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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Florida Keys cottages

Exterior
Old Wooden Bridge Resort and Marina

Cottage in Punta Brisa

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (286 reviews)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Exterior
Tropical Cottages

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is ￥16,578
￥18,651 total
includes taxes & fees
Jan 15 - Jan 16
Tropical Cottages
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (54 reviews)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is ￥31,973
￥63,344 total
includes taxes & fees
Jan 21 - Jan 22
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (155 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is ￥27,631
￥49,144 total
includes taxes & fees
Jan 21 - Jan 22
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior
Charming cottages, dockage, pool, just minutes to Key West

Cottage in Cudjoe Key

Charming cottages, dockage, pool, just minutes to Key West
8.6 out of 10, Excellent, (121 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
The price is ￥31,578
￥59,919 total
includes taxes & fees
Jan 21 - Jan 22
Charming cottages, dockage, pool, just minutes to Key West
Exterior
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to 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 ￥35,525
￥59,761 total
includes taxes & fees
Jan 19 - Jan 20
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor dining
Waterfront Home

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (175 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is ￥28,420
￥62,742 total
includes taxes & fees
Jan 19 - Jan 20
Waterfront Home
Outdoor dining
Canal front, dockage, 2 bedroom, 2 bath

Cottage in Cudjoe Key

Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (89 reviews)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is ￥45,039
￥82,729 total
includes taxes & fees
Feb 1 - Feb 2
Canal front, dockage, 2 bedroom, 2 bath
Outdoor dining
Living Life Dockside

Cottage in Stock Island

Living Life Dockside
The price is ￥59,682
￥89,623 total
includes taxes & fees
Jan 18 - Jan 19
Living Life Dockside
Exterior
Beautiful Cottage & Amenities in Gated Community

Cottage in Cudjoe Key

Beautiful Cottage & Amenities in Gated Community
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is ￥42,313
￥108,502 total
includes taxes & fees
Jan 27 - Jan 28
Beautiful Cottage & Amenities in Gated Community
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Cottage in Old Town Key West

The Dancing Rooster: 2 Blocks from Duval in Old Town.
9.8 out of 10, Exceptional, (135 reviews)
"Great place to stay"
United States
JEFFREY Z.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Outdoor dining
HIDDEN OASIS 3 blocks from Duval

Cottage in Old Town Key West

HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (96 reviews)
"Loved the location of the cottage "
United States
Betty B.
The price is ￥88,942
￥166,313 total
includes taxes & fees
Jan 17 - Jan 18
HIDDEN OASIS 3 blocks from Duval
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (52 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 ￥35,525
￥67,814 total
includes taxes & fees
Jan 19 - Jan 20
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Dockage, just minutes to Key West

Cottage in Cudjoe Key

Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (161 reviews)
"Very nice and quiet! "
United States
Lura H.
The price is ￥39,473
￥69,748 total
includes taxes & fees
Jan 19 - Jan 20
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Quaint cottage, pool, dockage just minutes to Key West!

Cottage in Cudjoe Key

Quaint cottage, pool, dockage just minutes to Key West!
9.0 out of 10, Wonderful, (147 reviews)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is ￥39,473
￥69,748 total
includes taxes & fees
Jan 19 - Jan 20
Quaint cottage, pool, dockage just minutes to Key West!
Outdoor pool, a heated pool
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (75 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is ￥35,525
￥67,814 total
includes taxes & fees
Jan 19 - Jan 20
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cottage in Old Town Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (29 reviews)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
The price is ￥46,303
￥95,697 total
includes taxes & fees
Jan 26 - Jan 27
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is ￥43,736
￥91,570 total
includes taxes & fees
Jan 21 - Jan 22
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Property grounds
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (29 reviews)
"Loved this little place "
United States
Charles N.
The price is ￥43,736
￥92,044 total
includes taxes & fees
Jan 19 - Jan 20
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Yes, the room was very clean. We especially enjoyed the heated small pool close to our room. The grounds were beautiful and very well maintained. We enjoyed the chairs by the water. "
Hal 3-night trip
Posted 1 day ago
Tranquility Bay Beachfront Hotel and Resort

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,703
Accommodation
64 Cottages
Lowest Price
￥18,651
Highest Price
￥166,313

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between ￥18,651 and ￥166,313 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.
Are there any family-friendly cottages in Florida Keys?
There are family-friendly cottages in locations around Florida Keys, including Key West. Casa Manana Key West Monthly: 2 Br is one option that'll meet your needs in this vibrant city. It has a 3-star rating and amenities such as an oven and a barbecue grill. Also consider Simonton Court Cottages. With housekeeping services and WiFi, this 3-star cottage in Key West will make you and your travel buddies feel nice and relaxed. Key West has tons of family-friendly attractions when you're ready to see the sights. Smathers Beach and South Beach promise fun for the entire crew.
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.
What is there to do in Florida Keys near my cottage?
You'll discover countless things to keep you on the go in Florida Keys. If you're visiting Key West, swing by Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden. Spending your vacay in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbor Marina are among the best sights in this city.