List your home
Apply filters
£ to

25 Holiday homes in Oia

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Luxury Villas
2,684 properties
Chania
602 properties
Corfu
569 properties
Kefalonia
439 properties
Rethymno
396 properties
Mykonos
264 properties
Rhodes
263 properties
Athens
223 properties
Santorini
196 properties
Zakynthos
168 properties
Lefkas
151 properties
Heraklion/Iraklion
120 properties
Aghios Nikolaos
111 properties
Paros
109 properties
Chalkidiki
105 properties
Paxos
66 properties
Skiathos
58 properties
Naxos
56 properties
Skopelos Island
54 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
25 Results  |  
24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £77 /night

£535 - £1069 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Santorini, Oia, Beautiful Villa, traditional, luxurius, unique, spacious, tranquil, sunset view, 19th century captain house.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £92 /night

£642 - £909 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa, apartment, Oia, sunset, traditional, original, beautiful  …see more

24 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £85 /night

£594 - £832 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Not suitable for children
  • Car advised
  • Pets welcome
Santorini, Oia, Ia, Finikia, holiday rentals, studio, safety,Holiday villa, holiday house, , sea view, privacy, private house, relaxing, quiet, traditional, romantic, winery, wine.  …see more

Featured properties

17 Photos

Cave house | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £212 /night

£1484 - £2137 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car advised
  • No pets allowed
villa in santorini cave house Santorini property Oia accommdoation Oia apartment oia apartment santorini traditional house oia  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £77 /night

£535 - £909 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Santorini, Oia, Beautiful Villa, traditional, luxurius, unique, spacious, tranquil, sunset view, 19th century captain house.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £92 /night

£642 - £909 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa, apartment, Oia, sunset, traditional, original, beautiful  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £77 /night

£535 - £1176 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Santorini, Oia, Beautiful Villa, traditional, luxurius, unique, spacious, tranquil, sunset view, 19th century captain house.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £169 /night

£1182 - £2137 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious Villa, endless sunset view, privacy, private outdoor hydromassage spa, swimming pool, full of comforts. Villa, 3 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6) Staying at Oia Sunset Villa TESSERA you have the privilege of privacy and a great view to Oia's sunset.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £156 /night

£1087 - £2013 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious Villa, endless sunset view, privacy, outdoor hydro spa, fantastic sunset view, private outdoor hydro massage spa, swimming pool Villa, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6) Oia Sunset Villa TRIA is specially designed for persons and families, who want to live the extra ordinary!  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £169 /night

£1182 - £2256 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious Villa, endless sunset view, privacy, fantastic sunset view, barbeque area, swimming pool Villa, 3 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6-8) Oia Sunset Villa ENA is specially designed for persons and families, who want to live the extra ordinary!  …see more

15 Photos

Studio | sleeps 5

2 Nights min stay

Add to shortlist

from £50 /night

£348 - £952 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Thea Studios is located on the cliff side in the picturesque village of Oia at the northern tip of Santorini. Surrounded by exclusive hotels Thea Studios offers an affordable alternative with the same stunning view of the Caldera.  …see more

24 Photos

House | 1 Bedroom | sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £153 /night

£1069 - £1425 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children over
  • Car advised
  • Pets welcome
Santorini, Oia, Finikia, House, Garden, Swimming pool, Traditional, Quiet, Relaxing, View, Winery, independent house, Privacy, , honeymoon, gourmet, sommelier, family friendly, pet friendly, traditional village. Please pay attention in the position and privacy of the beds (main description)  …see more

24 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £68 /night

£475 - £653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Santorini, Oia, , Finikia, , studio, safety,, holiday house, , sea view, privacy, private house, relaxing, quiet, traditional, romantic, winery, wine,garden  …see more

23 Photos

Windmill | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £103 /night

£721 - £1103 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The windmill is at the edge of Oia right at the famous spot for sunset view. The neighborhood is quiet but only a few steps away guests may find a swimming pool, several cafes, restaurants, bars, mini-markets. City center is only 5 min walk and the price is the lowest! Not charging per person. No hidden costs.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £272 /night

£1900 - £2434 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children over
  • Car advised
  • Pets welcome
Santorini, Oia, Finikia, House, Garden, Swimming pool, Traditional, Quiet, Relaxing, View, Winery, independent house, Privacy, , honeymoon, gourmet, sommelier, sunset view, family friendly, pet friendly, traditional village.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 11

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £306 /night

£2137 - £3740 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Santorini, Oia, Beautiful Villa, traditional, luxurius, unique, spacious, tranquil, sunset view, 19th century captain house.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £251 /night

£1752 - £2874 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious Villa, endless sunset view, privacy, private outdoor hydro massage spa, swimming pool Villa, 3 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6-8) Staying at "Swinging Sunset Villa" you have the privilege of privacy & a great view to Oia's sunset.  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £132 /night

£921 - £2013 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious Villa, endless sunset view, privacy, swimming pool, comfortable and full equipped. Villa, 2 Bedrooms + Sofa bed(double size), 2 Baths, (Sleeps 4-6). Oia Sunset Villa PENTE is specially designed for persons and families, who want to live the extra ordinary!  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £201 /night

£1401 - £2434 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
villa, house, home, rental, vacation, self catering, luxury, private, unique comfortable residence, perfect location, quiet, traditional, excellent accommodation, nature, relaxed atmosphere, Oia, Santorini, beach, private outdoor heated hydro massage spa, swimming pool. Oia Sunset Villa DYO is specially designed for persons and families, who want to live the extra ordinary!  …see more

24 Photos

Cave house | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £208 /night

£1456 - £2576 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £144 /night

£1008 - £3080 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Located in the most beautiful corner of Santorini, on the rock of the old town of Oia and named after a Nereid Nymph.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £384 /night

£2688 - £4200 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
White House Villa is a dreamy luxury villa situated at the highest altitude point of the traditional village of Oia, in the North West part of Santorini. Blessed by the Gods, Santorini is a divine place that exceeds its worldwide reputation.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £160 /night

£1120 - £3640 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Located in the most beautiful corner of Santorini, on the rock of the old town of Oia and named after a Nereid Nymph (deity of the sea) of the Greek mythology of the same name, Villa Galatia is a luxury villa that offers from its large terrace a unique breathtaking view  …see more

19 Photos

Cave house | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £160 /night

£1120 - £1708 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £1781 /night

£12466 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Enjoying a privileged position with panoramic views over the Aegean Sea, the luxurious villa Oia Mansion in Oia Village, Santorini features a balcony with a hot tub. Built according to Neoclassical lines, the mansion combines its traditional style with Cycladic elements  …see more