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Vacation rentals in Oia

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Top-rated vacation rentals in Oia

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Cycladic home in Oia
4.95 out of 5 average rating, 398 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

Guest favorite
A minimalist living area features a curved sofa adorned with decorative cushions. A round, concrete coffee table hosts fresh fruits. Soft, neutral tones are complemented by the gentle illumination from wall fixtures, while an archway leads to a softly-lit bathroom in the distance.
Apartment in Oia
4.95 out of 5 average rating, 197 reviews

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

Top guest favorite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Imerovigli
4.99 out of 5 average rating, 166 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Top guest favorite
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
4.98 out of 5 average rating, 255 reviews

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 , 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, a smart TV and queen size bed.

Top guest favorite
A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home in Oia
4.99 out of 5 average rating, 171 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Guest favorite
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
4.92 out of 5 average rating, 303 reviews

Fira White Residence Deluxe Villa

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

Top guest favorite
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
4.98 out of 5 average rating, 226 reviews

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.

Guest favorite
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
4.96 out of 5 average rating, 144 reviews

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.

Top guest favorite
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.
Cycladic home in Oia
4.88 out of 5 average rating, 263 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.

Top guest favorite
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.
Cave in Oia
4.99 out of 5 average rating, 183 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

Top guest favorite
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
4.9 out of 5 average rating, 144 reviews

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

Top guest favorite
Cave in Oia
4.95 out of 5 average rating, 218 reviews

Satori Caves by Thireon

Welcome to Satori Caves - where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house has an amazing terrace with hot tub for your own private volcano viewing spot! There are a few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. Managed by Thireon Houses

Popular amenities for Oia vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Family friendly vacation rentals in Oia

Top guest favorite
Cycladic home in Oia
4.99 out of 5 average rating, 199 reviews

By the Mill, Caldera, Oia

Top guest favorite
A private outdoor veranda features two wooden lounge chairs positioned beside an outdoor plunge pool. Scenic views of the caldera and distant islands are visible, with the serene blue waters stretching towards the horizon.
Cave in Santorini
4.99 out of 5 average rating, 324 reviews

Hector Luxury Cave

Guest favorite
A round table is set for two, featuring two glasses of wine, as the sun sets over the sea, casting warm colors across the sky. Two contrasting chairs flank the table, with the iconic white buildings of Santorini visible in the background.
Cycladic home in Oia
4.96 out of 5 average rating, 165 reviews

Sanctuary Vista House

Top guest favorite
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
5 out of 5 average rating, 153 reviews

Loukia House

Top guest favorite
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.
Cycladic home in Oia
4.97 out of 5 average rating, 130 reviews

Evmenia Luxury Cave Villa

Top guest favorite
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
4.98 out of 5 average rating, 210 reviews

Traditional Family Villa with Caldera View

Top guest favorite
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.
Cycladic home in Oia
4.86 out of 5 average rating, 150 reviews

Sunset villa in Oia

Guest favorite
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.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 292 reviews

Santorini Mayia Cave House with Private Cave Pool

Oia boutique hotels

Top guest favorite
A private balcony offers a table with a coffee cup and a newspaper, overlooking the scenic coastline of Santorini. A breathtaking view of white buildings cascading down the hillside and a boat in the distance can be seen, framed by a clear blue sky.
Hotel room in Santorini
4.91 out of 5 average rating, 157 reviews

Villa Ilias, Superior Double Caldera South Facing

Guest favorite
An elegant swimming pool is positioned beneath a modern cave-like structure, framed by a curved archway. Soft light reflects off the water, creating gentle ripples. A sun lounger and small table are visible, alongside natural stone elements that enhance the serene atmosphere.
Hotel room in Exo Katikies
4.92 out of 5 average rating, 302 reviews

Senior Two Bedroom Suite With Pool And Sea View

Guest favorite
A spacious terrace is showcased under a twilight sky, featuring comfortable lounge chairs and a small seating area. Potted plants are arranged around the space, enhancing the open atmosphere while offering views of the surrounding landscape.
Hotel room in Vourvoulos
4.92 out of 5 average rating, 201 reviews

Evita Guesthouse |Jacuzzi |Sea View| Free parking

Top guest favorite
A private balcony features a hot tub with panoramic views of the shimmering sea and distant islands. Minimalist decor includes potted plants, while sunlight filters through the space, enhancing the serene ambiance.
Hotel room in Fira
4.95 out of 5 average rating, 130 reviews

