Holiday rentals in Oia
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Quick stats about holiday rentals in Oia
Total holiday rentals
Explore 790 holiday rentals in Oia
Nightly prices starting at
Oia holiday rentals start at $76 SGD per night before taxes and fees
Verified guest reviews
Over 40,520 verified reviews to help you choose
Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 90 rentals that welcome pets
Holiday rentals with a pool
210 properties feature pools
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Wifi availability
770 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.
Helianthus Honeymoon Hideaway House
Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy
Exclusive Villa with Outdoor Heated Pool
The villa is exquisitely located in the scenic village of Oia!! The interior fine art design of this superb cave two bedroom Pool Villa includes the ultimate value of space, flirting with the lights and shadows of ancient Greece. Dive into your own large heated outdoor cave swimming pool with hydro-massage and excite your senses. Walk into your balcony for enjoying the breathtaking views of Caldera, Aegean sea and unparalleled Santorini direct sunset. Discover the uniqueness of Santorini, Oia!!!
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
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
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.
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.
Blue Sky Suite with jacuzzi and caldera view
The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.
Ether luxury suite with amazing heated jacuzzi
Welcome to Èther suite, where the soul of Santorini meets the poetry of the Aegean sky. Tucked into the whitewashed cliffs of Oia, our dreamy suite invite you to drift into a world of calm, beauty, and light. Every corner is bathed in Cycladic elegance, curved lines, soft textures, and a sense of serenity that feels timeless. A perfect place for couples and honeymooners!
Little Rock Villa-Oia. Entire Cave House Oia
Little Rock Villa is located right on the stunning Caldera overlooking the Aegean sea. This completely exclusive villa boasts 2 balconies overlooking the magical Mediterranean & offers a plunge pool on the cliff face, a private kitchen & a newly renovated bathroom. Ideal for a romantic escape, for family & friends. Consists of 1 queen size bed and 3 single beds.
Archon Villa by K&K (outdoor jacuzzi)
ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.
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!
Pano Meria Cave House One in Oia
A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.
Popular amenities for Oia holiday rentals
Other great holiday rentals in Oia
Suite Caldera View & Outdoor Jacuzzi (3 Elements)
Romantic Cave with Panoramic Caldera View
Deluxe Cave Suite | Hot Tub | Caldera View, 3Domes
Villa Calliope
Junior Cave Suite at Enalion Suites
Cycladic Villa | Outdoor Hot Tub | Caldera View
Allegro Suites - Cadouni in Oia
Cave Suite Oia
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 SGD | $304 SGD | $318 SGD | $281 SGD | $346 SGD | $379 SGD | $402 SGD | $403 SGD | $395 SGD | $301 SGD | $277 SGD | $306 SGD |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°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
- Hotel rooms Oia
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- Family-friendly rentals Oia
- Pet-friendly rentals Oia
- Bed and breakfasts Oia
- Rentals with pools Oia
- Cave rentals Oia
- House rentals Oia
- Rentals with a hot tub Oia
- Schoinoussa
- Anafi
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Folegandros
- Santa Maria
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Kolympethres Beach
- Temple of Apollon, Portara
- Castle of Sifnos
- Amoudi Bay
- Ancient Thera
- Panagia Ekatontapyliani
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Moraitis winery