Cottages in Monroe County

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Top Cities in Monroe County

Our top choices for Monroe County cottages

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (336 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
The price is AED 426
AED 996 total
includes taxes & fees
21 May - 22 May
Old Wooden Bridge Resort and Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (967 reviews)
"Great place nice people "
United States
Mark
The price is AED 474
AED 533 total
includes taxes & fees
26 May - 27 May
Tropical Cottages

Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking
Key West Historic District
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay! Loved the location and the host was excellent. Door was unlocked and easy to get into. Lots of room and great TV. "
United States
Terry B.
Heart of Downtown Key West Cottage With Off-Street Parking

Key Largo Waterfront Paradise w/Kayaks, Private Dock & BBQ

Key Largo Waterfront Paradise w/Kayaks, Private Dock & BBQ
Key Largo
10.0 out of 10, Exceptional, (14 reviews)
"We loved the deck and tiki area. The tiny home was clean and well maintained. "
United States
Carol
Key Largo Waterfront Paradise w/Kayaks, Private Dock & BBQ

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (143 reviews)
"Great place to stay"
United States
JEFFREY Z.
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (96 reviews)
"Perfect location. Privacy and comfort."
United States
Anthony
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks
Key Largo
10.0 out of 10, Exceptional, (17 reviews)
"We absolutely loved our cottage and the dock and just everything, we will definitely be back. Our property manager, Rebecca, was fantastic and a great communicator."
United States
Kerri
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Cudjoe Key
10.0 out of 10, Exceptional, (43 reviews)
"The home was in great condition and very welcoming."
United States
Matt G.
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (152 reviews)
"Second time staying here. I love it. Private, quiet, host is very pleasant and accommodating. Place is clean. Will stay again when in The Keys. "
United States
James G.
Quaint cottage, pool, dockage just minutes to Key West!

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
8.6 out of 10, Excellent, (199 reviews)
"Excellent location for staying in the Lower Keys. Sunrise view. Nice neighborhood setting. Close to real good places to eat, listen to music and chill. Would come back. "
United States
Ihor C.
Direct Oceanfront Cottage-Sunrise View- #2,

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (23 reviews)
"Great location and host was awesome! "
United States
rebecca r.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (170 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (83 reviews)
"Cute place, clean and Host did a great job with directions and responding to my emails"
United States
Scott S.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.
Old Town Key West
9.8 out of 10, Exceptional, (11 reviews)
"The property management company was very easy to work with and the property itself was clean, comfortable and a pleasant place to hang out. Never had a problem with the on street parking and we found the location perfect for our vacation."
United States
Ginny V.
~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (163 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
Cottage with Pool and Boat Dockage just minutes to Key West!

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (129 reviews)
"Great location. Nothing fancy, but a good value. Dock and waterfront access. The pool was lovely, but not heated. Very quiet other than road noise. This unit #6 was the only one without a screened in porch. That would have been a nice addition. Overall a good value. "
United States
David
Charming cottages, dockage, pool, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (168 reviews)
"Great place "
United States
David
Cottage with Pool and Dockage, just minutes to Key West

Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Historic District
Old Town Key West
9.4 out of 10, Exceptional, (171 reviews)
"Everything was perfect. The host was most accommodating "
United States
louis c.
Conch Republic Consul General's Cottage.-Historic District

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (97 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveler
The price is AED 744
AED 1,564 total
includes taxes & fees
22 May - 23 May
Canal front, dockage, 2 bedroom, 2 bath

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.4 out of 10, Very Good, (62 reviews)
"Yes, pools were very enjoyable and was able to cook meals as we desired. Thank you "
United States
Dewey
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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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Top Monroe County Hotel Reviews