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Satellite / Cable TV

Entertainment

Bathtub

Toiletries

Bathroom

Kitchen

Kitchen Utensils

Fridge

Coffee Maker

Cooking Essentials

Kitchen & Dining

Sauna

Swimming Pool

Wellness & Fitness

Wi-fi

Internet & Office

Air Conditioning

Heating & Cooling

Patio / Terrace

Outdoor Seating

Sun Loungers / Beach Chairs

Outdoor

Boasting unfettered views of the Aegean Sea, this Cycladic-style house is ideal for anyone who’s looking for a restful stay on Santorini’s northwest coast. The home has a loft apartment, with its own living room, kitchenette, bedroom and bathroom – ideal for teenagers or those who like their privacy. Outside, the courtyard has a dining table for sunset suppers and a plunge pool for keeping cool when it’s warm. Should you fancy stretching your legs, Oia is just over a kilometre away.

Aegean Soul

Library of Books

Hair Dryer

Changing Table

Dishwasher

Microwave

Pod Coffee Machine

Oven

Toaster

Freezer

Stove

High Chair

Kettle

Ironing Board

Black-Out Blinds

Iron

Cot / Crib

Hangers

Cleaning Products

Extra Pillows and Blankets

Bedroom & Laundry

Hot Tub

Laptop Friendly Workspace

Central Heating

Free Parking On Street

Private Entrance

Single-Level Home

Parking & Access

Garden

Breakfast Included

Nice to haves

Safe

First Aid Kit

Other

There are some homes that stand out – not because they are filled with flashy features, but because they have a unique and authentic quality that can’t be replicated. And this home, sitting on the clifftops of Oia, has the kind of atmosphere that just makes you smile. 

With its whitewashed walls, sculpted lines and soft tones, it captures the heart of traditional island life. From the moment you step inside, the simplicity of this space invites you to slow down and enjoy the magic of this setting. Views of the Aegean Sea fill this home and draw you outside onto the terrace. You’ll love waking up to the sound of the sea and taking your morning coffee out into the fresh air. 

For a day of exploring, the home is in a great location to wander through the village, stopping at some of the iconic spots such as the Byzantine Castle ruins – only a six–minute walk away. Or the beautiful Blue Domed Church is only a three–minute walk. Enjoy a refreshing pause in one of the cafes or bars. Wherever you find yourself in Oia, you are immersed in the beauty of this special place.  

As people gather to watch the sunset, you’ll love the feeling of returning to your own private sanctuary to see the sky turn pink. Take a long soak in the hot tub, pour drinks on the terrace and share the beauty of the moment with the ones you love.  

The Radiant Muse

Washing Machine

Parking Available

Self Check-in / Check-out

Balcony

Pets Allowed

Pets

Carbon Monoxide Detector

Smoke Detector

Occupying an enviable spot on Santorini’s northwestern tip, this apartment guarantees an unforgettable family holiday. The home features a private terrace with a covered area for dining, a hot tub and sweeping views of the Caldera and Aegean Sea. Inside, the place is compact yet comfortable – though there isn’t much space for socialising when the sofa bed is in use. If you’d like to stretch your legs, Oia’s charming taverns and restaurants are on your doorstep, and Ammoudi Bay is within walking distance.

Moonstone & Olive

Aegean White

Jacuzzi

Child Friendly

The views over the caldera from this cave home’s terrace in Oia are stunning. There are not one, but two Jacuzzis to relax in, one indoors and one outdoors with incredible vistas, while inside, the décor is classic and charming. A few things to note, we’d say –  the wifi can be a bit patchy, especially towards the back of the house. Also, you don’t get a sunset or sunrise view, but the vistas are fabulous even without them and it’s just a few minutes’ stroll to a sunset vantage point in the town. In fact, the location is ideal as you can walk to boutiques, restaurants and bars. 

A Bit of Blue Skies

An idyllic escape wrapped in timeless elegance, this beautifully restored traditional Santorinian house is a treasure chest of tranquillity in ever-enchanting Oia. This sanctuary, with its inviting private layout, comfortably accommodates eight travellers. Featuring three bedrooms and bathrooms, and an exquisitely appointed traditional kitchen, prepare to steep yourself in the warmth of Grecian hospitality. Unwind amidst the flow of Aegean waves in the outdoor jacuzzi perched on the terrace. Soak in breathtaking sea views from the courtyard, harmonising modern comfort with Oia's captivating ancient charm. This quaint abode stands a stone's throw away from Oia’s vibrant centre, enveloped by an array of inviting shops and eateries. As the sun slips behind the horizon, revel in a remnant of Santorini’s rich maritime history recalled through vintage cutlery and decorative elements reminiscent of yesteryears’ captains, underlining the prosperity echoed in every corner of this stunning holiday enclave.

