Find the best Monroe County Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Monroe County Accommodation: Most Popular Cities to Stay

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top Hotels Monroe County

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1772)
"Great place to stay"
United States
Tracey
The price is ฿5,791
฿8,545 total
includes taxes & fees
3 Dec - 4 Dec
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1734)
"Great hotel"
United States
Jonathan
The price is ฿5,172
฿7,770 total
includes taxes & fees
16 Nov - 17 Nov
Oceans Edge Key West Resort, Hotel & Marina

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1156)
"Staff was very warm and courteous. Rooms were clean and spacious."
United States
Jeanne
The price is ฿4,647
฿7,084 total
includes taxes & fees
18 Nov - 19 Nov
Parrot Key Hotel & Villas

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2851)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is ฿5,721
฿8,802 total
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very good, (1682)
"The resort was clean & staff was great!"
United States
Adam
The price is ฿2,997
฿5,192 total
includes taxes & fees
18 Nov - 19 Nov
Blue Flamingo Resort Key West

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1675)
"Very cool place to vacation "
United States
Gabriel
The price is ฿4,010
฿6,148 total
includes taxes & fees
18 Nov - 19 Nov
Beachside Resort & Residences

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1144)
"The rooms were very clean the staff was extremely nice and helpful. Would definitely stay here again"
United States
Richard
The price is ฿3,882
฿6,231 total
includes taxes & fees
26 Nov - 27 Nov
The Perry Hotel & Marina Key West

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very good, (428)
"The hotel is absolutely stunning and the room was excellent—beautiful, comfortable, and spotless. However, during our stay the main elevator was out of service, and the remaining elevator was extremely slow. We ended up using the stairs multiple times, and unfortunately they were not well maintained. It definitely took away from an otherwise great experience. If the elevator and stairway issues get resolved, this would easily be a top-tier stay."
United States
Priscila
The price is ฿8,222
฿11,190 total
includes taxes & fees
1 Dec - 2 Dec
Casa Marina Key West, Curio Collection by Hilton

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very good, (1117)
"Everything was wonderful, clean room, great staff, lovely facility"
United States
Elizabeth A
The price is ฿2,821
฿4,084 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1007)
"Very very nice stay! "
United States
Chloe
The price is ฿4,374
฿6,012 total
includes taxes & fees
19 Nov - 20 Nov
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

2.5 star property
Key West
9.0 out of 10, Wonderful, (1261)
"Great property and location."
United States
Indraneel
The price is ฿6,572
฿7,393 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn Key West FL

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1261)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
The price is ฿6,438
฿9,426 total
includes taxes & fees
12 Nov - 13 Nov
Cheeca Lodge & Spa

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1001)
"Nice resort, great location. "
United States
Joey Max
The price is ฿8,637
฿11,173 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1566)
"Clean room, friendly staff, perfect setting, good breakfast"
United States
Dwight
The price is ฿4,579
฿6,971 total
includes taxes & fees
12 Nov - 13 Nov
Chesapeake Beach Resort

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1002)
"By far one of the best hotels in the keys. "
United States
Felipe
The price is ฿7,732
฿10,482 total
includes taxes & fees
1 Dec - 2 Dec
Playa Largo Resort & Spa, Autograph Collection

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
Key West
9.6 out of 10, Exceptional, (1002)
"Very friendly and helpful staff."
United States
Alan
The price is ฿8,717
฿11,262 total
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Windward Pointe, Key West

The Reach Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1005)
"Everything about this property is excellent. The staff are incredibly friendly and the rooms and grounds are pristine. Easy access to dining, coffee and more on site. "
United States
Jesse
The price is ฿7,672
฿10,572 total
includes taxes & fees
20 Nov - 21 Nov
The Reach Key West, Curio Collection by Hilton

Isla Bella Beach Resort & Spa

5.0 star property
Marathon
9.2 out of 10, Wonderful, (1051)
"Everything was excellent!"
United States
Iulian
The price is ฿8,123
฿11,123 total
includes taxes & fees
1 Dec - 2 Dec
Isla Bella Beach Resort & Spa

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1037)
"Great location near many attractions. "
United States
Marwin
The price is ฿6,431
฿8,873 total
includes taxes & fees
30 Nov - 1 Dec
Winslow's Bungalows - Key West Historic Inns

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1007)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ฿5,144
฿6,697 total
includes taxes & fees
16 Nov - 17 Nov
The Laureate Key West
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.

Great weekend hotel deals in Monroe County, FL

Showing deals for:21 Nov - 23 Nov
Save an average of 15% on thousands of hotels when you're signed in

Top Monroe County Hotel Reviews

Explore a world of travel with Expedia