Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Browse for Islamorada Hotels with Bars from $117

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Top Islamorada Hotels with Bars

The Caribbean Resort
3.5 out of 5
117 Carroll St, Islamorada, FL
Get Rates
4.9/5Exceptional! (83 reviews)

"Very surprised as most properties do not look as the pictures depict. This one was even better. Definately will be back."…"

Reviewed on Feb 16, 2020

The Caribbean Resort
Casa Morada
3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is $329 per night
4.8/5Exceptional! (141 reviews)

"Very clean and quiet. Simply beautiful. Easy to relax here. Simplicity paired with elegance!"…"

Reviewed on Jun 15, 2020

Casa Morada
Bayside Townhomes and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
The price is $293 per night
4.6/5Wonderful! (174 reviews)

"I loved the space inside the unit. Very clean outside and inside even though there was a little spider on the bed. Pool was a little dirty. The stay was nice, besides that. front desk was nice , checked us into our room early. Just a mission with only one parking."…"

Reviewed on Jul 8, 2020

Bayside Townhomes and Boatslips
Pines & Palms Resort
3 out of 5
80401 Old Hwy, Islamorada, FL
The price is $199 per night
4.5/5Wonderful! (633 reviews)

"Room was clean and very updated. King size bed and pillows very comfortable. The views were amazing with nice pool and bar oceanfront. Has a separate beach area and dock to pull your boat up to. I will definitely return."…"

Reviewed on Jun 21, 2020

Pines & Palms Resort
Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $233 per night
4.4/5Wonderful! (990 reviews)

"We had a wonderful experience! Amara is clean and excellent location. Highly recommend!"…"

Reviewed on Jul 7, 2020

Amara Cay Resort
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $249 per night
4.4/5Wonderful! (983 reviews)

"So many great amenities! Rooms were very nice. Staff was super helpful and attentive. All positive vibes!"…"

Reviewed on Jul 7, 2020

Islander Resort
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is $159 per night
4.4/5Excellent! (984 reviews)

"Excellent setting. Very good room and friendly/helpful staff. Very good with COVID precautions at check in and check out."…"

Reviewed on Jul 2, 2020

Drop Anchor
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $199 per night
4.4/5Excellent! (986 reviews)

"Property was beautiful but the beach was awful. You cant go in the water because of the seaweed problem they're having and the water's edge is not being cleaned. The smell of rotting seaweed is overwhelming, but if your're just going to be in the pool its acceptable."…"

Reviewed on Jun 26, 2020

Cheeca Lodge & Spa
Pelican Cove Resort & Marina
3 out of 5
84457 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $191 per night
4.1/5Very Good! (982 reviews)

"Great location just off of Hwy 1. Small Rooms but right on water"…"

Reviewed on Jul 7, 2020

Pelican Cove Resort & Marina
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL
The price is $199 per night
4/5Very Good! (44 reviews)

"This was my third time there. The room was very comfortable, bedroom, large combination, living room, dinning area and kitchen. Marina, beach and swimming area, and best of all located on the ocean. Beautiful sunrises, if you get up early."…"

Reviewed on Nov 28, 2019

Breezy Palms Resort
Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $225 per night
4/5Very Good! (1,792 reviews)

"Enjoyed all the amenities! The private beach was great."…"

Reviewed on Jul 6, 2020

Postcard Inn Beach Resort & Marina
La Siesta Resort & Marina
3 out of 5
80241 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $199 per night
3.9/5Very Good! (990 reviews)

"Beautiful place! Clean rooms, well maintained property. Can’t wait to go back."…"

Reviewed on Jul 8, 2020

La Siesta Resort & Marina
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
The price is $152 per night
3.8/5Good! (992 reviews)

"Very clean and central location with a great breakfast place on premises"…"

Reviewed on Jun 16, 2020

Creekside Inn Islamorada
Conch On Inn Motel
2 out of 5
103 Caloosa Street, Tavernier, FL
Get Rates
3.8/5Good! (484 reviews)
Great little place to call home

"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"…"

Reviewed on Aug 6, 2018

Conch On Inn Motel
Lookout Lodge Resort
3 out of 5
87770 Overseas Hwy, Islamorada, FL
Get Rates
3.8/5Good! (78 reviews)

"I had a wonderful stay at Lookout Lodge. The room could be updated but things were good. The staff was so helpful in telling us about things to do."…"

Reviewed on Jan 1, 2018

Lookout Lodge Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
The price is $213 per night
3.5/5Good! (872 reviews)

"The entire staff is phenomenal! There is a bit of construction going on but it will not effect your view or daily activities. We definitely recommend this property."…"

Reviewed on Jul 6, 2020

Chesapeake Beach Resort
Coconut Cove Resort and Marina
2 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $195 per night
3.3/5 (287 reviews)

"Coconut Cove was the first stop on our trip. It is situated right on the ocean which is an awesome plus! The tiki huts added charm and the property had a great tropical feel."…"

Reviewed on Feb 29, 2020

Coconut Cove Resort and Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $117 per night
3.2/5 (994 reviews)

"The staff was polite and very helpful with all of our needs. The location was perfect for us and our weekend boating plans. They offer free kayaks and paddle boards to enjoy which was awesome as well as the onsite boat ramp and docking which was immensely convenient."…"

Reviewed on Jul 7, 2020

Fisher Inn Resort & Marina
Don't see what you're looking for?
We've got more Hotels with Bars. Find the right one for you.
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Similar to a great mixed drink, your perfect vacation must have just the right mix to perfect the recipe. If you are searching for the ideal foundation for a great trip then look no further than Islamorada. A great destination is a must for any ideal trip, and lucky for you Islamorada checks a lot of the essentials. The next step is to add the finishing garnishes to a vacation you'll want a second round of.

Make Your Vacation Shaken and Stirred

If you want a spot that is the go-to spot, then you have come looking in the right place. These accommodations don't only give you a place to rest your head at night, but also act as the heartbeat of Islamorada. Staying at one of these spots can be the highlight of your trip. The hotels in Islamorada strive to make you as cozy as conceivable. You are on holiday after all, and the hotel's rooms are designed to make certain you do not forget.

But it is not only a fantastic lounge that makes these hotels renowned. You'll see good service expands past the cocktail tables. The hotels in Islamorada ensure that a great trip begins with an initial welcome from the well-kept property and accommodations.

Order Your Holiday Cocktail Today!

Make sure to reserve soon. With so few rooms, and so many folks desiring to stay at a hotel with an impressive club, you may miss out on staying at your perfect spot. Through Expedia, you can get affordable deals on first-class hotels in Islamorada to make your holiday one you happily recall for years to come.

Travelers Loved These Hotels with Bars

More trip options