The Horizon's Cradle

Blender

Private Pool

Outdoor Kitchen

Outdoor Shower

Discover the epitome of elegance at Villa Serenity, a stunning luxury villa located at the entrance of Oia Village in Santorini. With its prime location and breathtaking views, this villa offers a serene and unforgettable experience.

Set on a gently sloping hillside, Villa Serenity boasts a spacious outdoor area of 300m2, where you can soak in the mesmerizing vistas of the Caldera, the Aegean Sea, and the volcanic island. Relax and unwind in the outdoor hot tub or take a refreshing dip in your private pool.

Step inside the villa's 100m2 interior and indulge in pure luxury. The ground level features two separate chambers adorned with king-size beds, each accompanied by an en-suite bathroom with a shower. Additionally, you'll find a stunning sauna and a hammam, providing the perfect setting for relaxation and rejuvenation. Ascend to the upper level, where a third independent bedroom awaits, complete with a king-size bed and a bathroom with a shower.

Located near the entrance of Oia, Villa Serenity offers peace, privacy, and easy access to explore the enchanting village. Situated in close proximity to Villa Harmony and Villa Windmill Maisonette, this exclusive complex offers a harmonious retreat for larger groups, whether it's a gathering of friends, a family vacation, or a memorable social event like a wedding.

Perched on Oia's renowned cliffs, Villa Serenity captures the essence of simplicity and sophistication. The Amaya Windmill Villa and Amaya Traditional Cave Villa, both part of this residential complex, exude a minimalist charm while offering the modern comforts and functionality of a contemporary home.

Immerse yourself in the beauty of Santorini with Amaya villas, where tradition meets elegance. With a private entrance from the main street and a mere 60m distance between the villas, you can savor the tranquility and enjoy an unforgettable stay on this enchanting island.

Cliffside Serenity

Sonos

Dryer

Desk / Workplace

Fire Extinguisher

An old sea captain’s house, this mansion of a villa sits in the postcard-perfect town of Oia. This is perhaps Santorini’s most photogenic town, where the classic blue-domed buildings cascade down the hillside towards the sea. Streets here are packed with luxury boutiques and fine dining restaurants with caldera views.

Head back to your villa for a front-row seat to Santorini’s famous sunsets over the Aegean Sea. The balustraded terrace feels as though it’s suspended above the ocean, jutting out from the hillside. Recline on a lounger, or settle into lavish outdoor lounges and watch the boats drift by below. Or, spend the day soaking in the Jacuzzi on the shaded lower terrace. Breakfast is included and can be taken outdoors at the long dining table, with a side helping of caldera views. 

Inside, rooms with traditional vaulted ceilings and white-stone walls are made grand with gilded mirrors and billowing white curtains. Hand-carved furnishings feel fit for a 19th-century sea captain in the sunny living room and you can picture him poring over navigation charts at the antique desk in the office area. Barrel-vaulted bedrooms are a nod to island traditional architecture and thick stone walls keep things blissfully cool come bedtime.

The Captain's Villa

Free Parking On Premises

Beach / Pool Towels

This breathtaking home overlooks the caldera of Oia. Recently renovated, it boasts three restful bedrooms, two lavish bathrooms, a tranquil living area, a homely kitchen and two Jacuzzis. One of these is found indoors and emits an intimate vibe, while the other provides an outdoor sanctuary to unwind under the Greek sky. With an understated aesthetic that beautifully complements the raw grandeur of the caldera, this property is transformed into a haven of peace and privacy. Nestled amidst the unique volcanic island of Santorini, in beautified Oia, dramatic views of the Southern Cyclades paint a different picture at every glance, casting an intoxicating spell on its honoured guests. The tradition of 'filoxenia', etching love into every corner of this property is at its heart, welcoming guests to relish a personalised service and savour life's simple pleasures.

