Top Guest houses in Key West

Find the Top Guest houses in Key West – 9+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-9 out of 9 guest houses
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Guest house
8.4
Great79 reviews
MapView on map1.2 mi from City Center500 yd from San Carlos Institute Casa Cuba
From   US$ 119 /nightSelect
  • Temperature-controlled lagoon pool
  • Intimate island-style accommodations
  • Steps from Duval Street attractions
Guest house
8.4
Great674 reviews
MapView on map1.0 mi from City Center600 yd from Key West Cemetery
From   US$ 210 /nightSelect
  • Two sparkling outdoor pools
  • On-site massage services available
  • Complimentary continental breakfast offered
8.2
Great86 reviews
  • Clean Pool
  • Central Courtyard
  • Complimentary Breakfast
From   US$ 632 /nightSelect
  • Lush tropical gardens enhance relaxation
  • Adults-only atmosphere for tranquility
  • Resident cats add unique charm
Guest house
8.2
Great219 reviews
  • Bicycle rental
  • Flat-screen TV
  • Private bathrooms
1.3 mi from City Center300 yd from Classic Harbor Line
From   US$ 142 /nightSelect
  • Adults-only relaxation environment
  • Bicycle rental for local exploration
  • Air-conditioned rooms with refrigerators
8.4
Great123 reviews
  • Outdoor pool
  • Garden bar
  • Fitness center
1.2 mi from City Center200 yd from Fury Water Adventures Key West
From   US$ 163 /nightSelect
  • Clothing-optional sundeck and garden bar
  • Complimentary happy hour every evening
  • Adult-only heated outdoor pool
8.0
Great254 reviews
  • Outdoor Pool
  • Picnic Area
  • Family Rooms
1200 yd from City Center600 yd from Key West Cemetery
From   US$ 139 /nightSelect
  • Inviting outdoor swimming pool
  • Charming picnic area with tables
  • Rooms with flat-screen TVs
Guest house
8.2
Great87 reviews
  • Flat-screen TV
  • Self-catering kitchen
  • Express check-in
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 114 /nightSelect
  • Fully equipped kitchens in each suite
  • Flat-screen TVs in all accommodations
  • Short walk to major attractions
8.4
Great194 reviews
  • Outdoor pool
  • Bicycle rentals
  • Barbecue area
1.0 mi from City Center300 yd from Fury Water Adventures Key West
From   US$ 279 /nightSelect
  • Tropical garden with pool area
  • Private charming historical cottages
  • Family and pet-friendly atmosphere
8.2
Great161 reviews
  • Heated Pool
  • Private Bathrooms
  • Bicycle Rental
1500 yd from City Center400 yd from Dog Beach
From   US$ 135 /nightSelect
  • Heated lagoon-style swimming pool
  • Private bathroom in every accommodation
  • Free parking spots available onsite