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

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

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, (356 reviews)
"We stayed in the 2 bedroom condo. It was spacious and clean. We enjoyed our time there."
United States
Kathy
$232 nightly
The price is $261
Aug 20 - Aug 21
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, (988 reviews)
"Very well kept-nice cottage! Would book again!"
United States
Susan
$109 nightly
The price is $123
Aug 23 - Aug 24
Total with taxes and fees
Tropical Cottages
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, (130 reviews)
"Good location, comfortable cabin.!"
United States
David C.
$305 nightly
The price is $338
Jul 27 - Jul 28
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West
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, (150 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
$563 nightly
The price is $625
Aug 1 - Aug 2
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
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
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Interior

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
$574 nightly
The price is $646
Aug 12 - Aug 13
Total with taxes and fees
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (102 reviews)
"The bedrooms and bathrooms were a little small but everything else was fantastic. We loved the outdoor spaces."
United States
Carla R.
$409 nightly
The price is $454
Aug 2 - Aug 3
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
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, (33 reviews)
"Great stay in Key West! Clean, well-located, and exactly as advertised. Easy check-in and responsive host. Would definitely book again."
United States
Jessica C.
$533 nightly
The price is $592
Aug 5 - Aug 6
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Outdoor dining

Key Largo Cottages w/ Free Sailboat, Kayaks + More

Key Largo Cottages w/ Free Sailboat, Kayaks + More
Key Largo
$333 nightly
The price is $333
Jul 31 - Aug 1
Total with taxes and fees
Key Largo Cottages w/ Free Sailboat, Kayaks + More
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.
$141 nightly
The price is $157
Aug 9 - Aug 10
Total with taxes and fees
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Property grounds

Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami

Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami
Little Havana
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage, very clean with all the amenities. Nice little patio in the rear. Super markets, restaurants close by. 10 minutes from a Casino. The owner, Alberto, is a Gentleman. I'd book this again!"
United States
John S.
$496 nightly
The price is $552
Jul 27 - Jul 28
Total with taxes and fees
Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami
Exterior

Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida

Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Homestead
$156 nightly
The price is $166
Jul 31 - Aug 1
Total with taxes and fees
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm near Homestead, Florida
Outdoor dining

Private Studio with Free Parking

Private Studio with Free Parking
Little Havana
8.0 out of 10, Very Good, (10 reviews)
"Great location "
United States
Jeffrey
$124 nightly
The price is $137
Jul 27 - Jul 28
Total with taxes and fees
Private Studio with Free Parking
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, (23 reviews)
"Lovely and cute place to stay!"
United States
Christopher P.
$145 nightly
The price is $161
Aug 11 - Aug 12
Total with taxes and fees
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida

Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
Homestead
$231 nightly
The price is $231
Jul 28 - Jul 29
Total with taxes and fees
Cozy Cottage on a Tropical Fruit Farm for a Peaceful Escape near Homestead, Florida
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Great overall place. Staff was very friendly and informative. We spent lots of time under the umbrellas on the beach. Solid exercise facility and the par three course was fun. Great place for families with boys that want to fish. Shuttle was helpful for transport to local restaurants, marinas, etc. highly recommend."
Roger 7-night trip
Posted less than an hour ago
Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
1,743
Accommodation
63 Cottages
Lowest Price
$123
Highest Price
$646

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between $123 and $646 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.

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