The Oia Oasis

Drying Rack

Free Parking

This apartment is located in the picturesque village of Oia, the most famous village in Santorini. With its traditional narrow streets, blue-domed churches and sun-drenched verandas, Oia offers a serene and beautiful setting for a relaxing retreat. This home is on the small side, but it’s perfect for a romantic break or a solo trip. The private terrace and hot tub overlook the sparkling Aegean Sea, and you really couldn’t ask for a better view. While parking is possible at the entrance of the village, a car isn’t essential as the area is best explored on foot, with Katharos Beach just a 19-minute walk away.


Angel of the Sky

Step into the untold stories of Santorini at 'Sanctuary of Solitude', a traditional cave house perched above Amoudi beach, marvelling straight out to the mystical sea. A balcony plays host to your private sunset, punctuating each day with a theatrical display of nature's showmanship - an unforgettably intimate experience. Three enchanting bedrooms, nested right into the island's heart, offering refreshment after your explorations. An accommodating kitchen breathes life into self-catering dreams while the inclusion of robe and slippers nods to an effortless luxury. Replete with a private courtyard, it invites unapologetic leisure under an azure roof. Be enveloped in the immersion and come home to 'Sanctuary of Solitude'.

Sanctuary of Solitude

Luxury Toiletries

Bathrobes

Built into Oia's craggy cliffs, this picture-perfect villa sparkles with heaps of Cycladic charm, thanks to its all-white walls, cubiform shape and dome ceilings. It's the ideal spot for a romantic getaway or a family gathering, whether you're looking to explore the island or simply while away the hours on the sea-facing terrace. 

Inside, you'll find bright and breezy interiors with tiled flooring, homespun furnishings, and crisp white linens, creating typically minimalist interiors. All three of the bedrooms have direct access onto the balconies and terraces, making for seamless indoor-outdoor living. Soak up the hot Santorini sun from the comfort of the heated jacuzzi, while admiring the idyllic ocean views with a glass of bubbly in hand. 

When you're ready to explore, it's just a one-minute walk from the beautiful town of Oia, where elegant bars, fine-dining restaurants and independent shops can be found between the blue-domed churches and whitewashed houses. Alternatively, pack your seaside essentials and head to Ammoudi Beach, just 1.5km from your villa. 

Santorini Close-Ups

This compact villa offers open-plan studio-style space which is best suited to a couple, although the two sofa beds in the living area could be used for children. The wow factor here is the spectacular view across the Aegean Sea to the caldera, which can be enjoyed from the private hot tub, balcony and living area. There is a basic kitchenette for making coffee and snacks but there aren’t the facilities for cooking proper meals here. Luckily breakfast is included and there are plenty of restaurants within walking distance. The coastal town of Oia, with its whitewashed houses carved into the cliffs, is on your doorstep and the rocky beach of Ammoudi, perfect for swimming, is less than a mile away.




Santorini Escape

200 years ago, this windmill produced bread for the whole of Santorini. Today, it’s a dreamy retreat just for two. The interiors reflect the natural landscape, with buttery-smooth white stone, cool greys and dashes of turquoise and deep blue. Wake up with freshly strained yoghurt and local honey in the peaceful living space before waltzing out onto the pristine terrace for a spot of sun-worshipping. 

Exploring begins after lunch – clear away the plates and amble into the centre of Oia, fifteen minutes from your doorstep. If you’re feeling adventurous, seek out a cliff jumping spot at Amoudi Bay and plunge into the Aegean’s clear, cool waters. But if you’d prefer to stick to dry land, find a spot on the rocks to watch the waves gently lap the shore.  

When it’s time for supper, weave through streets sprayed with bougainvillaea to find a quaint seafood eatery. After a slap-up feast, hurry home just in time for sunset. Take your place in the private hot tub with a glass of fizz and watch the sky burn orange.

Sweet Peony

Wake up to the bright blue ocean every day while staying at this villa. Step onto the private balcony to unwind in the hot tub with a glass of bubbly. The coastal space is perfect for a romantic getaway with your significant other. Take them on a romantic date at Piperi beach and stroll by the sea under the sunset. This gorgeous spot is perfect to tuck into traditional Greek food too, with the Archipelagos restaurant only a short walk from the beach. There are a plethora of date night opportunities on this island, and a bounty of memories to make.

Wind down at the end of the day by snuggling up on the sofa to watch a movie on the TV, or be adventurous and try out a new recipe in the kitchen.

