Find Hotels with Air Conditioning in Florida Keys

Search over 1 million properties and 550 airlines worldwide.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Most hotels are fully refundable. Because flexibility matters.

Top Florida Keys Hotels with Air Conditioning

Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $179 per night from Oct 20 to Oct 20
4.6/5 Wonderful! (976 reviews)
"Overall a fantastic property. Great staff, great pool, EXCELLENT location. Was able to rent bikes at the hotel till midnight each day. Great way to get around. The only complaint I have is the noise at night on the street side. It was very loud. Overall a great stay!"

Reviewed on Oct 7, 2021

Silver Palms Inn
Kimpton Winslow's Bungalows, an IHG Hotel
4 out of 5
725 Truman Avenue, Key West, FL
The price is $229 per night from Oct 19 to Oct 19
4.5/5 Wonderful! (194 reviews)
"Suggestion reserve the KING size room. We had no clue when we reserved the Queen how SMALL it really was, it was smaller than a cruise room. The KING room had so much more room. Had we known we would’ve tried to switch. It was our honeymoon and the room was WAY TOO SMALL…."

Reviewed on Oct 11, 2021

Kimpton Winslow's Bungalows, an IHG Hotel
Kimpton Lighthouse Hotel, an IHG Hotel
3.5 out of 5
902 Whitehead St, Key West, FL
The price is $249 per night from Oct 19 to Oct 19
4.5/5 Wonderful! (104 reviews)
"Great hotel property with neat little places in the grounds to relax outside of your room. Laura, the manager, does a great job to make sure your stay is wonderful and Leah at The bar is a pleasure also. This is a great location, close to everything but not in the middle of the craziness. Would definitely ..."

Reviewed on Oct 4, 2021

Kimpton Lighthouse Hotel, an IHG Hotel
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $274 per night from Nov 15 to Nov 15
4.4/5 Wonderful! (993 reviews)
"The staff was very professional and friendly from the moment we walked in the door. The bar and dining area was very nice, hand crafted cocktails and the few meals we ate here, food was excellent. They were also very helpful finding and navigating our plans while on the island. We will be back!"

Reviewed on Oct 15, 2021

Parrot Key Hotel & Villas
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is $139 per night from Nov 14 to Nov 14
4.4/5 Wonderful! (984 reviews)
"It was a diamond in the rough. It is hard to find an affordable, clean, well maintained room in the Keys. I used to live there so I know how things are, lots of tourist traps. Drop Anchor was fantastic. It met and exceeded my expectations. Our room was large, very clean, and well maintained. I will ..."

Reviewed on Oct 11, 2021

Drop Anchor
Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Oct 24 to Oct 24
4.4/5 Wonderful! (1,001 reviews)
"I have been coming to Islamorada for decades and enjoy the Post Card Inn as a central location"

Reviewed on Oct 15, 2021

Postcard Inn Beach Resort & Marina
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is $149 per night from Oct 19 to Oct 19
4.4/5 Excellent! (977 reviews)
"Very welcoming and friendly people."

Reviewed on Oct 16, 2021

Heron House - Adult Only
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $339 per night from Oct 19 to Oct 19
4.3/5 Excellent! (987 reviews)
"The location is amazing Only stayed for one night and before check-in received several texts asking for any special accommodations required before check-in. The room is very nice, the front desk staff very friendly and accommodating. The only issue I had is I left something behind and when I called ..."

Reviewed on Oct 11, 2021

The Marker Key West Harbor Resort
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
The price is $149 per night from Oct 19 to Oct 19
4.2/5 Excellent! (970 reviews)
"Like nice clean and quiet. Needed a cot. Next time will like a room with two twin beds for my daughter’s"

Reviewed on Oct 15, 2021

Southwinds Motel
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Little Torch Key, FL
Fully refundableReserve now, pay when you stay
The price is $185 per night from Oct 24 to Oct 24
4.2/5 Very Good! (993 reviews)
"the staff was very helpful. The room was clean and fully stocked. We loved the free upgrade."

