Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Florida Keys

Best deal Best deal Aug 17 - Aug 19
Tonight Tonight Jun 25 - Jun 26
This weekend This weekend Jun 29 - Jul 1
Next weekend Next weekend Jul 6 - Jul 8

Featured Florida Keys Hotels with Bars

See all 848 Properties in Florida Keys
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.5 out of 5 (3,475 reviews)
Not the last time I hopeThis was our first time staying at the Dewey's house, B&B in general for the first time as well. Excellent room and staff! Will recommend over waldord or any other big resorts! Such an awesome hotel and LT was so great when she greeted us at the door when we first came in. We loved the breakfast ...
Jun 21, 2018

Southernmost Beach Resort$229

Southernmost Beach Resort$229
Gilbert's Resort

Gilbert's Resort

107900 Overseas Highway, Key Largo
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 
3.6 out of 5 (522 reviews)
Nice weekend getaway Loved this place we will be visiting again hotel staff and the bartenders were so nice and the food was great
Jun 18, 2018

Gilbert's Resort$129

Gilbert's Resort$129
The Gates Hotel Key West

The Gates Hotel Key West

3824 N Roosevelt Blvd, Key West
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.3 out of 5 (1,257 reviews)
Awesome hotel Free shuttle was awesome but still only a 5-10 min drive if we chose to drive into town ourselves. Room was clean, well decorated, and comfortable. It did have a little bit of a musty smell when we initially walked in but most likely from the humidity. Check in and check out was smooth. Pool and ...
Jun 19, 2018

The Gates Hotel Key West$161

The Gates Hotel Key West$161
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
    3.5 out of 5.0
     
     
    4.3 out of 5 (1,332 reviews)
    As much fishing in 5 days as possibleDefinitely give this place 5 stars! Great location, the cleanest rooms. Great drinks at bar . Great food . Fantastic customer service. Ever time you see the g m on the property he speaks to you , along with 95%of the employees . Well worth it ! Marc c
    Jun 20, 2018
    The Southernmost Inn-Adults Only

    The Southernmost Inn-Adults Only

    525 United Street, Key West
    • Free Cancellation
    • Reserve now, pay when you stay
    2.5 out of 5.0
     
     
    4.1 out of 5 (996 reviews)
    Love Southernmost InnGreat staff, comfy rooms. Toilet backed up, parking sucks.
    Jun 22, 2018

    The Southernmost Inn-Adults Only$139

    The Southernmost Inn-Adults Only$139
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St, Key West
      4.0 out of 5.0
       
       
      4.4 out of 5 (1,555 reviews)
      Wonderful hotel with a beachGreat hotel with a beautiful beach and great amenities. Would definitely return to this resort and recommend it to friends
      Jun 11, 2018

      Pier House Resort & Spa$290

      Pier House Resort & Spa$290
      24 North Hotel Key West

      24 North Hotel Key West

      3820 North Roosevelt Boulevard, Key West
      • Free Cancellation
      • Reserve now, pay when you stay
      4.0 out of 5.0
       
       
      4.1 out of 5 (1,241 reviews)
      Fair. O.K.Rust running down the shower towel rack can be easily fixed, but is not. Room not as clean as it should be. 3 great hotel staff members at desk. Young man not helpful. Pool area good and outside bar very nice. 1/2 price drinks appreciated (made real price reasonable). Just charge 1/2 prince to drink ...
      Jun 4, 2018

      24 North Hotel Key West$152

      24 North Hotel Key West$152
      Best Western Key Ambassador Resort Inn

      Best Western Key Ambassador Resort Inn

      3755 S Roosevelt Blvd, Key West
      • Free Cancellation
      • Reserve now, pay when you stay
      2.5 out of 5.0
       
       
      4.0 out of 5 (1,733 reviews)
      As expected The resort was clean and most of staff friendly. The downfall is the cheeckie hut staff was bad. Twice I was ignored by the bartender. And it was not busy. There was only two other people there at the time. Watching the TV was more important.
      Jun 9, 2018

