Book Monroe County, FL Cottages

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Top cities with Cottages to explore in Monroe County

A beach with palm trees and white lounge chairs under a clear blue sky.

Islamorada

Cottages
Islamorada

Top Cottages in Monroe County

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$222 nightly
The price is $250 total per night
$250 total
Oct 11 - Oct 12
Total with taxes and fees
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.
Pool
Pet friendly
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf Marathon FL
$79 nightly
The price is $89 total per night
$89 total
Oct 18 - Oct 19
Total with taxes and fees
A restaurant and a bar/lounge are featured at this cottage. Free self parking, a garden, and a snack bar/deli are also offered.
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key FL
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This cottage features a garden, laundry facilities, and barbecue grills.
Cottage with swimming pool and dockage, just minutes to Key West!

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

Cudjoe Key FL
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This cottage features a garden, laundry facilities, and barbecue grills.
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

Key West FL
$733 nightly
The price is $814 total per night
$814 total
Oct 14 - Oct 15
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
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 FL
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An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Canal Front home with easy Ocean access

Canal Front home with easy Ocean access

Cudjoe Key FL
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A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.
Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West FL
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Free WiFi in public areas is available at this cottage.
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cudjoe Key FL
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This cottage features a garden, laundry facilities, and barbecue grills.
Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Historic District

Key West FL
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This cottage features a garden, laundry facilities, and barbecue grills.
Quaint cottage, pool, dockage just minutes to Key West!

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

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Don't see what you're looking for?
See all available properties in Monroe County
View all properties
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.

Top Cottages in Monroe County

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$222 nightly
The price is $250 total per night
$250 total
Oct 11 - Oct 12
Total with taxes and fees
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.
Pool
Pet friendly
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf Marathon FL
$79 nightly
The price is $89 total per night
$89 total
Oct 18 - Oct 19
Total with taxes and fees
A restaurant and a bar/lounge are featured at this cottage. Free self parking, a garden, and a snack bar/deli are also offered.
Parking included
Restaurant
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Cottage with swimming pool and dockage, just minutes to Key West!

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

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

Key West FL
$733 nightly
The price is $814 total per night
$814 total
Oct 14 - Oct 15
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
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 FL
Get rates
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Canal Front home with easy Ocean access

Canal Front home with easy Ocean access

Cudjoe Key FL
Get rates
A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West FL
Get rates
Free WiFi in public areas is available at this cottage.
Kitchen
Free WiFi
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Historic District

Key West FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Quaint cottage, pool, dockage just minutes to Key West!

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

Cudjoe Key FL
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Monroe County
View all properties
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.

Top hotels in Monroe County

Havana Cabana at Key West

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL
$197 nightly
The price is $222 total per night from Oct 25 to Oct 26
$222 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (1,871 reviews)

Monroe County Cottages essential information

Accommodation
242 Cottages
Lowest Price
$89
Highest Price
$814
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Direct Oceanfront Cottage-Sunrise View- #2,, Cottage with swimming pool and dockage, just minutes to Key West!, Cottage with Pool and Dockage, just minutes to Key West, The Dancing Rooster: 2 Blocks from Duval in Old Town., Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Canal Front home with easy Ocean access, Heart of Downtown Key West Cottage With Off-Street Parking, Cottage with Pool and Boat Dockage just minutes to Key West!, Conch Republic Consul General's Cottage.-Historic District, Quaint cottage, pool, dockage just minutes to Key West!

Monroe County Cottages essential information

Accommodation
242 Cottages
Lowest Price
$89
Highest Price
$814
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Direct Oceanfront Cottage-Sunrise View- #2,, Cottage with swimming pool and dockage, just minutes to Key West!, Cottage with Pool and Dockage, just minutes to Key West, The Dancing Rooster: 2 Blocks from Duval in Old Town., Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Canal Front home with easy Ocean access, Heart of Downtown Key West Cottage With Off-Street Parking, Cottage with Pool and Boat Dockage just minutes to Key West!, Conch Republic Consul General's Cottage.-Historic District, Quaint cottage, pool, dockage just minutes to Key West!

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