Vacation rentals in Santorini

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Top-rated vacation rentals in Santorini

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

Guest favourite
Cycladic homes 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
Oct. 26 – Nov. 2
$1,181 CAD per night
4.95 out of 5 average rating, 285 reviews
Guest favourite
Cycladic homes 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
Feb. 14 – 21
$959 CAD per night
4.96 out of 5 average rating, 184 reviews
Guest favourite
Cycladic homes 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.
Dec. 3 – 10
$722 CAD per night
4.97 out of 5 average rating, 251 reviews

Popular amenities for Santorini vacation rentals

Other great vacation rentals in Santorini

Guest favourite
Cave in Santorini
Cave House Mirabo Sea Volcano View Accommodates 5
Oct. 30 – Nov. 6
$363 CAD per night
4.8 out of 5 average rating, 182 reviews
Guest favourite
Cycladic homes in Oia
By the Mill, Caldera, Oia
Nov. 8 – 15
$985 CAD per night
4.99 out of 5 average rating, 144 reviews
Guest favourite
Cave in Santorini
Hector Luxury Cave
Jul. 18 – 25
$1,171 CAD per night
4.99 out of 5 average rating, 248 reviews
Guest favourite
Cycladic homes in Imerovigli
Pura Vida Villa
Oct. 25 – Nov. 1
$1,046 CAD per night
4.92 out of 5 average rating, 213 reviews
Guest favourite
Dome in Thira
FIRA WHITE RESIDENCE DELUXE VILLA
Feb. 27 – Mar. 6
$976 CAD per night
4.9 out of 5 average rating, 143 reviews
Guest favourite
Cave in Oia
Pano Meria Cave House One in Oia
Sep. 20 – 27
$954 CAD per night
4.92 out of 5 average rating, 239 reviews
Guest favourite
Cottage in Pyrgos Kallistis
Santorini Sky | Master Villa *JUST OPENED*
Jan. 18 – 25
$773 CAD per night
4.97 out of 5 average rating, 68 reviews
Guest favourite
Apartment in Oia
Vasilios Cave House by SV
Jan. 29 – Feb. 5
$295 CAD per night
4.96 out of 5 average rating, 90 reviews
Superhost
Dome in Oía
Lilly Cave House
Jan. 13 – 20
$682 CAD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cave in Oía
Lioyerma Cave Villa & Hot Tub
Nov. 3 – 10
$368 CAD per night
4.99 out of 5 average rating, 90 reviews
Guest favourite
Home in Oia
Amazing View Villa Oia with Jacuzzi in Caldera
Aug. 10 – 17
$961 CAD per night
5.0 out of 5 average rating, 66 reviews
Guest favourite
Villa in Akrotiri
Grand Villa with Private Heated Pool Arota Villas
Jan. 2 – 9
$553 CAD per night
4.87 out of 5 average rating, 45 reviews

Destinations to explore

  1. Airbnb
  2. Greece
  3. Fira
  4. Santorini