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

Islamorada Bar Hotel

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Check availability on Islamorada Bar Hotel

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Islamorada hotels with a bar

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A tropical resort with a swimming pool, palm trees, and a waterfall.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
HK$1,169
HK$1,889 total
includes taxes & fees
8 Oct - 9 Oct
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
HK$1,185
HK$1,774 total
includes taxes & fees
29 Sept - 30 Sept
Chesapeake Beach Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
HK$1,213
HK$1,938 total
includes taxes & fees
29 Sept - 30 Sept
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.

4. Islander Resort

Islander Resort
Matecumbe
United States
John
HK$1,536
HK$2,257 total
includes taxes & fees
29 Sept - 30 Sept
Islander Resort
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A resort with a swimming pool, lounge chairs, and palm trees.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

5. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
milayda
HK$842
HK$1,300 total
includes taxes & fees
24 Sept - 25 Sept
Lime Tree Bay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A resort with a pool, beach, and ocean view.
A beach with palm trees, a clear blue sky, and a calm sea.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
HK$1,563
HK$2,332 total
includes taxes & fees
29 Sept - 30 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A beach with palm trees, a wooden pier, and beach chairs.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
HK$918
HK$1,465 total
includes taxes & fees
23 Sept - 24 Sept
Pines & Palms Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

8. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Ruddy
HK$1,023
HK$1,151 total
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn Key Largo Manatee Bay
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
HK$1,934
HK$2,705 total
includes taxes & fees
23 Sept - 24 Sept
Bayside Villas by Islander Resort
A multi-story hotel with balconies, palm trees, and a view of the water.
A beachside area with palm trees, a wooden bench, and a wheelchair-accessible sign.
A marina with boats docked, surrounded by palm trees.
A spacious lobby with a reception desk, seating area, and a large aquarium display.

10. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Brenda
HK$1,070
HK$1,425 total
includes taxes & fees
6 Oct - 7 Oct
Marina Del Mar Resort and Marina
View all properties

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great beach for the keys and great breakfast! The bar food is minimal and they don’t always open but Wahoo next door is amazing. Would definitely come back to this hotel."
Julia 1-night trip
Posted 4 hours ago
Chesapeake Beach Resort
Casa Morada

Casa Morada

10/10 Excellent
"Very helpful staff and great location"
David 1-night trip
Posted 6 hours ago
Casa Morada
Islander Resort

Islander Resort

10/10 Excellent
"Nice pool"
Henry 1-night trip
Posted 1 day ago
Islander Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Si quieres unas vacaciones increíbles , este es el lugar"
Yerisleidys 2-night trip
Posted 2 days ago
Hadley Resort and Marina
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Dionisio 1-night trip
Posted 3 days ago
Breezy Palms Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Clean and comfortable rooms. I love the location relative to things to do in the Keys. We used the bikes while there and have used kayak/paddleboards in past. The staff is absolutely amazing. I had messed up the dates of the reservation. Jamal worked really hard to get me a room at a rate i could afford. REALLY appreciate his efforts. We'll stay here again on our next trip to Islamorada"
Scott 6-night trip
Posted 4 days ago
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Excellent stay! Love this place and will definitely be back!"
Hailey Ritch and Patrick 3-night trip
Posted 5 days ago
Coconut Cove Resort and Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Great resort. Staff were helpful and the location is amazing"
Heather 1-night trip
Posted 7 days ago
Drop Anchor

Frequently asked questions

Searching for hotels with bars in Islamorada?
If you'd like to find a hotel where you can unwind with a late-night cocktail, Islamorada offers 850 hotels and other lodging choices, including 30 accommodation options with an on-site bar. While you're here, consider a visit to Bud n' Mary's Dive Center and Robbie's of Islamorada.
What are the best hotels with bars in Islamorada?
Here's a few 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. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: Resort with 4 restaurants. 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 on-site bars will I be able to find in Islamorada?
Expedia has 30 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, Robbie's of Islamorada and Anne's Beach, then find a cosy spot for a nightcap. Other places to see include Fiesta Key and Everglades National Park. 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 determine the best time for bar-hopping. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
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, you may want to rent a car for your trip.

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