Search Cottages in Lower Florida Keys

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lower Florida 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, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
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, (54)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is HK$1,749
HK$3,339 total
includes taxes & fees
5 Jan - 6 Jan 2026
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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, (154)
"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.
The price is HK$1,360
HK$2,412 total
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Very nice and quiet! "
United States
Lura H.
The price is HK$1,944
HK$3,395 total
includes taxes & fees
10 Jan - 11 Jan 2026
Cottage with Pool and Dockage, just minutes to Key West

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.
The price is HK$1,751
HK$2,945 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (175)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is HK$1,944
HK$3,694 total
includes taxes & fees
10 Jan - 11 Jan 2026
Waterfront Home

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 HK$1,749
HK$3,452 total
includes taxes & fees
10 Jan - 11 Jan 2026
Canal front, dockage, 2 bedroom, 2 bath

Living Life Dockside

Living Life Dockside
Stock Island
The price is HK$2,941
HK$4,417 total
includes taxes & fees
4 Jan - 5 Jan 2026
Living Life Dockside

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 HK$2,272
HK$4,687 total
includes taxes & fees
9 Jan - 10 Jan 2026
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (96)
"Loved the location of the cottage "
United States
Betty B.
The price is HK$4,538
HK$8,149 total
includes taxes & fees
17 Jan - 18 Jan 2026
HIDDEN OASIS 3 blocks from Duval

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 HK$1,749
HK$3,300 total
includes taxes & fees
10 Jan - 11 Jan 2026
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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, (147)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is HK$1,944
HK$3,434 total
includes taxes & fees
2 Jan - 3 Jan 2026
Quaint cottage, pool, dockage just minutes to 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, (121)
"Jennifer was very nice and accommodating."
United States
Randy G.
The price is HK$1,555
HK$2,942 total
includes taxes & fees
2 Jan - 3 Jan 2026
Charming cottages, dockage, pool, just minutes to Key West

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

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (26)
"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$2,272
HK$4,687 total
includes taxes & fees
9 Jan - 10 Jan 2026
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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, (36)
"Good place to stay loved it"
United States
Charles I.
The price is HK$2,272
HK$4,687 total
includes taxes & fees
9 Jan - 10 Jan 2026
Egret Suite | Bright Retreat, Hot Tubs, Steps from 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, (29)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
The price is HK$2,286
HK$4,709 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 HK$2,288
HK$4,667 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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, (27)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is HK$2,288
HK$4,667 total
includes taxes & fees
4 Jan - 5 Jan 2026
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (915)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is HK$1,049
HK$1,181 total
includes taxes & fees
8 Jan - 9 Jan 2026
Tropical Cottages
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lower Florida Keys Hotel Reviews

Find out more about Lower Florida Keys

Lower Florida Keys Cottages information

Number of reviews
2,521
Accommodation
109 Cottages
Lowest Price
HK$1,181
Highest Price
HK$8,149

Explore a world of travel with Expedia