Monroe County Hotels: Find & Book Cheap Hotel Deals in Monroe County

Top Cities in Monroe County

View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds

Our top choices for Monroe County hotels

2 outdoor pools, open 7:00 AM to 10:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

New Town

Ania

RM819 total

includes taxes & fees

3 Jun - 4 Jun

Margaritaville Beach House Key West

Key West

Christine M

RM1,269 total

includes taxes & fees

7 Jun - 8 Jun

Havana Cabana at Key West

New Town

Mirelis

RM908 total

includes taxes & fees

15 Jun - 16 Jun

Couples treatment room(s), facials, massages

Southernmost Beach Resort and Guesthouses

Old Town Key West

Emiko

RM1,227 total

includes taxes & fees

17 Jun - 18 Jun

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Brandon

RM1,251 total

includes taxes & fees

2 Jun - 3 Jun

DoubleTree Resort by Hilton Grand Key - Key West

Key West

Stacey

RM823 total

includes taxes & fees

23 Jun - 24 Jun

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

Melinda

RM983 total

includes taxes & fees

21 Jun - 22 Jun

Beachside Resort & Residences

Key West

Eduardo

RM1,027 total

includes taxes & fees

3 Jun - 4 Jun

Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

Matecumbe

Larry

RM1,105 total

includes taxes & fees

28 May - 29 May

On the beach, sun-loungers, beach umbrellas, beach towels

Isla Bella Beach Resort & Spa

Marathon

Anna

RM1,520 total

includes taxes & fees

17 Jun - 18 Jun

Lime Tree Bay Resort

Long Key

John

RM716 total

includes taxes & fees

31 May - 1 Jun

6 outdoor pools, free pool cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Stock Island

Ruth

RM1,117 total

includes taxes & fees

23 Jun - 24 Jun

Hyatt Vacation Club at Beach House, Key West

Key West

Marcia

RM1,837 total

includes taxes & fees

17 Jun - 18 Jun

In-room safe, individually decorated, individually furnished, desk

The Laureate Key West

New Town

Reina

RM818 total

includes taxes & fees

2 Jun - 3 Jun

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Cheryll

RM1,418 total

includes taxes & fees

17 Jun - 18 Jun

Opal Key Resort & Marina, Key West

Old Town Key West

Theresa

RM1,441 total

includes taxes & fees

4 Jun - 5 Jun

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hawks Cay Resort

Marathon

Kathryne

RM1,488 total

includes taxes & fees

17 Jun - 18 Jun

Hyatt Vacation Club at Windward Pointe, Key West

Key West

Lisa

RM1,604 total

includes taxes & fees

27 Jun - 28 Jun

The Perry Hotel & Marina Key West

Stock Island

Sharon

RM907 total

includes taxes & fees

16 Jun - 17 Jun

Cheeca Lodge & Spa

Matecumbe

Danielle

RM1,174 total

includes taxes & fees

7 Jun - 8 Jun

View all properties

Showing deals for:5 Jun - 7 Jun

The Islands of Islamorada

Islamorada

9.6/10Exceptional (76 reviews)

10% off

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Key West

10/10Exceptional (1 review)

25% off

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Key West

9.2/10Wonderful (5 reviews)

25% off

Hyatt Vacation Club at Windward Pointe, Key West

Key West

9.4/10Exceptional (1,098 reviews)

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Top Monroe County Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"The pool side bar was great finger foods were very good. Breakfast was kind of expensive. For what they offer. One outstanding was the rooms. Staff looked very over worked."

Baker's Cay Resort Key Largo, Curio Collection by Hilton

6/10 Okay

"I stayed here in 2022 and the rooms were clean. This time around the rooms were not that clean. The towels were old and stained. The sheets had holes. It didnt feel clean. The windows had prints on them. The food at the restaurant was good. The service was good. The cleanliness declined..."

The Laureate Key West

2/10 Terrible

"Their staff was horrible. They have booking procedures that say one thing when booking but then they cancel your booking for procedures not stated on the booking site. I called the property to speak directly to the staff. The first time they said they are unable to update the website to match the current booking process. Then when I called back to adhere to the process they answered while in the middle of a personal conversation and once they realized I was on the phone they hung up. I immediately called back and no one answered my call. HORRIBLE CUSTOMER SERVICE!!! Also, once I got there this location is very far from the best parts of Key West ie Duval Street and Mallory Square Market. Choose another location."

Marina Del Mar Resort and Marina

10/10 Excellent

"The room was excellent, great layout. The 1/2 wall sliding glass opening to the large balcony and walkway was a pleasant surprise. The look over the Marina was awesome, the boat traffic was an unexpected highlight…We got lucky with the covered parking more often than not.. The bar & restaurants next door were very lively, good food and times for sure.. The only draw back was the fine black sand/dust, which is resident of being in the Keys… you had to wash your feet before going to a very comfortable king bed. Will definitely book again next time down to the Keys!!"

Hawks Cay Resort

4/10 Poor

"Let’s start by saying I gave them months in advance that we were coming and plans and they managed to not fulfill their part of the deal. I paid for extra amenities to be delivered to the room before we got there for my in-laws 52nd anniversary. they fixed it still charged me ice machine didn’t work neither the vending machine, which would’ve been cheaper to buy a soda out of the machine every once in a while, a good way to make sure you go to the bar and spend way more money the Customer Service in the café store unbelievably terrible the weight staff all, but one gentleman had no compassion or care didn’t understand the food we were ordering and please don’t expect to sit outside in the morning when others are outside eating and get service that’s a bad idea. Don’t sit in a table without a menu you won’t get service for some reason. They don’t put menus on the tables if you’re sitting there in the morning waiting for service when you do go to the front desk to express your concerns they act like they care about everything and do nothing about it, including all of the miscellaneous hidden charges that racked up my bill over $1200. You can’t leave an open tab at the Bar. You have to pay for each drink separately and they expect you to tip every time if you’re not a big wig if you don’t have money flowing out of your ears, don’t expect great bar service or table service near the bar. Do you have to complain to Simon the manager to get a little bit better service."

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Summerland Key

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Our top choices for Monroe County hotels

Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Beachside Resort & Residences

Chesapeake Beach Resort

Isla Bella Beach Resort & Spa

Lime Tree Bay Resort

Oceans Edge Key West Resort, Hotel & Marina

Hyatt Vacation Club at Beach House, Key West

The Laureate Key West

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Opal Key Resort & Marina, Key West

Hawks Cay Resort

Hyatt Vacation Club at Windward Pointe, Key West

The Perry Hotel & Marina Key West

Cheeca Lodge & Spa

Showing deals for:5 Jun - 7 Jun

Image gallery for The Islands of Islamorada

The Islands of Islamorada

Top Monroe County Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

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