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Our top choices for Lower Keys 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, (278)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

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, (50)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is AU$501
includes taxes & fees
18 Dec - 19 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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, (120)
"Jennifer was very nice and accommodating."
United States
Randy G.
The price is AU$502
includes taxes & fees
19 Dec - 20 Dec
Charming cottages, dockage, pool, just minutes to Key West

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (89)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is AU$564
includes taxes & fees
21 Dec - 22 Dec
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
8.6 out of 10, Excellent, (52)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is AU$501
includes taxes & fees
18 Dec - 19 Dec
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (75)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is AU$501
includes taxes & fees
18 Dec - 19 Dec
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (90)
"Nice place to vacation "
United States
Kevin D.
The price is AU$526
includes taxes & fees
20 Dec - 21 Dec
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (52)
"Check in was easy, place nice & quiet. Kitchen facilities was good. Had a problem with the microwave, property manager took care of it within hours. WiFi great. Access was easy once you got used to it."
United States
myra c.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
Beautiful Cottage & Amenities in Gated Community

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, (146)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is AU$483
includes taxes & fees
20 Dec - 21 Dec
Quaint cottage, pool, dockage just minutes to Key West!

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (908)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is AU$204
includes taxes & fees
19 Dec - 20 Dec
Tropical Cottages

Living Life Dockside

Living Life Dockside
Stock Island
The price is AU$946
includes taxes & fees
4 Jan - 5 Jan 2026
Living Life Dockside

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
United States
Charles I.
The price is AU$594
includes taxes & fees
20 Dec - 21 Dec
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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, (131)
"Great place to stay"
United States
JEFFREY Z.
The price is AU$1,008
includes taxes & fees
19 Dec - 20 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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, (26)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is AU$579
includes taxes & fees
18 Dec - 19 Dec
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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, (25)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is AU$579
includes taxes & fees
18 Dec - 19 Dec
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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, (28)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
United States
Lauren S.
The price is AU$579
includes taxes & fees
21 Dec - 22 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AU$579
includes taxes & fees
18 Dec - 19 Dec
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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
9.6 out of 10, Exceptional, (10)
"This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay."
United States
Michael M.
The price is AU$1,157
includes taxes & fees
9 Jan - 10 Jan 2026
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
The price is AU$1,570
includes taxes & fees
24 Dec - 25 Dec
Find your zen at HIDDEN TREASURE
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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Frequently asked questions

How much do cottages in Lower Keys cost?
Prepare to pay between and per night for cottages in Lower Keys. Whatever your budget, a fantastic stay is only a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Lower Keys?
Lower Keys has cottages to choose from. Enter your destination and travel dates and start organising your next escape today.
What is there to do in Lower Keys near my cottage?
Whether your travels take you north, south, east or west in Lower Keys, you'll find tons of fun things to keep you busy here. Planning to stay in Sugarloaf Key? Florida Keys Beaches is a favourite attraction to include on your itinerary.

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