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Cottages in Key West

Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
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.
$352 nightly
The price is $387
Nov 18 - Nov 19
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Exterior
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
9.8 out of 10, Exceptional, (8)
"Easy walk to everything! Comfortable stay. "
United States
Esther G.
$556 nightly
The price is $617
Nov 11 - Nov 12
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (23)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
United States
April W.
$333 nightly
The price is $366
Nov 23 - Nov 24
Total with taxes and fees
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!
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.
$348 nightly
The price is $383
Nov 16 - Nov 17
Total with taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Marina
Living Life Dockside
Living Life Dockside
$510 nightly
The price is $567
Nov 9 - Nov 10
Total with taxes and fees
Living Life Dockside
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
$348 nightly
The price is $383
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!
9.8 out of 10, Exceptional, (20)
"Very nice "
United States
tyler s.
$348 nightly
The price is $383
Nov 16 - Nov 17
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
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.
Exterior
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (266)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 5 - Nov 6
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Exterior
Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bath
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
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
8.2 out of 10, Very Good, (47)
"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 5 - Nov 6
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
9.2 out of 10, Wonderful, (156)
"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
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
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
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 Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Staff good but never clean our room"
Amanda 3-night trip
Posted 20 hours ago
Beachside Resort & Residences

Find out more about Key West

Key West Cottages information

Number of reviews
808
Accommodation
120 Cottages
Lowest Price
$292
Highest Price
$678

Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $292 and $678 per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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.
What are the best cottages in Key West?
Select from multiple cottages in Key West with a total average guest review rating of 9.4. Simonton Court Cottages is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with a garden and a nearby beach. Casa Manana Key West Monthly: 2 Br is another leading option with visitors in this area. It has a 3-star rating and amenities including a king-sized bed and a swimming pool.
How many cottages are there in Key West?
Stay in touch with nature in one of the 120 cottages waiting for you in Key West. To help you choose an ideal property, make use of our handy filters to search for must-have perks or amenities.
Are there any family-friendly cottages in Key West?
A trip with the family in Key West is simple at Casa Manana Key West Monthly: 2 Br. With amenities including a king-sized bed and a barbecue grill, you'll find all the comforts of home at this 3-star cottage. Simonton Court Cottages is another family-friendly stay where you and your squad can escape the hustle and bustle of city life. This cottage has a 3-star rating and amenities including housekeeping services and WiFi. Key West boasts plenty of family-friendly attractions to check out that'll entertain the kids. Smathers Beach and South Beach promise a fun day out for both young and old.
Why book your cottage in Key West with Expedia?
We think a getaway should be simple, so if you're seeking cottages in Key West at the perfect price, Expedia has you covered. Keep the budget in check and check in to a cheap option far from the hustle and bustle, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Key West?
A good way to spot cheap cottages in Key West is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.
What is there to do in Key West near my cottage?
Key West has enough experiences and activities to keep you amused for weeks, starting with Nancy Forrester's Secret Garden. Donkey Milk House, Clarence S. Higgs Memorial Beach Park and Duval Street are other wonderful attractions. If you have more time, Smathers Beach and Mallory Square will add the finishing touches to your itinerary.

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