      Best Western Key Ambassador Resort Inn$152

      Best Western Key Ambassador Resort Inn$152
      Hyatt Place Marathon Florida Keys

      Hyatt Place Marathon Florida Keys

      1996 Overseas Highway, Marathon
      • Free Cancellation
      • Reserve now, pay when you stay
      3.0 out of 5.0
       
       
      4.5 out of 5 (1,482 reviews)
      Great Hotel in MarathonHyatt Place is a very clean and modern place to relax or conduct business. It is located on the Faro Blanco Marina and light house. The hotel staff is very pleasant and personable. They greet you and have a wonderful smile. We had no issues with our booking despite having to pay in advance. The buffet ...
      Jun 10, 2018

      Hyatt Place Marathon Florida Keys$179

      Hyatt Place Marathon Florida Keys$179
      Islander Resort

      Islander Resort

      82100 Overseas Highway, Islamorada
        3.0 out of 5.0
         
         
        4.2 out of 5 (1,745 reviews)
        Our favorite hotel in the keys!Classic keys motel...feels like we are transported back to the 1950s when we are on property...with a modern twist and Guy Harvey artwork abound. Lots of time in the pool (with drinks served poolside) or cooking out on the backyard grills with the kids. You are only a few steps from the ocean with ...
        Sep 13, 2017

        Islander Resort$221

        Islander Resort$221
        Holiday Inn Key Largo

        Holiday Inn Key Largo

        99701 Overseas Hwy, Key Largo
        • Free Cancellation
        • Reserve now, pay when you stay
        3.0 out of 5.0
         
         
        3.9 out of 5 (1,260 reviews)
        ComfyClean, quiet, simple! Several stores within walking distance of hotel. CVS, Walgreens and Starbucks.
        May 29, 2018

        Holiday Inn Key Largo$129

        Holiday Inn Key Largo$129
        Parrot Key Hotel & Resort

        Parrot Key Hotel & Resort

        2801 N Roosevelt Blvd, Key West
          4.0 out of 5.0
           
           
          4.2 out of 5 (2,191 reviews)
          Nice hotel. Close to the water. Nice staff.Pro: Room is large and comfortable. Location is convenient. Staff are nice. It also has complementary shuttle service to downtown if you need transportation. Con: This property seems to be relatively old and is NOT sound-proof. If you're a light sleeper, or you really care about noise level - or ...
          Sep 14, 2017

          Parrot Key Hotel & Resort$269

          Parrot Key Hotel & Resort$269
          Postcard Inn Beach Resort & Marina

          Postcard Inn Beach Resort & Marina

          84001 Overseas Hwy, Islamorada
            3.0 out of 5.0
             
             
            3.8 out of 5 (1,198 reviews)
            Great hotel!Great hotel overall, rooms are very comfortable and plenty options of activities to do with your kids, the closest to the theater of the sea is a plus, highly recommended for a family time!
            Sep 2, 2017

            Postcard Inn Beach Resort & Marina$215

            Postcard Inn Beach Resort & Marina$215
            La Concha Hotel & Spa

            La Concha Hotel & Spa

            430 Duval St, Key West
              4.0 out of 5.0
               
               
              4.1 out of 5 (1,869 reviews)
              Overall a good choiceThe hotel is in a great, convenient location on Duval Street, has very friendly staff, a great happy hour and nice pool area. The rooms are small, but other than the hiccups with housekeeping, would recommend staying here.
              Jun 22, 2018

              La Concha Hotel & Spa$187

              La Concha Hotel & Spa$187
              The Marker Waterfront Resort Key West

              The Marker Waterfront Resort Key West

              200 William Street, Key West
              • Free Cancellation
              • Reserve now, pay when you stay
              4.0 out of 5.0
               
