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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

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, (339 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$254 nightly
The price is $286
May 25 - May 26
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, (975 reviews)
"Came here for our honeymoon, we absolutely loved it! Clean, the bar and food truck was perfect."
United States
Izabella
$125 nightly
The price is $141
May 31 - Jun 1
Total with taxes and fees
Tropical Cottages
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, (172 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
$267 nightly
The price is $296
May 27 - May 28
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool 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, (170 reviews)
"Great place "
United States
David
$320 nightly
The price is $355
May 25 - May 26
Total with taxes and fees
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)
"Host was great!!! Unit very clean well stocked with beautiful view."
United States
Lisa F.
$375 nightly
The price is $416
Jun 2 - Jun 3
Total with taxes and fees
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (99 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveler
$386 nightly
The price is $428
May 27 - May 28
Total with taxes and fees
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
9.4 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
$605 nightly
The price is $662
Jun 19 - Jun 20
Total with taxes and fees
OSPREY STUDIO @ The Colony-Sleeps up to 4
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.
$546 nightly
The price is $605
May 31 - Jun 1
Total with taxes and fees
Beautiful Cottage & Amenities in Gated Community
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, (30 reviews)
"The view to watch the sunrise was amazing for our stay. House was clean and easy instructions to get inside. "
United States
Megan M.
$582 nightly
The price is $646
Jun 7 - Jun 8
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, (25 reviews)
$597 nightly
The price is $663
Jun 14 - Jun 15
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Outdoor dining

Living Life Dockside

Living Life Dockside
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"This place was welcoming to pets & humans alike, what a place."
United States
Stephen R.
$566 nightly
The price is $628
May 31 - Jun 1
Total with taxes and fees
Living Life Dockside
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.
$729 nightly
The price is $800
May 26 - May 27
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.
$141 nightly
The price is $157
May 26 - May 27
Total with taxes and fees
Charming 1 bed Apartment in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
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.
$137 nightly
The price is $153
May 26 - May 27
Total with taxes and fees
Boho Studio in Little Havana
Iron/ironing board, free WiFi, bed sheets

Privacy and Comfort Steps from Marlins Stadium

Privacy and Comfort Steps from Marlins Stadium
Little Havana
7.8 out of 10, Good, (9 reviews)
"Great location "
United States
Jeffrey
$110 nightly
The price is $122
May 25 - May 26
Total with taxes and fees
Privacy and Comfort Steps from Marlins Stadium
Iron/ironing board, free WiFi, bed sheets

Walk to Restaurants and Shops

Walk to Restaurants and Shops
Coral Way
7.6 out of 10, Good, (4 reviews)
"This place was so cute, clean, and comfortable and in a beautiful neighborhood. We loved that we could walk all around Little Havana from this place. (Tip…Walk to the right, through the neighborhood and then turn left after a few blocks to get to the best part of Little Havana). It was easy to communicate with the host and easy to get in. He was able to accommodate our need to leave luggage there longer and replied to messages very quickly. Highly recommend and we would gladly stay here again...
United States
Lori R.
$137 nightly
The price is $153
Jun 7 - Jun 8
Total with taxes and fees
Walk to Restaurants and Shops
Free WiFi, bed sheets

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.
$130 nightly
The price is $145
May 25 - May 26
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
9.6 out of 10, Exceptional, (19 reviews)
"Lovely and cute place to stay!"
United States
Christopher P.
$128 nightly
The price is $142
May 26 - May 27
Total with taxes and fees
Charming 1-bedroom cottage 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
$131 nightly
The price is $146
May 26 - May 27
Total with taxes and fees
Studio close to Everything
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.
$523 nightly
The price is $584
May 24 - May 25
Total with taxes and fees
Villa Capri Cozy 2 Bedroom Cottage in the heart of Miami
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

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"This was a very nice hotel.Newly remodeled rooms, nice private beach area with a tiki bar so you can enjoy adult beverages. Recommend this hotel."
Edward 1-night trip
Posted 4 hours ago
Hampton Inn Key Largo Manatee Bay

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
1,792
Accommodation
55 Cottages
Lowest Price
$122
Highest Price
$800

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between $122 and $800 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 55 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.