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

Find Hotels with Bar in Islamorada, FL from CA $258

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Check availability on Islamorada Hotels with Bar

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Islamorada hotels with a bar

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
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.

1. Islander Resort

Islander Resort
Matecumbe
United States
Bryan
CA $262
CA $397 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort
A beach with palm trees and lounge chairs.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
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.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Dianne
CA $199
CA $302 total
includes taxes & fees
Nov 4 - Nov 5
Chesapeake Beach Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.
A tropical resort with a swimming pool, palm trees, and a waterfall.
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.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Patricia
CA $268
CA $403 total
includes taxes & fees
Nov 19 - Nov 20
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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
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
Ronald
CA $224
CA $354 total
includes taxes & fees
Nov 16 - Nov 17
Amara Cay Resort
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A beach with palm trees and a clear view of the ocean.
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
Christopher Michael
CA $173
CA $258 total
includes taxes & fees
Oct 26 - Oct 27
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
United States
Liosbel
CA $335
CA $479 total
includes taxes & fees
Nov 1 - Nov 2
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A row of colorful beach huts with palm trees in the background.
A beach with colorful buildings, kayaks, and lounge chairs.
A resort with a pool surrounded by palm trees and a view of the ocean.

7. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
CA $216
CA $346 total
includes taxes & fees
Nov 16 - Nov 17
La Siesta Resort & Villas
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.
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 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.

8. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Maria
CA $261
CA $293 total
includes taxes & fees
Oct 28 - Oct 29
The Ocean View Inn & Pub
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
Exterior
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.
A bar area with a counter, stools, and potted plants.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
Brian
CA $286
CA $424 total
includes taxes & fees
Nov 2 - Nov 3
Bayside Villas by Islander 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 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.

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Michael
CA $268
CA $378 total
includes taxes & fees
Nov 1 - Nov 2
Pines & Palms Resort
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Every thing excellent"
HECTOR 2-night trip
Posted 8 hours ago
Fisher Inn Resort & Marina
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"We had a great stay here. The front desk staff greeted us with genuine warmth and made the check-in process completely seamless. The room was spotless, quiet, and very comfortable. The housekeeping team worked had to keep everything fresh and well-maintained. The bed was comfortable, and the bathroom had a great shower with quality toiletries. The range of amenities really stood out, from the reliable high-speed Wi-Fi and well-equipped fitness center to the breakfast options available in the morning. We would happily stay here again!"
Aaron 3-night trip
Posted 1 day ago
Amara Cay Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"We stayed at one of the bungalows which were very new, cozy and comfortable. It had 3 bedrooms which was perfect for us!"
Karin 1-night trip
Posted 1 day ago
Pines & Palms Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Right on the ocean. Beautiful views. Very relaxing. Not busy this time of year and it was great."
Judy 3-night trip
Posted 2 days ago
Breezy Palms Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Can’t wait to stay again in the spring. Amazing property."
Jason 1-night trip
Posted 3 days ago
Hadley Resort and Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Our stay here was wonderful. Though some things may need updated the overall ambiance of the resort over rode that. The managing staff are very helpful & hardworking. It’s a beautiful piece of oceanfront property & so easy to navigate whether you want to swim, boat, fish or just relax."
louise 8-night trip
Posted 3 days ago
Coconut Cove Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"."
angela 3-night trip
Posted 7 days ago
Casa Morada
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Muy bien todo excelente servicio"
Rodolfo 4-night trip
Posted 3 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 850 hotels and other properties, including 31 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. 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 bars should I expect 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 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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