               
              4.5 out of 5 (990 reviews)
              Very nice resort right next to oceanThis was a great place! Clean and friendly and in a great location to walk everywhere!
              Jun 20, 2018

              The Marker Waterfront Resort Key West$169

              The Marker Waterfront Resort Key West$169
              Tranquility Bay Beachfront Hotel and Resort

              Tranquility Bay Beachfront Hotel and Resort

              2600 Overseas Hwy, Marathon
              • Free Cancellation
              • Reserve now, pay when you stay
              4.0 out of 5.0
               
               
              4.5 out of 5 (1,136 reviews)
              Beautiful view from any angleSpacious and very clean No contact at all from management staff which was disappointing after 8 days stay Dining was overpriced Facilities were beautiful and lots to see and do in Marathon
              May 3, 2018

              Tranquility Bay Beachfront Hotel and Resort$224

              Tranquility Bay Beachfront Hotel and Resort$224
              Fairfield Inn and Suites by Marriott Key West

              Fairfield Inn and Suites by Marriott Key West

              2400 N Roosevelt Blvd, Key West
              • Free Cancellation
              • Reserve now, pay when you stay
              3.5 out of 5.0
               
               
              4.1 out of 5 (1,512 reviews)
              Excellent StaffHad a great time! Hotel is clean and excellent staff. Room also clean, but facing parking lot.
              Jun 21, 2018

              Fairfield Inn and Suites by Marriott Key West$94

              Fairfield Inn and Suites by Marriott Key West$94
              Orchid Key Inn

              Orchid Key Inn

              1004 Duval St, Key West
              • Free Cancellation
              • Reserve now, pay when you stay
              3.5 out of 5.0
               
               
              4.8 out of 5 (712 reviews)
              Orchid Key Inn is a WinnerNice facilities (pool, pop machines, bar, room), good location, and includes buffet breakfast in the AM: breads, fruit, cereal, hard boiled egg, fruit juice, coffee, etc. Employees wanted me to enjoy my stay!
              Apr 26, 2018

              Orchid Key Inn$236

              Orchid Key Inn$236
              Hilton Key Largo Resort

              Hilton Key Largo Resort

              97000 Overseas Hwy, Key Largo
                3.5 out of 5.0
                 
                 
                3.8 out of 5 (1,949 reviews)
                Great stay!Beautiful sunset, great staff, rented kayaks and had a wonderful time.
                Aug 29, 2017
                Map

                Similar to a mixed drink, your perfect vacation should have just the right mixture to perfect the recipe. If you are seeking the ideal base for a great trip then look no further than Florida Keys. A great destination is a must for any good trip, and fortunately Florida Keys checks off many of the must-haves. Now that you narrowed down the location, the next step is to add the finishing touches for a vacation you'll want a second round of.

                Make Your Vacation to Florida Keys Shaken and Stirred

                If you want a spot that is the hot spot of the city, then you have come looking in the right place. Some of the most well-known drinks like the Singapore Sling and Piña Colada were concocted at a hotel bar in cities like Florida Keys. No matter how inviting the lounges at these hotels are, you can't spend the night there. Luckily, a stay in Florida Keys bar hotels usually provides:

                • A staff that takes time to spruce up your room and make the bed , so when you come back it seems like you've just checked in
                • A staff who ensures you have punctual room service, fresh towels, and that the little things are taken care of
                • Rooms furnished with comfortable chairs, premium bedding, and hypo-allergenic sheets, your continued comfort is a top concern for these hotels
                • Gym, hot tub, updated lobby, and grounds that are well-maintained

                With a hotel that's so lovely from barstool to bedroom, you may never need to leave.

                Reserve Your Florida Keys Accommodation Today!

                Your holiday will be off to a wonderful beginning with a stay at one of these accommodations. No matter what is happening (or isn't) in Florida Keys that day, you'll always have something going on right in your hotel. Browse through our large selection of hotel bars and nightclubs in Florida Keys. You may spark the bartender to create a drink after you.