Search Florida Keys Cottage Rentals from CA $357

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Florida Keys cottages

Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (304 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
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (935 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is CA $329
CA $370 total
includes taxes & fees
Mar 1 - Mar 2
Tropical Cottages
Exterior

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
Cudjoe Key
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 CA $338
CA $629 total
includes taxes & fees
Mar 11 - Mar 12
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (166 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is CA $246
CA $443 total
includes taxes & fees
Mar 10 - Mar 11
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
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 CA $277
CA $483 total
includes taxes & fees
Mar 12 - Mar 13
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Property grounds

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
8.6 out of 10, Excellent, (196 reviews)
"Great location"
United States
Kimberly W.
The price is CA $308
CA $565 total
includes taxes & fees
Mar 15 - Mar 16
Direct Oceanfront Cottage-Sunrise View- #2,
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space."
United States
Lyndon B.
The price is CA $308
CA $623 total
includes taxes & fees
Feb 28 - Mar 1
Waterfront Home
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (93 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 CA $351
CA $679 total
includes taxes & fees
Mar 10 - Mar 11
Canal front, dockage, 2 bedroom, 2 bath
Terrace/patio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
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 CA $433
CA $1,032 total
includes taxes & fees
Mar 4 - Mar 5
OSPREY STUDIO @ The Colony-Sleeps up to 4
1 bedroom, WiFi

Osprey Suite | Charming Hideaway, Hot Tubs!

Osprey Suite | Charming Hideaway, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (31 reviews)
"Loved this little place "
United States
Charles N.
The price is CA $414
CA $899 total
includes taxes & fees
Mar 3 - Mar 4
Osprey Suite | Charming Hideaway, Hot Tubs!
Exterior

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
Cudjoe Key
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 CA $338
CA $629 total
includes taxes & fees
Mar 12 - Mar 13
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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
Cudjoe Key
8.2 out of 10, Very good, (57 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
The price is CA $339
CA $630 total
includes taxes & fees
Mar 9 - Mar 10
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is CA $468
CA $1,081 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful Cottage & Amenities in Gated Community
Exterior

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
Cudjoe Key
8.8 out of 10, Excellent, (91 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is CA $338
CA $629 total
includes taxes & fees
Mar 10 - Mar 11
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (123 reviews)
"host answered our question. Did not know w& d was coin washer and dryer"
United States
Robin D.
The price is CA $308
CA $565 total
includes taxes & fees
Mar 13 - Mar 14
Charming cottages, dockage, pool, just minutes to Key West
Exterior

Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (150 reviews)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is CA $338
CA $603 total
includes taxes & fees
Mar 10 - Mar 11
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (163 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is CA $339
CA $604 total
includes taxes & fees
Mar 14 - Mar 15
Cottage with Pool and Dockage, just minutes to Key West
1 bedroom, WiFi

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Old Town Key West
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is CA $456
CA $949 total
includes taxes & fees
Mar 29 - Mar 30
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
8.8 out of 10, Excellent, (12 reviews)
"Great place to stay! "
United States
sarah R.
The price is CA $844
CA $1,560 total
includes taxes & fees
Mar 4 - Mar 5
Find your zen at HIDDEN TREASURE
Aerial view

La Finca Miami by SoFla Vacations

La Finca Miami by SoFla Vacations
3.5 star property
Glenvar Heights
8.8 out of 10, Excellent, (28 reviews)
"Cute place, quiet, and had everything we needed for our stay. "
United States
Julie
The price is CA $184
CA $357 total
includes taxes & fees
Mar 15 - Mar 16
La Finca Miami by SoFla Vacations
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"The room was clean, small but very usable with nice updating of tile and bath. It is right on the bay, with beautiful sunsets! The pool area is very nice with a great view of the bay!! "
Richard Clark 6-night trip
Posted 1 day ago
Lime Tree Bay Resort

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,543
Accommodation
64 Cottages
Lowest Price
CA $357
Highest Price
CA $1,560

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between CA $357 and CA $1,560 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.