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, 293 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 28 – Feb 4

G$89,761 GYD per night

Guest favorite

Cycladic home in Oía

4.95 out of 5 average rating, 195 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

Apr 12 – 19

G$145,815 GYD per night

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 257 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.

Feb 21 – 28

G$109,809 GYD per night

Guest favorite

Home in Oia

4.95 out of 5 average rating, 276 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 19 – 26

G$145,709 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.

Nov 22 – 29

G$67,806 GYD per night

Guest favorite

Apartment in Oía

4.98 out of 5 average rating, 156 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.

Nov 11 – 18

G$93,702 GYD per night

Guest favorite

Cave in Santorini

4.99 out of 5 average rating, 254 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

Oct 31 – Nov 7

G$109,330 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 9 – 16

G$166,715 GYD per night

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 139 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.

Nov 16 – 23

G$63,664 GYD per night

Guest favorite

Apartment in Oia

4.97 out of 5 average rating, 116 reviews

Angel Studio 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.

Apr 20 – 27

G$97,278 GYD per night

Guest favorite

Cycladic home in Oia

4.85 out of 5 average rating, 224 reviews

Bluedome Cavehouse by Otium Villas & Suites

This is a traditional cave house that has been newly renovated, situated on the cliffs of Oia. The house is amongst the most privileged, having a stunning view over the caldera, a breathtaking scenery that most have enjoyed only through postcards or advertising imagery. Only a few steps from the main road, right in the heart of Oia. Optional breakfast available with extra charge.

Jan 30 – Feb 6

G$147,951 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!

Mar 31 – Apr 7

G$167,413 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

Apartment in Oia

4.92 out of 5 average rating, 183 reviews

Oia Lucky Ruby Residence

Jul 20 – 27

G$90,579 GYD per night

Guest favorite

Cycladic home in Οία

4.99 out of 5 average rating, 197 reviews

Likno Traditional Villa

Apr 20 – 27

G$80,019 GYD per night

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 261 reviews

NK Cave House Villa

Mar 29 – Apr 5

G$127,201 GYD per night

Guest favorite

Cave in Oia

4.98 out of 5 average rating, 59 reviews

Lioyerma Cave Villa2 with Private Hot Tub

Nov 1 – 8

G$55,000 GYD per night

Guest favorite

Cave in Thira

5.0 out of 5 average rating, 69 reviews

Cave Villa With Heated Plunge Pool & Caldera View

Nov 6 – 13

G$87,560 GYD per night

Guest favorite

Home in Oia

5.0 out of 5 average rating, 73 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Apr 2 – 9

G$145,815 GYD per night

Guest favorite

Home in Oía

5.0 out of 5 average rating, 39 reviews

Villa Oasis Oia with Caldera View

Aug 18 – 25

G$179,071 GYD per night

Guest favorite

Dome in Oía

4.93 out of 5 average rating, 15 reviews

Gabbiano House

Jan 14 – 21

G$96,698 GYD per night

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Other great vacation rentals in Oia

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 150 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Mar 30 – Apr 6

G$112,613 GYD per night

Guest favorite

Cycladic home in Oia

4.98 out of 5 average rating, 210 reviews

Santorini blue, caldera views, private pool

Feb 23 – Mar 2

G$98,898 GYD per night

Guest favorite

Cave in Oia

4.96 out of 5 average rating, 110 reviews

Angle Cave House with Jacuzzi and Sunset View

Apr 8 – 15

G$84,487 GYD per night

Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 390 reviews

Unique Architecture Cave House by Cycladica

Apr 28 – May 5

G$232,536 GYD per night

Guest favorite

Guest suite in Oia

4.99 out of 5 average rating, 136 reviews

Suite with Blue Domes View

Apr 16 – 23

G$84,502 GYD per night

Guest favorite

Cycladic home in Oia

4.83 out of 5 average rating, 228 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Aug 28 – Sep 4

G$217,443 GYD per night

Superhost

Villa in Οία

4.88 out of 5 average rating, 415 reviews

SEACREST VILLA-VOLCANO VIEW

Mar 5 – 12

G$62,767 GYD per night

Guest favorite

Cave in Oía

4.95 out of 5 average rating, 217 reviews

The Volcano Cave House by Spitia Santorini

Oct 30 – Nov 6

G$115,242 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$2,085 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 serviced apartment rentals in Oia have air conditioning?
Absolutely! We offer over 20 serviced apartment rentals with air conditioning in Oia. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Oia?
Oia has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cycladic house rentals in Oia have wifi?
Absolutely! We offer over 140 cycladic house rentals with wifi in Oia. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in serviced apartment rentals in Oia?
Experience the best of Oia with our serviced apartment 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 Cycladic House Rentals in Oia?
Enhance your stay in our Cycladic House Rentals with the most popular amenities: over 120 homes with air conditioning, over 140 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

Apartment in Oia

Cycladic home in Οία

Cave in Thira

Cave in Oia

Cave in Thira

Home in Oia

Home in Oía

Dome in Oía

Other great vacation rentals in Oia

Guest suite in Oía

Cycladic home in Oia

Cave in Oia

Cycladic home in Oia

Guest suite in Oia

Cycladic home in Oia

Villa in Οία

Cave in Oía

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 serviced apartment rentals in Oia have air conditioning?

Are there family-friendly house rentals in Oia?

Do cycladic house rentals in Oia have wifi?

How much does it cost to stay in serviced apartment rentals in Oia?

What are the most popular amenities for Cycladic House Rentals in Oia?

Destinations to explore