Holiday Homes in Santorini from 745 CAD/night in 02 2026

1-20 out of 839

Celestia GrandVilla

8.7

Great15 total reviews

our site & Booking.com

6 adults

2 bedrooms

3 beds

Set 2.4 km from Archaeological Museum of Thera, the luxurious Celestia Grand Villa offers 7 rooms and a private swimming pool.

FromC$ 2 310 /nightSelect

Villa AmbrosiaHoliday home

9.3

Perfect93 total reviews

our site & Booking.com

Located a 15-minute drive from MATI Art Gallery, the Villa Ambrosia Oia features a continental breakfast.

FromC$ 715 /nightSelect

Fanari Vista SuitesVilla

9.6

Perfect414 total reviews

our site & Booking.com

3 adults

1 bedroom

2 beds

Rooms offer views of the sea, while there are a hot tub and an outdoor swimming pool provided by the Fanari Vista Suites Santorini Island ideally set close to a bus stop.

FromC$ 401 /nightSelect

Lava CavesHoliday home

9.7

Perfect48 total reviews

our site & Booking.com

2 adults

1 bedroom

1 bed

Sitting at 850 metres of Amoudi Bay, the premium Lava Caves Villa is located in the Oia Caldera district.

FromC$ 725 /nightSelect

Kastro Oia HousesVilla

8.5

Great172 total reviews

our site & Booking.com

6 adults

2 bedrooms

2 beds

Offering a location around a 5-minute walk from Amoudi Bay, the Kastro Oia Houses Villa Oia overlooks the sunset and has an à la carte restaurant.

FromC$ 572 /nightSelect

Just BlueHoliday home

8.9

Great134 total reviews

our site & Booking.com

5 adults

2 bedrooms

2 beds

Set at a 6 km distance from Skaros, the rooms in the Villa Ariadni Oia have views of sea.

FromC$ 220 /nightSelect

Santorini Sky, Luxury ResortVilla

9.9

Perfect764 total reviews

our site & Booking.com

While staying at the Santorini Sky, Luxury Resort you are invited to discover Castelli of Pyrgos, set around 25 minutes' walk away, or Santorini caldera, which is approximately 10 minutes away by car.

FromC$ 581 /nightSelect

Secret Gem SuitesHoliday home

8.2

Great357 total reviews

our site & Booking.com

The Secret Gem Suites, located a mere 5 minutes' walk from Amoudi Bay, is also at a proximity to Oia Castle.

FromC$ 371 /nightSelect

Old Castle OiaVilla

9.2

Perfect387 total reviews

our site & Booking.com

3 adults

1 bedroom

1 bed

The Old Castle Oia Villa is located 0.5 km from Aktion airport and within a 10-minute stroll of Oia bus stop.

FromC$ 751 /nightSelect

White Pearl VillasVilla

9.3

Perfect473 total reviews

our site & Booking.com

4 adults

2 bedrooms

2 beds

Situated just a short stroll from a café, restaurants and bars, and within a 15-minute drive of Cathedral of Saint John the Baptist, the White Pearl Villas includes 15 rooms around 5 minutes by car from Sunset in Oia.

FromC$ 294 /nightSelect

Cape Suite OiaVilla

9.7

Perfect96 total reviews

our site & Booking.com

The Cape Suite Oia with sea views lies 10 minutes' walk from Sunset in Oia.

FromC$ 1 214 /nightSelect

Namaste Suites By Oias Local CavehousesVilla

9.8

Perfect49 total reviews

our site & Booking.com

6 adults

2 bedrooms

3 beds

Offering a swimming pool, the Namaste Suites By Caldera Houses is at a 4.8 km distance from Cape Columbo Beach.

FromC$ 817 /nightSelect

Poseidon Mansion SunsetVilla

8.8

Great31 total reviews

our site & Booking.com

8 adults

4 bedrooms

4 beds

Boasting a seasonal outdoor pool, the authentic Poseidon Mansion Sunset Villa is just a short stroll away from Amoudi Bay.

FromC$ 694 /nightSelect

Villa AgrikoiaVilla

9.6

Perfect68 total reviews

our site & Booking.com

5 adults

2 bedrooms

3 beds

Every guest at the sophisticated Villa Agrikoia Oia can enjoy sea views from the rooms, and has access to an outdoor swimming pool.

FromC$ 591 /nightSelect

Katharos Pool VillasVilla

8.9

Great105 total reviews

our site & Booking.com

10 adults

6 bedrooms

17 beds

Located within a 5-minute walk of Sunset in Oia, the Katharos Pool Villas features a private pool for guests to relax in.

FromC$ 672 /nightSelect

Palmariva VillasVilla

9.6

Perfect524 total reviews

our site & Booking.com

4 adults

1 bedroom

2 beds

Located around 6 minutes on foot from Archaeological Museum of Thera a stroll from Skaros Rock, the smoke-free Palmariva Villas offers 9 rooms together with a hot tub and an outdoor swimming pool.

FromC$ 564 /nightSelect

Hyperion Oia SuitesVilla

9.8

Perfect298 total reviews

our site & Booking.com

5 adults

2 bedrooms

3 beds

Nestled in the Oia Caldera district of Oia, the Hyperion Oia Suites is a 15-minute drive from Thera Volcano.

FromC$ 1 018 /nightSelect

Αura CaveVilla

8.4

Great88 total reviews

our site & Booking.com

6 adults

2 bedrooms

3 beds

While staying at the Αura Cave Villa Fira you are invited to discover Wine Museum Koutsogiannopoulos, set a 10-minute ride away, or Nea Kameni, which is 3.2 km away.

FromC$ 358 /nightSelect