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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Featured Cottages in Florida Keys and around

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, (900)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is €87
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, (29)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
United States
Dianna F.
The price is €340
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 €280
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 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 location and very happy with our accommodations."
United States
Carrie B.
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.
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.
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 €475
includes taxes & fees
10 Dec - 11 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Marina
Living Life Dockside

Living Life Dockside

Stock Island
Living Life Dockside
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.
The price is €338
includes taxes & fees
17 Nov - 18 Nov
Pelican Suite | Cozy Cottage, 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)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
The price is €340
includes taxes & fees
30 Nov - 1 Dec
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.
The price is €341
includes taxes & fees
25 Nov - 26 Nov
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from 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.
The price is €338
includes taxes & fees
18 Nov - 19 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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.
Charming 1-bedroom cottage in lovely Miami with AC, TROPICAL FOOD FOREST GARDEN
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 €126
includes taxes & fees
10 Dec - 11 Dec
Privacy and Comfort close to all - 7G
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.
The price is €123
includes taxes & fees
17 Nov - 18 Nov
Private Studio in Shenandoah - 4K
Fridge, microwave, coffee/tea maker, paper towels
Walk to Restaurants and Shops - 5S

Walk to Restaurants and Shops - 5S

Coral Way
Walk to Restaurants and Shops - 5S
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
New York Loft in the Heart of Miami - 4S
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.
Boho Studio in Little Havana - 5K
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

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Our room was beautiful and clean, with a lovely view of the pool and open water."
Susan 2-night trip
Posted 8 hours ago
Playa Largo Resort & Spa, Autograph Collection

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 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.

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