The Coastal Igloo

Indoor Pool

Nestled among the craggy cliffs of Santorini, this cosy nook offers a peaceful respite from the hustle and bustle of everyday life. Ideal for romantic retreats and solo getaways alike, the cave-like home boasts sweeping views of the Aegean Sea and a private tucked-away hot tub – all with the benefit of having the island's main town, Oia, on its doorstep. 

We expect you'll spend most of your time on the terrace of dreams, sipping cocktails and pinching yourself as you look out over the ocean. After a relaxing soak, head indoors and cool off in your bright living space. At this point, you might be craving the feel of the sea on your toes – it's a good thing your closest beach is just a twenty-minute downhill walk away. 

Come evening, stroll into the lively town centre and take a seat at a traditional taverna. Absorb the atmosphere as you pick at your meze and watch the sun dip into the inky blue expanse.

Azure Perch

Rain Shower

Just outside Oia and set to a backdrop of the sparkling Aegean Sea, this converted canava is a true Grecian retreat. Here, smooth lines, white-washed walls and characterful curves dominate the design – we think it's bright, elegant and utterly relaxing. Although it's on the smaller side, everything you'll need is accounted for, from a rainfall shower in the en-suite bath to a compact yet fully-equipped kitchen. 

But it's the dazzling terrace that makes this home extra special. Underneath the arch, you'll find a refreshing plunge pool with whirlpool jets, perfect for late-night dips. On the veranda, you can drink in the unforgettable Santorini sunset (a bottle of wine, optional) and watch as the stars slowly come out overhead. The postcard-worthy views are downright magical – think caldera cliffs, glistening ocean and the famous castle all yours to behold – and the town is only a short walk away when you fancy restaurants, bars or a day of sightseeing.

Whispering Moon

Barbeque

A cave-style home, with panoramic views of Santorini's Caldera – we love it, and we're sure you will too. Imagine waking up to the sounds of the sea and stepping out onto your private balcony for a sfougato breakfast feast, whipped up in your kitchenette. You can even hear the waves from the comfort of your sofa. The balcony door in the living room boasts a fantastic view of the vista, perfect for when those pesky TV adverts come on. The monochromatic decor makes the bright blue hues of the ocean pop even more.

And when it's time to get out and explore, you couldn't be better positioned – you'll be right by the entrance to Oia village, with its Renaissance-era castle (built to guard against pirates) and famous church reachable in just ten minutes. If it's a day at the beach you're after, Ammoundi Bay is a four-minute drive or twenty-minute stroll (make sure you stop by one of the seafood restaurants for lunch). 

Back at home, we think evenings are best spent in the hot tub – half-shaded and given complete privacy by the arch of the staircase, with the other half offering incredible sunset views as you sit back in the bubbling water, with a glass of bubbly in hand (of course). Bliss. 

Let's Chill in the Cave

DVD Player

DVD Library

Rooftop Terrace

Access to Beach

We defy you not to be impressed by this beautifully-appointed villa overlooking the deep blues of the Aegean and the picturesque village of Oia, just 500m from your doorstep. 

Kitted out with several terraces and a bubbling jacuzzi plunge pool, when it comes to relaxation and tranquility, you couldn't wish for a more idyllic set up. Days begin out on the rooftop, enjoying a cup of coffee while taking in the dramatic sea views over the cliff. Inside, we love the mix of traditional whitewashed walls and beamed ceilings with contemporary, minimalist design for seamless modern living done like never before. 

With skylights and balcony doors in just about each and every corner of the place, you'll be able to appreciate the views from all angles. Abundant natural light seeps in, creating a bright living space to socialise in, while cosy cubby-holes and small rooms allow for quiet moments of peace and quiet. 

When it comes to location, you're right where you need to be. You're a short walk from Oia village, with a great selection of boutiques, cocktail bars, and romantic restaurants. And, whilst this villa is the definition of Greek charm, you won't want to miss out on the white sands of Columbo Beach – reachable by car in a matter of minutes. 

Storybook Ending

Sound System

If you're looking for a truly unique place to stay in Santorini, then it doesn't get much better than this stunning home. The former factory once produced wine, but has since been reborn as a beautiful collection of three adjoining apartments, perfect for groups who favour both style and space. 

The traditional white-washed exterior, which the island is so famous for, gives way to a cool, crisp interior. You'll find remanents of the building's past everywhere you look, from the high ceilings to the machinery that stands like a sculpture in the living room. Outside, there are beautiful views to admire from your sun lounger, and a sparkling swimming pool where you can take a refreshing dip. When evening rolls around, you can gather your guests at the alfresco dining table and serve up a delicious feast. 

