Top Guest houses in Santorini Caldera

Find the Top Guest houses in Santorini Caldera – 40+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 44 guest houses
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8.4
Great101 reviews
From   US$ 492 /nightSelect
  • Private terrace views of blue domes
  • Complimentary wine and snacks upon arrival
  • Private plunge pools in several suites
Guest house
8.0
Great196 reviews
From   US$ 211 /nightSelect
  • On-site spa with massage services
  • Cultural tours available on-site
  • Pets allowed for your convenience
Guest house
8.4
Great246 reviews
  • Swimming Pool
  • Private Balconies
  • Garden Cafe
From   US$ 67 /nightSelect
  • Complimentary airport and port transfers
  • Large newly renovated guest rooms
  • Quaint garden with swimming pool
Guest house
8.4
Great291 reviews
  • Outdoor Pool
  • Private Balconies
  • Tour Desk
From   US$ 74 /nightSelect
  • Seasonal outdoor swimming pool
  • Private balconies with sea views
  • Friendly staff offering tour assistance
Guest house
8.2
Great152 reviews
  • Sun Terrace
  • Balcony Views
  • Air Conditioning
From   US$ 277 /nightSelect
  • Balcony views of Santorini's volcano
  • Sun terrace for sunset watching
  • Adults-only atmosphere for relaxation
Guest house
8.4
Great171 reviews
  • Rooftop Terrace
  • Spa Lounge
  • Outdoor Pool
From   US$ 270 /nightSelect
  • Rooftop terrace with caldera views
  • Spacious Cycladic-style suites available
  • Seasonal outdoor pool and sun loungers
Guest house
8.4
Great231 reviews
  • Artistic decor
  • Balcony views
  • Garden seating
From   US$ 48 /nightSelect
  • Unique artistic decor throughout the property
  • Stunning balcony views of the sea
  • Family-run warmth and hospitality
Guest house
8.2
Great172 reviews
  • Mini-market
  • Outdoor terrace
  • Personalized service
From   US$ 176 /nightSelect
  • Stunning caldera views from private terraces
  • Personalized breakfast served at your request
  • Quiet atmosphere near vibrant Fira town
Guest house
8.2
Great132 reviews
  • Air conditioning
  • Luggage storage
  • Express check-in
From   US$ 145 /nightSelect
  • Sea and sunrise view rooms
  • Cycladic style architecture
  • Bicycle rental available
Guest house
8.4
Great87 reviews
  • Outdoor hot tubs
  • Jacuzzi
  • Balconies
From   US$ 411 /nightSelect
  • Views of the caldera and volcano
  • Traditional cave-style suites
  • Outdoor hot tubs with stunning vistas
Guest house
8.4
Great67 reviews
  • Plunge Pool
  • Private Verandas
  • Outdoor Dining
From   US$ 199 /nightSelect
  • Breathtaking caldera sunset views
  • Daily room-served gourmet breakfast
  • Personalized hospitality from owners
Guest house
8.4
Great220 reviews
  • Free Parking
  • Air Conditioning
  • Electric Kettle
From   US$ 91 /nightSelect
  • Traditional island architecture and furniture
  • Limited private parking available on site
  • Close to shops and restaurants
Guest house
8.4
Great157 reviews
  • Swimming Pool
  • Private Balconies
  • Local Dining
From   US$ 113 /nightSelect
  • Outstanding hospitality from local hosts
  • Convenient bus stop for easy access
  • Lovely communal pool area for relaxation
Guest house
8.4
Great397 reviews
  • Panoramic Pool
  • Outdoor Spa
  • Beach Access
From   US$ 62 /nightSelect
  • Stunning Aegean sea view rooms
  • Free airport transport service provided
  • Relaxed family-run atmosphere
Guest house
8.4
Great166 reviews
  • Outdoor pool
  • Family-owned
  • Local dining
From   US$ 49 /nightSelect
  • Homemade breakfast with local specialties
  • Warm hospitality from family owners
  • Blissful pool area for relaxation
8.2
Great192 reviews
  • Outdoor Dining
  • On-site Spa
  • Jacuzzi
From   US$ 44 /nightSelect
  • Stunning outdoor dining area
  • Relaxing on-site jacuzzi
  • Walking tours available
Guest house
8.2
Great239 reviews
  • Outdoor Pool
  • Free Parking
  • Air Conditioning
From   US$ 61 /nightSelect
  • Seasonal outdoor pool with sun loungers
  • Direct access to Fira, capital city
  • Adults-only environment for relaxation
Guest house
8.4
Great260 reviews
  • Swimming Pool
  • Jacuzzi
  • Private Balconies
From   US$ 64 /nightSelect
  • Stunning sunrise views from private balconies
  • Swimming pool with jacuzzi and jet streams
  • Air-conditioned rooms with kitchenettes
Guest house
8.4
Great237 reviews
  • Air Conditioning
  • Luggage Storage
  • Flat-Screen TV
From   US$ 81 /nightSelect
  • Furnished balconies with stunning views
  • Family-run with personal service
  • Continental breakfast served daily
Guest house
8.2
Great229 reviews
  • Outdoor Pool
  • Car Rental
  • Private Balconies
From   US$ 146 /nightSelect
  • Charming courtyard with outdoor pool
  • Traditional Santorini architecture style
  • Spa bath or hydromassage available