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Holiday rentals in Oia

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Top-rated holiday rentals in Oia

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Top guest favourite
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.
Serviced apartment in Oia
4.98 out of 5 average rating, 241 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 with a minimal decorative style, making it the perfect choice for those who want to relax. The suite is aprox 37 sm, features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

Top guest favourite
An outdoor area is presented with a private jacuzzi alongside two woven lounge chairs. The expansive view showcases the tranquil sea, dotted with islands under a clear blue sky, creating a serene atmosphere.
Cave in Oia
4.97 out of 5 average rating, 288 reviews

Aspa Caves studio, outdoor hot tub & caldera view!

Aspa Caves's Traditional studio, located at Oia's cliff at a very quiet area. The studio is ideal for honeymooners and for those who imagine some very special moments in Santorini. It features an outdoor private jacuzzi, a bedroom with a queen size bed (160 x 200cm), a siting area with a traditional sofa bed, dining table, kitchenette and a bathroom with shower. It also features it's own small balcony with amazing views of the Caldera gulf, volcano and Thirasia island. Size: 30 square meter

Guest favourite
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favourite
A terrace view showcases white-washed buildings against a backdrop of the Caldera and Aegean Sea. A blue door leads to the outside, while a glass plate of oranges and lemons is placed on a table, inviting moments of relaxation.
Flat in Oia
4.98 out of 5 average rating, 164 reviews

Traditional Classic Villa with Caldera View

This Traditional Villa can accomodate up to four guests and comes with a king size bed in the sleeping room and two single beds in the living room. Free Wi- Fi and a kitchenette. This Villla has a terrace where you can relax and enjoy the breathtaking view to the so cold Caldera and the Aegean Blue waters.The Villa is situated In the heart of majestic Oia and at a walking distance from all shops restaurants and bars as well as from the famous pedestrian of Oia with Boutique shops.

Top guest favourite
A private balcony features a Jacuzzi with stunning views of the caldera. A round table and chairs in a muted color sit beside the hot tub, offering the perfect setting for relaxation. The blue sea and sky stretch out into the distance.
Home in Oia
4.97 out of 5 average rating, 191 reviews

Oia Nautical Dreams with Caldera View and Jacuzzi

Oia Nautical Dreams is a cozy private house with an amazing view of the caldera. It is right by the famous pedestrian path of Oia but as it is on a higher level offers privacy and superb views. On the first level, you will find a comfy lounge area with a sofa, a kitchenette, and a bathroom. Following the internal stairway will take you to the open bedroom with a queen size bed. From the lounge area, you have access to the private balcony with the Jacuzzi and breathtaking views.

Guest favourite
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, 293 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 favourite
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, 214 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 favourite
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, 158 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 favourite
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, 147 reviews

Cave Villa With Heated Plunge Pool & Caldera View

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

Top guest favourite
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, 166 reviews

Lioyerma Cave Villa & Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space

Top guest favourite
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 favourite
A balcony overlooking the caldera features two wooden chairs facing the sea, accompanied by a round table. Refreshments are placed on the table, with the vast ocean and distant islands visible in the background, and a plant sits nearby, adding a touch of greenery.
Cave in Oia
4.95 out of 5 average rating, 339 reviews

Pano Meria Cave House 3 in Ia

This is a renovated cave situated in Oia. It can sleep between 2 and 4 guests it has 2 doubles. It also has self-catering facilities. It is in the old part of the village and has a balcony overlooking the caldera. Quiet and peaceful but central.

Popular amenities for Oia holiday rentals

When is the best time to visit Oia?

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Avg. price$325 SGD$328 SGD$329 SGD$297 SGD$355 SGD$387 SGD$400 SGD$401 SGD$393 SGD$300 SGD$276 SGD$305 SGD
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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 holiday rentals in Oia

  • Total holiday rentals

    Explore 670 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 39,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    670 of Oia holiday rentals include wifi 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!

Destinations to explore

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  3. Oia