A beach with white lounge chairs, a covered pavilion, and palm trees.

Find Hotels with Bars in Islamorada, FL

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Check availability on Islamorada Hotels with Bars

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Islamorada hotels with a bar

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
NT$4,807
NT$7,198 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
NT$4,742
NT$7,662 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
NT$4,919
NT$7,861 total
includes taxes & fees
Sep 14 - Sep 15
Amara Cay Resort

4. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
NT$4,765
NT$7,118 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms Resort

5. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
NT$7,765
NT$10,884 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Dareen
NT$5,576
NT$8,600 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Chadwick
NT$3,567
NT$5,445 total
includes taxes & fees
Aug 30 - Aug 31
Lime Tree Bay Resort

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NT$4,919
NT$7,861 total
includes taxes & fees
Sep 2 - Sep 3
La Siesta Resort & Villas

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NT$6,645
NT$9,624 total
includes taxes & fees
Sep 7 - Sep 8
Bayside Villas by Islander Resort

10. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$11,457
NT$14,872 total
includes taxes & fees
Aug 28 - Aug 29
The Islands of Islamorada
View all properties

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Everything was great but the breakfast wasn’t that great and sometimes no one would wait on you but we went out to eat anyway. Bartender was amazing!!"
Deirdre 4-night trip
Posted 6 hours ago
Amara Cay Resort
Casa Morada

Casa Morada

8/10 Good
"The room was updated, clean, and comfortable. The bed and pillows were nice. The location was perfect for us. When it’s all completed it’s going to be a really cool spot for sunsets. Overall worth the money for a one nighter on our way home from the lower keys."
Jeremy 1-night trip
Posted 8 hours ago
Casa Morada
Breezy Palms Resort

Breezy Palms Resort

8/10 Good
"The room was spacious and clean. We were very happy with it. They only provide maid service every 3 days, and that was simply changing sheets and towels. The only issue is the smell from the beach due to dead sea grass and other stink. It made the beach impossible to use, and often was unpleasant anytime you went outside. If you plan to use the private beach, this hotel is not for you."
Sherrill 5-night trip
Posted 1 day ago
Breezy Palms Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 2 days ago
The Caribbean Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."
Jaimie 3-night trip
Posted 2 days ago
Hadley Resort and Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"
stuart 4-night trip
Posted 3 days ago
La Siesta Resort & Villas
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 3 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 4 days ago
Pines & Palms Resort
Drop Anchor

Drop Anchor

8/10 Good
"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"
Jacqueline 2-night trip
Posted 6 days ago
Drop Anchor

Frequently asked questions

Searching for hotels with bars in Islamorada?
If you're searching for a hotel where you can enjoy a drink after a day of exploring, Islamorada features 869 hotels and other properties, including 11 accommodations with an onsite bar. While you're here, consider a visit to Bud n' Mary's Dive Center and Islamorada County Park.
What are the best hotels with bars in Islamorada?
Here's some of the top Islamorada hotels with bars: Cheeca Lodge & Spa: Resort with 3 restaurants. Enjoy the 2 poolside bars, free parking, and 3 outdoor pools. Chesapeake Beach Resort: Enjoy the bar, free breakfast, and free WiFi. Amara Cay Resort: Resort with 2 restaurants. Enjoy the 3 bars, private beach, and breakfast. Pines & Palms Resort: Enjoy the beach bar, poolside bar, and free WiFi. Islander Resort: Hotel with 3 restaurants. Enjoy the beach bar, poolside bar, and free WiFi.
How many hotels with bars should I expect to find in Islamorada?
Expedia has 11 hotels with a bar in Islamorada.
What is there to do in Islamorada?
In the area, you can visit Bud n' Mary's Dive Center, Islamorada County Park, and Founders Park, then find a cozy spot for a nightcap. Other places to see include Robbie's of Islamorada and Anne's Beach. Islamorada is popular for its entertainment choices and seafood restaurants.
When is the best time to visit Islamorada?
Visiting local bars in Islamorada is better when you know what the weather holds. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
How can I get to Islamorada and around the area?
Here are some of your transportation choices in and around Islamorada: Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

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