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Over 18,000 guest reviews for places to stay in Key West, with an average of 4.7 out of 5 stars.

274 places to stay

Entire house
Dog-friendly home w/ private pool & space to lounge - walk to everything!
8 guests · 3 bedrooms · 4 beds · 3.5 baths
Pool · Kitchen · Air conditioning
Entire house
Welcoming, conveniently-located, dog-friendly home - walk to everything!
4 guests · 1 bedroom · 2 beds · 1 bath
Kitchen · Air conditioning
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
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
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
Entire flat
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
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
Entire house
Dog-friendly home w/ private pool - walk to parks, shopping, & the beach!
9 guests · 3 bedrooms · 5 beds · 3 baths
Pool · Kitchen · Free parking · Air conditioning
Entire flat
Rating 4.47 out of 564 reviews
Dog-friendly studio in the heart of Old Town!
2 guests · Studio · 1 bed · 1 bath
Air conditioning
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
Entire flat
Rating 4.61 out of 573 reviews
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
4 guests · Studio · 2 beds · 1 bath
Air conditioning
Entire condominium
Rating 4.61 out of 588 reviews
Key West home w/ dog-friendly accommodations in historic Duval Street area
6 guests · 1 bedroom · 3 beds · 1.5 baths
Kitchen · Free parking · Air conditioning
Entire guesthouse
Suite Dreams Monthly Studio Rental in Mid Town
4 guests · Studio · 2 beds · 1 bath
Pool · Kitchen · Air conditioning
Entire flat
Rating 4.37 out of 563 reviews
Cozy, dog-friendly suite w/ shared hot tubs, grill, and patio space to relax
4 guests · Studio · 2 beds · 1 bath
Air conditioning
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
Entire flat
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
Entire condominium
Rating 4.60 out of 565 reviews
Lovely condo w/ pool & hot tub right nearby the beach. Family Friendly! Dogs OK!
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
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
1 18 of 274 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.