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, (313 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (945 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
The price is AED 624
AED 702 total
includes taxes & fees
12 Apr - 13 Apr
Tropical Cottages

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (95 reviews)
"Nice community, not far from Key West. However the house was not clean. The sheets and pillows had blood on them and looked like they had not been washed, there was a lot of dust and floors were not vacuumed properly. The bathrooms had hair on the walls. This resulted in us having to sleep on top of blankets we brought with us. "
United States
Almina
Canal front, dockage, 2 bedroom, 2 bath

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
9.8 out of 10, Exceptional, (16 reviews)
"Great location and host was awesome! "
United States
rebecca r.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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, (168 reviews)
"Everything was perfect. The host was most accommodating "
United States
louis c.
Conch Republic Consul General's Cottage.-Historic District

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, (166 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is AED 744
AED 1,286 total
includes taxes & fees
25 Mar - 26 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Comfortable Cottage with Private Pool & Lovely Garden - Great Location

Comfortable Cottage with Private Pool & Lovely Garden - Great Location
Old Town Key West
8.8 out of 10, Excellent, (123 reviews)
"Great location and a great pool "
United States
J C.
Comfortable Cottage with Private Pool & Lovely Garden - Great Location

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
Key West Historic District
9.6 out of 10, Exceptional, (15 reviews)
"This property was amazing!"
United States
Samuel C.
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

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, (124 reviews)
"Value for money: Fair This is a unit in a 3-unit divided house, not a cottage as described. It was clean, comfortable, quiet, and a good size, located a convenient drive to Key West. We enjoyed our stay."
United States
Laura
Charming cottages, dockage, pool, just minutes to Key West

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, (10 reviews)
"Perfect little spot for a family of 4. Relaxing and comfortable. Nice location to get around. Kayaking available right from the dock. Would love to come back."
United States
Andrea
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, (139 reviews)
"Great place to stay"
United States
JEFFREY Z.
The price is AED 1,469
AED 2,563 total
includes taxes & fees
22 Apr - 23 Apr
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
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is AED 744
AED 1,463 total
includes taxes & fees
2 Apr - 3 Apr
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Old Town Key West
9.2 out of 10, Wonderful, (83 reviews)
"Great host communication "
United States
Justin L.
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

~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, (7 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.

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, (36 reviews)
"This is the second time we have stayed her and found it just as enjoyable as the first. Will see if it is available next time we are in town. "
United States
Cherise C.
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is AED 826
AED 1,679 total
includes taxes & fees
29 Mar - 30 Mar
Waterfront Home

Marina View Cottage at key largo

Marina View Cottage at key largo
Key Largo
10.0 out of 10, Exceptional, (5 reviews)
Marina View Cottage at key largo

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, (60 reviews)
"It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. "
United States
joanne
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Marathon
10.0 out of 10, Exceptional, (115 reviews)
"Great communicator "
United States
Steve W.
Keys Waterfront Half-Duplex, Ocean side 37' Dock,

SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!

SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!
Summerland Key
9.8 out of 10, Exceptional, (36 reviews)
"Room was very clean the website list stovetop that didn’t exist and 5 minutes walk to area beaches that is not true there is no beach access on Summerland Keys that I found everything else was great nice relaxing stay "
United States
Randy
SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!
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