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Monroe County Accommodation: Most Popular Cities to Stay

HotelsHotels

Key West

Key West

Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Monroe County hotels

Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1789)
"Great stay"
United States
james
The price is ฿8,536
฿11,196 total
includes taxes & fees
19 Dec - 20 Dec
Beachside Resort & Residences
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1763)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is ฿6,767
฿9,383 total
includes taxes & fees
21 Dec - 22 Dec
Blue Flamingo Resort Key West
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1779)
" Great location "
United States
Kristen
The price is ฿10,004
฿13,279 total
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1747)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is ฿6,531
฿9,261 total
includes taxes & fees
8 Jan - 9 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2940)
"Great location"
United States
Robert
The price is ฿9,987
฿13,536 total
includes taxes & fees
7 Jan - 8 Jan 2026
Southernmost Beach Resort and Guesthouses
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1155)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is ฿7,017
฿8,779 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Key West / The Keys Collection
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1174)
"great place to stay "
United States
michael
The price is ฿8,732
฿11,763 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1011)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,274
฿9,245 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Suite, 1 King Bed, Lanai, Oceanfront | View from room
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (474)
"Clean, great staff and location."
United States
Vincent
The price is ฿12,238
฿15,655 total
includes taxes & fees
19 Dec - 20 Dec
Casa Marina Key West, Curio Collection by Hilton
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1195)
"Great place to stay 👌 👍 "
United States
james
The price is ฿6,659
฿9,296 total
includes taxes & fees
11 Jan - 12 Jan 2026
Parrot Key Hotel & Villas
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1719)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is ฿9,338
฿12,711 total
includes taxes & fees
5 Jan - 6 Jan 2026
Havana Cabana at Key West
Property grounds
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1017)
"We enjoyed the beautiful property."
United States
Susan
The price is ฿12,542
฿15,525 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Vacation Club at Beach House, Key West
Property grounds
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1015)
"Staff was great and rooms were very well kept."
United States
Kayla
The price is ฿13,879
฿17,029 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
View from property
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1118)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Private beach, scuba diving, sailing, kayaking
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1007)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is ฿10,293
฿13,467 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1286)
"Wonderful stay"
United States
Lindsey
The price is ฿8,760
฿9,855 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Key West FL
Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1597)
"The entire resort was wonderful."
Canada
Mat
The price is ฿5,948
฿8,461 total
includes taxes & fees
4 Jan - 5 Jan 2026
Chesapeake Beach Resort
Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1269)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is ฿9,419
฿12,899 total
includes taxes & fees
19 Dec - 20 Dec
Cheeca Lodge & Spa
Exterior
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is ฿11,294
฿14,440 total
includes taxes & fees
4 Jan - 5 Jan 2026
Playa Largo Resort & Spa, Autograph Collection
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1020)
"Our stay was great!"
United States
Richard
The price is ฿12,553
฿15,361 total
includes taxes & fees
20 Dec - 21 Dec
Opal Key Resort & Marina, 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.
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Great weekend hotel deals in Monroe County, FL

Showing deals for:26 Dec - 28 Dec

Image gallery for Pier House Resort & Spa

Private beach, white sand, sun-loungers, beach umbrellas
VIP Access

Pier House Resort & Spa

4.0 star property
Key West
9.0/10Wonderful (1,002 reviews)
20% off
Price is ฿28,577
฿68,409 total
includes taxes & fees
Pier House Resort & Spa
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Top Monroe County Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Absolutely loved this resort and everything was perfect. The 2 bedroom villa as beautiful and the screen in deck was perfect! We will definitely be back! Thank you for making our anniversary great!"
Melinda 5-night trip
Posted 11 hours ago
Hyatt Vacation Club at Beach House, Key West

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