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

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Check availability on Islamorada Hotels with a Bar

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Islamorada hotels with a bar

A beach with palm trees and lounge chairs.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Richard
£160
includes taxes & fees
13 Oct - 14 Oct
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
£197
includes taxes & fees
13 Oct - 14 Oct
Cheeca Lodge & Spa
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.
A resort pool with palm trees, beach chairs, and umbrellas.
A beach with palm trees, a dock, and lounge chairs.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
£176
includes taxes & fees
18 Oct - 19 Oct
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.
A bar area with a wooden counter, bar stools, and potted plants.

4. Islander Resort

Islander Resort
Matecumbe
United States
Steven
£257
includes taxes & fees
21 Oct - 22 Oct
Islander Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A beach with palm trees, a clear blue sky, and a calm sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Liosbel
£250
includes taxes & fees
18 Oct - 19 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Terrace/patio
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

6. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Michael
£139
includes taxes & fees
13 Oct - 14 Oct
Lime Tree Bay Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

7. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
£198
includes taxes & fees
8 Nov - 9 Nov
La Siesta Resort & Villas
A poolside area with a water feature, a palm tree, and lounge chairs.
A marina with boats docked, a dock, and a building with a blue roof.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.

8. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
United States
Arthur
£121
includes taxes & fees
18 Oct - 19 Oct
Ocean Pointe Suites at Key Largo
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
£217
includes taxes & fees
15 Oct - 16 Oct
Pines & Palms Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.
A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

10. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
£158
includes taxes & fees
12 Oct - 13 Oct
The Ocean View Inn & Pub
View all properties

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Un lugar muy tranquilo y una vista hermosa. Excelente para relajarse, meditar y descansar."
Caridad 2-night trip
Posted 15 hours ago
Chesapeake Beach Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
Steven Allen 3-night trip
Posted 16 hours ago
Pines & Palms Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Rooms are nice and clean being Right on the water is a plus . Would visit again"
Greg 1-night trip
Posted 19 hours ago
Breezy Palms Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"This was a lovely hotel in a good location. Rooms were clean the staff was lovely! The only thing I would say was the water pressure wasn’t great and not very hot either. Breakfast was good."
Kristy 3-night trip
Posted 2 days ago
Fisher Inn Resort & Marina
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 5 days ago
Amara Cay Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 6 days ago
Coconut Cove Resort and Marina
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great place for the money!"
Nicholas 2-night trip
Posted 8 days ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 2 weeks ago
Casa Morada

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 31 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. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: Resort with 4 restaurants. Enjoy the beach bar, poolside bar and free WiFi. Amara Cay Resort: Resort with 2 restaurants. Enjoy the 3 bars, private beach and breakfast. 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 31 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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