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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.
Over 18,000 guest reviews for places to stay in Key West, with an average of 4.7 out of 5 stars.

300+ places to stay

Entire house
Enchanting seaside cottage w/private pool, off-street parking, & prime location
4 guests · 1 bedroom · 1 bed · 2 baths
Pool · Kitchen · Air conditioning
Price:$204 CAD/night
SUPERHOST
Entire house
**BIRD of PARADISE** Elegant Home & Pool + LAST KEY SERVICES…
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Free parking · Air conditioning
Price:$152 CAD/night
SUPERHOST
Entire condominium
Rating 4.93 out of 528 reviews
WALK TO BEACH, DUVAL, MALLORY. LARGE DECK, POOL.
2 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$225 CAD/night
Entire house
Elegant, waterfront home w/ private pool and covered deck with ocean views
10 guests · 4 bedrooms · 7 beds · 3.5 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$457 CAD/night
Entire house
Breezy Florida home with shared swimming pool, dog-friendly - walk to beach!
4 guests · 2 bedrooms · 2 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$200 CAD/night
SUPERHOST
Entire house
**HAVANA HOUSE @ OLD TOWN** Elegant Cottage Near Duval + LAST KEY SERVICES...
8 guests · 3 bedrooms · 3 beds · 2 baths
Pool · Air conditioning
Price:$212 CAD/night
Entire condominium
Seaside escape with shared pool, hot tub, tennis courts, and more!
4 guests · 2 bedrooms · 2 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$172 CAD/night
Private room
Rating 4.74 out of 5210 reviews
King's Private Room, enjoy outdoor Hot tub&Pool
2 guests · 1 bedroom · 1 bed · 1 private bath
Pool · Kitchen · Free parking · Air conditioning
Price:$199 CAD/night
Entire house
Renovated home w/yard, porch & shared pool, one block from Duval Street -dogs OK
8 guests · 3 bedrooms · 4 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$216 CAD/night
SUPERHOST
Entire house
New to the Market! 4 Bed, 3 Bath-Old town w/ Pool!
8 guests · 4 bedrooms · 4 beds · 3 baths
Pool · Kitchen · Air conditioning
Price:$396 CAD/night
Entire apartment
Rating 4.64 out of 574 reviews
Beautiful and luxurious historic house with pool 1
4 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$199 CAD/night
Private room
Rating 4.55 out of 5119 reviews
Private King Room
2 guests · 1 bedroom · 1 bed · 1 private bath
Pool · Air conditioning
Price:$330 CAD/night
Entire apartment
Rating 4.65 out of 573 reviews
Cozy studio condo w/ shared pool & courtyard - easy beach access! Dogs OK!
2 guests · Studio · 1 bed · 1 bath
Pool · Free parking · Air conditioning
Price:$334 CAD/night
Entire condominium
Rating 4.61 out of 546 reviews
Freshly renovated condo w/ shared pool & full kitchen - great location!
2 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Air conditioning
Price:$357 CAD/night
Entire apartment
Rating 4.44 out of 529 reviews
Charming, dog-friendly home in a residential neighborhood w/ shared pool
2 guests · Studio · 1 bed · 1 bath
Pool · Air conditioning
Price:$306 CAD/night
Entire condominium
Rating 4.57 out of 554 reviews
Best seat for the Key West Sunset!
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$131 CAD/night
Entire condominium
Rating 4.44 out of 545 reviews
Contemporary seaside cottage w/ private hot tub, shared pool - dogs welcome!
4 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Air conditioning
Price:$337 CAD/night
Entire house
Stylish, inviting home w/private pool in heart of downtown - walk to everything!
6 guests · 3 bedrooms · 4 beds · 2.5 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$304 CAD/night
118 of 300+ Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.