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

35 places to stay

SUPERHOST
Entire guest suite
Rating 4.95 out of 5124 reviews
NEW Secret Keys Waterfront Hideout has EVERYTHING!
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Kitchen · Air conditioning
Price:$341 CAD/night
SUPERHOST
Entire townhouse
Rating 5.0 out of 57 reviews
Ocean Islamorada BeachHouse wavail Boat & 70' DOCK
6 guests · 2 bedrooms · 3 beds · 1 bath
Free parking · Kitchen · Air conditioning
Price:$171 CAD/night
Entire house
Oceanfront 2BR w/ Private Beach
4 guests · 2 bedrooms · 3 beds · 2 baths
Free parking · Kitchen · Air conditioning
Price:$146 CAD/night
Entire condominium
Rating 4.51 out of 552 reviews
Caloosa Cove Resort & Marina (STUDIO)
3 guests · Studio · 2 beds · 1 bath
Pool · Free parking · Kitchen · Air conditioning
Price:$263 CAD/night
Private room
Shore 74 - Islamorada Guest House
2 guests · 1 bedroom · 1 bed · 1 private bath
Price:$261 CAD/night
Private room
Shore 74 -Islamorada Guest House, Boat Slip #1
1 guest · 1 bedroom · 1 bed · 0 shared baths
Price:$148 CAD/night
Entire house
Sandy Paws
4 guests · 2 bedrooms · 3 beds · 2 baths
Free parking · Kitchen · Air conditioning
Price:$171 CAD/night
Entire house
Boater's Paradise
11 guests · 4 bedrooms · 6 beds · 3 baths
Free parking · Kitchen · Air conditioning
Price:$395 CAD/night
Entire condominium
Rating 4.66 out of 537 reviews
Caloosa Cove Resort & Marina (STE)
6 guests · 1 bedroom · 3 beds · 2 baths
Pool · Free parking · Kitchen · Air conditioning
Price:$500 CAD/night
Entire apartment
Rating 5.0 out of 513 reviews
Islamorada Haven
3 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Kitchen · Air conditioning
Price:$261 CAD/night
Entire house
Oceanfront Islamorada Home with Private Beach - Great for Kite Surfing!
8 guests · 4 bedrooms · 5 beds · 3 baths
Free parking · Kitchen · Air conditioning
Price:$659 CAD/night
Entire condominium
Bay Harbour Islamorada Condo w/ dock 2/2.5 views!
4 guests · 2 bedrooms · 2 beds · 2.5 baths
Pool · Free parking · Kitchen · Air conditioning
Price:$294 CAD/night
Entire house
Relaxing, waterfront retreat w/boat dock & amazing ocean views
8 guests · 3 bedrooms · 6 beds · 3 baths
Free parking · Kitchen · Air conditioning
Price:$398 CAD/night
Private room
Shore 74 -Islamorada Guest House, Villa 2
4 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Kitchen · Air conditioning
Price:$294 CAD/night
Entire condominium
Oceanfront 1 Bedroom Condo in Beautiful Islamorada
6 guests · 1 bedroom · 2 beds · 2 baths
Pool · Free parking · Kitchen · Air conditioning
Price:$211 CAD/night
Entire house
Keys home on water with private beach
10 guests · 3 bedrooms · 8 beds · 2 baths
Free parking · Kitchen · Air conditioning
Price:$593 CAD/night
Private room
Shore 74 -Islamorada Guest House, Villa 4
3 guests · Studio · 1 bed · 1 bath
Free parking · Kitchen · Air conditioning
Price:$236 CAD/night
Private room
Shore 74 -Islamorada Guest House, Villa 5
3 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Kitchen · Air conditioning
Price:$221 CAD/night
118 of 35 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.