Top Inns in Florida Keys

Find the Top Inns in Florida Keys – 30+ Quality Options from Leading Providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
1-20 out of 33 inns
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.2
Great208 reviews
From   US$ 199 /nightSelect
  • Four unique swimming pools
  • Restored Victorian and Conch architecture
  • Eclectic, living design property
8.4
Great442 reviews
From   US$ 109 /nightSelect
  • Adults-only atmosphere for peaceful retreats
  • Wine and cheese happy hour every evening
  • Two heated pools for year-round enjoyment
8.4
Great364 reviews
  • Tiki bar
  • Outdoor pool
  • Bicycle rentals
From   US$ 271 /nightSelect
  • Complimentary happy hour events daily
  • Unique historic charm and character
  • Beautiful tropical landscaping throughout
7.8
Very good460 reviews
  • Private Beach
  • Swimming Pool
  • Fitness Center
From   US$ 67 /nightSelect
  • Private beach access with stunning sunsets
  • Complimentary kayaks and paddle boards available
  • On-site dining with live music events
8.4
Great68 reviews
  • Private Beach
  • Botanical Garden
  • Art Gallery
From   US$ 352 /nightSelect
  • Private beach with stunning sunset views
  • Serene botanical garden setting
  • Complimentary kayaks and paddleboards available
8.0
Great187 reviews
  • Tiki Bar
  • Oceanfront Venue
  • Live Music
From   US$ 150 /nightSelect
  • Oceanfront dining with live music
  • 12 wet slips for boat dockage
  • Charming history dating back to the 1960s
8.2
Great248 reviews
  • Bungalow Bar
  • Continental Breakfast
  • Private Pools
From   US$ 362 /nightSelect
  • Three inviting pools with unique atmospheres
  • Charming bungalow-style accommodations
  • Live music and vibrant entertainment options
8.4
Great183 reviews
  • Private Beach
  • Outdoor Pool
  • Bicycle Rental
From   US$ 181 /nightSelect
  • Private beach access with sun loungers
  • Outdoor pool open all year round
  • Activities like snorkeling and canoeing
8.4
Great355 reviews
  • Heated Pool
  • Private Cottages
  • Wine Reception
From   US$ 218 /nightSelect
  • Exclusive adults-only atmosphere
  • Complimentary evening wine and cheese hour
  • Beautifully landscaped gardens
8.2
Great196 reviews
  • Private Dock
  • Sunset Pier
  • Kayaks
From   US$ 279 /nightSelect
  • Exclusive walk-in beach access
  • Private dock for boats under 21 feet
  • Scenic sunset pier
8.0
Great259 reviews
  • Private Marina
  • On-site Restaurant
  • Heated Pool
From   US$ 124 /nightSelect
  • Private marina with 54 rental slips
  • On-site restaurant with local seafood
  • Heated pool for year-round comfort
8.0
Great291 reviews
  • Outdoor Pool
  • Bicycle Rentals
  • Luggage Storage
From   US$ 129 /nightSelect
  • Charming historic inn ambiance
  • Complimentary bakery breakfast vouchers
  • Bicycle rentals for 1 cent each
  • Outdoor Pool
  • Picnic Area
  • Sun Loungers
From   US$ 244 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Walking distance to nightlife and dining
  • Lush picnic area with tables
8.4
Great65 reviews
  • Outdoor Pool
  • Kitchenettes
  • Late Check-In
From   US$ 285 /nightSelect
  • Unique rooms with individual Key West charm
  • Private setting off lively Duval Street
  • Handicap accessible poolside suite available
8.2
Great316 reviews
  • Beachfront Cottages
  • Fishing Pier
  • Tiki Hut
From   US$ 206 /nightSelect
  • Accessible boat ramp for easy boating
  • Charming beach area with sunset views
  • Intimate setting ideal for weddings
8.2
Great658 reviews
  • Private parking
  • Heated pool
  • Tropical gardens
From   US$ 534 /nightSelect
  • Charming outdoor breakfast by the pool
  • Multiple pools for guests' relaxation
  • Historic cottages with private entries
8.2
Great591 reviews
  • Saltwater Pool
  • Tropical Garden
  • Private Balconies
From   US$ 205 /nightSelect
  • Charming tropical gardens for relaxation
  • Delightfully dog-friendly accommodations
  • Newly renovated Superior King Suites
8.2
Great155 reviews
  • Heated Pool
  • Spa Services
  • Bicycle Rentals
From   US$ 130 /nightSelect
  • Charming adults-only atmosphere
  • Historic Conch-style structure
  • Complimentary Champagne mimosas
7.6
Very good230 reviews
  • Boat dock
  • Outdoor pools
  • Picnic area
From   US$ 155 /nightSelect
  • Direct dock access for boaters
  • Two outdoor pools for relaxation
  • Private balconies with scenic views
8.2
Great107 reviews
  • Boat ramp
  • Hot tub
  • Colorful macaws
From   US$ 200 /nightSelect
  • Pet-friendly accommodations welcome furry friends
  • Oceanfront views and beautiful sunsets await
  • Outdoor grill for fresh catch dining experience
  • 1
  • 2