Holiday rentals in Oia

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Top-rated holiday rentals in Oia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cycladic home in Oia
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
26 Oct – 2 Nov
$999 SGD per night
4.95 out of 5 average rating, 285 reviews
Guest favourite
Cycladic home in Oía
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
14–21 Feb
$830 SGD per night
4.96 out of 5 average rating, 184 reviews
Guest favourite
Cycladic home in Oia
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.
3–10 Dec
$625 SGD per night
4.97 out of 5 average rating, 251 reviews

Popular amenities for Oia holiday rentals

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 holiday rentals in Oia

Guest favourite
Cycladic home in Oia
Terracotta Cave House (2)
14–21 Oct
$836 SGD per night
4.96 out of 5 average rating, 467 reviews
Superhost
Hotel room in Oia
Theodora Suites - Suite with Volcano View
28 Jan – 4 Feb
$255 SGD per night
4.88 out of 5 average rating, 167 reviews
Guest favourite
Flat in Oia
Vasilios Cave House by SV
29 Jan – 5 Feb
$291 SGD per night
4.96 out of 5 average rating, 90 reviews
Guest favourite
Cave in Oia
Lioyerma Cave Villa2 with Private Hot Tub
23–30 Oct
$430 SGD per night
4.98 out of 5 average rating, 52 reviews
Superhost
Dome in Oía
Lilly Cave House
13–20 Jan
$590 SGD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Oia
Amazing View Villa Oia with Jacuzzi in Caldera
10–17 Aug
$830 SGD per night
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Oía
Villa Oasis Oia with Caldera View
21–28 Jul
$947 SGD per night
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Oía
Traditional Family Villa with Caldera View
25 Jan – 1 Feb
$484 SGD per night
4.99 out of 5 average rating, 99 reviews
Guest favourite
Cave in Thira
Cave Villa With Heated Plunge Pool & Caldera View
6–13 Oct
$913 SGD per night
5.0 out of 5 average rating, 63 reviews
Guest favourite
Cycladic home in Oia
Sapphire | Diamond Luxury Suites
25 Jan – 1 Feb
$1,107 SGD per night
4.9 out of 5 average rating, 90 reviews
Superhost
Cycladic home in Oia
Villa Polaris Oia with Volcano view, Pool &Parking
20–27 Sep
$1,311 SGD per night
4.93 out of 5 average rating, 67 reviews
Guest favourite
Villa in Oia
Loukia House
24–31 Oct
$721 SGD per night
5.0 out of 5 average rating, 94 reviews

Quick stats about holiday rentals in Oia

Total rentals

610 properties

Rentals with a pool

160 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

170 properties are a good fit for families

Total number of reviews

32K reviews

Nightly prices starting at

$13 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. Greece
  3. Oia