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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

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, (344 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$244 nightly
The price is $275
Jun 14 - Jun 15
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (978 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$105 nightly
The price is $118
Jun 16 - Jun 17
Total with taxes and fees
Tropical Cottages
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
$246 nightly
The price is $272
Jun 21 - Jun 22
Total with taxes and fees
Cottage with Pool and Boat 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
9.4 out of 10, Exceptional, (171 reviews)
"Great place "
United States
David
Cottage with Pool and Dockage, just minutes to Key West
Property grounds

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
$372 nightly
The price is $413
Jun 14 - Jun 15
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
Waterfront Home
Terrace/patio

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (61 reviews)
"As ex Key west’s, we were very specific in the location that we wanted to bi in. This property was perfect for us. The compound was calm and quiet as well as extremely well kept. The communication with the management company was seamless."
United States
Donald
$599 nightly
The price is $655
Jun 19 - Jun 20
Total with taxes and fees
OSPREY STUDIO @ The Colony-Sleeps up to 4
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (100 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveler
$355 nightly
The price is $394
Jun 12 - Jun 13
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
Property grounds

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
$579 nightly
The price is $643
Jun 14 - Jun 15
Total with taxes and fees
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (27 reviews)
"Great location, freshly renovated "
United States
Jackie M.
$590 nightly
The price is $655
Jun 14 - Jun 15
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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.
$798 nightly
The price is $886
Jul 4 - Jul 5
Total with taxes and fees
Beautiful Cottage & Amenities in Gated Community
Exterior

Get your ISLAND STLYE on!

Get your ISLAND STLYE on!
Old Town Key West
9.6 out of 10, Exceptional, (84 reviews)
"Good location. Provided everything that was listed. The unit was very clean."
United States
Mary S.
Get your ISLAND STLYE on!
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
HIDDEN OASIS 3 blocks from Duval
Exterior

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (21 reviews)
"Location was great. "
United States
Karen B.
$781 nightly
The price is $858
Jun 16 - Jun 17
Total with taxes and fees
Find your zen at HIDDEN TREASURE
Exterior

Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Coral Way
10.0 out of 10, Exceptional, (6 reviews)
"Great location and easy check in and checkout. "
United States
Raymond Y.
$146 nightly
The price is $162
Jun 28 - Jun 29
Total with taxes and fees
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Desk, iron/ironing board, free WiFi, bed sheets

Studio close to Everything

Studio close to Everything
Coral Way
9.0 out of 10, Wonderful, (8 reviews)
"The place is unique and comfy "
United States
Samuel
$151 nightly
The price is $168
Jun 15 - Jun 16
Total with taxes and fees
Studio close to Everything
Iron/ironing board, free WiFi, bed sheets

Privacy and Comfort Steps from Marlins Stadium

Privacy and Comfort Steps from Marlins Stadium
Little Havana
8.0 out of 10, Very Good, (10 reviews)
"Great location "
United States
Jeffrey
$110 nightly
The price is $122
Jun 11 - Jun 12
Total with taxes and fees
Privacy and Comfort Steps from Marlins Stadium
Property grounds

Boho Studio in Little Havana

Boho Studio in Little Havana
Coral Way
10.0 out of 10, Exceptional, (1 review)
"This was a nice room with a cute shared patio out back. There were lounge chairs and a ping pong table. It was quiet and clean. The best part is that it’s 3 blocks walk to Calle Ocho. We were able to walk and enjoy Little Havana so easily. Would stay again. "
United States
Sarah L.
$153 nightly
The price is $170
Jun 15 - Jun 16
Total with taxes and fees
Boho Studio in Little Havana
Shower, hair dryer, towels, soap

New York Loft in the Heart of Miami

New York Loft in the Heart of Miami
Coral Way
10.0 out of 10, Exceptional, (3 reviews)
"I loved everything about this place!"
United States
Rebecca L.
$134 nightly
The price is $149
Jun 14 - Jun 15
Total with taxes and fees
New York Loft in the Heart of Miami
Exterior

Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN

Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Coral Way
9.4 out of 10, Exceptional, (21 reviews)
"Lovely and cute place to stay!"
United States
Christopher P.
$132 nightly
The price is $147
Jun 11 - Jun 12
Total with taxes and fees
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
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

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Amazing to go again excellent"
Christian 2-night trip
Posted 1 hour ago
Reefhouse Resort & Marina

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,159
Accommodation
63 Cottages
Lowest Price
$118
Highest Price
$886

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between $118 and $886 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 63 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.