The island's capital city, Fira, is just five kilometres away from here, where you can wander the labyrinthine streets and pop into the artisanal boutiques. Make sure you snap a few photos of the iconic houses built into the cliffs, and admire the tiny churches with their white walls and blue domes. 

Santorini Serenity

Espresso Machine

Ever wondered what it would be like to stay in one of those luxury Santorini villas overlooking the ocean? Well, now you can. Perfectly nestled in the heart of Oia, this beautiful home is sat on the cliff edge, with breathtaking views of the southern Aegean Sea and skyline beyond.

With its own large heated jacuzzi looking out towards the volcano, this villa also boasts sun loungers and a table, welcoming you to gaze out at the horizon and soak up those sensational views over a chilled flute of champagne. 

Inside, the open plan design makes for a cosy, sociable space. The curved walls and ceilings add a unique touch, meanwhile the all–white interior pays homage to Santorini’s iconic aesthetic. In terms of decor, everything is pristine. Grey and white striped cushions decorate the crisp white bed linen and a curation of artwork, ornaments and accessories help create a homey appeal. The many alcoves and openings are furnished with candles, lamps and vases, and the table in the living room has an ornate bowl centrepiece, effortlessly adding to that sense of luxury.

Everything about this home is magical, but if you’ve got a soft spot for stunning views, this really is the perfect place to be. 


All In White

Smart TV

Mini Bar

Outdoor Pool

Parking On Street

With its incredible vistas over the inky blue Caldera and the volcano, this cliffside home indulges the senses. Enjoy the views from the gorgeous infinity pool, terrace, or hot tub. Or find the perfect spot to read a book through one of the sets of intriguing double wooden doors.

We love the marriage of classic Cycladic architecture with the comforts of modern living here. Decorated in fresh whites with tradtional dark wood furniture, it really is an elegant place to stay. Have a luxurious soak in the freestanding bath, then wrap yourself in the complimentary bathrobes – this home has the five-star comforts we love.

Everything you need is right here, but if you do want to explore, Oia and its delights are on your doorstep. Have a stroll around and admire the whitewashed houses carved into the rugged clifftops, or for a spot of culture, head to the Naval Maritime Museum, housed in a 19th-century mansion. Here, you’ll find exhibits such as ornate figureheads and models of old ships. Of course, there are plenty of boutiques, cafes and restaurants to discover too.



Don't It Make My Brown Eyes Blue

The Superior Studios with Outdoor Hot Tub can accommodate up to 02 persons, featuring one bedroom with a large double bed and separate sitting area with a mini fridge and kettle. The bathroom has a shower with included free shower amenities, a hairdryer, slippers, bathrobes & pool towels. The Hot Tubs are located on the terrace of each room and are uncovered. The terrace features outdoor furniture and offers amazing views of the Caldera, neighboring islands, and the Aegean Sea.

Nestled in the Old Traditional Oia Village on the Caldera Cliff, above the Ammoudi Bay at the magic sunset point, this property overlooks the Caldera, Aegean Sea, and Thirassia Island. With a swimming pool boasting captivating views, guests can gaze at the sea and enjoy magnificent sunsets. Each accommodation type provides a private balcony or terrace with breathtaking sea views. Free Wi-Fi is available throughout the property. Guests can easily explore Oia village, visit local taverns and restaurants, and enjoy traditional fish taverns at Ammoudi Bay just steps down the cliff.

Welcome to Caldera Bliss - your serene retreat in Monastiri!

Aegean Haven

Cafetiere

With its stunning views over the southern Aegean Sea, this petite yet perfectly scenic home is just the ticket for those looking to explore dreamy Oia and the island of Santorini’s many picturesque sights. 
 
Inside, typical Cycladic architecture makes a beautiful welcome with whitewashed walls and curved ceilings, while its contemporary decor offers all the comforts you could need. We love the bolthole bedroom to the back of the home that beckons a blissful night’s sleep to the distant sound of the waves and the main living area that gives way to a gorgeous private terrace that feels like it’s jutting straight into the sparkling blue of the sea. 
 
Sit here in your outdoor space with morning coffees and sunny alfresco breakfasts at the table, or better yet, gather together for drinks as the Santorini sunset puts on a magical show at dusk. 
 
