Top Vacation rentals in Oia

Find the Top Vacation rentals in Oia – 40+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 47 vacation rentals
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Holiday home
8.8
Great8 reviews
2 adults
1 bedroom
1 bed
MapView on map100 yd from City Center
From   US$ 535 /nightSelect
  • Outdoor cave-style hot tub
  • Panoramic Aegean Sea views
  • Traditionally built holiday home
8.6
Great29 reviews
3 adults
1 bedroom
1 bed
MapView on map400 yd from City Center
From   US$ 427 /nightSelect
  • Incredible sunset views from private terraces
  • Luxurious suites with private hot tubs
  • Infinity pool overlooking the Aegean
8.6
Great46 reviews
  • Cave Suites
  • Hot Tubs
  • A la Carte Restaurant
300 yd from City Center
From   US$ 422 /nightSelect
  • Cave suites with Aegean Sea views
  • Traditional Greek breakfast served daily
  • Private hot tubs on spacious terraces
8.8
Great154 reviews
  • Hot Tub
  • Espresso Machine
  • Private Veranda
1000 yd from City Center
From   US$ 1 383 /nightSelect
  • Cave-style villas with stunning caldera views
  • Private verandas for homemade breakfast service
  • On-site hot tub and spa services available
8.8
Great34 reviews
  • Outdoor Hot Tub
  • Private Pool
  • Concierge Service
400 yd from City Center
From   US$ 891 /nightSelect
  • Private outdoor hot tubs with caldera views
  • Luxurious villas with traditional cave design
  • Ideal venue for weddings and events
8.6
Great41 reviews
  • Infinity Pool
  • BBQ Area
  • Private Yard
700 yd from City Center
From   US$ 666 /nightSelect
  • Breathtaking sunset views
  • Private outdoor hydro massage spa
  • Multiple luxurious private pools
  • Infinity Pool
  • Private Terrace
  • Concierge Service
500 yd from City Center
From   US$ 2 321 /nightSelect
  • Breathtaking caldera view from private terrace
  • Infinity swimming pool overlooking Aegean Sea
  • Dedicated 24/7 concierge service available
300 yd from City Center
From   US$ 867 /nightSelect
8.8
Great68 reviews
  • Private Hot Tub
  • Communal Pool
  • On-site Spa
800 yd from City Center
From   US$ 391 /nightSelect
  • Breathtaking caldera views
  • Private pools and hot tubs
  • Daily a la carte breakfast
Holiday home
8.6
Great27 reviews
  • Hot Tub
  • Family Rooms
  • Terrace
500 yd from City Center
From   US$ 329 /nightSelect
  • Hot tub and massage services available
  • Private balconies with sea views
  • Fully equipped kitchenette in suites
Holiday home
  • Jacuzzi
  • Private Terrace
  • Air Conditioning
100 yd from City Center
From   US$ 638 /nightSelect
  • Breathtaking sea views from private terrace
  • Luxurious jacuzzi for ultimate relaxation
  • Air-conditioned holiday home with private entrance
8.6
Great22 reviews
  • Heated Pool
  • Private Terraces
  • Car Hire
600 yd from City Center
From   US$ 496 /nightSelect
  • Private heated swimming pools
  • Stunning Aegean Sea views
  • Outdoor spaces with terraces
200 yd from City Center
From   US$ 841 /nightSelect
Composed of 2 bedrooms and 2 bathrooms, this villa is set only 0.5 miles from Agios Georgios Church.
8.8
Great8 reviews
  • Hot Tub
  • Private Terraces
  • Wellness Spa
300 yd from City Center
From   US$ 1 241 /nightSelect
  • Private hot tubs in all accommodations
  • Scenic mountain view terraces available
  • On-site wellness spa services offered
8.4
Great3 reviews
  • Furnished Terraces
  • Private Massage
  • Four-Poster Beds
100 yd from City Center
From   US$ 607 /nightSelect
  • Stylish suites with sea and caldera views
  • American breakfast served in scenic settings
  • Exclusive massage treatments on private terraces
  • Hot tub
  • BBQ area
  • Table tennis
200 yd from City Center
From   US$ 512 /nightSelect
  • Aegean Sea and caldera views
  • Outdoor hot tub for relaxation
  • Table tennis for entertainment
Villa
  • Hot Tub
  • Outdoor Dining
  • Babysitting Service
200 yd from City Center
From   US$ 1 704 /nightSelect
  • Private hot tub with sea views
  • Fully equipped kitchen for dining
  • On-site bike tours and classes
Holiday home
8.2
Great12 reviews
  • Private Balcony
  • Air Conditioning
  • Airport Shuttle
200 yd from City Center
From   US$ 326 /nightSelect
  • Private balconies with stunning sea views
  • Soundproof, air-conditioned accommodations
  • Convenient paid airport shuttle service
8.6
Great9 reviews
  • Private Pool
  • Hot Tub
  • Outdoor Spa
700 yd from City Center
From   US$ 445 /nightSelect
  • Spectacular Caldera views from terraces
  • Private pool and hot tub in suites
  • On-site spa with beauty services
8.2
Great18 reviews
  • Outdoor furniture
  • Flat-screen TV
  • Private bathroom
100 yd from City Center
From   US$ 509 /nightSelect
  • Breathtaking sea views from the villa
  • Air-conditioned units with private entrances
  • Outdoor dining area for guests

Top Vacation Rentals Picks in Oia

How much is a room per night?

These vacation rentals offer stunning views of the caldera and sunset, situated within a short walk to Oia Castle and Amoudi Bay. Rates start at $150 per night, with several options rated above 9/10 on popular booking sites.

3 star: $150-$250
4 star: $250-$400
5 star: $400-$700

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