Asma suites - Economy suite, sunset volcano view

Guest favorite
A spacious sleeping area is highlighted by a stone accent wall and warm wooden beams. A large bed with a neutral-toned coverlet is positioned opposite a flat-screen TV. Soft lighting enhances the minimalist decor and creates a calming ambiance.
Hotel room in Fira
4.92 out of 5 average rating, 229 reviews

Floria Suites - Deluxe Cave Suite with Spa Bath

Superhost
The exterior of the complex is highlighted, featuring a modern design with a textured façade. Seating areas are set up on a stone-tiled terrace, complemented by planters. The sky is clear, and the overall structure showcases a blend of angles and smooth surfaces.
Hotel room in Finikia
4.85 out of 5 average rating, 113 reviews

Alyvia Superior Suite with Hot Tub and Sea View

Top guest favorite
An in-out Jacuzzi is illuminated in a soft blue light, providing a serene ambiance. The archway frames a stunning sunset view over the water, while two champagne glasses and a bottle sit nearby, inviting relaxation in this tranquil space.
Hotel room in Imerovigli
4.92 out of 5 average rating, 168 reviews

Abyssos Suite Caldera Sea Sunset In-Out Jacuzzi

Guest favorite
A private terrace features a heated mini pool, surrounded by smooth white stone and enhanced by a potted plant. Large windows offer views of the caldera and sea, inviting natural light into the space.
Hotel room in Santorini
4.87 out of 5 average rating, 173 reviews

Couples getaway with mini pool and caldera view

Family friendly boutique hotels in Oia

Top guest favorite
A spacious villa reflects in the clear waters of a swimming pool, surrounded by lush greenery. The exterior is accentuated by warm yellow shutters and climbing plants, while a sunset sky casts soft hues above the property, enhancing its tranquil charm.
Hotel room in Vothonas
5 out of 5 average rating, 28 reviews

Beautiful Villa Ideal for Families Car Included

Guest favorite
A private heated Jacuzzi is visible on a terrace, surrounded by minimalist features. The sparkling water reflects the clear blue sky and provides views of the deep blue Aegean Sea, with distant islands on the horizon and lush greenery enhancing the landscape.
Hotel room in Imerovigli
4.82 out of 5 average rating, 665 reviews

Luxury Suite with Heated Jacuzzi and Sea View

Guest favorite
A private rooftop terrace features a luxurious hot tub with an unobstructed view of the sunset over the sea. Comfortable outdoor seating is arranged next to a cozy seating area, all set against a tranquil backdrop of the Santorini landscape.
Hotel room in Imerovigli
4.99 out of 5 average rating, 71 reviews

Grand Suite | Hot Tub | Sea, Caldera & Sunset View

Guest favorite
A platter of fresh fruits, including watermelon, cherries, and peaches, is placed near a glistening pool. The pool's turquoise water reflects the clear blue sky and offers scenic views of the surrounding village and coastline.
Hotel room in Mesaria
4.87 out of 5 average rating, 115 reviews

Minimal suite with heated outdoor jacuzzi

Top guest favorite
An outdoor terrace features a covered seating area with a neutral-colored cushion and a small table adorned with fresh fruit. A large, decorative umbrella offers shade, while stunning views of the ocean and coastline extend in the background, enhancing the tranquil setting.
Hotel room in Imerovigli
5 out of 5 average rating, 72 reviews

301. Suite with Outdoor Jacuzzi

Top guest favorite
An infinity pool extends towards the horizon, reflecting shades of blue against a backdrop of the Caldera. Nearby, a person dances joyfully, highlighting the vast expanse of the sea and islands visible in the distance, illuminated by the soft glow of sunset.
Hotel room in Fira
4.97 out of 5 average rating, 65 reviews

Standard Apartment / sea views

Top guest favorite
Hotel room in Karterádos
4.87 out of 5 average rating, 186 reviews

Pension George Quart Studio

Top guest favorite
An outdoor area is showcased at dusk, featuring a large shared pool surrounded by sunbeds and umbrellas. The surrounding gardens are highlighted with soft lighting, and the unique architecture of the residence is visible against a serene sky, creating a tranquil atmosphere.
Hotel room in Oia
4.96 out of 5 average rating, 67 reviews

Grand Suite Hot Tub Sea View "Ammoudi"

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$51,463 GYDG$49,999 GYDG$52,300 GYDG$49,162 GYDG$58,785 GYDG$64,015 GYDG$66,107 GYDG$66,316 GYDG$65,061 GYDG$49,580 GYDG$45,606 GYDG$50,417 GYD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in Oia?

