Monroe County Cottages
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Cottages in Monroe County
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$274 nightly
The price is $308 total per night
$308 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at Old Wooden Bridge Resort and Marina in Big Pine Key (Punta Brisa), you'll be within a 15-minute drive of Florida Keys Beaches and Blue Hole.
Pool
Pet friendly
Tropical Cottages
243 61st Street Gulf Marathon FL
$95 nightly
The price is $107 total per night
$107 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at Tropical Cottages in Marathon, you'll be within a 5-minute drive of Sombrero Beach and Crane Point Museum and Nature Center.
Parking included
Restaurant
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Key West FL
With a stay at this cottage, you'll be centrally located in Key West, just a 3-minute walk from Duval Street and 5 minutes by foot from Ernest Hemingway Home and Museum.
Kitchen
Pet friendly
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Key West FL
With a stay at this cottage in Key West (Old Town Key West), you'll be steps from Duval Street and Florida Keys Beaches.
Hot Tub
Washer
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Key West FL
A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.
Hot Tub
Dryer
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Key West FL
$536 nightly
The price is $589 total per night
$589 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.
Hot Tub
Kitchen
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Key West FL
$536 nightly
The price is $589 total per night
$589 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.
Hot Tub
Washer
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key FL
A stay at this cottage places you in the heart of Summerland Key, within a 5-minute drive of National Key Deer Refuge Visitor Center and Big Pine Key Flea Market.
Kitchen
Washer
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Key West FL
$536 nightly
The price is $589 total per night
$589 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.
Hot Tub
Kitchen
Conch Republic Consul General's Cottage.-Historic District
Key West FL
A stay at this cottage places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Pool
Kitchen
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.
Monroe County Cottages essential information
Accommodation | 264 Cottages |
|---|---|
Lowest Price | $107 |
Highest Price | $589 |
Popular accommodation | Old Wooden Bridge Resort and Marina, Tropical Cottages, The Dancing Rooster: 2 Blocks from Duval in Old Town., Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!, Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!, Direct Oceanfront Cottage-Sunrise View- #2,, Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!, Conch Republic Consul General's Cottage.-Historic District, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with swimming pool and dockage, just minutes to Key West! |