A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Find all hotels by Benchmark in Florida Keys

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Sep - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct
Save an average of 15% on thousands of hotels when you're signed in

Top Florida Keys Hotel Reviews

Rock Reef Resort

Rock Reef Resort

10/10 Excellent
"Love evrything"
Monica 1-night trip
Posted 3 hours ago
Rock Reef Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great place"
Juan 4-night trip
Posted 4 hours ago
Chesapeake Beach Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted 1 day ago
Lime Tree Bay Resort
Islander Resort

Islander Resort

10/10 Excellent
"It great amenities but pools are small."
Jaily 2-night trip
Posted 1 day ago
Islander Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

8/10 Good
"There was only one staff member named Alan that was rude other than that everyone was very professional and nice. The restaurant was not appropriately staffed on my last night so I had I bad dining experience."
Valerie 2-night trip
Posted 2 days ago
Isla Bella Beach Resort & Spa
Amara Cay Resort

Amara Cay Resort

8/10 Good
"This resort was absolutely beautiful!! The pool was amazing, a resort style pool. The resort had its own private beach area and a dock. Had plenty of seating everywhere, many cool sitting areas around the property. The only negative thing I could say is that the staff didn’t pick up trash and towels around the pool which seemed odd and it was off season so it wasn’t busy. It’s such a beautiful resort that I would think that would be a priority to keep it clean. Another cool thing is that they have a water taxi and shuttle to their 2 sister resorts which you can utilize all of those amenities as well. They also included bike rentals, paddle boards and kayaking on site which is convenient. You can also bring your private boat there and leave it at the dock for a fee. I would absolutely stay there again!"
Melissa 1-night trip
Posted 2 days ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Ya’ll just need a microwave."
Nathalee 3-night trip
Posted 2 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"
Ysabella 2-night trip
Posted 3 days ago
Waterside Suites & Marina
Sunset Cove Beach Resort

Sunset Cove Beach Resort

10/10 Excellent
"Great getaway for weekend and bring the dog"
Brian 4-night trip
Posted 4 days ago
Sunset Cove Beach Resort