Search Cottages in Florida Keys

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Our top choices for Florida Keys cottages

2.5 star property
8.6 out of 10, Excellent, (309 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (939 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is AED 731
AED 822 total
includes taxes & fees
24 Mar - 25 Mar
Tropical Cottages
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is AED 909
AED 1,678 total
includes taxes & fees
11 Mar - 12 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is AED 744
AED 1,272 total
includes taxes & fees
12 Mar - 13 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (124 reviews)
"host answered our question. Did not know w& d was coin washer and dryer"
United States
Robin D.
The price is AED 826
AED 1,516 total
includes taxes & fees
13 Mar - 14 Mar
Charming cottages, dockage, pool, just minutes to Key West

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is AED 826
AED 1,657 total
includes taxes & fees
12 Mar - 13 Mar
Waterfront Home
8.6 out of 10, Excellent, (196 reviews)
"Great location"
United States
Kimberly W.
The price is AED 826
AED 1,516 total
includes taxes & fees
15 Mar - 16 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
8.8 out of 10, Excellent, (94 reviews)
"The place has a lot of potential. There are a few areas that need improvement. Badly cabinet doors are off, missing falling off. The baseboard, especially in the bathroom are very dirty. The registers in the house are rusty some with holes in them even the place just needs a little TLC."
United States
Tim J.
Canal front, dockage, 2 bedroom, 2 bath
9.8 out of 10, Exceptional, (35 reviews)
"Loved this little place "
United States
Charles N.
The price is AED 865
AED 2,056 total
includes taxes & fees
24 Mar - 25 Mar
Osprey Suite | Charming Hideaway, Hot Tubs!

Cottage in Old Town Key West

OSPREY STUDIO @ The Colony-Sleeps up to 4
9.6 out of 10, Exceptional, (55 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is AED 1,361
AED 3,002 total
includes taxes & fees
26 Mar - 27 Mar
OSPREY STUDIO @ The Colony-Sleeps up to 4
8.4 out of 10, Very Good, (59 reviews)
"It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. "
United States
joanne
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (92 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is AED 909
AED 1,689 total
includes taxes & fees
11 Mar - 12 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (53 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is AED 909
AED 1,689 total
includes taxes & fees
12 Mar - 13 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.8 out of 10, Exceptional, (28 reviews)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is AED 1,650
AED 2,983 total
includes taxes & fees
1 Apr - 2 Apr
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
9.0 out of 10, Wonderful, (150 reviews)
"Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd"
United States
Donna P.
The price is AED 909
AED 1,620 total
includes taxes & fees
14 Mar - 15 Mar
Quaint cottage, pool, dockage just minutes to Key West!
8.6 out of 10, Excellent, (77 reviews)
"It was a nice location. 30” from Key West. "
United States
Linda N.
The price is AED 909
AED 1,689 total
includes taxes & fees
14 Mar - 15 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (164 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is AED 909
AED 1,620 total
includes taxes & fees
14 Mar - 15 Mar
Cottage with Pool and Dockage, just minutes to Key West
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is AED 2,121
AED 4,093 total
includes taxes & fees
20 Mar - 21 Mar
Beautiful Cottage & Amenities in Gated Community
8.8 out of 10, Excellent, (122 reviews)
"Great location and a great pool "
United States
J C.
The price is AED 2,439
AED 4,155 total
includes taxes & fees
20 Mar - 21 Mar
Comfortable Cottage with Private Pool & Lovely Garden - Great Location
10.0 out of 10, Exceptional, (33 reviews)
"Very clean and host was available and helpful.The beds were extremely comfortable. Only issue was the height of the beds. We are short people so climbing into bed was more difficult. We would book again!!!!"
United States
Patricia C.
The price is AED 1,011
AED 2,261 total
includes taxes & fees
28 Mar - 29 Mar
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
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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Top Florida Keys Hotel Reviews

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between AED 822 and AED 4,155 per night for cottages in Florida Keys. No matter your budget, an awesome stay is only a click or two away on Expedia. These prices were 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 64 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
Why book your cottage in Florida Keys with Expedia?
We think that a vacation should be stress-free, so if you're searching for cottages in Florida Keys at an affordable price, Expedia has got you covered. Keep the budget in check and stay in a cheap option far away from the city rush, or splurge on an upmarket cottage to really pamper your favorite people.
How can I find cheap cottages in Florida Keys?
With Expedia's useful filter tool, getting your hands on cheap cottages in Florida Keys has never been easier. To find stays that'll make your hip pocket happy, refine your search results by star rating, budget and amenities.