Search Cottages in Florida Keys

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

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, (336 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
The price is HK$909
HK$2,124 total
includes taxes & fees
21 May - 22 May
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (971 reviews)
"Came here for our honeymoon, we absolutely loved it! Clean, the bar and food truck was perfect."
United States
Izabella
The price is HK$1,010
HK$1,136 total
includes taxes & fees
16 Jun - 17 Jun
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, (62 reviews)
"The location was very good and the host was responsive. "
United States
Lilly A.
The price is HK$1,586
HK$3,126 total
includes taxes & fees
20 May - 21 May
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
The price is HK$1,897
HK$4,338 total
includes taxes & fees
18 May - 19 May
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
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.
The price is HK$1,762
HK$3,712 total
includes taxes & fees
2 Jun - 3 Jun
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 traveller
The price is HK$1,586
HK$3,334 total
includes taxes & fees
18 May - 19 May
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, (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.
The price is HK$2,460
HK$5,037 total
includes taxes & fees
7 Jun - 8 Jun
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
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.
The price is HK$3,289
HK$4,917 total
includes taxes & fees
31 May - 1 Jun
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.
Find your zen at HIDDEN TREASURE
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
The price is HK$306
HK$990 total
includes taxes & fees
31 May - 1 Jun
Privacy and Comfort Steps from Marlins Stadium
Iron/ironing board, free WiFi, bed sheets

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.
The price is HK$308
HK$1,168 total
includes taxes & fees
18 May - 19 May
Boho Studio in Little Havana
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 HK$627
HK$1,308 total
includes taxes & fees
19 May - 20 May
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)
"Clean room "
United States
Pappu P.
The price is HK$284
HK$1,141 total
includes taxes & fees
18 May - 19 May
Studio close to Everything
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.
The price is HK$276
HK$1,132 total
includes taxes & fees
18 May - 19 May
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, (18 reviews)
"Lovely and cute place to stay!"
United States
Christopher P.
The price is HK$486
HK$1,149 total
includes taxes & fees
19 May - 20 May
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Fridge, microwave, coffee/tea maker, paper towels

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.
The price is HK$284
HK$1,141 total
includes taxes & fees
18 May - 19 May
Walk to Restaurants and Shops
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Florida Keys Hotel Reviews

Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Clean rooms, great sunsets and fun activities "
Javier 4-night trip
Posted 2 hours ago
Reefhouse Resort & Marina

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
1,573
Accommodation
52 Cottages
Lowest Price
HK$990
Highest Price
HK$5,037

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between HK$990 and HK$5,037 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 52 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.

Explore a world of travel with Expedia