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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.

223 places to stay

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
Entire townhouse
Cute dog-friendly tropical condo close to attractions w/a pristine shared pool
4 guests · 1 bedroom · 1 bed · 1.5 baths
Pool · Kitchen · Air conditioning
Price:$148 CAD/night
Entire condominium
Dog-friendly condo in prime location - walk to dining & sights, near the beach!
6 guests · 2 bedrooms · 3 beds · 2 baths
Kitchen · Air conditioning
Price:$164 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
Entire apartment
Rating 4.22 out of 555 reviews
Dog-friendly studio - within walking distance to Duval Street!
2 guests · Studio · 1 bed · 1 bath
Air conditioning
Price:$184 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
**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 apartment
Rating 4.33 out of 567 reviews
Cute, dog-friendly cottage w/ patio - walk to shops, restaurants & nightlife!
2 guests · Studio · 1 bed · 1 bath
Kitchen · Air conditioning
Price:$223 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
Sprawling condo w/ ocean views, dock, & shared pool - dog-friendly!
6 guests · 2 bedrooms · 3 beds · 2.5 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$216 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 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
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
SUPERHOST
Private room
Rating 4.89 out of 5166 reviews
Luxury Room in Upscale Townhome!
4 guests · 1 bedroom · 2 beds · 1.5 baths
Pool · Free parking · Air conditioning
Price:$211 CAD/night
SUPERHOST
Entire condominium
**MOONDANCE @ LA BRISA** Chic Condo / Resort Amenities + LAST KEY SERVICES...
4 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Free parking · Air conditioning
Price:$106 CAD/night
SUPERHOST
Entire house
Rating 4.96 out of 5105 reviews
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
2 guests · Studio · 1 bed · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$501 CAD/night
SUPERHOST
Entire condominium
Rating 4.71 out of 5250 reviews
Condo 2 br, Ocean view from Balcony, Pets Welcome
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$298 CAD/night
SUPERHOST
Entire house
**SOUTHERNMOST SOLACE @ OLD TOWN** Conch Cottage Near Duval + LAST KEY SERVICES...
6 guests · 2 bedrooms · 3 beds · 2 baths
Free parking · Air conditioning
Price:$133 CAD/night
118 of 223 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.