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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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Guest favorite
A wooden table is set on a spacious terrace, featuring two wine glasses and a plate with a pineapple and a small decorative plant. The background showcases a panoramic view of the caldera and the Aegean Sea during dusk, with soft pastel skies and distant islands.
Apartment in Oia
4.91 out of 5 average rating, 340 reviews

Oia Lucky Sapphire Residence

The Sapphire Residence is a place for you to relax, reset and revive yourself. It is a mini-retreat especially designed for You and your significant other half or for a group of friends or a family .This is a once-in-a-lifetime chance to stay in a beautifully conserved traditional Captain's House . Enjoy our spacious pattio and gaze at the stunning views of the famous caldera of Santorini , the island of Thirassia and the endless blue of the Aegean Sea . .Take some time for you! Your time!

Guest favorite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home in Oia
4.97 out of 5 average rating, 300 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Top guest favorite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia
4.99 out of 5 average rating, 216 reviews

Suite with Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

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, 160 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.

Top 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, 138 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 private balcony features lounge seating and planters filled with greenery, overlooking the iconic white buildings of Santorini. A serene sunset casts warm hues over the horizon, reflecting softly on the water, creating a calm and inviting ambiance.
Cycladic home in Oia
4.99 out of 5 average rating, 265 reviews

Anemi Karma- Private Villa with Sunset Views !

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

Top guest favorite
A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.
Cave in Fira
4.87 out of 5 average rating, 308 reviews

Two Bedroom Maisonette with Caldera View

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

Top guest favorite
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave in Oia
4.99 out of 5 average rating, 150 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Guest favorite
A view of the private hot tub is captured during sunset, with the sun setting over the Caldera Sea. The calm water reflects warm hues, and flowers frame the scene, enhancing the serene ambiance.
Cave in Oia
4.99 out of 5 average rating, 137 reviews

Lioyerma Cave Villa2 with Private 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 3 guests(one guest on a sofa bed) Breakfast included in the price. Free Parking space

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, 152 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Top guest favorite
A view is presented through wide-open windows, offering a glimpse of the expansive sea and caldera. A wooden dining table is visible on the terrace, surrounded by natural scenery. Bright clouds fill the sky, enhancing the serene atmosphere of the coastal landscape.
Cycladic home in Oia
5 out of 5 average rating, 255 reviews

Likno Traditional Villa

With your friends or family, with people dearly loved, enjoy your stay in the Likno Traditional Villa located in the center of the most famous village in Santorini, Oia. Experience the most astonishing caldera views with the comfort of a traditional local home, your home in Santorini!

Top guest favorite
A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.
Home in Oia
4.93 out of 5 average rating, 393 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Popular amenities for Oia vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Family friendly vacation rentals in Oia

Top guest favorite
The heated plunge pool is depicted, surrounded by smooth white surfaces. A panoramic view of the caldera and the deep blue sea can be seen in the background, complemented by a clear sky. Nearby structures add to the traditional Santorinian architecture.
Cycladic home in Oia
5 out of 5 average rating, 18 reviews

Ilia Oia

Guest favorite
An outdoor area features a private plunge pool surrounded by a spacious patio. Two sun loungers are positioned nearby, along with a wooden table and four chairs. Nearby, the unique cave structure offers bright windows and a distinct circular artwork on the wall.
Cave in Oia
5 out of 5 average rating, 6 reviews

Iconic Cave Suite | Plunge Pool | Sea Sunset View

Top guest favorite
A private terrace features comfortable seating arrangements and a small heated jacuzzi, offering views of the caldera and hillside. A fruit basket and chilled drinks are placed on the table, with soft towels neatly arranged nearby. The sunset casts a warm glow across the scene.
Cycladic home in Oia
5 out of 5 average rating, 30 reviews

Ether luxury suite with amazing heated jacuzzi

Guest favorite
Two wooden chairs are positioned on a terrace, facing the expansive view of the blue sea and distant cliffs. One chair features red and white stripes, while the other is adorned with blue and white stripes. A clear blue sky complements the serene waters.
Villa in Oia
4.98 out of 5 average rating, 42 reviews

