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
20–27 Dec
$510 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
31 Jan – 7 Feb
$830 SGD per night
4.96 out of 5 average rating, 185 reviews
Guest favourite
Home in Oia
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 .
22–29 Dec
$947 SGD per night
4.94 out of 5 average rating, 273 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)
7–14 Nov
$562 SGD per night
4.96 out of 5 average rating, 467 reviews
Guest favourite
Cave in Oia
Lioyerma Cave Villa2 with Private Hot Tub
27 Oct – 3 Nov
$396 SGD per night
4.98 out of 5 average rating, 52 reviews
Guest favourite
Flat in Oia
Vasilios Cave House by SV
6–13 Nov
$423 SGD per night
4.96 out of 5 average rating, 90 reviews
Superhost
Dome in Oía
Lilly Cave House
24 Sep – 1 Oct
$675 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
22–29 Nov
$830 SGD per night
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Oía
Villa Oasis Oia with Caldera View
13–20 Aug
$1,020 SGD per night
5.0 out of 5 average rating, 34 reviews
Superhost
Cycladic home in Oia
Villa Polaris Oia with Volcano view, Pool &Parking
9–16 Feb
$1,311 SGD per night
4.93 out of 5 average rating, 67 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
31 Jan – 7 Feb
$1,107 SGD per night
4.9 out of 5 average rating, 90 reviews
Guest favourite
Home in Oia
Yposkafo Jacuzzi House
14–21 Jul
$932 SGD per night
4.88 out of 5 average rating, 64 reviews
Guest favourite
Flat in Oía
Traditional Classic Villa with Caldera View
21–28 Feb
$577 SGD per night
5.0 out of 5 average rating, 80 reviews
Guest favourite
Guest suite in Oía
Suite with Outdoor Plunge Pool & Blue Domes View
28 Oct – 4 Nov
$588 SGD per night
4.96 out of 5 average rating, 126 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