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Monroe County Accommodation: Most Popular Cities to Stay

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Our top choices for Monroe County hotels

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1837)
"Great stay"
United States
james
The price is ฿6,971
฿9,413 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1803)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,234
฿9,884 total
includes taxes & fees
13 Jan - 14 Jan 2026
Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1774)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is ฿11,093
฿14,492 total
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1761)
"The place is great!"
United States
Anna
The price is ฿7,365
฿10,184 total
includes taxes & fees
26 Jan - 27 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2951)
"Wonderful stay!"
United States
Elisa
The price is ฿9,163
฿12,578 total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses

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, (1173)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is ฿9,131
฿11,145 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection

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, (1001)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,424
฿9,399 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - 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 ฿8,295
฿11,241 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West

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, (489)
"Great place"
United States
ELENA
The price is ฿13,988
฿17,601 total
includes taxes & fees
12 Jan - 13 Jan 2026
Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1217)
"Great location - nice pools - excellent staff"
United States
Gary
The price is ฿6,312
฿8,885 total
includes taxes & fees
5 Jan - 6 Jan 2026
Parrot Key Hotel & Villas

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, (1000)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is ฿12,651
฿15,631 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at Beach House, Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1709)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is ฿11,978
฿15,729 total
includes taxes & fees
27 Jan - 28 Jan 2026
Havana Cabana at Key West

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1108)
"This place is the best kept secret "
United States
Kathleen
Lime Tree Bay Resort

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, (1001)
"Clean rooms, great location."
United States
Shalaka
The price is ฿12,916
฿15,928 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1001)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is ฿10,154
฿13,285 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Reach Key West, Curio Collection by Hilton

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1601)
"The entire resort was wonderful."
Canada
Mat
The price is ฿5,867
฿8,346 total
includes taxes & fees
25 Jan - 26 Jan 2026
Chesapeake Beach Resort

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1292)
"Wonderful stay"
United States
Lindsey
The price is ฿9,760
฿10,980 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Key West FL

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, (1026)
"Our stay was great!"
United States
Richard
The price is ฿13,004
฿15,851 total
includes taxes & fees
4 Jan - 5 Jan 2026
Opal Key Resort & Marina, Key West

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1277)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is ฿9,291
฿12,725 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cheeca Lodge & Spa

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1002)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is ฿10,658
฿13,703 total
includes taxes & fees
19 Jan - 20 Jan 2026
Playa Largo Resort & Spa, Autograph Collection
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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Top Monroe County Hotel Reviews