Oia vacation rentals

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Top-rated vacation rentals in Oia

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Guest favorite

Apartment in Oia

4.91 out of 5 average rating, 165 reviews

Oia Lucky Emerald Residence

Unwind and relax with a glass of wine admiring the breathtaking views of the Aegean from this house's private pattio . Awake refreshed and ready for a day to explore the island via this spacious , traditional Captain's house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Oia and explore the nearby little shops & cafe . Ideal for families or group of friends as well as for couples who seak space .

Dec 17 – 24

G$32,824 GYD per night

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

Mar 13 – 20

G$152,896 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

Sep 11 – 18

G$153,499 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.

Jan 10 – 17

G$109,224 GYD per night

Guest favorite

Home in Oia

4.95 out of 5 average rating, 274 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 .

Feb 7 – 14

G$144,933 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

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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Mar 27 – Apr 3

G$119,978 GYD per night

Guest favorite

Apartment in Oía

4.98 out of 5 average rating, 153 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$183,603 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 8 – 15

G$105,021 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.

Jan 20 – 27

G$73,581 GYD per night

Guest favorite

Cycladic home in Oia

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Oct 21 – 28

G$108,537 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$63,325 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 23 – 30

G$96,759 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

Cave in Oia

4.92 out of 5 average rating, 240 reviews

Pano Meria Cave House One in Oia

Nov 3 – 10

G$144,274 GYD per night

Superhost

Hotel room in Oia

4.88 out of 5 average rating, 173 reviews

Theodora Suites - Suite with Volcano View

Oct 11 – 18

G$79,133 GYD per night

Guest favorite

Cycladic home in Οία

4.99 out of 5 average rating, 196 reviews

Likno Traditional Villa

G$66,892 GYD per night

Guest favorite

Home in Oía

5.0 out of 5 average rating, 36 reviews

Villa Oasis Oia with Caldera View

Oct 18 – 25

G$150,127 GYD per night

Guest favorite

Home in Oia

5.0 out of 5 average rating, 68 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Nov 11 – 18

G$145,038 GYD per night

Guest favorite

Cave in Oia

4.98 out of 5 average rating, 53 reviews

Lioyerma Cave Villa2 with Private Hot Tub

Nov 1 – 8

G$54,707 GYD per night

Guest favorite

Cave in Thira

5.0 out of 5 average rating, 64 reviews

Cave Villa With Heated Plunge Pool & Caldera View

Oct 1 – 8

G$129,236 GYD per night

Guest favorite

Apartment in Oia

4.96 out of 5 average rating, 96 reviews

Vasilios Cave House by SV

Dec 11 – 18

G$64,662 GYD per night

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Other great vacation rentals in Oia

Guest favorite

Home in Imerovigli

4.96 out of 5 average rating, 57 reviews

Esmi Suites Santorini 1

Jul 24 – 31

G$127,226 GYD per night

Guest favorite

Home in Oía

4.92 out of 5 average rating, 75 reviews

Avax Villa by K&K (indoor & outdoor jacuzzi)

Dec 1 – 8

G$131,644 GYD per night

Guest favorite

Apartment in Oía

4.99 out of 5 average rating, 99 reviews

Traditional Family Villa with Caldera View

Mar 21 – 28

G$74,139 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

Mar 26 – Apr 2

G$112,013 GYD per night

Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 389 reviews

Unique Architecture Cave House by Cycladica

Feb 15 – 22

G$115,649 GYD per night

Guest favorite

Apartment in Oia

4.97 out of 5 average rating, 111 reviews

Angel Studio with Jacuzzi and Sunset View

Jul 20 – 27

G$127,294 GYD per night

Guest favorite

Cycladic home in Oia

4.98 out of 5 average rating, 207 reviews

Santorini blue, caldera views, private pool

Mar 21 – 28

G$152,896 GYD per night

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 151 reviews

Parathyra Cave Houses by Cycladica

Dec 26 – Jan 2

G$231,297 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

Villas

Houses

Apartments

Popular amenities for Oia vacation rentals

Stay near Oia's top sights

Other great vacation rentals in Oia

Cave in Oia

Hotel room in Oia

Cycladic home in Οία

Home in Oía

Home in Oia

Cave in Oia

Cave in Thira

Apartment in Oia

Other great vacation rentals in Oia

Home in Imerovigli

Home in Oía

Apartment in Oía

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