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300+ stays

Stays in Key West

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SUPERHOST
Entire apartment in Key West
Duval Balcony - Street Suite
2 guestsStudio1 bed1 bath
Air conditioningKitchenWifi
Rating 4.87 out of 5;363 reviews
Entire apartment in Key West
Dog-friendly studio - within walking distance to Duval Street!
2 guestsStudio1 bed1 bath
PoolAir conditioningKitchenWifi
Rating 4.25 out of 5;71 reviews
SUPERHOST
Entire condominium in Key West
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
2 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Rating 4.89 out of 5;35 reviews
Entire house in Key West
Dog-friendly home with private pool and great central location!
4 guests2 bedrooms2 beds1 bath
PoolAir conditioningKitchenWifi
Entire apartment in Key West
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
4 guestsStudio2 beds1 bath
Air conditioningKitchenWifi
Rating 4.57 out of 5;84 reviews
SUPERHOST
Entire condominium in Key West
The Island Suite
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
Rating 4.96 out of 5;106 reviews
SUPERHOST
Entire house in Key West
Work or Home School from Paradise
8 guests4 bedrooms4 beds3 baths
PoolAir conditioningKitchenWifi
Rating 5.0 out of 5;3 reviews
SUPERHOST
Entire apartment in Key West
Bella Vita - 1B/1B Condo Just Steps from Duval
2 guests1 bedroom1 bed1 bath
Air conditioningKitchenWifi
Rating 4.97 out of 5;202 reviews
SUPERHOST
Entire apartment in Key West
Key West - Sunrise ❀ The Green House
4 guests1 bedroom2 beds1 bath
Air conditioningKitchenWifi
Rating 4.82 out of 5;123 reviews
Houseboat in Key West
Happy’s Houseboat
3 guests1 bedroom1 bed1 bath
Air conditioningKitchen
Rating 4.33 out of 5;9 reviews
SUPERHOST
Entire apartment in Key West
1 bedroom Cottage
3 guests1 bedroom1 bed1 bath
Air conditioningKitchenWifi
Rating 4.89 out of 5;171 reviews
Entire apartment in Key West
NEW LISTING! Newly-renovated, dog-friendly studio w/ a shared yard in Old Town
2 guestsStudio1 bed1 bath
Air conditioningKitchenWifi
SUPERHOST
Entire condominium in Key West
Hidden Beach unit 2, The Perfect Place To Stay
2 guests1 bedroom1 bed1 bath
Air conditioningKitchenWifi
Rating 4.92 out of 5;38 reviews
Entire condominium in Key West
A Change in Latitudes
4 guests2 bedrooms3 beds1 bath
PoolAir conditioningKitchenWifi
Entire apartment in Key West
June Special! Luxurious Apartment with pool #1
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
Rating 4.71 out of 5;117 reviews
Entire house in Key West
Enchanting seaside cottage w/private pool & prime location
4 guests1 bedroom1 bed2 baths
PoolAir conditioningKitchenWifi
Entire apartment in Key West
Spacious Modern studio with pool in Old Town
2 guestsStudio1 bed1 bath
PoolAir conditioningKitchenWifi
Entire house in Key West
New listing! Prime Old Town location w/ private parking & great porch!
6 guests2 bedrooms3 beds1 bath
Air conditioningKitchenWifi
SUPERHOST
Boat in Key West
1984, 32 foot Irwin sailboat “Sea Raven Six”
4 guests1 bedroom4 beds1 bath
PoolAir conditioningKitchenWifi
Rating 4.83 out of 5;106 reviews
SUPERHOST
Entire apartment in Key West
The Green House ❀ Garden
4 guests1 bedroom2 beds1 bath
Air conditioningKitchenWifi
Rating 4.79 out of 5;191 reviews
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.