When it comes to sightseeing, you’re in a wonderfully central spot to make the most of Oia’s sights, with the Blue Domed Church a three-minute walk away, the Windmill of Oia an eight-minute stroll and Ammoudi Bay twenty minutes away on foot. 


Eyes of Oia

With a sunroof terrace, a hot tub and spectacular views of the Aegean Sea, the caldera and the volcano, this traditional cave-style villa is perfect for a romantic couple or a solo traveller looking to explore the island. 

Combining original features with modern decor to create a stylish living space – from the whitewashed walls and dome ceiling to the hemp furnishings, wicker chair and neutral colour palette – it's a small yet mighty villa with heaps of character. Days begin outside, with a fresh Greek coffee in the comfort of a sun lounger, overlooking the wide, sweeping vistas. Get lost in the azures of the ocean from the inviting hot tub, before drying off for an afternoon exploring this picturesque part of Santorini. 

You're just a two-minute stroll from the Castle of Agios Nikolaos, while the vibrant town of Oia has plenty of fantastic restaurants and buzzing bars clinging to the cliffs, just 50m from your front door. 

Cave In

Paid Parking On Street

Carved into the cliffs of Oia with stunning views over the deep blue Aegean, this two-bedroom villa is a dreamy holiday home. The whitewashed stone exterior is classic Cycladic style, hiding a cool and chic interior. 

This bright and comfortable mezzanine villa is a wonderful base for exploring this pretty part of Santorini. Start your day curled up on the balcony with a coffee, or maybe get a yoga session in – the calm blue outlook is the perfect accompaniment to a moment of meditation. To take your relaxation to the next level, make the most of the Jacuzzi within the villa. Enjoy the bubbles while gazing out of the windows at the yachts passing by – maybe you’ll be inspired to book a boat trip yourself?

When you're ready to leave the villa, stroll over to Oia Castle to take in the ruins. Stick around for a mesmerising Santorini sunset before meandering to a restaurant for some fresh seafood and a glass of crisp white wine. 

Carved In Caldera

This home, perched on a clifftop on Santorini, is a very special place indeed. Based on the island's distinctive architectural style, and with stunning views across the Aegean Sea, it's guaranteed to take your breath away. 

Built into the volcanic caldera rock, this home is a soothing respite from the hot Greek sun. The curved ceilings, natural textures, and soothing colour scheme create a sense of calm, and you'll soon come to realise why this style of building is so popular in this part of the world. Take your time with a pampering session in the incredible stone bathroom, before heading up to the roof terrace for a glass of wine as you watch the boats sailing below. There's even a Jacuzzi tub, so you can sink in for an alfresco soak beneath the stars. 

From here, you can wander down into the heart of Oia in a few minutes, to visit the blue-domed churches and artisanal boutiques lining the cobbled streets. When you get hungry there are plenty of local tavernas serving the catch of the day, freshly caught that morning. And, if you fancy a swim in the sea, then you can head to Katharos Beach – it's just a few minutes outside the town.

Power of the Earth

Overlooking the submerged caldera, this coastal villa sits by the sights on Oia's cliffside. You'll find the Blue Domed Church and Santorini Maritime Museum within strolling distance, plus yachts and helicopter trips are available. At this home, we love that you'll be served complimentary Greek breakfasts, though kids will have to be careful when climbing the ladder into the loft bedroom. Not only does the multi-level terrace promise an infinity pool and a hot tub, but there's postcard scenery everywhere you turn.

Dormant Dreams

Beach Essentials

The Monastiri Oia Retreat is a newly designed and inviting holiday rental offering a calm and captivating atmosphere. This spacious Deluxe Suite features a comfortable loft with large windows that offer breathtaking views of the Caldera and the Aegean Sea, providing guests with a truly immersive experience. The suite also offers two well-appointed bathrooms with rain showers and water closets for ultimate relaxation. Guests can indulge in the luxury of a private Jacuzzi hot tub on one patio, while the other boasts a stunning private infinity pool. Upon arrival, guests will be welcomed with a bottle of champagne and fresh fruit. Additional amenities include air conditioning, high-quality bath amenities, plush bathrobes and slippers, daily maid service, coffee facilities, direct dial telephone, flat-screen TV, complimentary toiletries, individually controlled air conditioning, an indoor Jacuzzi bathtub, a well-stocked mini bar, outdoor furniture on private balconies, an outdoor private hot tub, and complimentary Wi-Fi internet access throughout the property. Unwind and rejuvenate at this Monastiri Oia Retreat.

