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Featured Cottages in Florida Keys

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (173)
"It was a nice experience staying in the houseboat. Everyone there was very friendly and accommodating. "
The price is AU$394
includes taxes & fees
6 Jan - 7 Jan
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (763)
"Lovely roomy apartment. Extremely comfortable bed. Great big kitchen area, a kettle would have been good. Outside seating area was very relaxed. We thought we had booked for 3 beds but only had 2. "
The price is AU$252
includes taxes & fees
6 Jan - 7 Jan
Tropical Cottages

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

9.0 out of 10, Wonderful, (40)
"The cottage was clean and well appointed. Loved the little porch to sit in late in the evening or drink coffee in early in the morning. Beds were comfy, shower was not as strong as I like (but I'm spoiled by my home one, so . . . ) Only problem we noted was sometimes the toilet would not refill after flushing - simple fix, but kind of annoying. Pool was much smaller than it looked in the picture, though. Really enjoyed our stay and would not hesitate to stay again!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

ISLE BE BACK To The Sunny Keys

9.6 out of 10, Exceptional, (24)
"Rxcellent"
ISLE BE BACK To The Sunny Keys

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.8 out of 10, Excellent, (25)
"The RV park is top notch. Many activities to keep kids busy and has laundry facilities, trash pickup - very well cared for. The RV we stayed in was roomy and fairly comfortable. It needs a little TLC and a bit more attention to detail in cleanliness. All in all, it waswonderful stay."
The price is AU$514
includes taxes & fees
8 Jan - 9 Jan
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Waterfront Home

8.8 out of 10, Excellent, (154)
"Has a nice seawall that can accomodate about a 30 foot boat. Cleaning station for fish was nice also. Actual house unit was older, but nice. We really just used it for cooking our fish and sleeping. The main perks of this place is that it has a seawall on a protected canal to keep a boat, has good channel access to both the oceanside and gulf, and is clean. Marina with boat fuel and boat ramp is in Venture Out neighborhood just a few hundred feet away from this actual unit. Overall a good...
Waterfront Home

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

8.6 out of 10, Excellent, (37)
"Well located to visit Key West as well as other Keys both East and West. House needs some attention. "
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, (74)
"Property was just as advertised and looked as nice in person as in ads"
Canal front, dockage, 2 bedroom, 2 bath

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

10.0 out of 10, Exceptional, (16)
"We were very happy with our stay at this property! It was perfect for a couple! A lot of the properties I looked at were two bedrooms and much more expensive. I was happy to find this one. The gated community was awesome and friendly. The communication with the manager was prompt and helpful. I read some of the reviews complaining about all the "rules". We had ZERO problems with all the rules in the Venture Out Community. It was so quiet and everyone was friendly. We will definitely...
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Riley's Retreat - Venture Out 107

9.2 out of 10, Wonderful, (5)
"Quiet neighborhood close enough yet far enough from Key West madness "
Riley's Retreat - Venture Out 107

THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

9.6 out of 10, Exceptional, (43)
"This place was a gem. Clean, well kept and charming. The owner was very sweet and helpful."
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

Waterfront Cozy Cottage with Boat Ramp & Dock!

10.0 out of 10, Exceptional, (53)
"Cottage was great pier was great too! "
Waterfront Cozy Cottage with Boat Ramp & Dock!

SEA SHELL COTTAGE UNIT #2

9.4 out of 10, Exceptional, (14)
"Hidden Hammock was a gem for sure. Quiet, clean, located near lots of restaurants, stores, and things to do, Manager Hope was very kind and helpful giving us tips where to go, where to eat etc. Property sits on Summerland Key and close to everything North or South of us. I would recommend this place highly. Cheryl Zelsman "
SEA SHELL COTTAGE UNIT #2

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

8.8 out of 10, Excellent, (57)
"Close to Key West, one of its madness or expensive hotel costs! Two bedrooms. Shared - Boat dock and tiny swimming beach on property, we swam every day in the ocean. Also a swimming pool that seemed to be cleaned regularly. Kitchen is partly stocked - reading instructions helps a lot! "
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

9.2 out of 10, Wonderful, (65)
"The cottage worked great for our sister trip. It was a good halfway point to many of the Key's attractions and was in a nice quieter community. The cottage was cozy and clean, but don't expect a fancy accommodation. The property was right on some water which was really nice."
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

8.0 out of 10, Very good, (32)
"It's a good quiet place about 20 miles from Key West. The property itself has seen its best years-- it has aged now but functional. The entrance is a bit tricky to find, right off of the highway. Overall a good place if you don't mind driving back and forth between Key West attractions. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Blue Mind - Venture Out Unit 225

9.4 out of 10, Exceptional, (66)
"nice place 3rd time there"
Blue Mind - Venture Out Unit 225

Beautiful Modern House in Key Largo

10.0 out of 10, Exceptional, (33)
"Very clean and very comfortable had every thing you would need to make your stay great and easy access to main highway. I would book it again if I ever go back to the Keys"
The price is AU$978
includes taxes & fees
8 Jan - 9 Jan
Beautiful Modern House in Key Largo

FL Keys Cottage with Ocean Views - Venture Out Unit 395

8.8 out of 10, Excellent, (3)
"Very clean, comfortable beds. Close to everything we wanted to do!"
FL Keys Cottage with Ocean Views - Venture Out Unit 395

Luxury cottage in the heart of paradise

9.6 out of 10, Exceptional, (26)
"From check in, to check out all smooth. Beautifully decorated unit with attention to detail, highly recommended. Use of golf cart to get to hammocks and pool was wonderful. Thank you!"
Luxury cottage in the heart of paradise
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 Florida Keys

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (388)
"Amazing place to stay and right near everything. Very authentic."
The price is AU$259
includes taxes & fees
6 Jan - 7 Jan
Breezy Palms Resort

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1142)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is AU$599
includes taxes & fees
6 Jan - 7 Jan
Skipjack Resort & Marina

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (131)
"The aqua lodge was a nice change to the typical accommodations. The only complaint was the air traffic, although i would stay again"
The price is AU$577
includes taxes & fees
9 Jan - 10 Jan
Aqua Lodge Rentals At Coconut Cay
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.

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between AU$252 and AU$978 per night for cottages in Florida Keys. No matter your budget, an awesome stay is just a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Florida Keys?
Florida Keys has 33 cottages to pick from. Select your travel dates, enter your destination and arrange your next escape today.
What is there to do in Florida Keys near my cottage?
Whether you’re into arts, culture, shopping or dining, Florida Keys is one place you’ll never get bored! The leading city of Key West has tons of attractions, including Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. If you’re headed to Marathon, Sombrero Beach, The Turtle Hospital and Crane Point Museum and Nature Centre will fill up your itinerary.