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

1. Old Wooden Bridge Resort and Marina

Punta Brisa

Lisa

includes taxes & fees

1 Sept - 2 Sept

2. Find your zen at HIDDEN TREASURE

Old Town Key West

Richard M.

includes taxes & fees

14 Sept - 15 Sept

3. Tropical Cottages

Marathon

Natasha

includes taxes & fees

2 Sept - 3 Sept

View all properties

Find holiday rentals that suit your style

Houseboats

Cottages

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

Top Lower Florida Keys Hotel Reviews

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

10/10 Excellent

"Perfect house for a couples getaway or a small family. Really convenient to just park your boat right outside the back in the canal. Air-conditioning was very good, and the property was very clean. Mel, the host, was easy to communicate with and very accommodating."

Sugarloaf Key RV Resort & Cottages

10/10 Excellent

"We had an amazing stay AGAIN at Sugarloaf RV & Cottage Resort in the Florida Keys! The property was beautiful, peaceful, clean, and the perfect place to relax and enjoy the Keys. The location is fantastic—close enough to Key West while still giving you that quiet, laid-back island feeling. The staff was friendly and welcoming, and everything was well maintained. We especially loved the tropical atmosphere and being able to truly disconnect and enjoy paradise. 🌴☀️🌊 We’ll definitely be back and highly recommend Sugarloaf to anyone looking for a relaxing Florida Keys getaway!"

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

10/10 Excellent

"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our expectations. The place was clean, and the kitchen was loaded with everything you would need to prepare dinner/drinks at home. The bikes were a treat. We used them to roam around or when the kids wanted to fish/swim. The balcony is beautiful with a nice sunrise view. The only suggestion i would make is if your'e bringing more then one vehicle, figure out the overflow parking before hand. There is a one vehicle limit that got a bit confusing in the later hours."

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

10/10 Excellent

"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This will definitely be a spot we use again in the future."

Find out more about Lower Florida Keys