    Oia has accommodations ranging from traditional cave houses to apartments with caldera views, as well as family-friendly vacation rentals around the village. Many travelers choose stays near the walkable center for easy access to local sights, dining, and sunset spots.

  • What are the best things to do in Oia with kids?

    Explore Oia’s winding lanes, enjoy family-friendly eateries, and discover interactive art galleries or local markets. Many families appreciate watching boats in the harbor and strolling to beaches with gentle waves nearby.

  • What are some of the best things to do in Oia?

    Oia has panoramic sunset viewpoints, art galleries, and distinctive blue-domed churches. Explore local boutiques, sample regional foods, and discover cliffside paths overlooking the caldera.

  • How is the weather in Oia?

    Oia has mild winters with temperatures around 47–60°F (9–16°C) and dry, warm summers reaching up to 96°F (35°C). Rain is more frequent from November to February, while June through September brings sunny, clear days.

  • When is the best time to visit Oia?

    Late spring and early autumn are often recommended for fewer crowds, pleasant temperatures, and clear views. Summer is popular for sun-filled days, while winter brings quieter streets and cozy stays.

  • What are the best places to visit in Oia?

    Explore the iconic blue-domed churches, the Maritime Museum, and the famed cliffside pathways. Sunset viewpoints around the village and charming art galleries are frequently suggested for visitors.

  • What are some hiking trails in Oia?

    Hiking in and around Oia often includes cliffside trails along the caldera, with scenic routes toward the neighboring villages. Paths through volcanic landscapes and sections overlooking the Aegean Sea are popular for both short and long walks.

  • What are some family activities we can do in Oia?

    Families can explore local pottery studios, participate in cooking workshops, and stroll the main shopping street for handmade crafts. Many enjoy gentle walks along the caldera and beach adventures around Oia.

  • What are some of the best day trip ideas from Oia?

    Travelers often explore nearby beaches, historical villages, and archaeological sites across Santorini. Boat tours around volcanic islands or visits to local wineries offer different perspectives of the region’s landscape and traditions.

  • Are there any pet friendly accommodations available in Oia?

    Oia has vacation rentals and apartments where pets are welcome, especially in the central village area and quieter neighborhoods. Check each listing’s pet policy for details and nearby parks for strolls.

  • What are some local tips for visiting Oia?

    Start exploring early for peaceful streets, bring comfortable shoes for uneven walkways, and pack layers for shifting breezes. Many travelers appreciate reserving sunset spots, and sampling local bakery treats is frequently suggested.

  • What is Oia known for?

    Oia is known for its dramatic caldera views, whitewashed architecture, and blue-domed churches. Its iconic sunsets, creative arts scene, and maritime history draw visitors from around the world.

  • What are the best hidden gems to explore in Oia?

    Explore small art galleries, locally owned bakeries, and pottery studios tucked throughout the village. The Maritime Museum and quieter seaside paths around the old port are often recommended for a different perspective on Oia.

  • What are the best foods to try in Oia?

    Enjoy locally rooted specialties such as fava puree, tomato fritters, and grilled seafood. Traditional Greek sweets and artisanal cheeses are frequently highlighted by regional restaurants and markets.

  • What should I bring for a trip to Oia?

    Pack light layers, sun protection, and comfortable shoes suitable for stone paths. A hat, reusable water bottle, and camera for sunset photos help travelers enjoy local sights and changing weather.

  • What is the nightlife in Oia like?

    Oia has laid-back tavernas, cocktail bars with caldera views, and occasional live music venues. The scene is relaxed, with social patios and open-air lounges popular for evening gatherings.

  • What are the most popular events or festivals in Oia?

    Annual celebrations tied to religious traditions are often marked in Oia, with processions and music being common. Seasonal art exhibitions and food fairs take place around late spring and summer, drawing both locals and visitors.

  • Are there family friendly vacation rentals in Oia?

    Oia has a selection of family-friendly vacation rentals, with options for multi-bedroom homes, kitchen facilities, and outdoor spaces. Many are located near the center, making it easy to explore local attractions together.

Quick stats about vacation rentals in Oia

  • Total vacation rentals

    Explore 760 vacation rentals in Oia

  • Nightly prices starting at

    Oia vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 40,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    750 of Oia vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests—averaging 4.9 out of 5!

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