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

Find Hotels with Bar in Islamorada, FL from CA $155

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Check availability on Islamorada Hotels with Bar

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Islamorada hotels with a bar

A beach with palm trees and lounge chairs.
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
CA $159
CA $257 total
includes taxes & fees
Sep 15 - Sep 16
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 bar area with a thatched roof, wooden chairs, and a view of the ocean.
A tropical resort with a swimming pool, palm trees, and a waterfall.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Mian
CA $198
CA $324 total
includes taxes & fees
Oct 4 - Oct 5
Cheeca Lodge & Spa
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A coastal resort with a marina, clear blue water, and lush greenery.
A beach with palm trees, a wooden pier, and beach chairs.

3. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
CA $272
CA $382 total
includes taxes & fees
Oct 1 - Oct 2
Pines & Palms 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.
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.
A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Amy
CA $194
CA $319 total
includes taxes & fees
Sep 14 - Sep 15
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 beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

5. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
CA $270
CA $397 total
includes taxes & fees
Sep 29 - Sep 30
Islander 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
United States
Ana
CA $253
CA $385 total
includes taxes & fees
Sep 16 - Sep 17
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A resort with a swimming pool, lounge chairs, and palm trees.
A beach with palm trees and a clear view of the ocean.
A spacious living area with a large island, wooden furniture, and a ceiling fan.

7. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Chadwick
CA $143
CA $223 total
includes taxes & fees
Sep 21 - Sep 22
Lime Tree Bay Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
CA $295
CA $425 total
includes taxes & fees
Sep 27 - Sep 28
Bayside Villas by Islander 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 bedroom with a bed, a nightstand, a chair, and a door.
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.

9. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
CA $257
CA $289 total
includes taxes & fees
Sep 13 - Sep 14
The Ocean View Inn & Pub
A poolside area with a water feature, a palm tree, and lounge chairs.
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.
A marina with boats docked, a dock, and a building with a blue roof.

10. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
United States
Felix
CA $162
CA $212 total
includes taxes & fees
Oct 1 - Oct 2
Ocean Pointe Suites at Key Largo
View all properties

Top Islamorada Hotel Reviews

Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good
"Great place to stay with a group. Staff is Amazing. Rooms can you a bit of a deeper cleaning. Ramp was the issue."
Erin 3-night trip
Posted 4 hours ago
Hadley Resort and Marina
Islander Resort

Islander Resort

8/10 Good
"Good location. nice clean rooms. bed was very firm. pool tends to get very warm."
Martin 9-night trip
Posted 22 hours ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Very nice and clean rooms, very spacious, Beautiful Ocean View."
OMAR 2-night trip
Posted 1 day ago
Breezy Palms Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"I like Everything!"
Ana 1-night trip
Posted 1 day ago
Amara Cay Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Everything was great!"
Samantha 2-night trip
Posted 3 days ago
Fisher Inn Resort & Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Everything was nice and clean. I enjoyed my stay there."
Leydis 2-night trip
Posted 3 days ago
Drop Anchor
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"After multiple visits to Islamorada this is now our new place to stay whenever we visit. Great location, beautiful property and incredibly friendly staff!!"
Donald 2-night trip
Posted 3 days ago
Pines & Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing customer service"
Lisandra 1-night trip
Posted 4 days ago
Coconut Cove Resort and Marina
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 2 weeks ago
The Caribbean Resort

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 872 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. 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 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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