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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.

59 places to stay

Entire house
Waterfront Keys Paradise
8 guests · 3 bedrooms · 6 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$196 CAD/night
Entire house
Rating 5.0 out of 53 reviews
PARADISE IN YOUR HANDS
6 guests · 2 bedrooms · 4 beds · 2 baths
Kitchen · Air conditioning
Price:$148 CAD/night
Entire cottage
Rating 4.64 out of 5118 reviews
PALM TREE PARADISE AT VENTURE OUT + BIKES & KAYAKS
6 guests · 2 bedrooms · 3 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$182 CAD/night
Entire house
Snowscape a house in paradise! Enjoy the Keys!
6 guests · 3 bedrooms · 3 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$150 CAD/night
Entire house
Beautiful canal Front house
8 guests · 3 bedrooms · 6 beds · 3 baths
Kitchen · Free parking · Air conditioning
Price:$229 CAD/night
Entire bungalow
Rating 4.83 out of 56 reviews
Cudjoe Key OCEANFRONT 2B/2B in gated community!!
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$222 CAD/night
Entire house
A True Florida Keys Experience
6 guests · 2 bedrooms · 2 beds · 2 baths
Kitchen · Air conditioning
Price:$196 CAD/night
Entire house
Fisherman's Paradise in the Heart of Big Pine Key
6 guests · 3 bedrooms · 4 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$182 CAD/night
SUPERHOST
Entire house
Rating 4.95 out of 521 reviews
Acreage Multi-Million Beach Mansion w/ Pool
14 guests · 4 bedrooms · 11 beds · 3 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$521 CAD/night
SUPERHOST
Entire cottage
Rating 4.91 out of 545 reviews
Waterfront Cozy Cottage with Boat Ramp & Dock!
6 guests · 2 bedrooms · 4 beds · 1 bath
Kitchen · Free parking · Air conditioning
Price:$292 CAD/night
SUPERHOST
Private room
Rating 4.89 out of 527 reviews
Studio Suite with 180 Degree Balcony Water View
2 guests · 1 bedroom · 1 bed · 1 private bath
Pool · Free parking · Air conditioning
Price:$274 CAD/night
Entire house
Rating 4.55 out of 544 reviews
VENTURE OUT Waterfront with dock/Gated community
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$261 CAD/night
Entire house
Captain D’s Hideout
6 guests · 2 bedrooms · 3 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$166 CAD/night
Entire house
Hog Fish Retreat 28 Day Minimum Rental ONLY!!!!!!!
4 guests · 2 bedrooms · 2 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$231 CAD/night
Entire house
6BR Getaway w/ Private Boat Basin
12 guests · 6 bedrooms · 10 beds · 4.5 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$537 CAD/night
Entire house
Cudjoe Ocean Shores Estate
6 guests · 3 bedrooms · 2 beds · 2 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$235 CAD/night
Entire house
Rating 4.55 out of 540 reviews
VENTURE OUT 308 WATERFRONT /GATED COMMUNITY
6 guests · 2 bedrooms · 2 beds · 2 baths
Pool · Kitchen · Air conditioning
Price:$261 CAD/night
Entire house
Key west time
6 guests · 3 bedrooms · 3 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$229 CAD/night
118 of 59 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.