Oia vacation rentals

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Top-rated vacation rentals in Oia

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Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 288 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

Jan 5 – 12

G$88,905 GYD per night

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 188 reviews

Helianthus Honeymoon 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 1/11-15/3) 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

Oct 15 – 22

G$109,693 GYD per night

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 256 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.

Jun 23 – 30

G$130,513 GYD per night

Guest favorite

Home in Oia

4.94 out of 5 average rating, 273 reviews

GeorgOIA HOUSE-VOLCANO VIEW

My place is close to public transport and the city center. My place is good for couples, solo adventurers, business travelers, and families (with kids). This House has 2 bedrooms with double beds ,a third bedroom with 2 single beds ,2 private shower rooms , a fully equipped kitchen ,a living room with a sofa bed and a big private veranda with perfect view to the sea ,the caldera ,the volcano and the traditional village of OIA. There is also a big Jacuzzi faces the Volcano and caldera cliff .

Dec 10 – 17

G$144,318 GYD per night

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 145 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 Boutique Residences, and the Ferry Port at approximately 23 km.

Nov 10 – 17

G$90,614 GYD per night

Guest favorite

Apartment in Oía

4.98 out of 5 average rating, 151 reviews

BLUE ART CAVES - Stellar Sun

This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.

Aug 27 – Sep 3

G$182,825 GYD per night

Guest favorite

Cave in Santorini

4.99 out of 5 average rating, 252 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Nov 6 – 13

G$104,575 GYD per night

Guest favorite

Cycladic home in Oía

4.95 out of 5 average rating, 199 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

Sep 22 – 29

G$155,697 GYD per night

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 137 reviews

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.

Dec 21 – 28

G$63,056 GYD per night

Guest favorite

Cycladic home in Oia

4.83 out of 5 average rating, 225 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unparalleled luxury at our villa in Oia, Santorini. With breathtaking views of the caldera and impeccable design, our spacious accommodations offer a perfect blend of comfort and elegance. Enjoy a private hot tub, attentive hospitality from our dedicated staff, and the convenience of being located in the heart of Oia. Experience the epitome of relaxation and indulgence in this stunning retreat.

Aug 16 – 23

G$207,767 GYD per night

Guest favorite

Cave in Oia

4.96 out of 5 average rating, 107 reviews

Angle Cave House with Jacuzzi and Sunset View

An amazing suite, that respects the traditional architecture of Santorini, with a breathtaking view of Caldera and the famous sunset of Oia. Literally hanging over the cliffs of Oia overviewing Ammoudi Bay, which lies within walking distance. The accommodation is a spectacular location, however there are few steps to get there, nothing too demanding for someone who is an abled walker.

Oct 22 – 29

G$96,349 GYD per night

Guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 147 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!

Oct 25 – Nov 1

G$200,672 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oia vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Oia's top sights

Oia Castle23 locals recommend

Oia Santorini24 locals recommend

Pitogyros6 locals recommend

Karma7 locals recommend

Skiza Cafe12 locals recommend

Melitini17 locals recommend

Other great vacation rentals in Oia

Guest favorite

Cycladic home in Οία

4.99 out of 5 average rating, 196 reviews

Likno Traditional Villa

Jul 9 – 16

G$74,593 GYD per night

Superhost

Hotel room in Oia

4.88 out of 5 average rating, 172 reviews

Theodora Suites - Suite with Volcano View

Jul 14 – 21

G$96,205 GYD per night

Guest favorite

Apartment in Oia

4.92 out of 5 average rating, 177 reviews

Oia Lucky Ruby Residence

Oct 3 – 10

G$77,026 GYD per night

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 257 reviews

NK Cave House Villa

Dec 2 – 9

G$82,472 GYD per night

Guest favorite

Home in Oia

5.0 out of 5 average rating, 67 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Oct 22 – 29