Reviewed on Oct 13, 2021

Parmer's Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $377 per night from Oct 19 to Oct 19
4.1/5 Very Good! (2,388 reviews)
"We had a very nice room. The staff was always helpful. Every meal we had in the beach cafe was delicious. Great spot right on the ocean. Would definitely go back."

Reviewed on Oct 15, 2021

Southernmost Beach Resort
La Siesta Resort & Marina
3 out of 5
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $184 per night from Nov 2 to Nov 2
4.1/5 Very Good! (985 reviews)
"Very practical dog friendly resort. Loved having kayaks, bikes, paddle boards and many other game options. The only suggestions we have was there needed to be more seating in living area and on the patio. We rented a unit that slept six but there were only two Adirondack chairs on the porch. Also ..."

Reviewed on Oct 3, 2021

La Siesta Resort & Marina
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $164 per night from Oct 19 to Oct 19
4/5 Very Good! (1,033 reviews)
"Shuttle service"

Reviewed on Oct 12, 2021

Fairfield Inn and Suites by Marriott Key West
Banana Bay Resort & Marina
3 out of 5
4590 Overseas Highway, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is $143 per night from Oct 19 to Oct 19
4/5 Very Good! (1,029 reviews)
"Great place"

Reviewed on Oct 13, 2021

Banana Bay Resort & Marina
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
The price is $125 per night from Oct 19 to Oct 19
3.9/5 Good! (996 reviews)
"We got a 2 queen bedroom. It was super vlean and tucked away in the corner upstairs. It wasn't considered on the water I guess because not having a window(except in the bathroom) but all you hadvto do was open the door and the canal is right in your face. Staff was super friendly and you can't beat ..."

Reviewed on Oct 13, 2021

Creekside Inn Islamorada
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $135 per night from Oct 19 to Oct 19
3.9/5 Good! (1,617 reviews)
"We had a nice stay, with the exception of the natural early morning alarm clock (Roosters started crowing at 3:15 am) 😂. I really like the sharing of pools with the Gates hotel nexts door, the pool at 24' had many kids enjoying it during the early part of our stay without a lot of parent supervision ..."

Reviewed on Oct 16, 2021

24 North Hotel Key West
Sugar Loaf Lodge
2.5 out of 5
17001 Overseas Hwy, Sugarloaf Key, FL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Oct 24 to Oct 24
3.8/5 Good! (842 reviews)
"This is a very dated property, but the grounds are spotless, the linens are all new, the pillows amazing, etc. So for a dated property they have paid attention to the important stuff. Well worth the money."

Reviewed on Oct 15, 2021

Sugar Loaf Lodge
Marina Del Mar Resort and Marina
2.5 out of 5
527 Caribbean Drive, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is $134 per night from Oct 31 to Oct 31
3.7/5 Good! (974 reviews)
"Friendly & helpful staff, large comfortable rooms away from Highway."

Reviewed on Oct 15, 2021

Marina Del Mar Resort and Marina
Kingsail Resort
2 out of 5
7050 Overseas Highway, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is $113 per night from Oct 21 to Oct 21
3.7/5 Good! (973 reviews)
"😀😀😀😀"

Reviewed on Sep 13, 2021

Kingsail Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is $169 per night from Oct 19 to Oct 19
3.7/5 Good! (968 reviews)
"The waterfront areas have a private feel to them. Overall the facility was clean. Their intention to customize your needs on room cleaning and towel service is nice. The rooms seem very up to date. Neat to see iguanas walking around. Nice path they maintain to access the water."

Reviewed on Oct 11, 2021

Chesapeake Beach Resort
Don't see what you're looking for?
We've got more Hotels with Air Conditioning. Find the right one for you.
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pocket Guide: Hotels with Air Conditioning in Florida Keys

Search for hotels in Florida Keys on Expedia. You can easily find your hotels in Florida Keys using one of the methods below:

  • View our selection of featured hotels in Florida Keys
  • Use the map to find hotels in the Florida Keys neighborhood you prefer
  • Use the filters to see hotels in a specific area of Florida Keys, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Florida Keys
  • Enter your travel dates to view the best deals on hotels in Florida Keys - while they last

More trip options

Recent reviews of Florida Keys hotels

Travelers Loved These Hotels with Air Conditioning