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 43 guest houses
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Guest house
From   US$ 110 /nightSelect
  • Breathtaking Aegean Sea views
  • Family-run personalized hospitality
  • Secluded cliffside pool area
Guest house
From   US$ 82 /nightSelect
  • Intimate boutique hotel with personalized service
  • Stunning sunset views from private balconies
  • Access to scenic coastal walking paths
Guest house
  • On-site Spa
  • Cultural Activities
  • Free Parking
From   US$ 211 /nightSelect
  • On-site spa with massage services
  • Cultural tours available on-site
  • Pets allowed for your convenience
Guest house
  • Outdoor pool
  • Private parking
  • Daily cleaning
From   US$ 131 /nightSelect
  • Proximity to hiking trails to Oia
  • Personalized airport transfer arrangements
  • Intimate setting with only eight rooms
Guest house
  • 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
  • Outdoor Pool
  • Free Parking
  • Air Conditioning
From   US$ 58 /nightSelect
  • Seasonal outdoor pool with sun loungers
  • Direct access to Fira, capital city
  • Adults-only environment for relaxation
Guest house
  • 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
  • Outdoor Pool
  • Car Rental
  • Private Balconies
From   US$ 146 /nightSelect
  • Charming courtyard with outdoor pool
  • Traditional Santorini architecture style
  • Spa bath or hydromassage available
9.4
Perfect2 reviews
  • Outdoor pool
  • Mini fridge
  • Air conditioning
From   US$ 59 /nightSelect
  • Furnished terraces with Aegean Sea views
  • Tastefully decorated air-conditioned rooms
  • Seasonal outdoor swimming pool
Guest house
  • Outdoor Pool
  • Private Balconies
  • Tour Desk
From   US$ 91 /nightSelect
  • Seasonal outdoor swimming pool
  • Private balconies with sea views
  • Friendly staff offering tour assistance
Guest house
  • 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
  • Heated pool
  • Private plunge
  • Outdoor terrace
From   US$ 492 /nightSelect
  • Private terrace views of blue domes
  • Complimentary wine and snacks upon arrival
  • Private plunge pools in several suites
Guest house
  • 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
  • Outdoor Pool
  • Jacuzzi
  • Air Conditioning
From   US$ 33 /nightSelect
  • Seasonal outdoor pool with jacuzzi
  • Adults-only for peaceful getaway
  • Close to Fira's vibrant town center
Guest house
  • Rooftop Terrace
  • Spa Lounge
  • Outdoor Pool
From   US$ 167 /nightSelect
  • Rooftop terrace with caldera views
  • Spacious Cycladic-style suites available
  • Seasonal outdoor pool and sun loungers
Guest house
  • Swimming Pool
  • Private Balconies
  • Local Dining
From   US$ 70 /nightSelect
  • Outstanding hospitality from local hosts
  • Convenient bus stop for easy access
  • Lovely communal pool area for relaxation
Guest house
  • Outdoor Pool
  • Air Conditioning
  • Diving
From   US$ 71 /nightSelect
  • Seasonal outdoor swimming pool
  • Air-conditioned rooms with balconies
  • On-site diving activities available
Guest house
  • 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
  • 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
  • Private Hot Tubs
  • Outdoor Terraces
  • Luggage Storage
From   US$ 88 /nightSelect
  • Private hot tubs in every room
  • Personalized service by Irini and family
  • Locally sourced welcome snacks and beverages