travelocity

Properties in Upper Sugarloaf Key, Sugarloaf Key, Florida, United States of America. March 2, 2021 through March 2, 2021

Change Search

Sort & Filter

Search by property name

Filter by

Popular filters

Star rating

Your budget

Guest rating

Guest rating

Cleaning and safety practices

Payment type

Property type

Neighborhood

Neighborhood

Popular locations

Popular locations

Meal plans available

Amenities

Accessibility

Trip type

Search results

  1. Sugar Loaf Lodge

    2.57 mi from Upper Sugarloaf Key
    3.8 out of 5 Good (793 reviews)
    Price was $299Price is now $249
    per night
    $280 total
    Includes taxes & fees
    More information about Sugar Loaf Lodge, Opens in a new window
  2. Looe Key Reef Resort

    7.55 mi from Upper Sugarloaf Key
    Free Cancellation
    3.5 out of 5 Good (619 reviews)
    We have 1 left at
    Price is $154
    per night
    $173 total
    Includes taxes & fees
    More information about Looe Key Reef Resort, Opens in a new window
  3. Parmer's Resort

    8.78 mi from Upper Sugarloaf Key
    Breakfast included
    4.2 out of 5 Very Good (996 reviews)
    We have 1 left at
    Price is $220
    per night
    $248 total
    Includes taxes & fees
    More information about Parmer's Resort, Opens in a new window
  4. 3 Bedroom Beach House Close TO Beach & KEY West

    Entire home
    3 bedrooms, 2 bathrooms
    11.75 mi from Upper Sugarloaf Key
    4.2 out of 5 Very Good (11 reviews)
    Price was $425Price is now $399
    per night
    $700 total
    Includes taxes & fees
    More information about 3 Bedroom Beach House Close TO Beach & KEY West, Opens in a new window
  5. Large, Dog-friendly Home on Three Secluded Acres W/ Balconies, Deck, & Views

    Entire home
    5 bedrooms, 4 bathrooms
    0.6 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.3 out of 5 Excellent (32 reviews)
    We are sold out
    More information about Large, Dog-friendly Home on Three Secluded Acres W/ Balconies, Deck, & Views, Opens in a new window
  6. Pet Friendly Amazing Location in Paradise

    Entire home
    3 bedrooms, 2 bathrooms
    1.12 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    5.0 out of 5 Exceptional (3 reviews)
    We are sold out
    More information about Pet Friendly Amazing Location in Paradise, Opens in a new window
  7. Cudjoe Key 3bdr,2 bath Pool, 20 min from Key West, Ocean Access, Bikes, Canoe

    Entire home
    3 bedrooms, 2 bathrooms
    1.25 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    5.0 out of 5 Exceptional (8 reviews)
    We are sold out
    More information about Cudjoe Key 3bdr,2 bath Pool, 20 min from Key West, Ocean Access, Bikes, Canoe, Opens in a new window
  8. Oceanside, pet Friendly, Smart Home With Plenty of Paddle Equipment

    Entire home
    3 bedrooms, 2 bathrooms
    1.42 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.6 out of 5 Wonderful (11 reviews)
    We are sold out
    More information about Oceanside, pet Friendly, Smart Home With Plenty of Paddle Equipment, Opens in a new window
  9. Bring Your Boat

    Entire home
    2 bedrooms, 2 bathrooms
    1.39 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    We are sold out
    More information about Bring Your Boat, Opens in a new window
  10. White Vacation Home, Read our Reviews. Private Dock, Private Heated Pool

    Entire home
    4 bedrooms, 3 bathrooms
    1.76 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (110 reviews)
    We are sold out
    More information about White Vacation Home, Read our Reviews. Private Dock, Private Heated Pool, Opens in a new window
  11. Yellow Vacation Home. Free Cancelation up to day of Check in, see Details

    Entire home
    3 bedrooms, 2 bathrooms
    1.76 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (77 reviews)
    We are sold out
    More information about Yellow Vacation Home. Free Cancelation up to day of Check in, see Details, Opens in a new window
  12. Blue Vacation Home, Private Heated Pool. View Over Cudjoe Bay to the Atlantic

    Entire home
    4 bedrooms, 2 bathrooms
    1.77 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    5.0 out of 5 Exceptional (71 reviews)
    We are sold out
    More information about Blue Vacation Home, Private Heated Pool. View Over Cudjoe Bay to the Atlantic, Opens in a new window
  13. Oceanfront Home-swimming Pool-boat Ramp-dockage-just 20 Miles From Key West

    Entire home
    3 bedrooms, 2 bathrooms
    1.84 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.6 out of 5 Wonderful (5 reviews)
    We are sold out
    More information about Oceanfront Home-swimming Pool-boat Ramp-dockage-just 20 Miles From Key West, Opens in a new window
  14. Luxury Home #107-pool,dock,kayaks,bikes,on Ocean Near Key West,free Trailer Keep

    Entire home
    2 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.8 out of 5 Exceptional (86 reviews)
    We are sold out
    More information about Luxury Home #107-pool,dock,kayaks,bikes,on Ocean Near Key West,free Trailer Keep, Opens in a new window
  15. Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

    Entire home
    2 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (114 reviews)
    We are sold out
    More information about Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Opens in a new window
  16. Luxury Home #111-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep

    Entire home
    2 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (69 reviews)
    We are sold out
    More information about Luxury Home #111-Pool,Dock,Kayaks,Bikes,On Ocean near Key West,Free Trailer Keep, Opens in a new window
  17. Luxury Home #109-pool,dock,kayaks,bikes,on Ocean Near Key West,free Trailer Keep

    Entire home
    2 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (82 reviews)
    We are sold out
    More information about Luxury Home #109-pool,dock,kayaks,bikes,on Ocean Near Key West,free Trailer Keep, Opens in a new window
  18. Private home in the keys -POOL-Bikes-Kayaks Special pricing SAVE!

    Entire home
    2 bedrooms, 3 bathrooms
    2.03 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (38 reviews)
    We are sold out
    More information about Private home in the keys -POOL-Bikes-Kayaks Special pricing SAVE! , Opens in a new window
  19. Charming Artist Home - Canal Front - Deep Water 40’ Dock!

    Entire home
    3 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    5.0 out of 5 Exceptional (3 reviews)
    We are sold out
    More information about Charming Artist Home - Canal Front - Deep Water 40’ Dock!, Opens in a new window
  20. Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

    Entire home
    2 bedrooms, 3 bathrooms
    2.02 mi from Upper Sugarloaf Key
    Apr 19 - Apr 20
    4.9 out of 5 Exceptional (74 reviews)
    We are sold out
    More information about Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5, Opens in a new window