A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

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, (352 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is €225
includes taxes & fees
13 Jul - 14 Jul
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (985 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
The price is €127
includes taxes & fees
26 Jul - 27 Jul
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
8.6 out of 10, Excellent, (98 reviews)
"Perfect location. Privacy and comfort."
United States
Anthony
The price is €357
includes taxes & fees
1 Aug - 2 Aug
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 with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (173 reviews)
"Great place "
United States
David
The price is €340
includes taxes & fees
15 Jul - 16 Jul
Cottage with Pool and Dockage, just minutes to Key West
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.
The price is €568
includes taxes & fees
23 Jul - 24 Jul
Get your ISLAND STLYE on!
Outdoor dining

Cottage w/ FREE Sailboat, Kayak, Bikes & More

Cottage w/ FREE Sailboat, Kayak, Bikes & More
Key Largo
The price is €290
includes taxes & fees
31 Jul - 1 Aug
Cottage w/ FREE Sailboat, Kayak, Bikes & More
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (101 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveller
The price is €547
includes taxes & fees
2 Aug - 3 Aug
Canal front, dockage, 2 bedroom, 2 bath
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.
The price is €516
includes taxes & fees
24 Jul - 25 Jul
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Exterior

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (148 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
The price is €561
includes taxes & fees
1 Aug - 2 Aug
The Dancing Rooster: 2 Blocks from Duval in Old Town.
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, (31 reviews)
"Great location, super clean. Great host communication. Thanks for a terrific stay!"
United States
Juleigh N.
The price is €520
includes taxes & fees
5 Aug - 6 Aug
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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)
"This place was great! As advertised. It is located within a resort community, so it is safe with lots of amenities. "
United States
BRIAN S.
The price is €717
includes taxes & fees
4 Aug - 5 Aug
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

OCEANIA... water front cottage retreat ~

OCEANIA... water front cottage retreat ~
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Super beautiful place and the decor was just on point."
United States
Josefina S.
The price is €1,088
includes taxes & fees
13 Jul - 14 Jul
OCEANIA... water front cottage retreat ~
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (101 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
HIDDEN OASIS 3 blocks from Duval
Outdoor dining

Key Largo Cottages w/ Free Sailboat, Kayaks + More

Key Largo Cottages w/ Free Sailboat, Kayaks + More
Key Largo
Key Largo Cottages w/ Free Sailboat, Kayaks + More
Outdoor dining

Free sailing, kayaking, water toys etc w/ Cottage

Free sailing, kayaking, water toys etc w/ Cottage
Key Largo
The price is €299
includes taxes & fees
31 Jul - 1 Aug
Free sailing, kayaking, water toys etc w/ Cottage
Outdoor dining

Kayaking, sailing, snorkeling Free w/ Cottage

Kayaking, sailing, snorkeling Free w/ Cottage
Key Largo
The price is €299
includes taxes & fees
31 Jul - 1 Aug
Kayaking, sailing, snorkeling Free w/ Cottage
Outdoor dining

Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use

Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use
Key Largo
The price is €290
includes taxes & fees
31 Jul - 1 Aug
Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use
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.
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.
The price is €141
includes taxes & fees
13 Jul - 14 Jul
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

Studio in Little Havana w/ Parking

Studio in Little Havana w/ Parking
Coral Way
9.0 out of 10, Wonderful, (8 reviews)
"The place is unique and comfy "
United States
Samuel
Studio in Little Havana w/ Parking
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

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Todo bien"
Vicente 1-night trip
Posted 4 hours ago
Playa Largo Resort & Spa, Autograph Collection

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
2,138
Accommodation
65 Cottages
Lowest Price
€127
Highest Price
€1,088

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between €127 and €1,088 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 65 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 holiday 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 favourite 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 holiday in Key Largo? Jimmy Johnson's Big Chill, Baker's Cay Resort Beach and Bluefin Rock Harbour Marina are among the best sights in this city.