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Featured Cottages in Lower Florida Keys

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (189)
"Nice quiet area Everyone is so friendly and the little deer , are just adorable "
The price is AU$409
includes taxes & fees
9 Feb - 10 Feb
Old Wooden Bridge Resort and Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (42)
"This is our second year at one of these cottages. We love the complex and the location is great to get to many things. The cottage has everything you would need and is very clean. The host has been great to work with."
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

8.8 out of 10, Excellent, (59)
"We just love this place"
The price is AU$797
includes taxes & fees
19 Feb - 20 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.2 out of 10, Wonderful, (67)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
The price is AU$797
includes taxes & fees
26 Feb - 27 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 star property
9.2 out of 10, Wonderful, (37)
"We loved our stay here. It was quiet and serene. Great location. We were able to walk or bike easily to everything we wanted to do."
The price is AU$1,459
includes taxes & fees
25 Feb - 26 Feb
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

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

10.0 out of 10, Exceptional, (112)
"It was really important for my group to be able to walk to the majority of the food and things. It was a great spot to do that from. Our only regret is we did not come during a time of year when the weather was touch warmer. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (17)
"We really enjoyed the mini vacation in the Florida Keys."
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.6 out of 10, Exceptional, (38)
"Great property & location!"
The price is AU$1,448
includes taxes & fees
5 Mar - 6 Mar
ROYAL POINCIANA COTTAGE - Quaint Old Town location

Waterfront Cozy Cottage with Boat Ramp & Dock!

10.0 out of 10, Exceptional, (54)
"Brother-in-law and I stayed for 3 nights for a quick fishing getaway. The property was perfect for our needs. The property manager was proactive and communicative. He even reached out the day of check-in to let us know an early check-in was available. The property was in a nice quiet area, but just close enough to Kiki's to hear the evening live music from the fantastic pier. Also, within walking distance to Kiki's for a quick bite and a drink after fishing.The property was extremely clean...
Waterfront Cozy Cottage with Boat Ramp & Dock!

Waterfront Home

8.8 out of 10, Excellent, (155)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
The price is AU$780
includes taxes & fees
21 Feb - 22 Feb
Waterfront Home

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

10.0 out of 10, Exceptional, (11)
"Super cute bungalow surrounded by a beautiful lake. The location was perfect for us and super convenient to Key West! The staff was very friendly and very helpful. After hours check-in was very smooth. We will stay there again when we are in the area!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.6 out of 10, Excellent, (38)
"Well located to visit Key West as well as other Keys both East and West. House needs some attention. "
The price is AU$592
includes taxes & fees
22 Feb - 23 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (75)
"My husband loved fishing everyday and I enjoyed reading.The place was in a perfect location and had most of the comforts of home. There was no cleaning table for the fish big inconvenience and no light available. My issue is the lack of shade on the porch on the comfortable couch. It’s way too hot"
Canal front, dockage, 2 bedroom, 2 bath

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"We arrived to a spotless cabana! The bed was perfect! Just awesome accommodations that I would definitely book again!!! Highly recommend- it was close to Key West but quiet and relaxing. And our pet stayed with us."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

Riley's Retreat - Venture Out 107

8.6 out of 10, Excellent, (7)
"We would stay here again. Very clean. Kitchen well supplied. The beds could be more comfortable, but that could be a preference of bed type. The blinds in the bedrooms did not close completly so if you sleep late the light could be an issue. Itwasnt for us."
Riley's Retreat - Venture Out 107

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (216)
"Very clean. Could use some updating such as fresh paint. "
The price is AU$1,153
includes taxes & fees
10 Mar - 11 Mar
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (169)
"It was kind of exciting. the cops showed up on the property and on the next door property to the North, there was a tree of stolen bouys and a stolen crab trap. It was quiet. there was a bit of a flood when it rained but within a day or 2 the water was gone. we had trouble opening the slider on the deck and I think there was moisture in the door. Hopefully we left it pretty clean. we had to be at the airport by 6:30. thank you, it was a wonderful stay. Patty "
Direct Oceanfront Cottage-Sunrise View- #2,

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

9.0 out of 10, Wonderful, (137)
"We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!"
The price is AU$456
includes taxes & fees
16 Feb - 17 Feb
Cottage with swimming pool and dockage, just minutes to Key West!
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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Other property types in Lower Florida Keys

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (65)
"Clean well equipped great location"
The price is AU$1,429
includes taxes & fees
9 Feb - 10 Feb
Old Florida Style, wrap around porch, boat basin for dockage, open water

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (31)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (42)
"This is our second year at one of these cottages. We love the complex and the location is great to get to many things. The cottage has everything you would need and is very clean. The host has been great to work with."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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.