Holiday rentals in Santorini
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Top-rated holiday rentals in Santorini
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Cycladic home in Oia
4.95 out of 5 average rating, 285 reviewsIsland 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
13–20 Jan
Cycladic home in Oía
4.96 out of 5 average rating, 185 reviewsHelianthus 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
12–19 Feb
Cave in Pyrgos Kallistis
4.98 out of 5 average rating, 171 reviews1906 White Cave Studio (1-2 guests) Roof terraces.
Welcome to 1906 White Cave Studio, a luxury cave in the enchanting village of Pyrgos in a privileged location. An ideal retreat for 1-2 guests who appreciate charm, cylcadic architecture, churches, cobblestone paths, hidden restaurants and local shops. Two private roof terraces offer you panoramic views, an ideal view point for the sublime Santorini sunset. Your cave is authentic, stylish and quirky. Professional hosts who will welcome you and help arrange activities/car rental & boat tours.
27 Feb – 6 Mar
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Santorini holiday rentals
Other great holiday rentals in Santorini
Flat in Oía
4.98 out of 5 average rating, 204 reviewsCasa Itaca Fireplace Apartment
21–28 Apr
Cycladic home in Imerovigli
4.92 out of 5 average rating, 214 reviewsPura Vida Villa
31 Oct – 7 Nov
Hotel room in Imerovigli
4.88 out of 5 average rating, 121 reviewsAbyssos Suite Caldera Sea Sunset In-Out Jacuzzi
20–27 Oct
Villa in Οία
4.89 out of 5 average rating, 411 reviewsSEACREST VILLA-VOLCANO VIEW
27 Oct – 3 Nov
Place to stay in Vothonas
4.96 out of 5 average rating, 183 reviewsMystagoge Retreat with subterranean pool/jacuzzi
5–12 Mar
Dome in Oía
5.0 out of 5 average rating, 10 reviewsLilly Cave House
8–15 Dec
Home in Oia
5.0 out of 5 average rating, 66 reviewsAmazing View Villa Oia with Jacuzzi in Caldera
27 Oct – 3 Nov
Cave in Thira
4.98 out of 5 average rating, 81 reviewsVilla Cloud, heated plunge pool, caldera view, hot tub
2–9 Mar
Cycladic home in Thira
4.98 out of 5 average rating, 95 reviewsThree bedroom Villa with two Caldera View Jacuzzi
20–27 Jan
Cave in Oía
4.99 out of 5 average rating, 90 reviewsLioyerma Cave Villa & Hot Tub
26 Oct – 2 Nov
Home in Imerovigli
4.96 out of 5 average rating, 54 reviewsEsmi Suites Santorini 1
10–17 Jan
Home in Oía
5.0 out of 5 average rating, 34 reviewsVilla Oasis Oia with Caldera View
18–25 Oct
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
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