Lower Florida Keys Cottages

Florida Keys Aerial View from airplane; Shutterstock ID 123708478; purchase_order: SP-1269 HA 2018 Batch 1; Order: ; client: ; other:

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Our top choices for Lower Florida Keys cottages

Old Wooden Bridge Resort and Marina

Punta Brisa

Sofia

includes taxes & fees

28 Jun - 29 Jun

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

Cudjoe Key

Waterfront Home

Cudjoe Key

Karen H.

includes taxes & fees

1 Jul - 2 Jul

Beautiful Cottage & Amenities in Gated Community

Cudjoe Key

Lindsay S.

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

Shari H.

OSPREY STUDIO @ The Colony-Sleeps up to 4

Old Town Key West

Donald

OCEANIA... water front cottage retreat ~

Cudjoe Key

Josefina S.

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Old Town Key West

Jackie M.

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Top Lower Florida Keys Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Love it here!"

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

8/10 Good

"Very clean and nice home. Host was quick to respond. There was a lot of seaweed which made it difficult to take our boat in/out. We had to manually pull/push it to avoid seaweed getting into the engine. The community pool is very nice and well maintained."

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

10/10 Excellent

"Had a great 5 night stay wish it was longer. Very clean and well appointed. Tonios was amazing. Great coffee and sandwiches at 5 brothers just down the street Pool was perfect for my morning laps. Definitely would rent again"

Parmer's Resort

10/10 Excellent

"Parmer’s Resort on Little Torch Key is the kind of place you go when you truly want to slow down and unwind—but still have everything you need within reach. The property has a classic“old Florida” charm that is not flashy or overdone—instead, it feels cozy, laid-back, and genuinely welcoming. Parmer's has that homey, relaxed vibe that makes it easy to settle in, unplug, and enjoy the simple pleasures of the Keys. It’s the perfect setting if you’re looking to escape the hustle and just breathe for a while. It’s tucked away in a quiet spot, giving you that “away-from-it-all” feeling, yet you’re still just a short drive from great food and local favorites. Places like Kiki’s, Square Grouper, and Tonio’s are all nearby, and there’s even a fun little taco spot a few miles down the road that’s worth checking out. The amenities really add to the experience without feeling overwhelming. There’s a small private beach where you can relax by the water, plus bicycles, kayaks, and stand-up paddleboards available so you can explore at your own pace. It’s easy to fill your day with outdoor activities—or do nothing at all, which is just as enjoyable here. [parmersresort.com] Another highlight is the daily breakfast, which is such a nice touch. Having that ready each morning makes the stay even more convenient. We will be back!!!"

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

8/10 Good

"The property is on a beautiful view of water, and the communication by the host was excellent. Distance from Key West was good and allowed you to be a little outside of the fray. Three pieces of constructive feedback. We stay a lot in Vrbo‘s and the general expectation is that there is sufficient things like toilet paper, paper towel, dishwasher detergent and coffee pods for a Keurig machine that is there. These were not included, other than a starter roll of TP and paper towel. While it apparently says that in the listing, we didn’t catch it because we have grown accustomed to just having it stocked. Given the price, that would be a simple audition and would make a big difference. Labeling the three remotes in the living room, would’ve been helpful. We never could figure out the TV. And last, the golf cart is a big bonus, especially when you have aging people with you. However, the golf cart is in bad shape, it’s old and the brake needs to be fixed. Other than that, it was worth the stay."

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

10/10 Excellent

"What a gem! This house was perfect for our family’s first trip to the Keys. The location was amazing and provided the type of privacy I wanted. Little Torch Key is beautiful with easy access to lots of activities and attractions. The host was great and easy to work with. I would definitely book this spot again!"

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