Villa Calliope

Top guest favorite
A serene exterior of a twin villa is depicted at night, highlighting the soft glow of warm lighting from the windows. A swimming pool can be seen, reflecting the calm ambiance, surrounded by lush greenery and a landscaped area.
Dome in Oia
4.98 out of 5 average rating, 226 reviews

MyBoZer Twins Iliad Heated Private Pool All Year

Top guest favorite
A spacious terrace features comfortable lounge chairs positioned for relaxation with panoramic views of the sea. A small table holds a bottle of wine and two glasses, while decorative planters add a touch of greenery to the serene setting.
Home in Oia
5 out of 5 average rating, 17 reviews

Zoe Aegeas Villa Panorama

Top 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, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Top guest favorite
Cycladic home in Oia
5 out of 5 average rating, 19 reviews

Sensia Caldera Villa • Jacuzzi • Easy Access

Other great vacation rentals in Oia

Guest favorite
Two wooden lounge chairs are positioned beside a plunge pool, with a small table holding a wine glass and a bottle of wine. The view overlooks the Aegean Sea and distant volcanic islands, with soft pastel hues accenting the landscape.
Villa in Oia
4.9 out of 5 average rating, 10 reviews

Little Rock Villa-Oia. Entire Cave House Oia

Top guest favorite
An outdoor seating area offers stunning views of the Mediterranean Sea and volcanic landscape. A private Jacuzzi is positioned nearby, surrounded by sun loungers. A couple enjoys refreshments, while one person relaxes in a hanging chair, showcasing the tranquil setting.
Apartment in Pyrgos Kallistis
4.98 out of 5 average rating, 84 reviews

Honeymoon Suite with Caldera View and Hot Tub

A rooftop terrace features two hot tubs, surrounded by soft seating for relaxation. The scene displays a tranquil sunset over the Aegean Sea, with distant views of white buildings dotting the landscape. Soft lighting casts a warm glow on the terrace.
Hotel room in Oia
4.84 out of 5 average rating, 331 reviews

Theodora Suites - Suite with Volcano View

Guest favorite
A private balcony offers a table and two chairs, overlooking stunning views of the sea and expansive landscapes. A shallow pool is visible nearby, reflecting the bright blue sky. The space is bathed in natural light, creating an inviting atmosphere for relaxation.
Apartment in Oia
5 out of 5 average rating, 31 reviews

Junior Suite | Outdoor Hot Tub | Sea View

Top guest favorite
A terrace area is displayed, featuring a shaded canopy and casual seating arrangement. A round table holds a bowl of fresh fruit, while expansive views of the Aegean Sea and islands are visible in the background, complemented by clear skies and sunlight reflecting on the water.
Home in Θήρα
4.95 out of 5 average rating, 317 reviews

Stilvi Studio

Guest favorite
An expansive terrace offers a private jacuzzi overlooking the caldera and Aegean Sea. Comfortable outdoor furniture is arranged for relaxation, and stunning views of the coastline are visible, complemented by the unique architecture of nearby villas along the cliff.
Home in Oia
5 out of 5 average rating, 15 reviews

Rhenia's 2 Villas Oia, 2 Private Jacuzzis, Caldera View

Top guest favorite
The image captures a scenic view of the Aegean Sea, revealing the expansive blue waters and distant islands. A stone structure with a rounded dome is positioned in the foreground, while the rugged cliffs of Santorini rise in the background.
Home in Oia
5 out of 5 average rating, 38 reviews

Oia VineyART Home 1

Superhost
A private outdoor terrace features minimalist seating arrangements with two lounge chairs and a small dining table. The bright white walls and soft stone flooring contribute to a serene atmosphere, while a traditional windmill is visible in the background against a clear blue sky.
Home in Oia
4.7 out of 5 average rating, 10 reviews

Anelia Traditional Cave House with Private Jacuzzi

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR4,214 ZARR4,247 ZARR4,263 ZARR3,853 ZARR4,607 ZARR5,017 ZARR5,181 ZARR5,198 ZARR5,099 ZARR3,886 ZARR3,574 ZARR3,951 ZAR
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 R820 ZAR 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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