Oia holiday rentals

We found 2,387 holiday rentals — enter your dates for availability
Discover a selection of 127 homes, 107 apartments and other holiday rentals in Oia that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Oia

Showing deals for:13 Nov - 20 Nov

Outdoor dining
Outdoor spa tub
Interior
Dining
Exceptional
(17 reviews)

Private And Secluded Luxury Villa With Pristine Sea/Volcano View

Santorini

8% off
S$15,970
for 7 nights, 1 villa
S$2,281 per night
includes taxes & fees
Private And Secluded Luxury Villa With Pristine Sea/Volcano View
Interior
Property grounds
Interior
Exterior detail
Exceptional
(28 reviews)

Seahorse Residence and wedding venue : If you seek only the best !!

Santorini

8% off
S$33,693
for 7 nights, 1 villa
S$4,813 per night
includes taxes & fees
Seahorse Residence and wedding venue : If you seek only the best !!
Spa
Pool
Spa
Exterior
Very good
(8 reviews)

Luxury Villas Hariton – 2BR Private Villa with Rooftop Pool in Santorini

Santorini

9% off
S$2,383
for 7 nights, 1 villa
S$340 per night
includes taxes & fees
Luxury Villas Hariton – 2BR Private Villa with Rooftop Pool in Santorini
Living area
third balcony from the third room
Room
Pool
Exceptional
(14 reviews)

Private Luxury Villa with amazing sea view and sunset

Santorini

9% off
S$12,786
for 7 nights, 1 villa
S$1,827 per night
includes taxes & fees
Private Luxury Villa with amazing sea view and sunset
Terrace/patio
Pool
Living area
Room
Exceptional
(27 reviews)

Breathtaking view, luxury, privacy, style and much more !

Santorini

8% off
S$20,557
for 7 nights, 1 villa
S$2,937 per night
includes taxes & fees
Breathtaking view, luxury, privacy, style and much more !
LOUNGE
Pool
Property grounds
ENTRANCE 1
Exceptional
(14 reviews)

QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN

Santorini

13% off
S$6,318
for 7 nights, 1 villa
S$903 per night
includes taxes & fees
QUIET PART OF FIRA VERY CENTRAL 3 BEDROOM 2 BATHROOMS SPACIOUS TRADITION MODERN
Outdoor dining
View from the pool to the caldera
Exterior
View to kitchen and half bathroom.
Exceptional
(49 reviews)

Private Villa in Oia, Santorini

Santorini

9% off
S$4,879
for 7 nights, 1 home
S$697 per night
includes taxes & fees
Private Villa in Oia, Santorini

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Charming Oia will entice you

Enjoy the churches and other features of Oia. Travellers especially like the island views, seaside and boating in this romantic and scenic city. Santorini Caldera and Athinios Port are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Oia

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Oia a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Santo Wines (6.2 mi / 9.9 km)
  • Tramonto ad Oia (0.1 mi / 0.1 km)
  • Venetsanos Winery (6.3 mi / 10.2 km)
  • Estate Argyros Santorini (7.4 mi / 11.9 km)
  • Domaine Sigalas Winery (1.3 mi / 2 km)
  • Vassaltis Vineyards (3.7 mi / 6 km)

Exploring the natural landscape of Oia

Oia is famous for its breathtaking sunsets, island views and seaside. Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Oia. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Santorini Caldera (3.6 mi / 5.8 km)
  • Kamari Beach (8.7 mi / 13.9 km)
  • Amoudi Bay (0.3 mi / 0.5 km)
  • Pori Beach (2.9 mi / 4.7 km)
  • Skaros Rock (3.1 mi / 5.1 km)
  • Caldera Beach (7.1 mi / 11.5 km)

Travelling to and around Oia

The nearest airport is in Thira (JTR-Santorini National), located 6.8 mi (10.9 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Oia?
The most desirable types of holiday rentals in Oia are villas. Hoping for something different? Vrbo offers a variety of options to match the diverse needs of our guests, so you'll see properties in lots of sizes and shapes. The perfect fit is waiting for you — snap up yours today.
How much does it cost to rent a holiday rental in Oia?
The average price for a holiday rental in Oia depends on a number of factors, such as time of year, length of stay and property type. Whether you're dreaming about a sprawling villa with space for the whole family or a comfy cabin that's perfect for two, just enter your dates of travel to view stays with fantastic value.
How much does it cost to rent a beach house in Oia?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your Oia travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use the filters to pick the amenities and features you want.
Are there pet-friendly holiday rentals in Oia?
You're in luck! There are. You'll have your pick of 348 holiday rentals that allow pets in Oia. Lots of our pet-friendly holiday rentals have an outdoor area for your four-legged friend to play around in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Oia?
Add a whole other level of fun to your getaway by booking your family into one of the 149 houses with a private pool in Oia. Use our handy search filter to find the kind of property you want on Vrbo, and then spend carefree days playing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Oia?
Some of the most popular rental amenities guests are looking for in Oia include a sauna, a swimming pool and a garden. Whether you're on the road with pals, family or even pets, Vrbo holiday properties provide the best amenities for hanging out with the people who matter most.
Are there large group holiday rentals in Oia?
You can choose from five properties in Oia that can host 10 or more guests. Whether you're planning a trip with the family or an event like an anniversary, there's enough room to get your loved ones together under one roof.
Are there holiday rentals in Oia that welcome kids?
Gather your whole crew for a fun-packed adventure in Oia at one of our 345 family-friendly holiday properties. Lots of these stays come with amenities that are suitable for getaways with children, including dining rooms, multiple bedrooms and entertainment units. Simply check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Oia?
Keep your kids occupied at these top family-friendly attractions in Oia:
  • Oia Castle
  • Red Beach
  • Caldera Beach
Are there one-bedroom holiday rentals in Oia?
There are 175 one-bedroom properties in Oia to select from. A one-bedroom holiday home is a great choice if it's only the two of you or if you're holidaying alone. Toss in more privacy, space and convenience compared to a regular hotel, and you're sure to have a getaway to remember.
Can I find two-bedroom holiday rentals in Oia?
Gather your nearest and dearest and enjoy a relaxing escape in one of the 111 two-bedroom holiday homes Oia has to offer.
Are there holiday rentals with WiFi in Oia?
You can choose from 127 holiday rentals with WiFi in Oia. If you want to disconnect from daily life while on holiday, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Oia?
You'll find 320 holiday rentals with air conditioning in Oia giving you that cool, cool breeze and extra bit of comfort. Just enter your travel dates and then use our filters to help you find stays with air conditioning.
How old do you have to be to rent a holiday rental in Oia?
The minimum age can differ across properties on Vrbo, so double-check the rules of the holiday rental in Oia you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Oia for?
The amount of time you can book an Oia holiday home for is up to the property. Just enter your dates of travel to see options offering longer term stays. They feature all you need to make your extended trip more comfortable such as kitchens and backyards. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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