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Cottages in Key West

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

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
$302 nightly
The price is $332
Jul 16 - Jul 17
Total includes taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

$504 nightly
The price is $560
Aug 9 - Aug 10
Total includes taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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

10.0 out of 10, Exceptional, (18)
"Will stay here again "
$314 nightly
The price is $345
Aug 3 - Aug 4
Total includes taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (161)
"Cute, charming, clean and quiet. Great location. "
Conch Republic Consul General's Cottage.-Historic District

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

10.0 out of 10, Exceptional, (17)
"We had a wonderful stay here with our kids. Can’t beat the location."
$302 nightly
The price is $332
Jul 16 - Jul 17
Total includes taxes and fees
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

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

9.6 out of 10, Exceptional, (20)
"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "
$302 nightly
The price is $332
Jul 16 - Jul 17
Total includes taxes and fees
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (131)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

9.2 out of 10, Wonderful, (74)
"Really nice property just as the photos had everything we needed, great surroundings with character the pool area was perfect and well kept a very relaxing and friendly environment . The attached history to the Conch Republic was very interesting and maintained. Communications with Roberta were again very easy and in a timely & friendly manner Easy walk to Duval st and other attractions. All in all a great place to stay and would highly recommend "
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (195)
"Great location, very clean, just as described. Jean is super responsive to any questions and very accomodating. We will definitely be back! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

Find your zen at HIDDEN TREASURE

3.0 star property
9.6 out of 10, Exceptional, (9)
"The property and location is great! The private deck was awesome. "
Find your zen at HIDDEN TREASURE

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Our second time staying here. Great location. Everything you would need for a couple. Clean,comfortable. Will rent again if available next year."
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

~ROYAL POINCIANA COTTAGE~ Come and indulge yourself in some KW sunshine!

10.0 out of 10, Exceptional, (2)
"The best at the best price! "
~ROYAL POINCIANA COTTAGE~ Come and indulge yourself in some KW sunshine!

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (122)
"Clean, perfect location in Old Town Key West. The property manager was so accommodating and quickly got back to me with answers to my questions. Would definitely stay there again. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.

~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

10.0 out of 10, Exceptional, (7)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful stay at the Hibiscus Cottage. It has obviously had a recent renovation but did not lose the look and feel of an old conch house. Comfortable furnishings and a surprisingly large master with an en-suite bath that would rival that...
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

8.0 out of 10, Very Good, (2)
~MARGARITA COTTAGE~ Bask in sunshine and lounge by your pool in paradise.

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 star property
8.0 out of 10, Very Good, (2)
"The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. "
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (2)
"Linger Longer is the perfect place to stay~ the home was well appointed, with lovely aesthetic and very comfortable! The pool was a big plus; the Truman Annex is in the best location ~ central to countless activities and restaurants. The office management team was quick to address questions/issues. We cannot wait to plan our next visit back…"
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

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

9.6 out of 10, Exceptional, (15)
"Super location on quiet end of Duval. Easy access to restaurants, pubs, beach, etc. Check-in super easy. Take advantage of the shuttle. Room is simple, but all you need for a quick trip - bed, bath, fridge. "
$301 nightly
The price is $331
Jul 27 - Jul 28
Total includes taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
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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Frequently asked questions

How much do cottages in Key West cost?
Cottages in Key West range between $331 and $560 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 9.7. 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 124 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.