Lower Florida Keys Cottages

A coastal landscape with clear turquoise waters, a long bridge, and a small island with buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
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

A floating houseboat with a covered deck and seating area, docked at a marina.

1. Old Wooden Bridge Resort and Marina

Punta Brisa

Daisybel

includes taxes & fees

13 Oct - 14 Oct

Two small, single-story buildings with a red and yellow exterior, each with a door and windows, and surrounded by greenery and trees.

2. Tropical Cottages

Marathon

Aaron

includes taxes & fees

18 Oct - 19 Oct

View all properties

Find holiday rentals that suit your style

Cottages

Houseboats

Save an average of 15% on thousands of hotels when you're signed in

Top Lower Florida Keys Hotel Reviews

Looe Key Reef Resort

10/10 Excellent

"Great diving"

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent

"We had a great stay! Everything was clean, comfortable, and worked out perfectly for our trip. Having access to the boat ramp and convenient parking for both our boat and trailer was extremely helpful. The marina store was a nice added convenience, and having a pressure washer available made cleaning up after a day on the water much easier. Overall, we really enjoyed our stay and would definitely stay here again."

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

10/10 Excellent

"This is a Keys property that allows pets. That's rare when you're looking to stay with a boat for a week.Use the Cudjoe Gardens Marina for a boat ramp unless you have a light boat and 4 wheel drive.The pool is a nice amenity to cool off in!The AC works well and the TV/WiFi does too."

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

10/10 Excellent

"The property is a great location between Key West and Marathon. I like to dive along there. Good value. The resort is well kept and secure. The unit could use a couple of umbrellas for those rainy days."

Find out more about Lower Florida Keys