Cottages in Monroe County

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Top Cities in Monroe County

CottagesCottages

Key West

Key West

Featured Cottages in Monroe County

Exterior
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina
Exterior
Tropical Cottages

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (897)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is HK$700
HK$787 total
includes taxes & fees
18 Nov - 19 Nov
Tropical Cottages
Exterior
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, (8)
"Easy walk to everything! Comfortable stay. "
United States
Esther G.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior
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, (164)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Exterior
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
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is HK$1,167
HK$2,606 total
includes taxes & fees
10 Nov - 11 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Property grounds
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, (164)
"Very nice cottage. Good location, clean and quiet. "
United States
Chris A.
Conch Republic Consul General's Cottage.-Historic District
Exterior
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (158)
"Wonderful stay with great property and pool. Very well maintained!"
United States
Eric E.
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior
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, (89)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
United States
Brittany W.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
The price is HK$1,361
HK$3,047 total
includes taxes & fees
16 Nov - 17 Nov
Canal front, dockage, 2 bedroom, 2 bath
Exterior
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, (143)
"My family loved the cottage. The pool and fishing dock were awesome."
United States
Leslie B.
Quaint cottage, pool, dockage just minutes to Key West!
Property grounds
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, (29)
"Very clean, it hit all the things we wanted i.e. upstairs outdoor porch. "
United States
Kevin S.
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Exterior
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, (51)
"Stayed here as a 30th anniversary treat. Delightful cottage and lovely location. Communication from owner was excellent. We really enjoyed our stay and would visit again!"
United Kingdom
Robert B.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
The price is HK$995
HK$2,889 total
includes taxes & fees
30 Nov - 1 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Great location. Close to everything but very quiet. Easy access and the property manager was super helpful with parking and accommodations. Would stay here again 100%!"
United States
Katie B.
The price is HK$995
HK$2,935 total
includes taxes & fees
18 Nov - 19 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

Old Town Key West
10.0 out of 10, Exceptional, (128)
"We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!"
United States
Leslie M.
The price is HK$2,566
HK$4,682 total
includes taxes & fees
10 Dec - 11 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

Key West Historic District
10.0 out of 10, Exceptional, (142)
"Excellent location. "
United States
Daniel O.
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Exterior
One Bedroom Cottage House in Old Town Key West by the Hemingway House.

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

Old Town Key West
One Bedroom Cottage House in Old Town Key West by the Hemingway House.
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"11/10 stay and service, Marie was so amazing and allowed for early check in and late check out for my birthday weekend. Location was so perfect and had golf cart rental next door. Will definitely be staying here next time I come to the keys! "
United States
Julie G.
The price is HK$995
HK$2,920 total
includes taxes & fees
16 Nov - 17 Nov
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Exterior
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, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
Cottage with Pool and Boat Dockage just minutes to Key West!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (25)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is HK$894
HK$2,780 total
includes taxes & fees
23 Nov - 24 Nov
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Beautiful location. The room was very comfortable and clean. The ocean view room with a balcony was perfect. The continental breakfast was great. I would highly recommend staying here. "
Laurie 5-night trip
Posted 19 hours ago
Chesapeake Beach Resort

Find out more about Monroe County

Monroe County Cottages information

Number of reviews
2,580
Accommodation
262 Cottages
Lowest Price
HK$787
Highest Price
HK$4,682