink into your own private hot tub, where the stars twinkle overhead and the soothing sound of water creates a serene backdrop for intimate evenings together.

Total Relaxation - Unwind by the seasonal outdoor swimming pool, surrounded by lush greenery and charming sun loungers, the perfect spot to bask in the sun or enjoy a refreshing cocktail crafted by friendly staff who remember your name and preferences after just one visit.

Guest Experiences - As the sun dipped below the horizon, guests marveled at the stunning sunset views from their terrace, accompanied by the gentle clinking of glasses from the bar, where attentive bartenders whisked up delightful cocktails that perfectly captured the essence of island life.

Nestled in the enchanting village of Oia, Edem Boutique Suites offers an intimate sanctuary for couples seeking romance and tranquility. With breathtaking sea views and a serene ambiance, this adults-only retreat invites guests to immerse themselves in luxury, where every detail is thoughtfully curated for an unforgettable escape.

Romantic Retreat - Step into a world of love as you savor gourmet breakfasts on your private terrace, the scent of fresh pastries mingling with the salty breeze, while the sun casts a golden glow over the Aegean Sea—a picture-perfect start to each day.

Chic Accommodations - Each suite is a haven of elegance, adorned with exquisite artworks and modern amenities that blend seamlessly with traditional Greek architecture. The plush bedding cradles you into relaxation, while the soothing sounds of the ocean lull you to sleep.

Wellness & Relaxation - Unwind in the open-air bath or soak in your own private hot tub under a starlit sky, where moments of bliss feel like stolen treasures amidst the beauty of Santorini's landscape.

Guest Experiences - Imagine being welcomed like family, with staff remembering your name and sharing local secrets—like the hidden path to the best sunset spot. Guests often mention how the soft hum of the air conditioning melted into the background, allowing the gentle sounds of nature to fill their evenings, creating a cocoon of intimacy.