A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Benchmark, Upper Matecumbe Key hotels

  • 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
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
Save an average of 15% on thousands of hotels when you're signed in

Top Upper Matecumbe Key Hotel Reviews

La Jolla Resort

La Jolla Resort

10/10 Excellent
"It looks a little rough when you drive in but wow - once you are at the resort it is homey and clean and nice. The staff is super helpful. The office has cold drinks, ice, snacks, beach towels, snorkel gear, life vests, fishing gear (and bait), paddles, and other things to make the stay enjoyable. Off the back there is swim access, lounge chairs, hammocks, bocce ball. I’m probably forgetting other things. The rooms are spacious and well equipped for a short or longer term stay. Highly recommend."
Olga 2-night trip
Posted 1 hour ago
La Jolla Resort
Amara Cay Resort

Amara Cay Resort

8/10 Good
"Clean room and nice amenities. Parking was good. Common areas very well designed."
Alfonso 1-night trip
Posted 2 hours ago
Amara Cay Resort
Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"Only issues we had that was no big deal was the room slept 4 people amd there was only 1 towel and 1 wash cloth. Once we asked the staff for more the stay was great room was clean and modern and property was presented very well and clean! I would definitely stay here again"
Robert 3-night trip
Posted 3 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Very professional reception, room clean staff very polite"
Rene 1-night trip
Posted 7 hours ago
Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

8/10 Good
"Our villa was right next to the workers building. Not an ideal spot for a “premium” villa. Also when they were cutting lawn and blowing leaves they were blowing everything all over our rental cars. Parking was tough because I think employees were also parking in guest spots. Again I think this was due to the location of our villa. We were never told what to do with our garbage or if housekeeping would come clean. Found out later you need to specifically request it 24 hrs in advance. It was off season so nice and quite not too many people so they definitely could have put us elsewhere. Other than that we really enjoyed ourselves and plan to go back next time we would just be specific on check in about the location they put us in."
Tamara 7-night trip
Posted 8 hours ago
Hawks Cay Resort
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Excelente lugar , tranquilo , limpio y maravilloso para ver un atardecer"
YOANIS 2-night trip
Posted 8 hours ago
Lime Tree Bay Resort
Islander Resort

Islander Resort

10/10 Excellent
"We had an incredible stay here. Great views, delicious food, and the staff went above and beyond to make our stay exceptional. We already can’t wait to come back!"
Michaela 1-night trip
Posted 9 hours ago
Islander Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"The room was very clean and comfortable. Best shower ever! Nice shampoo, conditioner, and body lotion. Great fluffy towels, and ice cold air conditioning… What more could you want? Great location next to snooks restaurant/bar. Refreshing little pool next to a beach if you wanna sit in the sand. Cute chickens, roosters, and iguanas roaming around. Walking distance to Burger King, Starbucks, sandal, factory, Walgreens… Just a great hotel and a great location!"
Susan 7-night trip
Posted 1 day ago
Bayside Inn Key Largo
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"We have stayed here multiple times and always have a good stay."
Michael 1-night trip
Posted 1 day ago
Pines & Palms Resort

Explore a world of travel with Expedia