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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.
Over 1,300 guest reviews for places to stay in Big Pine Key, with an average of 4.8 out of 5 stars.

160 places to stay

SUPERHOST
Private room
Rating 4.78 out of 532 reviews
Old Island Life
2 guests · 1 bedroom · 1 bed · 1 shared bath
Free parking · Air conditioning
Price:$86 CAD/night
SUPERHOST
Entire townhouse
Rating 4.81 out of 542 reviews
2 Bedroom Luxury Ocean View Townhome in the Keys
6 guests · 2 bedrooms · 3 beds · 2.5 baths
Pool · Kitchen · Free parking · Air conditioning
Price:$260 CAD/night
Entire house
Rating 4.62 out of 536 reviews
Big new home near beach & Key West
10 guests · 3 bedrooms · 6 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$224 CAD/night
Entire cottage
Rating 4.56 out of 5100 reviews
Caribbean Cottages in Paradise # 6
2 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Free parking · Air conditioning
Price:$131 CAD/night
Private room
Shabby chic she shed
2 guests · 1 bedroom · 2 beds · 1 shared bath
Kitchen · Free parking · Air conditioning
Price:$119 CAD/night
Entire house
PARADISE IN YOUR HANDS
6 guests · 2 bedrooms · 4 beds · 2 baths
Kitchen · Air conditioning
Price:$150 CAD/night
Camper/RV
Rating 4.69 out of 518 reviews
Tropical Caribbean Wonderland
4 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$158 CAD/night
SUPERHOST
Private room
Rating 4.90 out of 520 reviews
Studio Suite with 180 Degree Balcony Water View
2 guests · 1 bedroom · 1 bed · 1 private bath
Pool · Free parking · Air conditioning
Price:$270 CAD/night
Entire house
GORGEOUS HOME NEAR BEACH & KEY WEST
11 guests · 3 bedrooms · 6 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$264 CAD/night
Private room
Cottage 14
4 guests · 1 bedroom · 2 beds · 1 private bath
Kitchen · Free parking
Price:$139 CAD/night
Entire apartment
Rating 4.30 out of 557 reviews
Skipjack Resort & Marina
4 guests · 1 bedroom · 1 bed · 1 bath
Pool · Free parking · Air conditioning
Price:$184 CAD/night
Camper/RV
Rating 4.63 out of 525 reviews
ECONOMY 38 FOOT 5th Wheel RV
2 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Air conditioning
Price:$131 CAD/night
Entire house
Charming Canal Home with Tropical Decor
8 guests · 3 bedrooms · 4 beds · 2 baths
Kitchen · Free parking · Air conditioning
Price:$199 CAD/night
Entire condominium
Tropical Studio at The Hammocks at Marathon Resort
2 guests · Studio · 1 bed · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$106 CAD/night
Entire cottage
Rating 4.72 out of 531 reviews
POOL, HOT TUB, KAYAKS, 35 MIN TO KEY WEST
6 guests · 2 bedrooms · 2 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$113 CAD/night

Introducing Airbnb Adventures

Multi-day trips led by local experts—activities, meals, and stays included
Entire cottage
Rating 4.32 out of 5133 reviews
Caribbean Cottages in Paradise! #9
2 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Free parking · Air conditioning
Price:$145 CAD/night
Entire house
Rating 4.65 out of 531 reviews
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS
6 guests · 2 bedrooms · 3 beds · 1 bath
Pool · Kitchen · Free parking · Air conditioning
Price:$171 CAD/night
Entire cottage
Cozy, Perfect Conch Cottage!
4 guests · 1 bedroom · 2 beds · 1 bath
Kitchen · Free parking · Air conditioning
Price:$166 CAD/night
118 of 160 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.