Majestic Mirage

Feeling like something hand-carved out of Santorini's volcanic cliffs, this cave-styled villa presents an incredibly unique stay in the heart of one of the Greek island's most picturesque villages, Oia. Facing out onto the deep blue of the Aegean ocean, you'll feel like you have your very own cliffside perch to enjoy the wonders of the scenery around. Whether you want to take in views of the famous Santorini caldera while lounging on your private terrace, or soak up one of the world's best sunsets from the comfort of the hot tub, either way, this home will place you in the ideal location for sheer natural beauty.

Not only that, you'll also have the various wonders of Oia within walking distance. Why not make the seventeen-minute stroll to the Castle of Oia where you can take in breathtaking panoramics, or explore the white-washed streets of the village (a thirteen-minute walk) and discover authentic restaurants, bars and architecture (you can't miss the famous blue-dome churches). You'll have the best time meandering around the myriad of alleyways that connect this stunning village.

Caldera Cliffs

Sun Umbrellas

If you're looking for something simple, laid-back, but effortlessly luxurious and strikingly beautiful, then look no further than this gorgeous holiday apartment. Offering stunning views over the glittering turquoise waters of the Aegean Sea and the iconic Caldera of Santorini, this home encapsulates many of the things that we love about Greece – and the things that make it one of the most special, enduringly popular destinations in the world. 

Imagine starting your day on that incredible terrace, being greeted by a thousand different shades of blue as you gaze out over the spellbinding vista as you dip into the waters of the infinity pool for what must be one of the world's best wake-up calls. Perched on a cliffside in the village of Oia, this home affords you the opportunity to experience the joys of traditional Greek Island life, whilst also being close to the many attractions and amenities of the island. While away an hour or two by exploring the village, popping in and out of authentic shops, sunning yourself on the or slowing down to enjoy a leisurely beachside lunch of typical mezze dishes and mouth-wateringly fresh seafood. 

As evening rolls around, grab a glass of something cold and head for the terrace once again, from where you can watch as the sky turns from bright baby blue to an entrancing kaleidoscope of oranges, purples, and pinks during the world-renowned Santorini sunset. Yamas!

Bougainvillea on the Breeze

Oia might be the most–loved location on Santorini, but you can still carve out your own space to experience this idyllic setting. And this beautiful apartment, nestled into the rocks, makes it possible to bask in expansive views whilst enjoying the close proximity to the town. 

With its sculpted curves and Cycladic–style rooms, there are no hard edges to this home. It’s the kind of space that celebrates the natural elements, bringing a seamless flow to outdoor, indoor living. And whether you’re enjoying a morning coffee on the terrace, preparing a light–bite or watching the sunset from the hot tub, the magic of Oia fills this home with light and wonder. 

Outside, you’ll find it’s just a short, romantic stroll into the town. With endlessly inspiring views as well as an abundant selection of bars and restaurants, you simply can’t make a wrong move in this beautiful setting. And if you feel like sampling the island’s vibrant nightlife, Fira is just a twenty–five–minute drive away. 

The Way of Bliss

Fireplace

Private Parking

This lovely family home is located on the northwestern tip of Santorini. Some parts of the house (such as the kitchen) are a little dated but we think it also adds to its charm. The home includes a nice leafy garden with a pool and although this is certainly on the small side, it’s a welcome addition for those scorching days. We particularly love the Jacuzzi on the rooftop terrace – perfect for soaking up the island views. Several of Oia’s eateries are within walking distance and Ammoudi bay is about a fifteen-minute stroll away. 

Boho Retreat

A stay on the serene island of Santorini is made even more special when you choose this glorious villa. Based in the peaceful village of Oia, you'll be within easy reach of some magnificent beaches here – and although there's no kitchen, the great location means you're within walking distance of some fabulous restaurants too.

Lovers of luxury can rejoice, as this home features some wonderfully opulent touches, such as robes and slippers, plus an indoor spa pool – a very rare find for a home that sleeps just four guests. The terrace here provides a breathtaking panoramic view overlooking the caldera, as well as the gorgeous white buildings of the village.

