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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.

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
Entire house
Charming cottage w/a private parking spot in Old Town
4 guests · 2 bedrooms · 3 beds · 2 baths
Kitchen · Free parking · Air conditioning
SUPERHOST
Hotel room
Rating 4.84 out of 5184 reviews
The Sanchez House Room #1
2 guests · 1 bedroom · 1 bed · 1 bath
Air conditioning
Entire house
Cozy home tucked away in Old Town near shops, restaurants, and beaches!
6 guests · 2 bedrooms · 2 beds · 2 baths
Kitchen · Free parking · Air conditioning
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 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
New home w/ private pool & rooftop patio - ideal location & steps from beach!
8 guests · 4 bedrooms · 4 beds · 3.5 baths
Pool · Kitchen · Free parking · Air conditioning
Resort room
Rating 5.0 out of 53 reviews
Key West Getaway - 4 nights, 5 days
2 guests · 1 bedroom · 1 bed · 1 private bath
Pool · Free parking · 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 flat
Rating 4.78 out of 5171 reviews
The Green House ❀ Garden
4 guests · 1 bedroom · 2 beds · 1 bath
Kitchen · 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 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 flat
Rating 4.25 out of 557 reviews
Tropical condo for two in the heart of Old Town Key West
2 guests · Studio · 1 bed · 1 bath
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 4.61 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

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Multi-day trips led by local experts – activities, meals and stays included
SUPERHOST
Resort room
Rating 5.0 out of 57 reviews
1BR Condo Banyan Tree, KeyWest #701
4 guests · 1 bedroom · 2 beds · 1 private bath
Pool · Kitchen · Air conditioning
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
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
1 18 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.