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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Featured Cottages in Florida Keys

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, (271)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina
Standard Cottage, Ensuite (Cottage 10) | Exterior
Tropical Cottages

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (903)
"Beautiful place, conveniently located "
United States
Clifton
The price is AU$165
includes taxes & fees
19 Nov - 20 Nov
Tropical Cottages
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (30)
"Nice, simple accomodation in a great location. There is a delightful deck just steps off the sidewalk to relax and enjoy the live music at the bar across the street. Also, quick beach access and decent street parking. Would definitely stay again."
United States
Kendra K.
The price is AU$589
includes taxes & fees
30 Nov - 1 Dec
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
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
8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is AU$494
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is AU$394
includes taxes & fees
15 Dec - 16 Dec
Cottage with Pool and Boat Dockage 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, (158)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is AU$494
includes taxes & fees
24 Nov - 25 Nov
Cottage with Pool and Dockage, just minutes to Key West
Property grounds
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is AU$978
includes taxes & fees
13 Dec - 14 Dec
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
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
10.0 out of 10, Exceptional, (129)
"Great place to stay"
United States
JEFFREY Z.
The price is AU$913
includes taxes & fees
3 Dec - 4 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Beach nearby
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
8.8 out of 10, Excellent, (73)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is AU$512
includes taxes & fees
21 Nov - 22 Nov
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (25)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is AU$549
includes taxes & fees
23 Nov - 24 Nov
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is AU$620
includes taxes & fees
22 Nov - 23 Nov
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AU$591
includes taxes & fees
25 Nov - 26 Nov
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
The price is AU$576
includes taxes & fees
19 Nov - 20 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Will stay here again "
United States
Matt O.
The price is AU$589
includes taxes & fees
30 Nov - 1 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Iron/ironing board, free WiFi, bed sheets
Privacy and Comfort close to all - 7G

Privacy and Comfort close to all - 7G

Little Havana
8.0 out of 10, Very good, (5)
"Great location "
United States
Jeffrey
The price is AU$213
includes taxes & fees
15 Dec - 16 Dec
Privacy and Comfort close to all - 7G
Fridge, microwave, coffee/tea maker, paper towels
Walk to Restaurants and Shops - 5S

Walk to Restaurants and Shops - 5S

Coral Way
The price is AU$282
includes taxes & fees
16 Dec - 17 Dec
Walk to Restaurants and Shops - 5S
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
10.0 out of 10, Exceptional, (1)
"Fabulous ambiance and location! Would definitely stay here again "
United States
Sherise Y.
The price is AU$217
includes taxes & fees
28 Nov - 29 Nov
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
Exterior
Private Studio in Shenandoah - 4K

Private Studio in Shenandoah - 4K

Coral Way
9.6 out of 10, Exceptional, (4)
"Top tier excellent! Love it and would definitely book again!"
United States
Rupesh
The price is AU$216
includes taxes & fees
26 Nov - 27 Nov
Private Studio in Shenandoah - 4K
Free WiFi, bed sheets
New York Loft in the Heart of Miami - 4S

New York Loft in the Heart of Miami - 4S

Coral Way
10.0 out of 10, Exceptional, (3)
"I loved everything about this place!"
United States
Rebecca L.
The price is AU$216
includes taxes & fees
19 Nov - 20 Nov
New York Loft in the Heart of Miami - 4S
Desk, iron/ironing board, free WiFi, bed sheets
Studio close to Everything - 6S

Studio close to Everything - 6S

Coral Way
9.0 out of 10, Wonderful, (7)
"The place is unique and comfy "
United States
Samuel
The price is AU$230
includes taxes & fees
19 Nov - 20 Nov
Studio close to Everything - 6S
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

Islander Resort

Islander Resort

10/10 Excellent
"Beautiful facility and grounds, wonderful location for quiet get away. The room was very clean. We really enjoyed sitting by the pool and also lounging on our private patio. Would definitely stay here again if we were in the area. A broom on the patio would be helpful to sweep away any insects."
Deborah 3-night trip
Posted 1 day ago
Islander Resort

Find out more about Florida Keys

Florida Keys Cottages information

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Frequently asked questions

How much do cottages in Florida Keys cost?
Prepare to pay between and per night for cottages in Florida Keys. No matter your budget, an awesome stay is just a click or two away on Expedia. This price was 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 cottages to pick from. Select your travel dates, enter your destination and arrange your next escape today.
What is there to do in Florida Keys near my cottage?
Whether you're into arts, culture, shopping or dining, Florida Keys is one place you'll never get bored! The leading city of Key West has tons of attractions, including Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. If you're headed to Marathon, Sombrero Beach, The Turtle Hospital and Crane Point Museum and Nature Centre will fill up your itinerary.