travelocity

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

Traveler experience

Neighborhood

Neighborhood

Popular locations

Popular locations

Meal plans available

Amenities

Accessibility

Search results

  1. Sugar Loaf Lodge

    Sugarloaf Key
    Free Cancellation
    3.8 out of 5 Good (821 reviews)
    We have 7 left at
    Price is $299
    per night
    $336 total
    Includes taxes & fees
    More information about Sugar Loaf Lodge, Opens in a new window
  2. Kelly's Kabin Private Cottage on Summerland Key

    Entire home
    1 bedroom, 1 bathroom
    5.99 mi from Sugarloaf Key
    4.8 out of 5 Exceptional (27 reviews)
    Price is $250
    per night
    $572 total
    Includes taxes & fees
    More information about Kelly's Kabin Private Cottage on Summerland Key, Opens in a new window
  3. Large, Dog-friendly Home on Three Secluded Acres W/ Balconies, Deck, & Views

    Entire home
    5 bedrooms, 4 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    4.3 out of 5 Excellent (34 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
  4. Extensive Keys House w/ Bikes, Private Pool, Free Wifi, & In-home Washer/dryers

    Entire home
    8 bedrooms, 7 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about Extensive Keys House w/ Bikes, Private Pool, Free Wifi, & In-home Washer/dryers, Opens in a new window
  5. Beach House at Sugarloaf Key W/430ft Dock 5ft Drft

    Entire home
    2 bedrooms, 3 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    4.5 out of 5 Wonderful (4 reviews)
    We are sold out
    More information about Beach House at Sugarloaf Key W/430ft Dock 5ft Drft, Opens in a new window
  6. 3 Bedroom Accommodation in Upper Sugarloaf Key

    Entire home
    3 bedrooms, 3 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    4.3 out of 5 Excellent (6 reviews)
    We are sold out
    More information about 3 Bedroom Accommodation in Upper Sugarloaf Key, Opens in a new window
  7. Palms Resort at Sugarloaf - Grey House

    Entire home
    5 bedrooms, 4 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    4.5 out of 5 Wonderful (4 reviews)
    We are sold out
    More information about Palms Resort at Sugarloaf - Grey House, Opens in a new window
  8. Casa Mahi - Sea, Nature, & Relax

    Entire home
    3 bedrooms, 3 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    4.7 out of 5 Exceptional (7 reviews)
    We are sold out
    More information about Casa Mahi - Sea, Nature, & Relax, Opens in a new window
  9. South Point Sunset - Florida Keys Waterfront 3/3 House

    Entire home
    3 bedrooms, 3 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about South Point Sunset - Florida Keys Waterfront 3/3 House, Opens in a new window
  10. It's Time to get Away!

    Entire home
    3 bedrooms, 2 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (2 reviews)
    We are sold out
    More information about It's Time to get Away!, Opens in a new window
  11. Family Friendly House In Paradise

    Entire home
    5 bedrooms, 3 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (7 reviews)
    We are sold out
    More information about Family Friendly House In Paradise, Opens in a new window
  12. For up to Date Information Call 510-381-5000

    Entire home
    4 bedrooms, 3 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (4 reviews)
    We are sold out
    More information about For up to Date Information Call 510-381-5000, Opens in a new window
  13. Canalfront Home - The Perfect Keys Getaway!

    Entire home
    3 bedrooms, 2 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    We are sold out
    More information about Canalfront Home - The Perfect Keys Getaway!, Opens in a new window
  14. New Listing!!! Paradise Point - Luxurious Open Water Home W/ Pool, Tiki, Dockage & Pet Friendly!

    Entire home
    4 bedrooms, 4 bathrooms
    Sugarloaf Key
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about New Listing!!! Paradise Point - Luxurious Open Water Home W/ Pool, Tiki, Dockage & Pet Friendly!, Opens in a new window
  15. 3 Bedroom Accommodation in Summerland Key

    Entire home
    3 bedrooms, 2 bathrooms
    Sugarloaf Shores
    Jul 2 - Jul 3
    We are sold out
    More information about 3 Bedroom Accommodation in Summerland Key, Opens in a new window
  16. Pet Friendly Amazing Location in Paradise

    Entire home
    3 bedrooms, 2 bathrooms
    2.6 mi from Sugarloaf Key
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (4 reviews)
    We are sold out
    More information about Pet Friendly Amazing Location in Paradise, Opens in a new window
  17. Cudjoe Key 3bdr,2 Bath Pool, 20 min From Key West, Ocean Access, Bikes, Canoe

    Entire home
    3 bedrooms, 2 bathrooms
    2.73 mi from Sugarloaf Key
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (9 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
  18. Oceanside, pet Friendly, Smart Home With Plenty of Paddle Equipment

    Entire home
    3 bedrooms, 2 bathrooms
    2.9 mi from Sugarloaf Key
    Jul 2 - Jul 3
    4.7 out of 5 Exceptional (14 reviews)
    We are sold out
    More information about Oceanside, pet Friendly, Smart Home With Plenty of Paddle Equipment, Opens in a new window
  19. Bring Your Boat

    Entire home
    2 bedrooms, 2 bathrooms
    2.9 mi from Sugarloaf Key
    Jul 2 - Jul 3
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about Bring Your Boat, Opens in a new window
  20. Oceanfront House

    Entire home
    3 bedrooms, 2 bathrooms
    3.06 mi from Sugarloaf Key
    Jul 2 - Jul 3
    We are sold out
    More information about Oceanfront House, Opens in a new window