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

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

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, (349 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is NZ$439
includes taxes & fees
30 June - 1 July
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (982 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is NZ$257
includes taxes & fees
7 July - 8 July
Tropical Cottages
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
The price is NZ$766
includes taxes & fees
15 July - 16 July
Cottage with Pool and Dockage, just minutes to Key West
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean and as described "
United States
Tim S.
The price is NZ$701
includes taxes & fees
5 July - 6 July
Waterfront Home
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
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
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 NZ$1,058
includes taxes & fees
30 June - 1 July
Get your ISLAND STLYE on!
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 NZ$1,202
includes taxes & fees
24 July - 25 July
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
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.
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
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 Dancing Rooster: 2 Blocks from Duval in Old Town.
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 NZ$2,141
includes taxes & fees
12 July - 13 July
OCEANIA... water front cottage retreat ~
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.
The price is NZ$1,301
includes taxes & fees
30 June - 1 July
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 NZ$287
includes taxes & fees
7 July - 8 July
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
The price is NZ$306
includes taxes & fees
12 July - 13 July
Studio in Little Havana w/ Parking
Property grounds

Studio for 8 Steps from Calle 8 (Free Parking)

Studio for 8 Steps from Calle 8 (Free Parking)
Coral Way
10.0 out of 10, Exceptional, (2 reviews)
"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 NZ$284
includes taxes & fees
1 July - 2 July
Studio for 8 Steps from Calle 8 (Free Parking)
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
The price is NZ$237
includes taxes & fees
2 July - 3 July
Private Studio with Free Parking
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.
The price is NZ$1,288
includes taxes & fees
19 July - 20 July
Villa Capri Cozy 2 Bedroom Cottage 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.
The price is NZ$269
includes taxes & fees
30 June - 1 July
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior

Private Studio steps From Calle 8 (Free Parking)

Private Studio steps From Calle 8 (Free Parking)
Little Havana
9.0 out of 10, Wonderful, (7 reviews)
"Excellent"
United States
David R.
The price is NZ$282
includes taxes & fees
30 June - 1 July
Private Studio steps From Calle 8 (Free Parking)
Exterior

Walk to Restaurants and Shops + Free parking

Walk to Restaurants and Shops + Free parking
Coral Way
7.6 out of 10, Good, (4 reviews)
"Everything was absolutely perfect. Exactly what you would want with a VRBO. So quaint, clean just everything, not to mention the location. What is special is is in the residential side of little Havana."
United States
Loren G.
The price is NZ$282
includes taxes & fees
30 June - 1 July
Walk to Restaurants and Shops + Free parking
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
The price is NZ$292
includes taxes & fees
30 June - 1 July
Beautiful Red Cottage for a Relaxing Getaway on a Tropical Fruit Farm 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
"Todo bueno no lomi"
Vicente 1-night trip
Posted 3 hours ago
Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Cottages information

Number of reviews
1,331
Accommodation
61 Cottages
Lowest Price
NZ$257
Highest Price
NZ$439

Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between NZ$257 and NZ$439 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 61 cottages to choose from. Click on your travel dates, enter your destination and get a head start on planning your dream getaway today.
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.