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

Find Hotels with Bar in Islamorada, FL from CA $226

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Check availability on Islamorada Hotels with Bar

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
CA $202
CA $306 total
includes taxes & fees
Oct 5 - Oct 6
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
CA $181
CA $306 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 beach with palm trees, a wooden pier, and beach chairs.
A beachside resort with a pool area, lounge chairs, and palm trees.
A coastal resort with a marina, clear blue water, and lush greenery.

3. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
CA $278
CA $390 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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
CA $204
CA $333 total
includes taxes & fees
Sep 29 - Sep 30
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A bar area with a wooden counter, bar stools, and potted plants.
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.

5. Islander Resort

Islander Resort
Matecumbe
United States
John
CA $275
CA $405 total
includes taxes & fees
Sep 30 - Oct 1
Islander Resort
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
milayda
CA $163
CA $246 total
includes taxes & fees
Sep 28 - Sep 29
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 coastal resort with a beach, a swimming pool, and multiple buildings.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
CA $280
CA $418 total
includes taxes & fees
Sep 30 - Oct 1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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 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.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

8. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
CA $262
CA $295 total
includes taxes & fees
Sep 30 - Oct 1
The Ocean View Inn & Pub
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.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
CA $312
CA $446 total
includes taxes & fees
Sep 30 - Oct 1
Bayside Villas by Islander Resort
A poolside area with a water feature, a palm tree, and lounge chairs.
A marina with boats docked, a building with a blue roof, and a clear view of 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 $174
CA $226 total
includes taxes & fees
Oct 8 - Oct 9
Ocean Pointe Suites at Key Largo
View all properties

Top Islamorada Hotel Reviews

Breezy Palms Resort

Breezy Palms Resort

8/10 Good
"Good"
Jack 1-night trip
Posted 6 hours ago
Breezy Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Room was OK with killer water view!"
Rick 3-night trip
Posted 6 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"This facility was clean and well managed. The 2 pools were perfect. The beach area was well maintained. We utilized the free kayaks two days in a row. The breakfast was delicious and had made to order pancakes and omelets. The staff was very friendly. I highly recommend this resort."
Holly 4-night trip
Posted 7 hours ago
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"."
OLGA 1-night trip
Posted 7 hours ago
Amara Cay Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"This place was the best place to stay I've ever been ever it is wonderful there's nothing not to like about this place the ocean the pool the people the place everybody's so nice and accommodating they will do anything they can to make sure you're happy it's paradise in paradise I would suggest to stay at this place anytime it would be a mistake not to"
Michael 1-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Casa Morada

Casa Morada

10/10 Excellent
"Very helpful staff and great location"
David 1-night trip
Posted 2 days ago
Casa Morada
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 6 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 9 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 850 hotels and other properties, including 30 accommodations with an onsite 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 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 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 cozy 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 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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