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

Find Hotels with Bar in Islamorada, FL from CA $183

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Check availability on Islamorada Hotels with Bar

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Islamorada hotels with a bar

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 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
Phelicia
CA $195
CA $300 total
includes taxes & fees
Oct 18 - Oct 19
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 tropical resort with a swimming pool, palm trees, and a waterfall.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Kristin
CA $238
CA $372 total
includes taxes & fees
Oct 22 - Oct 23
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 beach with palm trees, a dock, and lounge chairs.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
CA $200
CA $329 total
includes taxes & fees
Oct 18 - Oct 19
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
CA $296
CA $437 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
A beach with palm trees and a clear view of the ocean.

5. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Christopher Michael
CA $176
CA $262 total
includes taxes & fees
Oct 18 - Oct 19
Lime Tree Bay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A beach with palm trees, a clear blue sky, and a calm 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 $339
CA $486 total
includes taxes & fees
Nov 3 - Nov 4
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

7. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Samantha
CA $162
CA $183 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Key Largo Manatee Bay
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A resort with a pool surrounded by palm trees and a view of the ocean.
A row of colorful beach huts with palm trees in the background.

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
CA $219
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
La Siesta Resort & Villas
A multi-story hotel with balconies, palm trees, and a view of the water.
A swimming pool with lounge chairs and palm trees.
A beachside area with palm trees, a wooden bench, and a wheelchair-accessible sign.
A spacious lobby with a reception desk, seating area, and a large aquarium display.

9. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
Key Largo
United States
Francisco
CA $197
CA $261 total
includes taxes & fees
Nov 10 - Nov 11
Marina Del Mar Resort and Marina
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 modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A beachside resort with a pool area, lounge chairs, and palm trees.

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
CA $293
CA $408 total
includes taxes & fees
Oct 21 - Oct 22
Pines & Palms Resort
View all properties

Top Islamorada Hotel Reviews

Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good
"Lovely gem of a place and in a great location to explore either direction in the Keys! Helpful and friendly staff! I stayed in the room units closer to the road and next to the main lobby, so I can't compare them to the larger suites or ocean-view spots--which I'm guessing are fancier. The room was decently clean and comfy! Just noting (not complaining), the bathroom was tiny, but it worked fine for 1 person. Had a nice little kitchenette with a mini fridge, microwave, large sink, and coffee pod maker, so it was easy to save restaurant leftovers or keep a few groceries. There's a sweet little spot to sit in loungers or chairs at the end of the marina and soak up some ocean views (east-facing for sunrise is nice). It's just a quick walk to the backside of the property. It wasn't busy during my stay in early Oct., so it was easy to get a chair anytime, but note that there isn't space for more than a few people at a time. There are kayaks and other things you can use (I didn't have the time)."
Elizabeth 1-night trip
Posted 6 hours ago
Hadley Resort and Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Desayuno muy bueno.Todo muy limpio"
YUDIANYS 2-night trip
Posted 1 day ago
Chesapeake Beach Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 4 days ago
Fisher Inn Resort & Marina
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 5 days ago
Pines & Palms Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Muy bien todo excelente servicio"
Rodolfo 4-night trip
Posted 13 days ago
The Caribbean Resort
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 3 weeks ago
Casa Morada

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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