Holiday rentals in Oia

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Oia

  • Total holiday rentals

    Explore 760 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    750 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!

Top-rated holiday rentals in Oia

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

1 of 1 pages1 / 1
Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporio
4.96 out of 5 average rating, 112 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Top guest favourite
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, 400 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 favourite
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.
Flat in Oia
4.95 out of 5 average rating, 199 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 favourite
A private terrace features a small jacuzzi with panoramic views of the sea. A sunbed with a cushion is positioned beside a small wooden table, inviting relaxation. Two simple chairs are placed nearby, enhancing the tranquil outdoor space against the clear blue sky.
Cycladic home in Imerovigli
5 out of 5 average rating, 140 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

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, 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 favourite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home in Fira
4.99 out of 5 average rating, 109 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

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, 172 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 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, 227 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 favourite
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, 145 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 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, 161 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, 184 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
Cycladic home in Oia
4.99 out of 5 average rating, 200 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Popular amenities for Oia holiday rentals

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$319 SGD$310 SGD$324 SGD$304 SGD$364 SGD$396 SGD$409 SGD$411 SGD$403 SGD$307 SGD$282 SGD$312 SGD
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.

Destinations to explore

  1. Airbnb
  2. Greece
  3. Oia