Holiday rentals in Santorini

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Top-rated holiday rentals in Santorini

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
25 Oct – 1 NovProfessional Host,
£699 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
26 Dec – 2 JanProfessional Host,
£557 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 DecProfessional Host,
£419 per night
4.97 out of 5 average rating, 251 reviews

Popular amenities for Santorini holiday rentals

Other great holiday rentals in Santorini

Guest favourite
Cave in Santorini
Cave House Mirabo Sea Volcano View Accommodates 5
30 Oct – 6 NovProfessional Host,
£211 per night
4.8 out of 5 average rating, 182 reviews
Guest favourite
Cave in Oia
Pano Meria Cave House One in Oia
19–26 SeptProfessional Host,
£554 per night
4.92 out of 5 average rating, 239 reviews
Guest favourite
Cave in Santorini
Hector Luxury Cave
18–25 JulProfessional Host,
£679 per night
4.99 out of 5 average rating, 248 reviews
Guest favourite
Cycladic home in Oia
By the Mill, Caldera, Oia
8–15 NovProfessional Host,
£571 per night
4.99 out of 5 average rating, 144 reviews
Guest favourite
Dome in Thira
FIRA WHITE RESIDENCE DELUXE VILLA
27 Feb – 6 MarProfessional Host,
£566 per night
4.9 out of 5 average rating, 143 reviews
Guest favourite
Cycladic home in Imerovigli
Pura Vida Villa
25 Oct – 1 NovProfessional Host,
£607 per night
4.92 out of 5 average rating, 213 reviews
Guest favourite
Cycladic home in Oia
Terracotta Cave House (2)
14–21 OctProfessional Host,
£491 per night
4.96 out of 5 average rating, 467 reviews
Guest favourite
Cottage in Pyrgos Kallistis
Santorini Sky | Master Villa *JUST OPENED*
18–25 JanProfessional Host,
£448 per night
4.97 out of 5 average rating, 68 reviews
Guest favourite
Flat in Oia
Vasilios Cave House by SV
29 Jan – 5 FebProfessional Host,
£171 per night
4.96 out of 5 average rating, 90 reviews
Superhost
Dome in Oía
Lilly Cave House
13–20 JanProfessional Host,
£396 per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cave in Oía
Lioyerma Cave Villa & Hot Tub
3–10 NovProfessional Host,
£214 per night
4.99 out of 5 average rating, 90 reviews
Guest favourite
Home in Oia
Amazing View Villa Oia with Jacuzzi in Caldera
10–17 AugProfessional Host,
£558 per night
5.0 out of 5 average rating, 66 reviews

Your guide to Santorini

All about Santorini

The instant calm induced by the azure waters lapping against Santorini’s dramatic cliffs makes this Greek getaway one of the most coveted destinations for romance — and honeymoons. After all, the cluster of five islands — main crescent-shaped Thíra, plus the smaller Thirassiá, Asproníssi, Palea Kaméni, and Nea Kaméni sitting inside it — offer some of the most stunning sunset views in the Cyclades. So it’s jarring to realize that this dramatic natural beauty came out of 12 major volcanic eruptions, 20,000 years apart, the last of which caused the underwater caldera (volcanic crater), giving Thíra its round center.


The best time to stay in a holiday rental in Santorini

Travelers flock to the island’s villas to bask in the Mediterranean climate, with peak season in the summer when temperatures range from the 70s to mid-80s Fahrenheit. September and October stay in the mid-60s to 70s, with fewer crowds, making it an ideal time to visit. October starts the rainy season, which lasts through March (peaking in December and January), with temperatures mostly in the 50s. But April and May bring flowers and less rain, as well as a comfortable climate from the mid-50s to mid-70s. Beachwear dominates the wardrobe in the warm months, though a long-sleeved shirt or coverup is useful starting in September. Definitely pack rain gear and a jacket from October through March, and hang on to those light sweaters in April and early May.


Top things to do in Santorini

Kamari Beach

Located on the east coast about four miles southeast of the main city of Fira, this black sand beach is also one of Santorini’s largest, boasting sea views complemented by Mesa Vouno Hill. The resort town’s promenade is filled with al fresco restaurants and lively nightlife.

Perissa

On the southeast corner of Thíra sits this coastal village, known for Timios Stavros Church (with its blue domes), the Museum of Minerals and Fossils, and its own black sand beach.

Fira to Oia Hike

The 6-mile walk along the caldera is one of the island’s most iconic experiences, as it passes through the towns of Imerovigli and Firostefani, while offering ocean views along the way. While it’s possible both directions, starting in Fira is a bit more of a downhill route.

Destinations to explore

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