G$108,317 GYD per night

Guest favorite

Home in Oía

5.0 out of 5 average rating, 36 reviews

Villa Oasis Oia with Caldera View

Sep 5 – 12

G$182,429 GYD per night

Guest favorite

Apartment in Oia

4.96 out of 5 average rating, 96 reviews

Vasilios Cave House by SV

Mar 23 – 30

G$133,217 GYD per night

Guest favorite

Cave in Oía

4.99 out of 5 average rating, 91 reviews

Lioyerma Cave Villa & Hot Tub

Oct 25 – Nov 1

G$80,636 GYD per night

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Other great vacation rentals in Oia

Guest favorite

Cave in Oía

5.0 out of 5 average rating, 15 reviews

One of One - Aether

Aug 9 – 16

G$126,490 GYD per night

Guest favorite

Home in Imerovigli

4.96 out of 5 average rating, 56 reviews

Esmi Suites Santorini 1

Jul 22 – 29

G$126,687 GYD per night

Guest favorite

Home in Oia

4.98 out of 5 average rating, 49 reviews

Ambi, Authentic Cycladic Cave Villa | Caldera View

Oct 29 – Nov 5

G$67,545 GYD per night

Guest favorite

Guest suite in Oía

4.96 out of 5 average rating, 126 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Mar 27 – Apr 3

G$119,469 GYD per night

Guest favorite

Cycladic home in Oia

4.98 out of 5 average rating, 207 reviews

Santorini blue, caldera views, private pool

Dec 5 – 12

G$88,905 GYD per night

Guest favorite

Apartment in Oia

4.97 out of 5 average rating, 110 reviews

Angel Studio with Jacuzzi and Sunset View

Jul 19 – 26

G$126,754 GYD per night

Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 389 reviews

Unique Architecture Cave House by Cycladica

Aug 30 – Sep 6

G$207,285 GYD per night

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 151 reviews

Parathyra Cave Houses by Cycladica

Dec 19 – 26

G$230,317 GYD per night

Show all

Quick stats about vacation rentals in Oia

Total rentals	620 properties
Rentals with a pool	160 properties have a pool
Pet-friendly rentals	90 properties allow pets
Family-friendly rentals	180 properties are a good fit for families
Total number of reviews	32K reviews
Nightly prices starting at	G$2,090 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oia?
Yes! Work meets play with ease at over 150 vacation rentals in Oia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oia?
Four-legged friends are welcome in Oia. Choose from more than 90 vacation rentals for guests traveling with pets.
Are there Oia vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 160 vacation homes with pools in Oia, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Oia have air conditioning?
Absolutely! We offer over 70 villa rentals with air conditioning in Oia. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cave rentals in Oia?
Oia has more than 10 family-friendly cave rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do villa rentals in Oia have wifi?
Absolutely! We offer over 70 villa rentals with wifi in Oia. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in aparthotel rentals in Oia?
Experience the best of Oia with our aparthotel rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Hotel Rentals in Oia?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Oia vacation rentals

Top-rated vacation rentals in Oia

Vacation rentals for every style

Apartments

Villas

Houses

Popular amenities for Oia vacation rentals

Stay near Oia's top sights

Other great vacation rentals in Oia

Cycladic home in Οία

Hotel room in Oia

Apartment in Oia

Cave in Thira

Home in Oia

Home in Oía

Apartment in Oia

Cave in Oía

Other great vacation rentals in Oia

Cave in Oía

Home in Imerovigli

Home in Oia

Guest suite in Oía

Cycladic home in Oia

Apartment in Oia

Cycladic home in Oia

Cycladic home in Oia

Quick stats about vacation rentals in Oia

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oia?

Are there pet-friendly vacation rentals in Oia?

Are there Oia vacation rentals on Airbnb with pools?

Do villa rentals in Oia have air conditioning?

Are there family-friendly cave rentals in Oia?

Do villa rentals in Oia have wifi?

How much does it cost to stay in aparthotel rentals in Oia?

What are the most popular amenities for Hotel Rentals in Oia?

Destinations to explore