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Cottages in Florida Keys

Standard Cottage, Ensuite (Cottage 10) | Exterior
Tropical Cottages

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (892)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
$90 nightly
The price is $101
Nov 18 - Nov 19
Total with taxes and fees
Tropical 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, (267)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 9 - Nov 10
Total with taxes and fees
Old Wooden Bridge Resort and Marina
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, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
$319 nightly
The price is $351
Nov 18 - Nov 19
Total with taxes and fees
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.
$303 nightly
The price is $336
Nov 9 - Nov 10
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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, (157)
"Great location and very happy with our accommodations."
United States
Carrie B.
$286 nightly
The price is $317
Nov 9 - Nov 10
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
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)
"Renting was easy and hassle free."
United States
chuck s.
$552 nightly
The price is $612
Nov 9 - Nov 10
Total with taxes and fees
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Marina
Living Life Dockside

Living Life Dockside

Stock Island
$510 nightly
The price is $567
Nov 9 - Nov 10
Total with taxes and fees
Living Life Dockside
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, (24)
"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
$325 nightly
The price is $358
Nov 23 - Nov 24
Total with taxes and fees
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from 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)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
$339 nightly
The price is $373
Nov 30 - Dec 1
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
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)
"Very nice "
United States
tyler s.
$339 nightly
The price is $373
Nov 16 - Nov 17
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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)
"11/10 stay and service, Marie was so amazing and allowed for early check in and late check out for my birthday weekend. Location was so perfect and had golf cart rental next door. Will definitely be staying here next time I come to the keys! "
United States
Julie G.
$339 nightly
The price is $373
Nov 16 - Nov 17
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
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)
"Great location. Close to everything but very quiet. Easy access and the property manager was super helpful with parking and accommodations. Would stay here again 100%!"
United States
Katie B.
$343 nightly
The price is $377
Nov 18 - Nov 19
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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, (128)
"We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!"
United States
Leslie M.
$609 nightly
The price is $678
Nov 17 - Nov 18
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
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
$111 nightly
The price is $122
Nov 17 - Nov 18
Total with taxes and fees
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
$144 nightly
The price is $160
Nov 18 - Nov 19
Total with taxes and fees
Walk to Restaurants and Shops - 5S
Property grounds
Boho Studio in Little Havana - 5K

Boho Studio in Little Havana - 5K

Coral Way
10.0 out of 10, Exceptional, (1)
"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.
$135 nightly
The price is $150
Nov 18 - Nov 19
Total with taxes and fees
Boho Studio in Little Havana - 5K
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)
"Comfortable"
Mexico
Jorge
$125 nightly
The price is $138
Nov 11 - Nov 12
Total with taxes and fees
New York Loft in the Heart of Miami - 4S
Exterior
Private Studio in Shenandoah - 4K

Private Studio in Shenandoah - 4K

Coral Way
9.6 out of 10, Exceptional, (4)
"Perfect-sized space for 1 or 2 people who plan on doing lots of exploring while in Miami"
United States
Jacob P.
$125 nightly
The price is $138
Nov 11 - Nov 12
Total with taxes and fees
Private Studio in Shenandoah - 4K
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
$129 nightly
The price is $143
Nov 19 - Nov 20
Total with taxes and fees
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Beautiful resort. Gorgeous views. The staff was wonderful and food was very good"
Neil 2-night trip
Posted 4 days ago
Isla Bella Beach Resort & Spa

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 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 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.