The Beautiful Blue

Looking for a picture-perfect location in Santorini? This whitewashed villa delivers traditional charm with a sea-facing hot tub and panoramic views over hilly Oia. Elevate your holiday experience by hiring a private chef or a masseur to help you de-stress. Though there's little natural light in some spots of the home, that should keep the rooms even cooler once you return from making memories. Whether you're visiting the nearby castle ruins or taking a guided tour out of town, complimentary breakfasts will put you on the right track.

Sweeping Azure

You could never tire of the sunset Caldera views seen from the private terrace and hot tub of this Santorini hideaway for two. Part of a collection of boutique suites, there's a small shared swimming pool and communal terrace where breakfast is served. It's worth noting that besides a small fridge and coffee maker, the home has no kitchen facilities. But with the charming tavernas of Oia Village and Ammoudi Bay within walking distance, we don't think you'll mind.

Minoa's Melody

Whether marking a honeymoon, an anniversary, or simply seeking a secluded getaway to celebrate love, the Honeymoon Junior Suite Sunset & Sea View with Pool offers the epitome of luxury for a romantic escape in Greece. This suite boasts captivating design features and additional amenities, ensuring a truly unforgettable experience together. Immerse yourselves in private sunset swims in your personal pool and savor intimate dining moments on the veranda. The perfect start to a mesmerizing new journey. Indulge in a range of amenities including air-conditioned comfort, bathrobes, slippers, and bathroom with shower. Take advantage of beach towels, high-speed internet access, and movie channels while enjoying your stay. Non-smoking rooms are available. Stay connected with free Wi-Fi throughout. Your Santorini Dream Cottage awaits.

Paradise Escape

If a trip to Santorini is top of your holiday wishlist, then we have the perfect place for you to stay. This traditional cave home is built right into the cliff, and offers stunning views across the Aegean Sea, along with easy access to the village of Oia and beyond. 

The interior is cool and calming, a welcome respite from the hot Greek sun outside. The vaulted ceiling and natural textures echo the past, serving as a reminder of this island's rich history. Outside on the terrace, you can savour the incredible sea vistas as you sip a glass of local wine, watching the sun slip below the horizon. Round off your day with a luxurious dip in the hot tub under the stars, as you raise a toast to the good life. 

From here, you can easily wander over to the castle of Agios Nikolaos – it's just fifty metres away, and offers some of the most amazing views across the water. There are several of tavernas within walking distance, where you can savour some delicious locally caught seafood. And, if you want a little more action, then head over to the island's capital, Fira – it's only ten kilometres away and has plenty of bars and restaurants. 

Drifting Through Dreams

Santorini’s diverse history and landscapes make for a truly magical setting. In the northern region, this villa sets the tone for your visit to this incredible island. Whether you’re gazing in awe at the white architecture of Pyrgos, hiking rugged cliffs, or wandering down the coast of sandy beaches, its offering is simply unmatched. And just a fifteen-minute walk from Oia Castle and the same distance to the water’s edge, history and the natural world go hand in hand here.

This white structure has the traditional vibe that you might expect. But within, it's all about luxury. Arched living spaces feel cool and airy, with classic white walls and tiled floors adding to the effect. However, in one alcove you’ll find a romantic bedroom, and in other there’s an indoor hot tub. Pop some champagne to take into the bubbles in this opulent home.

An alternative is to head outside to the private roof terrace. Sunbeds and outdoor furniture make this a comfortable spot to gaze out to neverending views of the Aegean Sea. As it’ll be hot up here, put the champagne on ice and take a dip iny our private plunge pool – there’s no better way to cool off from the midday sun.

Moonstone Isle

Oia has been described as the most romantic village in Santorini, and it truly lives up to this title. With its rugged clifftops, crystalline waters and unique charm, it really has captured our hearts – just like this beautiful home.

With views across the Caldera, the elegant simplicity of this space allows the natural elements to shine. From the sculptural lines to the soft tones, every detail inspires a sense of effortlessness. No doubt, you’ll find it easy to relax here. Whether you’re enjoying a refreshing dip in the pool or lounging with a book, the mesmerising sea views will serenade you throughout your stay. 

This home is in a great location to experience the magical atmosphere of Oia. Spend an afternoon admiring the traditional architecture, such as the Blue Domed church – a three–minute walk away, or the Byzantine Castle ruins – a six–minute walk. 

Whilst the crowds gather to watch the sunset, you’ll love the feeling of retreating to your own terrace to see the sky turn pink. Enjoy an authentic Greek meal (a private chef can be arranged to cook for you) and share this special place with the ones you love. 

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