A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

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Monroe County Accommodation: Most Popular Cities to Stay

A beach with palm trees, people sunbathing, and a resort in the background.
Holiday RentalsHoliday Rentals

Key West

Key West

Our top choices for Monroe County holiday rentals

A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

1. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (345 reviews)
"Great place "
United States
Jay
The price is ฿5,309
฿5,972 total
includes taxes & fees
30 Sept - 1 Oct
Anchorage Resort & Yacht Club
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

2. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,236 reviews)
"Clean room with exceptional hospitality"
United States
chantal
The price is ฿2,314
฿3,325 total
includes taxes & fees
30 Sept - 1 Oct
Knight's Key Suites
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

3. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (373 reviews)
"Best stop over before going to Key west. We enjoyed here a lot, parking our trailer was never a problem."
United States
Daisybel
The price is ฿3,901
฿9,114 total
includes taxes & fees
30 Sept - 1 Oct
Old Wooden Bridge Resort and Marina
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.

4. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
9.8 out of 10, Exceptional, (183 reviews)
"Amazing vacation spot!!"
United States
Katie Lyn
The price is ฿6,736
฿7,578 total
includes taxes & fees
30 Sept - 1 Oct
Island Bay Resort
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

5. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
The price is ฿4,809
฿6,771 total
includes taxes & fees
30 Sept - 1 Oct
Skipjack Resort & Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

6. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"Beautiful unique place"
United States
Laura
The price is ฿3,576
฿8,718 total
includes taxes & fees
30 Sept - 1 Oct
Treasure Harbor
A marina with several docked boats and a row of small, white cabins with blue roofs.

7. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (364 reviews)
"Clean Friendly staff Recommend for family"
United States
Yamei
The price is ฿5,111
฿10,475 total
includes taxes & fees
19 Oct - 20 Oct
Yacht Haven Marina
A beach with palm trees, thatched-roof huts, and lounge chairs.

8. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (757 reviews)
"We loved our stay! Great location, clean rooms."
United States
Zack
The price is ฿2,747
฿3,627 total
includes taxes & fees
1 Oct - 2 Oct
Breezy Palms Resort
A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

9. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (198 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is ฿2,994
฿9,102 total
includes taxes & fees
30 Sept - 1 Oct
Aqua Lodges at Hurricane Hole Marina
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

10. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,002 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is ฿2,655
฿2,987 total
includes taxes & fees
30 Sept - 1 Oct
Tropical Cottages
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Beautiful location, great amenities, and comfortable rooms"
Michael 7-night trip
Posted less than an hour ago
Lime Tree Bay Resort

Find out more about Monroe County

Vacation Apartments in Monroe County

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