Vacation rentals in Santorini caldera

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Top-rated vacation rentals in Santorini caldera

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

Guest favorite

Cycladic home in Pyrgos Kallistis

4.99 out of 5 average rating, 214 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Feb 19 – 26

R2,526 ZAR per night
Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 285 reviews

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

Jan 13 – 20

R8,207 ZAR per night
Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 185 reviews

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 12 – 19

R13,333 ZAR per night

Popular amenities for Santorini caldera vacation rentals

Other great vacation rentals in Santorini caldera

Guest favorite

Cycladic home in Oia

4.92 out of 5 average rating, 131 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Oct 8 – 15

R15,244 ZAR per night
Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 384 reviews

Unique Architecture Cave House by Cycladica

Apr 16 – 23

R9,780 ZAR per night
Guest favorite

Home in Oia

4.94 out of 5 average rating, 273 reviews

GeorgOIA HOUSE-VOLCANO VIEW

Jan 31 – Feb 7

R13,323 ZAR per night
Guest favorite

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 211 reviews

Santorini Mayia Cave House with Private Cave Pool

Sep 10 – 17

R8,866 ZAR per night
Guest favorite

Apartment in Oia

4.94 out of 5 average rating, 171 reviews

Oia Lucky Ruby Residence

Nov 14 – 21

R2,866 ZAR per night
Guest favorite

Cycladic home in Thira (Santorini)

4.96 out of 5 average rating, 105 reviews

Labyrinth Traditional Houses (Theseus)

Dec 10 – 17

R1,895 ZAR per night
Guest favorite

Home in Imerovigli

4.96 out of 5 average rating, 54 reviews

Esmi Suites Santorini 1

Jan 10 – 17

R5,848 ZAR per night
Superhost

Apartment in Thira

4.88 out of 5 average rating, 88 reviews

Superior Suite with Outdoor Hot Tub & Caldera View

Oct 27 – Nov 3

R7,203 ZAR per night
Guest favorite

Cycladic home in Thira

4.98 out of 5 average rating, 95 reviews

Three bedroom Villa with two Caldera View Jacuzzi

Jan 20 – 27

R12,626 ZAR per night
Guest favorite

Cycladic home in Exo Gonia

4.97 out of 5 average rating, 74 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

Mar 22 – 29

R8,199 ZAR per night
Guest favorite

Home in Oia

5.0 out of 5 average rating, 66 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Oct 27 – Nov 3

R10,952 ZAR per night
Guest favorite

Apartment in Megalochori

4.99 out of 5 average rating, 82 reviews

Blue Cave Oasis with Underground Jacuzzi

Mar 15 – 22

R3,742 ZAR per night

Destinations to explore

  1. Airbnb
  2. Greece
  3. Vothonas
  4. Santorini caldera